US3282778A - Medicinal preparation containing acetyl salicylic acid and a pyridoxine compound - Google Patents
Medicinal preparation containing acetyl salicylic acid and a pyridoxine compound Download PDFInfo
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- US3282778A US3282778A US53624A US5362460A US3282778A US 3282778 A US3282778 A US 3282778A US 53624 A US53624 A US 53624A US 5362460 A US5362460 A US 5362460A US 3282778 A US3282778 A US 3282778A
- Authority
- US
- United States
- Prior art keywords
- pyridoxine
- aspirin
- days
- milligrams
- salicylic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- LXNHXLLTXMVWPM-UHFFFAOYSA-N Vitamin B6 Natural products CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 title claims description 58
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 title claims description 35
- 235000008160 pyridoxine Nutrition 0.000 title claims description 32
- 239000011677 pyridoxine Substances 0.000 title claims description 32
- 229940011671 vitamin b6 Drugs 0.000 title claims description 32
- 229960001138 acetylsalicylic acid Drugs 0.000 title claims description 30
- -1 pyridoxine compound Chemical class 0.000 title claims description 15
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 20
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 10
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 10
- BWZOPYPOZJBVLQ-UHFFFAOYSA-K aluminium glycinate Chemical compound O[Al+]O.NCC([O-])=O BWZOPYPOZJBVLQ-UHFFFAOYSA-K 0.000 claims description 4
- 231100000252 nontoxic Toxicity 0.000 claims description 4
- 230000003000 nontoxic effect Effects 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 2
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical class C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 description 33
- 206010039083 rhinitis Diseases 0.000 description 22
- 229940079593 drug Drugs 0.000 description 16
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 15
- 238000011282 treatment Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 9
- 239000000843 powder Substances 0.000 description 7
- 239000011775 sodium fluoride Substances 0.000 description 7
- 235000013024 sodium fluoride Nutrition 0.000 description 7
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000002618 waking effect Effects 0.000 description 6
- 229940057344 bufferin Drugs 0.000 description 5
- 239000002775 capsule Substances 0.000 description 5
- BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000002324 mouth wash Substances 0.000 description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 4
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000606 toothpaste Substances 0.000 description 4
- JXYWFNAQESKDNC-BTJKTKAUSA-N (z)-4-hydroxy-4-oxobut-2-enoate;2-[(4-methoxyphenyl)methyl-pyridin-2-ylamino]ethyl-dimethylazanium Chemical compound OC(=O)\C=C/C(O)=O.C1=CC(OC)=CC=C1CN(CCN(C)C)C1=CC=CC=N1 JXYWFNAQESKDNC-BTJKTKAUSA-N 0.000 description 3
- 241000985610 Forpus Species 0.000 description 3
- 230000001154 acute effect Effects 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 201000009240 nasopharyngitis Diseases 0.000 description 3
- 238000007911 parenteral administration Methods 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- BFXAWOHHDUIALU-UHFFFAOYSA-M sodium;hydron;difluoride Chemical compound F.[F-].[Na+] BFXAWOHHDUIALU-UHFFFAOYSA-M 0.000 description 3
- 229940034610 toothpaste Drugs 0.000 description 3
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- RADKZDMFGJYCBB-UHFFFAOYSA-N Pyridoxal Chemical compound CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 229940035676 analgesics Drugs 0.000 description 2
- 239000000730 antalgic agent Substances 0.000 description 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229940051866 mouthwash Drugs 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical class [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 2
- NGVDGCNFYWLIFO-UHFFFAOYSA-N pyridoxal 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O NGVDGCNFYWLIFO-UHFFFAOYSA-N 0.000 description 2
- NHZMQXZHNVQTQA-UHFFFAOYSA-N pyridoxamine Chemical compound CC1=NC=C(CO)C(CN)=C1O NHZMQXZHNVQTQA-UHFFFAOYSA-N 0.000 description 2
- ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 description 2
- 229960004172 pyridoxine hydrochloride Drugs 0.000 description 2
- 235000019171 pyridoxine hydrochloride Nutrition 0.000 description 2
- 239000011764 pyridoxine hydrochloride Substances 0.000 description 2
- 150000003873 salicylate salts Chemical class 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- HXACOUQIXZGNBF-UHFFFAOYSA-N 4-pyridoxic acid Chemical compound CC1=NC=C(CO)C(C(O)=O)=C1O HXACOUQIXZGNBF-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical class [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- 241000282414 Homo sapiens Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000008896 Opium Substances 0.000 description 1
- 206010057190 Respiratory tract infections Diseases 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 206010046306 Upper respiratory tract infection Diseases 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 229940124326 anaesthetic agent Drugs 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 239000002269 analeptic agent Substances 0.000 description 1
