CA2256015A1 - Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic - Google Patents
Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepilepticInfo
- Publication number
- CA2256015A1 CA2256015A1 CA002256015A CA2256015A CA2256015A1 CA 2256015 A1 CA2256015 A1 CA 2256015A1 CA 002256015 A CA002256015 A CA 002256015A CA 2256015 A CA2256015 A CA 2256015A CA 2256015 A1 CA2256015 A1 CA 2256015A1
- Authority
- CA
- Canada
- Prior art keywords
- difluorobenzyl
- carboxamide
- triazole
- antiepileptic
- crystal modification
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
Abstract
The invention relates to the novel modifications B and C of the compound 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide of formula (I), its use for the treatment of epilepsy and pharmaceutical preparations comprising these crystal modifications.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA2614926A CA2614926C (en) | 1997-06-10 | 1998-06-08 | Crystal modification c of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1404/97 | 1997-06-10 | ||
CH140497 | 1997-06-10 | ||
PCT/EP1998/003428 WO1998056773A1 (en) | 1997-06-10 | 1998-06-08 | Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2614926A Division CA2614926C (en) | 1997-06-10 | 1998-06-08 | Crystal modification c of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2256015A1 true CA2256015A1 (en) | 1998-12-17 |
CA2256015C CA2256015C (en) | 2008-06-03 |
Family
ID=4209650
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002256015A Expired - Lifetime CA2256015C (en) | 1997-06-10 | 1998-06-08 | Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
CA002256013A Expired - Lifetime CA2256013C (en) | 1997-06-10 | 1998-06-08 | Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
CA2614926A Expired - Lifetime CA2614926C (en) | 1997-06-10 | 1998-06-08 | Crystal modification c of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002256013A Expired - Lifetime CA2256013C (en) | 1997-06-10 | 1998-06-08 | Crystal modification of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
CA2614926A Expired - Lifetime CA2614926C (en) | 1997-06-10 | 1998-06-08 | Crystal modification c of 1-(2,6-difluorobenzyl)-1h-1,2,3-triazole-4-carboxamide and its use as antiepileptic |
Country Status (37)
Country | Link |
---|---|
US (6) | US6740669B1 (en) |
EP (2) | EP0994863B1 (en) |
JP (2) | JP3672575B2 (en) |
KR (2) | KR100409168B1 (en) |
CN (3) | CN1298708C (en) |
AR (4) | AR012946A1 (en) |
AT (2) | ATE237599T1 (en) |
AU (2) | AU725517B2 (en) |
BR (2) | BR9804946A (en) |
CA (3) | CA2256015C (en) |
CO (2) | CO4940452A1 (en) |
CY (1) | CY2007014I1 (en) |
CZ (2) | CZ292481B6 (en) |
DE (3) | DE69813560T2 (en) |
DK (2) | DK0994863T3 (en) |
ES (2) | ES2192779T3 (en) |
FR (1) | FR07C0037I2 (en) |
HK (3) | HK1028241A1 (en) |
HU (2) | HU225153B1 (en) |
ID (2) | ID27660A (en) |
IL (2) | IL125733A (en) |
LU (1) | LU91345I2 (en) |
MY (2) | MY120156A (en) |
NL (1) | NL300284I2 (en) |
NO (2) | NO329315B1 (en) |
NZ (2) | NZ331370A (en) |
PE (2) | PE79799A1 (en) |
PL (2) | PL192114B1 (en) |
PT (1) | PT994864E (en) |
