CA2526570A1 - Aqueous solution of olanexidine, method of preparing the aqueous solution, and disinfectant - Google Patents

Aqueous solution of olanexidine, method of preparing the aqueous solution, and disinfectant Download PDF

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Publication number
CA2526570A1
CA2526570A1 CA002526570A CA2526570A CA2526570A1 CA 2526570 A1 CA2526570 A1 CA 2526570A1 CA 002526570 A CA002526570 A CA 002526570A CA 2526570 A CA2526570 A CA 2526570A CA 2526570 A1 CA2526570 A1 CA 2526570A1
Authority
CA
Canada
Prior art keywords
disinfectant
olanexidine
aqueous solution
concentration
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.)
Granted
Application number
CA002526570A
Other languages
French (fr)
Other versions
CA2526570C (en
Inventor
Kazuyoshi Miyata
Yasuhide Inoue
Akifumi Hagi
Motoya Kikuchi
Hitoshi Ohno
Kinji Hashimoto
Kinue Ohguro
Tetsuya Sato
Hidetsugu Tsubouchi
Hiroshi Ishikawa
Takashi Okamura
Koushi Iwata
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Otsuka Pharmaceutical Co Ltd
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2526570A1 publication Critical patent/CA2526570A1/en
Application granted granted Critical
Publication of CA2526570C publication Critical patent/CA2526570C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0014Skin, i.e. galenical aspects of topical compositions
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/155Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/191Carboxylic acids, e.g. valproic acid having two or more hydroxy groups, e.g. gluconic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A61K31/52Purines, e.g. adenine
    • A61K31/522Purines, e.g. adenine having oxo groups directly attached to the heterocyclic ring, e.g. hypoxanthine, guanine, acyclovir
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
    • A61L2/16Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
    • A61L2/18Liquid substances or solutions comprising solids or dissolved gases
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/02Local antiseptics

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Dermatology (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Oncology (AREA)
  • Dentistry (AREA)
  • Communicable Diseases (AREA)
  • Zoology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)

Abstract

The present invention provides a disinfectant that contains olanexidine in a concentration sufficient to exhibit an effective bactericidal effect, and that has hardly any side effects such as skin irritation. Specifically, the present invention provides a disinfectant containing an aqueous solution that contains olanexidine and at least an equimolar amount of gluconic acid, and substantially contains neither an acid other than gluconic acid nor a salt of the acid other than gluconic acid.

Claims (17)

1. An aqueous solution containing olanexidine and at least an equimolar amount of gluconic acid, and substantially containing neiter an acid other than gluconic acid nor a salt of the acid other than gluconic acid.
2. The aqueous solution according to claim 1, wherein the concentration of olanexidine is 0.1 to 20% (W/V).
3. The aqueous solution according to claim 2, wherein the concentration of olanexidine is 10 to 200 (W/V).
4. A method of preparing the aqueous solution according to any one of claims 1 to 3, comprising neutralizing or alkalizing an aqueous suspension of an acid addition salt of olanexidine with an aqueous solution of an alkali to precipitate a solid, washing the precipitated solid with water, and then dissolving the washed solid in an aqueous gluconic acid solution.
5. The method according to claim 4, wherein the neutralization or alkalization is carried out at a temperature of 20 to 30°C.
6. A disinfectant containing the aqueous solution according to any one of claims 1 to 3.
7. The disinfectant according to claim 6, wherein the disinfectant is an aqueous preparation.
8. The disinfectant according to claim 7, wherein the concentration of olanexidine is 0.001 to 20% (W/V).
9. The disinfectant according to claim 6, wherein the disinfectant is an alcoholic preparation.
10. The disinfectant according to claim 9, wherein the concentration of olanexidine is 0.001 to 6% (W/V).
11. The disinfectant according to any one of claims 6 to 10, further containing a polyalkylene glycol.
12. The disinfectant according to claim 11, wherein the concentration of the polyalkylene glycol is 0.5 to 10% (W/V).
13. The disinfectant according to claim 11 or 12, wherein the polyalkylene glycol is a polyethylene-polypropylene glycol or a polyethylene glycol.
14. An aqueous solution containing olanexidine at a concentration of at least 0.1% (W/V).
15. Use of gluconic acid for solubilizing olanexidine in water.
16. A method of disinfecting or sterilizing an object, comprising contacting the object with an effective amount of the disinfectant according to any one of claims 6 to 13.
17. Use of a disinfectant according to any one of claims 6 to 13 for disinfection or sterilization.
CA2526570A 2003-05-28 2004-05-25 Aqueous solution of olanexidine, method of preparing the aqueous solution, and disinfectant Active CA2526570C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2003150846 2003-05-28
JP2003-150846 2003-05-28
PCT/JP2004/007434 WO2004105745A1 (en) 2003-05-28 2004-05-25 Aqueous olanexidine solution, method of preparing the same, and disinfectant

Publications (2)

Publication Number Publication Date
CA2526570A1 true CA2526570A1 (en) 2004-12-09
CA2526570C CA2526570C (en) 2012-09-11