- 229940069428 antacid Drugs 0.000 description 1
- 239000003159 antacid agent Substances 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000003173 antianemic agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 229940125716 antipyretic agent Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229940125717 barbiturate Drugs 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000002327 cardiovascular agent Substances 0.000 description 1
- 229940125692 cardiovascular agent Drugs 0.000 description 1
- 239000003874 central nervous system depressant Substances 0.000 description 1
- 229940044683 chemotherapy drug Drugs 0.000 description 1
- 235000017168 chlorine Nutrition 0.000 description 1
- 125000001309 chloro group Chemical class Cl* 0.000 description 1
- 230000007012 clinical effect Effects 0.000 description 1
- 229960003920 cocaine Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 208000002925 dental caries Diseases 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 239000003866 digestant Substances 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 229940030606 diuretics Drugs 0.000 description 1
- 230000002124 endocrine Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 239000003326 hypnotic agent Substances 0.000 description 1
- 230000000147 hypnotic effect Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 235000013675 iodine Nutrition 0.000 description 1
- 229960005015 local anesthetics Drugs 0.000 description 1
- 230000003340 mental effect Effects 0.000 description 1
- 229910052752 metalloid Inorganic materials 0.000 description 1
- 150000002738 metalloids Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229960001027 opium Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000007715 potassium iodide Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 235000008164 pyridoxal Nutrition 0.000 description 1
- 239000011674 pyridoxal Substances 0.000 description 1
- 229960003581 pyridoxal Drugs 0.000 description 1
- 235000007682 pyridoxal 5'-phosphate Nutrition 0.000 description 1
- 239000011589 pyridoxal 5'-phosphate Substances 0.000 description 1
- 229960001327 pyridoxal phosphate Drugs 0.000 description 1
- 235000008151 pyridoxamine Nutrition 0.000 description 1
- 239000011699 pyridoxamine Substances 0.000 description 1
- ZMJGSOSNSPKHNH-UHFFFAOYSA-N pyridoxamine 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(CN)=C1O ZMJGSOSNSPKHNH-UHFFFAOYSA-N 0.000 description 1
- WHOMFKWHIQZTHY-UHFFFAOYSA-L pyridoxine 5'-phosphate(2-) Chemical compound CC1=NC=C(COP([O-])([O-])=O)C(CO)=C1O WHOMFKWHIQZTHY-UHFFFAOYSA-L 0.000 description 1
- 208000020029 respiratory tract infectious disease Diseases 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 201000009890 sinusitis Diseases 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical class [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/673—Vitamin B group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
Definitions
- the primary object of the invention is to provide a vehicle for administration of medicines via the oral and parenteral routes which will act to enhance the potentiation and synergistic effects of the medicine as well as increase rapidity of absorption of the medicament into the blood stream of the patient.
- medicines among others: antibotics and antifungal agents, steroids, salicylates (analgesics and antipyretics), local anaesthetics (cocaine, procaine, etc.), parenteral anaesthetics and analgesics and
- My vehicle may comprise any of the following members of the pyridoxine family: pyridoxine, pyridoxic acid, pyridoxine hydrochloride, pyridoxamine, pyridoxal, pyridoxine phosphate complex, pyridoxamine phosphate complex, pyridoxal phosphate complex, pyridoxine carbonate complex, pyridoxamine carbonate complex and pyridoxal carbonate complex.
- a medicine such aspirin (acid acetyl salicylic) or Bufferin (which contains acid acetyl salicylic combined with aluminum glycinate)
- My vehicle may comprise any of the following members of the pyridoxine family: pyridoxine, pyridoxic acid, pyridoxine hydrochloride, pyridoxamine, pyridoxal, pyridoxine phosphate complex, pyridoxamine phosphate complex, pyridoxal phosphate complex, pyridoxine carbonate complex, pyridox
- my invention When my invention is to be used for oral administration, I combine the medicine such as aspirin with my vehicle such as pyridoxine, by compressing the powders -together in tablet form. A capsule may also be made for oral administration by placing the combined powders The preparation may be made for oral administration by any other method known to the art.
- the average dose of aspirin has a particle size of 10 mesh.
- the particle size may be reduced to 200 mesh and the results are more efiicient.
- My invention is especially useful in oral administration where the clinical effect of the drug is not achieved until it first enters the stomach of the patient and is thence absorbed into the bloodstream of the patient.
- the use of my vehicle in combination with a specific medicine results in dilatation of the blood vessels in the stomach producing a greater supply of blood to the area for absorption of the medicine.