RU (2) | RU2198167C2 (en) |
SI (2) | SI0994863T1 (en) |
SK (2) | SK283734B6 (en) |
TR (2) | TR199801631T1 (en) |
TW (2) | TW403740B (en) |
UY (1) | UY25844A1 (en) |
WO (2) | WO1998056773A1 (en) |
ZA (2) | ZA984966B (en) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW403740B (en) * | 1997-06-10 | 2000-09-01 | Novartis Ag | Novel crystal modifications of the compound 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide |
ES2299720T3 (en) * | 2002-05-31 | 2008-06-01 | Schering Corporation | Polymorphic forms of an XANTINA-FOSFODIESTERASA V INHIBITOR. |
GB0507298D0 (en) | 2005-04-11 | 2005-05-18 | Novartis Ag | Organic compounds |
US7875284B2 (en) * | 2006-03-10 | 2011-01-25 | Cook Incorporated | Methods of manufacturing and modifying taxane coatings for implantable medical devices |
US20090069390A1 (en) * | 2007-09-12 | 2009-03-12 | Protia, Llc | Deuterium-enriched rufinamide |
CA2736703A1 (en) | 2008-10-13 | 2010-04-22 | Cipla Limited | Process for the preparation of rufinamide |
CN101768124B (en) * | 2008-12-30 | 2012-01-04 | 北京本草天源药物研究院 | Medicine crystal, preparation method and purpose thereof |
IT1395736B1 (en) * | 2009-08-04 | 2012-10-19 | Dipharma Francis Srl | CRYSTALLINE FORMS OF RUFINAMIDE |
US8377973B2 (en) * | 2009-09-04 | 2013-02-19 | Tactical Therapeutics Inc | Compositions and processes for preparing 5-amino or substituted amino 1,2,3-triazoles and triazole orotate formulations |
ES2498267T3 (en) | 2010-04-30 | 2014-09-24 | Laboratorios Lesvi, S.L. | Improved procedure for the preparation of a rufinamide intermediate |
EP2465853A1 (en) * | 2010-12-14 | 2012-06-20 | Laboratorios Lesvi, S.L. | Polymorph of rufinamide and process for obtaining it |
ITMI20110718A1 (en) * | 2011-04-29 | 2012-10-30 | Dipharma Francis Srl | PROCEDURE FOR PURIFICATION OF RUFINAMIDE |
WO2014013511A2 (en) * | 2012-07-20 | 2014-01-23 | Hetero Research Foundation | Rufinamide solid dispersion |
WO2021099481A1 (en) | 2019-11-20 | 2021-05-27 | Medichem, S.A. | Solid composition containing rufinamide |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
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US3992378A (en) | 1973-12-26 | 1976-11-16 | Eli Lilly And Company | Fluoralkyl quinoxadinediones |
US4156734A (en) * | 1976-02-13 | 1979-05-29 | Merck & Co., Inc. | Antihypertensive compositions containing an aryl-substituted alanine azo and an arylhydrazino-propionic acid |
GB1511195A (en) | 1976-10-18 | 1978-05-17 | Ici America Inc | Triazole derivatives |
US4536518A (en) * | 1979-11-01 | 1985-08-20 | Pfizer Inc. | Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
US4346097A (en) * | 1980-09-30 | 1982-08-24 | Warner-Lambert Company | Method for treating convulsions with pyrazole-4-carboxamide derivatives |
FI834666A (en) | 1982-12-23 | 1984-06-24 | Ciba Geigy Ag | FOERFARANDE FOER FRAMSTAELLNING AV NYA ARALKYLTRIAZOLFOERENINGAR. |
US4789680A (en) * | 1982-12-23 | 1988-12-06 | Ciba-Geigy Corporation | Aralkyltriazole compounds |
US4511572A (en) * | 1983-03-18 | 1985-04-16 | The University Of Kentucky Research Foundation | Triazoline anticonvulsant drugs |