Family

ID=33487195

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2526570A Active CA2526570C (en) 2003-05-28 2004-05-25 Aqueous solution of olanexidine, method of preparing the aqueous solution, and disinfectant

Country Status (22)

Country Link
US (3) US7829518B2 (en)
EP (1) EP1634589B9 (en)
KR (1) KR101017334B1 (en)
CN (2) CN1794983B (en)
AR (2) AR044563A1 (en)
AT (1) ATE499095T1 (en)
AU (1) AU2004243183B2 (en)
BR (1) BRPI0410851B8 (en)
CA (1) CA2526570C (en)
CY (1) CY1111503T1 (en)
DE (1) DE602004031523D1 (en)
DK (1) DK1634589T3 (en)
ES (1) ES2358740T3 (en)
HK (2) HK1086200A1 (en)
MX (1) MXPA05012761A (en)
MY (2) MY144204A (en)
PL (1) PL1634589T3 (en)
PT (1) PT1634589E (en)
RU (1) RU2334508C2 (en)
SI (1) SI1634589T1 (en)
TW (2) TWI355930B (en)
WO (1) WO2004105745A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2009002258A (en) 2006-08-30 2009-03-20 Otsuka Pharma Co Ltd Process for producing 1-(3,4-dichlorobenzyl)-5-octylbiguanide or a salt thereof.
EP2300419B1 (en) * 2008-05-19 2015-07-15 Otsuka America Pharmaceutical, Inc. Method and apparatus for preparing a solution of a shear sensitive material
JP5383281B2 (en) 2009-03-30 2014-01-08 花王株式会社 Agrochemical-containing composition
AU2016367754B2 (en) 2015-12-07 2018-11-08 Otsuka Pharmaceutical Factory,Inc. Skin disinfectant composition
CA3058592C (en) * 2017-04-19 2021-11-09 Otsuka Pharmaceutical Factory, Inc. Olanexidine as anti-inflammatory agent
CN107668062B (en) * 2017-10-27 2021-03-09 金英花 Olanexidine aqueous solution based on hyaluronic acid and preparation method and application thereof
CN107646862B (en) * 2017-10-27 2021-05-07 江苏食品药品职业技术学院 Olanexidine aqueous solution based on ascorbic acid and preparation method and application thereof
ES2944838T3 (en) * 2018-07-18 2023-06-26 Otsuka Pharma Factory Inc disinfectant composition

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GB815925A (en) * 1956-06-06 1959-07-01 Ici Ltd New biguanide salts
US4734222A (en) * 1986-04-03 1988-03-29 Ciba-Geigy Corporation Composition and method for cleaning soft and hard contact lenses
DE3816734A1 (en) * 1988-05-17 1989-11-30 Henkel Kgaa METHOD FOR CLEANING AND DISINFECTING HEAT AND CORROSION-SENSITIVE MEDICAL DEVICES, ESPECIALLY ENDOSCOPES, AND MEANS FOR IMPLEMENTING THE METHOD
JP3308980B2 (en) 1991-03-15 2002-07-29 東燃ゼネラル石油株式会社 Terminally modified polypropylene and its production method
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Also Published As

Publication number Publication date
BRPI0410851A (en) 2006-07-04
BRPI0410851B1 (en) 2016-06-07
US7825080B2 (en) 2010-11-02
US8334248B2 (en) 2012-12-18
ATE499095T1 (en) 2011-03-15
EP1634589B1 (en) 2011-02-23
AU2004243183B2 (en) 2009-08-06
RU2005141134A (en) 2006-06-10
MY144204A (en) 2011-08-15
DK1634589T3 (en) 2011-04-18
US20100331423A1 (en) 2010-12-30
AR044563A1 (en) 2005-09-21
HK1176817A1 (en) 2013-08-09
AR095681A2 (en) 2015-11-04
DE602004031523D1 (en) 2011-04-07
KR101017334B1 (en) 2011-02-28
KR20060021868A (en) 2006-03-08
WO2004105745A1 (en) 2004-12-09
MY144306A (en) 2011-08-29
TWI355930B (en) 2012-01-11
SI1634589T1 (en) 2011-05-31
US20070041866A1 (en) 2007-02-22
CN102715184B (en) 2016-04-27
ES2358740T3 (en) 2011-05-13
US7829518B2 (en) 2010-11-09
CY1111503T1 (en) 2015-10-07
RU2334508C2 (en) 2008-09-27
AU2004243183A1 (en) 2004-12-09
PL1634589T3 (en) 2011-07-29
TWI400038B (en) 2013-07-01
CA2526570C (en) 2012-09-11
EP1634589A4 (en) 2007-11-07
EP1634589B9 (en) 2011-08-31
US20060189500A1 (en) 2006-08-24
MXPA05012761A (en) 2006-05-17
CN1794983B (en) 2012-07-18
CN102715184A (en) 2012-10-10
TW200427661A (en) 2004-12-16
TW201141384A (en) 2011-12-01
BRPI0410851B8 (en) 2023-04-25
CN1794983A (en) 2006-06-28
PT1634589E (en) 2011-03-24
EP1634589A1 (en) 2006-03-15
HK1086200A1 (en) 2006-09-15

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