- the dose may include vehicle as small as 1 milligram and as high as 1 gram per kilo of body weight of the patient. While higher ranges of doses will work as well as the five milligram dose of vehicle, additional dosage does not add to the effect desired, to warrant the use of more of the drug. However, since the drug works well within the entire range stated, I do not desire to be limited to any particular amount even though I state preferred form or amount.
- Table I shows the case number in the first column; the diagnoses of the patient in the second column; the treat ment in the third column; the duration of the illness in the fourth column; the index of comfort experienced by the patient in the fifth column and, complications if any, in the sixth column.
- the index of comfort as shown in the fifth column was made up as follows:
- Comfort is defined as the subjective feeling of the patient in relation to his complaint. In other words, the maximum of comfort was experienced when the patient was free of any evidence of symptoms of his illness.
- Rhinitis Coryza Acute Aspirin (5: X & Y 2 q4h prn 3 days- 5 Do.
- Rhinitis Coryza Acute Aspirin & X & Y 2 q4h 3 days- 5 Do.
- Cases 1, 2 and 3 were treated with the usual dosage of aspirin together with an antihistimine, 10 grains every four hours during the patients waking hours.
- Cases 4, 5 and 6 were treated with aspirin alone, 10 grains every four hours during waking hours for the amount of time indicated in the fourth column of Table I.
- Cases 7, 8, and 9, which also complained of a condition of rhinitis, or running nose, in addition to the coryza were treated with aspirin, 10 grains, combined with five milligrams of pyridoxine every four hours during waking hours for the time shown in column 4 of Table I.
- Patients 10, 11 and 12 were treated with Bufierin, 10 grains every four hours, during waking hours, for the days shown in Table I.
- Patients 13, 14 and 15, who also complained of acute rhinitis were treated with a combination of aspirin, 10 grains, pyridoxine, 5 milligrams, and sodium bicarbonate, 2 grains, for three days each during waking hours at four hour intervals, and patients 16, 17 and 18 who also complained of acute rhinitis, were treated with a combination of Bufferin, 10 grains, pyridoxine, 5 milligrams, and sodium bicarbonate, 2 grains, every four hours during waking hours,
- Patients 13, 14 and 15 were treated with another form of my invention, aspirin in combination with pyridoxine and sodium bicarbonate.
- the duration of their illnesses lasted three days and they had the maximum of comfort (grade of 5 and no after complications.
- the doses for patients 13, 14 and 15 were made by crushing grains of aspirin combining with 5 milligrams of powdered pyridoxine and 2 grains of powdered sodium bicarbonate. The mixture was placed in a capsule and administered to the patient orally, as a dose.
- the medicine for patients 16, 17 and 18 was prepared by crushing 10 grains of Bufferin combined with 5 milligrams of powdered pyridoxine and 2 grains of sodium bicarbonate. The mixture was placed in a capsule and administered to the patientorally, for each dose.
- Example 1 I use a member of the pyridoxine family with a halogen preferably fluorine such as sodium fluoride and sodium acid fluoride. Also I use a member of the pyridoxine family with bromine notably sodium bromide and potassium bromide as well as chlorines and iodines, as recited above. That is, the pyridoxine is used with sodium chloride, potassium chloride, sodium iodide, potassium iodide, sodium bromide, potassium bromide, sodium chlorates, potassium chlorates, sodium fluoride and sodium acid fluoride, in the proportions recited in the foregoing specification.
- a halogen preferably fluorine such as sodium fluoride and sodium acid fluoride.
- bromine notably sodium bromide and potassium bromide
- chlorines and iodines as recited above. That is, the pyridoxine is used with sodium chloride, potassium chloride, sodium iodide, potassium iodide, sodium bro
- Example 2 I prepare a mixture of pyridoxine with sodium fluoride in the amount of five milligrams pyridoxine in a 2% aqueous solution of sodium fluoride (NaF).
- the sodium fluoride is used in from .1 to 2% solution and the pyridoxine is used in the amount of 5 milligrams to 30 milligrams per ounce of the sodium fluoride solution.
- This product is useful in preventing dental caries and is incorporated in any of the numerous conventional toothpaste formulations and mouth washes.
- Example 2a In this example five milligrams of pyridoxine powder and 20 milligrams of sodium fluoride were mixed and pressed into a tablet. The powder was also incorporated in a gelatin capsule. 0.5 milligram of pyridoxine powder was also used successfully. The products of Example 2a were likewise useful in connection with toothpaste and mouth wash formulations.
- Example 3 This example was like Example 2 except that sodium bifluoride (NaHFZ) was used.
- Example 4 This was the same as Example 2 except that potassium chlorate was used instead of sodium fluoride.