PH22568A (en) * | 1985-04-18 | 1988-10-17 | Ciba Geigy Ag | Fluorinated benzyl triazoles and pharmaceutical compositions containing the same |
CA2002864C (en) | 1988-11-29 | 1999-11-16 | Eddy J. E. Freyne | (1h-azol-1-ylmethyl) substituted quinoline, quinazoline or quinoxaline derivatives |
JPH02214504A (en) | 1989-02-15 | 1990-08-27 | Nissan Chem Ind Ltd | Method for depositing crystal of compound having plural crystal forms |
WO1991001724A1 (en) | 1989-07-27 | 1991-02-21 | G.D. Searle & Co. | Renal-selective prodrugs for the treatment of hypertension |
IL96507A0 (en) | 1989-12-08 | 1991-08-16 | Merck & Co Inc | Nitrogen-containing spirocycles and pharmaceutical compositions containing them |
EP0556393B1 (en) | 1990-11-06 | 2000-07-26 | Yamanouchi Pharmaceutical Co. Ltd. | Fused pyrazine derivative |
JP2753911B2 (en) | 1991-12-06 | 1998-05-20 | キッセイ薬品工業株式会社 | Crystal polymorph of N-tert-butyl-1-methyl-3,3-diphenylpropylamine hydrochloride and method for producing the same |
DE4217952A1 (en) | 1992-05-30 | 1993-12-02 | Basf Ag | Quinoxaline-2,3 (1H, 4H) diones |
US5248699A (en) * | 1992-08-13 | 1993-09-28 | Pfizer Inc. | Sertraline polymorph |
US5631373A (en) | 1993-11-05 | 1997-05-20 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon, Eugene Oregon | Alkyl, azido, alkoxy, and fluoro-substituted and fused quinoxalinediones |
GB9418443D0 (en) | 1994-09-13 | 1994-11-02 | Pfizer Ltd | Therapeutic agents |
GB9419318D0 (en) | 1994-09-24 | 1994-11-09 | Pfizer Ltd | Therapeutic agents |
ES2150105T3 (en) | 1995-02-22 | 2000-11-16 | Aventis Pharma Ltd | PIRETANIDA AMORFA, POLYMORPHOS OF PIRETANIDA, PROCESS FOR ITS PREPARATION AND USE. |
EP0918758B1 (en) * | 1996-07-11 | 2002-05-02 | Novartis AG | Process for preparing 1-substituted 4-cyano-1,2,3-triazoles |
TW403740B (en) | 1997-06-10 | 2000-09-01 | Novartis Ag | Novel crystal modifications of the compound 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide |
-
1998
- 1998-06-04 TW TW087108859A patent/TW403740B/en not_active IP Right Cessation
- 1998-06-04 TW TW087108858A patent/TW526195B/en not_active IP Right Cessation
- 1998-06-08 HU HU0002113A patent/HU225153B1/en unknown
- 1998-06-08 DK DK98934929T patent/DK0994863T3/en active
- 1998-06-08 WO PCT/EP1998/003428 patent/WO1998056773A1/en active IP Right Grant
- 1998-06-08 PL PL330798A patent/PL192114B1/en unknown
- 1998-06-08 AU AU84372/98A patent/AU725517B2/en not_active Expired
- 1998-06-08 HU HU0000798A patent/HU226107B1/en unknown
- 1998-06-08 NZ NZ331370A patent/NZ331370A/en not_active IP Right Cessation
- 1998-06-08 DE DE69813560T patent/DE69813560T2/en not_active Expired - Lifetime
- 1998-06-08 CN CNB2004100473675A patent/CN1298708C/en not_active Expired - Lifetime
- 1998-06-08 ID IDW980065D patent/ID27660A/en unknown
- 1998-06-08 CN CN988000113A patent/CN1132820C/en not_active Expired - Lifetime
- 1998-06-08 TR TR1998/01631T patent/TR199801631T1/en unknown
- 1998-06-08 AU AU84371/98A patent/AU725528B2/en not_active Expired
- 1998-06-08 RU RU99104300/04A patent/RU2198167C2/en active