- Example 5 I prepared a mixture of pyridoxine carbonate as mentioned above and aspirin in the proportions recited namely 5 milligrams of the pyridoxine carbonate with 0.333 gram of aspirin.
- the proportions may be modified as recited above and in addition, sodium bicarbonate was added in some cases but frequently is not required.
- Example 6 This example was like Example 2 and Example 3 except that pyridoxine carbonate was employed in each instance and in a further pair of examples pyridoxine hydrochloride was employed in each instance.
- Example 7 This example was like Examples 2 and 5 in that in the several products prepared, pyridoxine carbonate was employed as the member of the pyridoxine family.
- Toothpastes and mouth washes embodying the compounds described above have a Wide utility and effectiveness and as stated, are incorporated with formulations which are well known and conventional. In the toothpaste and mouth wash pharmocopei and of themselves form no part of this invention. 7
- a medicinal preparation comprising in combination 1) a material selected from the group consisting of acetyl salicylic acid and acetyl salicylic acid combined with aluminum glycinate, (2) a non-toxic pyridoxine compound and (3) sodium bicarbonate.
- a medicinal preparation comprising in combination (1) acetyl salicylic acid, (2) a non-toxic pyridoxine compound and (3) sodium bicarbonate.
- a medicinal preparation comprising in combination 1) acetyl salicylic acid, (2) aluminum glycinate, (3) a non-toxic pyridoxine compound and (4) sodium bicarbonate.
Description
of the mentioned chemicals in a gelatine capsule.
United States Patent 3,282,778 MEDICINAL PREPARATION CONTAINING ACE- TY L SALICYLIC ACID AND A PYRIDOXINE COMPOUND Mervyn Joseph Lobe], 25 W. 54th St., New York, N.Y. No Drawing. Filed Sept. 2, 1960, Ser. No. 53,624 3 Claims. (Cl. 167-55) The primary object of the invention is to provide a vehicle for administration of medicines via the oral and parenteral routes which will act to enhance the potentiation and synergistic effects of the medicine as well as increase rapidity of absorption of the medicament into the blood stream of the patient.
This is a continuation-in-part of my applications Serial No. 747,561 filed July 7, 1958 and Serial No. 742,981 filed June 19, 1958, both now abandoned.
It is a further object of my invention to provide such a vehicle which will increase the effect and rapidity of absorption of the following medicines among others: antibotics and antifungal agents, steroids, salicylates (analgesics and antipyretics), local anaesthetics (cocaine, procaine, etc.), parenteral anaesthetics and analgesics and hypnotics (morphone and opium alkaloids), barbiturates, bromides, mental action drugs including central nervous system stimulants or depressants, cardiovascular drugs, diuretics, metalloids and heavy metals, antacids and digestants, chemotherapeutic drugs including sulphur derivatives, hematinics, and endocrines.
It is well known that medicines for the treatment of human beings show their effect by the concentration of the medicine in the system of the patient and also by the rapidity in which the medicine is absorbed in the system of the patient. In the use of my invention, I can both increase the concentration of the effect of the drug as well as the rapidity of absorption of the drug in the system of the patient, while using smaller percentages of the basic dr-ug than would ordinarily be required for an average dose.
I achieve the objects of my invention by combining a medicine such as aspirin (acid acetyl salicylic) or Bufferin (which contains acid acetyl salicylic combined with aluminum glycinate), with my vehicle. My vehicle may comprise any of the following members of the pyridoxine family: pyridoxine, pyridoxic acid, pyridoxine hydrochloride, pyridoxamine, pyridoxal, pyridoxine phosphate complex, pyridoxamine phosphate complex, pyridoxal phosphate complex, pyridoxine carbonate complex, pyridoxamine carbonate complex and pyridoxal carbonate complex. In another form of my invention, I add a quantity of sodium bicarbonate to my vehicle as will be described hereinbelow. I find that this increases the effectiveness of the vehicle for the purposes stated herein.
When my invention is to be used for oral administration, I combine the medicine such as aspirin with my vehicle such as pyridoxine, by compressing the powders -together in tablet form. A capsule may also be made for oral administration by placing the combined powders The preparation may be made for oral administration by any other method known to the art.
I prepare my invention for parenteral administration, or administration by injection, by combining the powders of the ingredients in aqueous or oily solution suitable for injection in the usual manner.
In preparation of the composition of my invention for either oral or parenteral administration, I find that five milligrams of a member of the pyridoxine family combined with less than the average dose of any of the medicines listed hereinabove makes a satisfactory and useful medicine. Although I find that the use of my invention requires less than the average dose of a specific medicine since it increases the effect of the medicine it may also be used with a regular dose of the medicine for an enhanced effect.
Describing my invention further, I shall use the term vehicle to cover all members of the pyridoxine family mentioned hereinabove. Thus, I find that five milligrams of the vehicle in combination with a medicine such as mentioned hereinabove either in powder form compressed into a tablet for oral administration, or in a solution for parenteral administration (or oral administration) will make these drugs much more efficient in becoming rapidly absorbed and potentiating the action of the drugs to such an extent as to give as much as twofold the concentration in the bloodstream as normally would be obtained by the use of the drug alone without the vehicle.
I have found that patients respond to treatment more quickly and with less discomfort with less than an average dose of medicine when used in combination 'with my vehicle. For example, the average dose of aspirin has a particle size of 10 mesh. When aspirin-is used in combination with my vehicle, the particle size may be reduced to 200 mesh and the results are more efiicient.
My invention is especially useful in oral administration where the clinical effect of the drug is not achieved until it first enters the stomach of the patient and is thence absorbed into the bloodstream of the patient. The use of my vehicle in combination with a specific medicine results in dilatation of the blood vessels in the stomach producing a greater supply of blood to the area for absorption of the medicine.
While I find that a dose including five milligrams of the vehicle is satisfactory, I have also found that the dose may include vehicle as small as 1 milligram and as high as 1 gram per kilo of body weight of the patient. While higher ranges of doses will work as well as the five milligram dose of vehicle, additional dosage does not add to the effect desired, to warrant the use of more of the drug. However, since the drug works well within the entire range stated, I do not desire to be limited to any particular amount even though I state preferred form or amount.
I have made several clinical tests to prove the utility of my invention and I set forth specific examples as follows:
In Table I, in which the results of six different tests made on eighteen patients are tabulated, the results are shown as follows:
Table I shows the case number in the first column; the diagnoses of the patient in the second column; the treat ment in the third column; the duration of the illness in the fourth column; the index of comfort experienced by the patient in the fifth column and, complications if any, in the sixth column. The index of comfort as shown in the fifth column, was made up as follows:
Comfort is defined as the subjective feeling of the patient in relation to his complaint. In other words, the maximum of comfort was experienced when the patient was free of any evidence of symptoms of his illness. The
minimum of comfort was experienced by the patient when .he felt subjective symptoms of the infection to the maximum extent. I have graded these subjective experiences of comfort of the patient from one to five, one, being the maximum discomfort or the least comfort; and five, being the minimum discomfort or greatest comfort experiences by the patient.
4 little better than that of patients 1, 2 and 3 and two of them developed sinus complications following cessation of treatment.
Patients 7, 8 and 9 who were treated with a preparation in accordance with my invention, aspirin in combination with pyridoxine, had illnesses of only five or six days duration, high comfort index of four and had no after TABLE I complications.
Case No. Diagnosis Treatment Duration Comfort Complications 1 Coryza Aspirin & Anti Hist 2 q4h 14 days- 1 Sinus 2 weeks prn. following cessation of treatment. 2 Coryza Aspirin & Anti Hist 2 (1411 14 days 1 Sinus 2 weeks folprn. lowing cessation of treatment. 3 Coryza Aspirin & Anti Hist 2 q4h 14 days- 1 Sinus 2 weeks folprn. lowing cessation of treatment. 4 Coryza Aspirin 2 q4h prn 11 days- 2 Subsequent sinus treatment. 5 Coryza Aspirin 2 q4h prn days- 2 Subsequent sinus treatment. 6 Coryza Aspirin 2 q4h prn 11 days- 2 None.
Aspirin & X 2 q4h pm. 4 Do. Aspirin & X 2 q4h pm. 6 days- 4 Do. Aspirin & X 2 q4h pm 6 days 4 Do. Bufierin 2 (14h prn 10 days- 2 Do. Coryza Buflerin 2 q4h prn 9 days. 2 Subsequently treated for pus retention. Coryza Bufierin 2 q4h prn 10 days. 2 Subsequently treated for pus retention. Coryza Acute Aspirin & X & Y 2 q4h pm. 3 days. 5 None.
Rhinitis. Coryza Acute Aspirin (5: X & Y 2 q4h prn 3 days- 5 Do.
Rhinitis. Coryza Acute Aspirin & X & Y 2 q4h 3 days- 5 Do.
Rhinitis. pm. 16 Coiryza Rhinitis Bufierin & X+Y 2 q4h pm. 1 day 5 Do cute. 17... Crx'yz? Rhinitis Buffer-in & X+Y 2 (14h pm. 2 days. 5 Do.
on e. 18 CoAryzta Rhinitis Bufieiin & X+Y 2 q4h pm. 1 day 5 D0.
cu e.
1 Observation: Course of treatment not shortened.
The higher the comfort figure the better the patient felt.
X Pyridoxine Hydrochloride-4 mgm. Y=Sodium Bicarbonate-2 gr.
All of the patients complained of a condition of coryza, an upper respiratory infection, known as the common cold. Cases 1, 2 and 3 were treated with the usual dosage of aspirin together with an antihistimine, 10 grains every four hours during the patients waking hours. Cases 4, 5 and 6 were treated with aspirin alone, 10 grains every four hours during waking hours for the amount of time indicated in the fourth column of Table I. Cases 7, 8, and 9, which also complained of a condition of rhinitis, or running nose, in addition to the coryza were treated with aspirin, 10 grains, combined with five milligrams of pyridoxine every four hours during waking hours for the time shown in column 4 of Table I. Patients 10, 11 and 12 were treated with Bufierin, 10 grains every four hours, during waking hours, for the days shown in Table I. Patients 13, 14 and 15, who also complained of acute rhinitis, were treated with a combination of aspirin, 10 grains, pyridoxine, 5 milligrams, and sodium bicarbonate, 2 grains, for three days each during waking hours at four hour intervals, and patients 16, 17 and 18 who also complained of acute rhinitis, were treated with a combination of Bufferin, 10 grains, pyridoxine, 5 milligrams, and sodium bicarbonate, 2 grains, every four hours during waking hours,
for the time shown in column 4, Table I.
From the table, it can be readily ascertained that patients 1, 2 and 3 who were merely treated with the usual dosages of aspirin combined with an antihistimine experienced illness of the longest duration and the least comfort.
' In addition, they all had sinus infection two weeks after ning of the treatment. Theircomfort experience was Patients 10, 11 and 12 were treated with Bufi'erin alone. The duration of their illnesses lasted nine or ten days and two of them were subsequently treated for pus protection in the sinuses.
Patients 13, 14 and 15 were treated with another form of my invention, aspirin in combination with pyridoxine and sodium bicarbonate. The duration of their illnesses lasted three days and they had the maximum of comfort (grade of 5 and no after complications.
Patients 16, 17 and 18 were treated with Buiferin combined with pyridoxine and sodium bicarbonate, another form of my invention, and the duration of their illnesses lasted one or two days with maximum comfort (grade of 5) and no after complications.
The eighteen cases given in Table I are representative of over cases tested. Thus, from the results of these tests, it is apparent that when the medicine is used in combination with pyridoxine, one feature of my invention, the illness is cured in less than half the time and there was no record of after complications. In addition, the comfort level of the patient was higher than without the use of my invention. I also found that in the form of my invention which comprises sodium bicarbonate, the cure is made quicker and the comfort level is higher as shown in the tests.
In another series of tests, the presence of salicylates in the blood was measured. The medicine used was Bufferin in all cases. Where Bufferin alone was used, at the end of ten minutes, the tests showed 12 milligrams percent, and at the end of twenty minutes, 26.2 milligrams percent. When a preparation in accordance with my invention, comprising Buiferin and pyridoxine was used in combination with sodium bicarbonate, at the end of ten minutes, the results showed 23.8 milligrams percent, and at the end of twenty minutes 38.9 milligrams percent.
The doses given to patients 7, 8 and 9 as set forth in Table I, were made by crushing 10 grains of aspirin and combining with 5 milligrams of powdered pyridoxine. The mixture was placed in a capsule which was then administered orally as a dose to the patient. The doses for patients 13, 14 and 15 were made by crushing grains of aspirin combining with 5 milligrams of powdered pyridoxine and 2 grains of powdered sodium bicarbonate. The mixture was placed in a capsule and administered to the patient orally, as a dose. The medicine for patients 16, 17 and 18 was prepared by crushing 10 grains of Bufferin combined with 5 milligrams of powdered pyridoxine and 2 grains of sodium bicarbonate. The mixture was placed in a capsule and administered to the patientorally, for each dose.
Although in the preferred forms of my invention, which used sodium bicarbonate, in the combination, I show the use of 2 grains, I do not wish to be limited to this exact amount, but state that my invention will work well with sodium bicarbonate in the range of /2 to 60 grains.
Example 1 I use a member of the pyridoxine family with a halogen preferably fluorine such as sodium fluoride and sodium acid fluoride. Also I use a member of the pyridoxine family with bromine notably sodium bromide and potassium bromide as well as chlorines and iodines, as recited above. That is, the pyridoxine is used with sodium chloride, potassium chloride, sodium iodide, potassium iodide, sodium bromide, potassium bromide, sodium chlorates, potassium chlorates, sodium fluoride and sodium acid fluoride, in the proportions recited in the foregoing specification.
Example 2 I prepare a mixture of pyridoxine with sodium fluoride in the amount of five milligrams pyridoxine in a 2% aqueous solution of sodium fluoride (NaF). The sodium fluoride is used in from .1 to 2% solution and the pyridoxine is used in the amount of 5 milligrams to 30 milligrams per ounce of the sodium fluoride solution. This product is useful in preventing dental caries and is incorporated in any of the numerous conventional toothpaste formulations and mouth washes.
Example 2a In this example five milligrams of pyridoxine powder and 20 milligrams of sodium fluoride were mixed and pressed into a tablet. The powder was also incorporated in a gelatin capsule. 0.5 milligram of pyridoxine powder was also used successfully. The products of Example 2a were likewise useful in connection with toothpaste and mouth wash formulations.
Example 3 This example was like Example 2 except that sodium bifluoride (NaHFZ) was used.
Example 4 This was the same as Example 2 except that potassium chlorate was used instead of sodium fluoride.
Example 5 I prepared a mixture of pyridoxine carbonate as mentioned above and aspirin in the proportions recited namely 5 milligrams of the pyridoxine carbonate with 0.333 gram of aspirin. The proportions may be modified as recited above and in addition, sodium bicarbonate was added in some cases but frequently is not required.
Example 6 This example was like Example 2 and Example 3 except that pyridoxine carbonate was employed in each instance and in a further pair of examples pyridoxine hydrochloride was employed in each instance.
Example 7 This example was like Examples 2 and 5 in that in the several products prepared, pyridoxine carbonate was employed as the member of the pyridoxine family.
Toothpastes and mouth washes embodying the compounds described above have a Wide utility and effectiveness and as stated, are incorporated with formulations which are well known and conventional. In the toothpaste and mouth wash pharmocopei and of themselves form no part of this invention. 7
While I have described my invention in its preferred forms, I do not wish to be limited by the specific embodiment as set forth herein but desire to be protected within the limits of the claims hereinbelow, wherefore, I claim:
1. A medicinal preparation comprising in combination 1) a material selected from the group consisting of acetyl salicylic acid and acetyl salicylic acid combined with aluminum glycinate, (2) a non-toxic pyridoxine compound and (3) sodium bicarbonate.
2. A medicinal preparation comprising in combination (1) acetyl salicylic acid, (2) a non-toxic pyridoxine compound and (3) sodium bicarbonate.
3. A medicinal preparation comprising in combination 1) acetyl salicylic acid, (2) aluminum glycinate, (3) a non-toxic pyridoxine compound and (4) sodium bicarbonate.
References Cited by the Examiner UNITED STATES PATENTS 2,403,473 7/1946 Ansbacher 16781 2,480,743 8/ 1949 Krantz 167-5 5 2,759,870 8/1956 Newmark 1678l 2,897,122 7/ 1959 Millar 16781 OTHER REFERENCES Wilson, The American Drug Index, 1956, Lippincott Co., Philadelphia, Pa., page 401.
American Drug Index, 1958, I. B. Lippincott Co., Philadelphia, Pa., pg. 509.
Spira, Chem. Abst., vol. 44, 1950, pg. 10845f.
Current List of Medicinal Literature (Index), National Library of Medicine, Washington, DC, vol. 21 June 1952, p. CDIX; vol. 23, June 1953, pp. 593, 594; vol. 24, December 1953, p. 702; vol. 25, June 1954, p. 501; vol. 26, December 1954; p. 477; vol. 30, December 1956, p. S-652; vol. 33, June 1958, p. S-542.
Batterman: J.A.M.A., vol. 155, No. 11, July 10, 1954, pp. 965-968.
J our. Amer. Pharm. Assn., December 1940, p. 524 (1st col., 4th complete paragraph).
The Lancet General Advertiser, article on p. 9, Dec. 14, 1957.
Merck Index, 6th Ed., 1952, p. 1002.
New Eng. J. Med., article by Batterman, pp. 213-219, Jan. 30,1958, vol. 258, No.5.
Statistics of Therapeutic Trials, by Herdan, Elsevier Publ. Co., 1955, pp. 50-53.
U.S. Dispensatory, 25th Ed., 1955, pp. 1253-1255, Lippincott Co., Phila., Pa.
Troan: The Washington Daily News, May 6, 1959, p. 18.
JULIAN S. LEVITT, Primary Examiner.
MORRIS O. WOLK, FRANK CACCIAPAGHA,
LEWIS GOTTS, Examiners.
I. HERBERT, S. ROSEN, Assistant Examiners.
Claims (1)
1. A MEDICINAL PREPARATION COMPRISING IN COMBINATION (1) A MATERIAL SELECTED FROM THE GROUP CONSISTING OF ACETYL SSALICYLIC ACID AND ACETYL SALICYLIC ACID COMBINED WITH ALUMINUM GLYCINATE, (2) A NON-TOXIC PYRIDOXINE COMPOUND AND (3) SODIUM BICARBONATE.
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US53624A US3282778A (en) | 1960-09-02 | 1960-09-02 | Medicinal preparation containing acetyl salicylic acid and a pyridoxine compound |
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US4505862A (en) * | 1981-04-14 | 1985-03-19 | Bristol-Myers Company | Diphenydramine dihydrogencitrate |
US4515771A (en) * | 1983-04-11 | 1985-05-07 | Fine Daniel H | Composition and method for the preventative treatment of dental disease and apparatus for dispensing said composition |
US4650789A (en) * | 1985-10-15 | 1987-03-17 | Commonwealth Medical Corporation Of America | Method and composition for increasing production of serotonin |
US4837239A (en) * | 1985-08-23 | 1989-06-06 | Syntex (U.S.A.) Inc. | Cardiotonic phosphodiesterase inhibitors complexed with water soluble vitamins |
FR2641189A1 (en) * | 1988-06-20 | 1990-07-06 | Timol Mamoojee | Pharmaceutical compositions containing acetylsalicylic acid and vitamin B6 |
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US20060035864A1 (en) * | 2004-08-10 | 2006-02-16 | Friesen Albert D | Combination therapies employing ace inhibitors and uses thereof for the treatment of diabetic disorders |
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US4505862A (en) * | 1981-04-14 | 1985-03-19 | Bristol-Myers Company | Diphenydramine dihydrogencitrate |
US4515771A (en) * | 1983-04-11 | 1985-05-07 | Fine Daniel H | Composition and method for the preventative treatment of dental disease and apparatus for dispensing said composition |
US4837239A (en) * | 1985-08-23 | 1989-06-06 | Syntex (U.S.A.) Inc. | Cardiotonic phosphodiesterase inhibitors complexed with water soluble vitamins |
US4650789A (en) * | 1985-10-15 | 1987-03-17 | Commonwealth Medical Corporation Of America | Method and composition for increasing production of serotonin |
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US7125889B2 (en) | 1999-08-24 | 2006-10-24 | Medicure International Inc. | Treating of cardiovascular and related pathologies |
US7148233B2 (en) * | 1999-08-24 | 2006-12-12 | Merrill Lynch Capital Canada Inc. | Treatment of cardiovascular and related pathologies |
US7132430B2 (en) | 1999-08-24 | 2006-11-07 | Medicure International Inc. | Treatment of cardiovascular and related pathologies |
US7425570B2 (en) | 2000-07-07 | 2008-09-16 | Medicure International Inc. | Pyridoxine and pyridoxal analogues: new uses |
US20060241083A1 (en) * | 2003-03-17 | 2006-10-26 | Medicure International Inc. | Novel heteroaryl phosphonates as cardioprotective agents |
US20070032456A1 (en) * | 2003-03-27 | 2007-02-08 | Friesen Albert D | Modulation of cell death |
US20070167411A1 (en) * | 2003-03-27 | 2007-07-19 | Medicure International Inc. | Compositions for treating angina |
US20070060549A1 (en) * | 2004-08-10 | 2007-03-15 | Friesen Albert D | Combination therapies employing ace inhibitors and uses thereof for the treatment of diabetic disorders |
US20060035864A1 (en) * | 2004-08-10 | 2006-02-16 | Friesen Albert D | Combination therapies employing ace inhibitors and uses thereof for the treatment of diabetic disorders |
US7459468B2 (en) | 2004-10-28 | 2008-12-02 | Medicure International, Inc. | Aryl sulfonic pyridoxines as antiplatelet agents |
US7812037B2 (en) | 2004-10-28 | 2010-10-12 | Medicure International, Inc. | Dual antiplatelet/anticoagulant pyridoxine analogs |
US7375112B2 (en) | 2005-01-05 | 2008-05-20 | Medicure International Inc. | Compounds and methods for regulating triglyceride levels |
US20060148763A1 (en) * | 2005-01-05 | 2006-07-06 | Friesen Albert D | Compounds and methods for regulating triglyceride levels |
US20090018106A1 (en) * | 2005-03-30 | 2009-01-15 | Medicure International Inc. | Intravenous formulations of pyridoxal 5'- phosphate and method of preparation |
US20070249562A1 (en) * | 2006-04-25 | 2007-10-25 | Friesen Albert D | Treatment of atrial fibrillation |
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