- 1998-06-08 PE PE1998000478A patent/PE79799A1/en not_active IP Right Cessation
- 1998-06-08 ES ES98934929T patent/ES2192779T3/en not_active Expired - Lifetime
- 1998-06-08 US US09/125,329 patent/US6740669B1/en not_active Expired - Lifetime
- 1998-06-08 IL IL12573398A patent/IL125733A/en active Protection Beyond IP Right Term
- 1998-06-08 WO PCT/EP1998/003427 patent/WO1998056772A1/en active IP Right Grant
- 1998-06-08 PT PT98934930T patent/PT994864E/en unknown
- 1998-06-08 AT AT98934930T patent/ATE237599T1/en active
- 1998-06-08 DE DE122007000051C patent/DE122007000051I2/en active Active
- 1998-06-08 CA CA002256015A patent/CA2256015C/en not_active Expired - Lifetime
- 1998-06-08 PE PE1998000479A patent/PE80999A1/en not_active IP Right Cessation
- 1998-06-08 TR TR1998/01630T patent/TR199801630T1/en unknown
- 1998-06-08 BR BR9804946A patent/BR9804946A/en not_active Application Discontinuation
- 1998-06-08 JP JP53628998A patent/JP3672575B2/en not_active Expired - Lifetime
- 1998-06-08 JP JP53628898A patent/JP3672574B2/en not_active Expired - Lifetime
- 1998-06-08 ID IDW980066D patent/ID21014A/en unknown
- 1998-06-08 KR KR10-1998-0708149A patent/KR100409168B1/en not_active IP Right Cessation
- 1998-06-08 SK SK1094-98A patent/SK283734B6/en not_active IP Right Cessation
- 1998-06-08 BR BR9804947A patent/BR9804947A/en not_active Application Discontinuation
- 1998-06-08 CA CA002256013A patent/CA2256013C/en not_active Expired - Lifetime
- 1998-06-08 EP EP98934929A patent/EP0994863B1/en not_active Expired - Lifetime
- 1998-06-08 CZ CZ19982533A patent/CZ292481B6/en not_active IP Right Cessation
- 1998-06-08 SK SK1093-98A patent/SK283685B6/en not_active IP Right Cessation
- 1998-06-08 AT AT98934929T patent/ATE232852T1/en active
- 1998-06-08 CA CA2614926A patent/CA2614926C/en not_active Expired - Lifetime
- 1998-06-08 NZ NZ331371A patent/NZ331371A/en not_active IP Right Cessation
- 1998-06-08 ES ES98934930T patent/ES2197485T3/en not_active Expired - Lifetime
- 1998-06-08 SI SI9830405T patent/SI0994863T1/en unknown
- 1998-06-08 CZ CZ19982534A patent/CZ292260B6/en not_active IP Right Cessation
- 1998-06-08 EP EP98934930A patent/EP0994864B1/en not_active Expired - Lifetime
- 1998-06-08 CN CNB988056755A patent/CN1159300C/en not_active Expired - Lifetime
- 1998-06-08 SI SI9830450T patent/SI0994864T1/en unknown
- 1998-06-08 DK DK98934930T patent/DK0994864T3/en active
- 1998-06-08 IL IL12573298A patent/IL125732A/en not_active IP Right Cessation
- 1998-06-08 DE DE69811500T patent/DE69811500T2/en not_active Expired - Lifetime
- 1998-06-08 RU RU99104299/04A patent/RU2194041C2/en active
- 1998-06-08 PL PL330764A patent/PL191943B1/en unknown
- 1998-06-08 KR KR10-1998-0708150A patent/KR100425656B1/en not_active IP Right Cessation
- 1998-06-09 CO CO98032879A patent/CO4940452A1/en unknown
- 1998-06-09 AR ARP980102708A patent/AR012946A1/en not_active Application Discontinuation
- 1998-06-09 ZA ZA984966A patent/ZA984966B/en unknown
- 1998-06-09 MY MYPI98002570A patent/MY120156A/en unknown
- 1998-06-09 MY MYPI98002572A patent/MY125854A/en unknown
- 1998-06-09 ZA ZA984967A patent/ZA984967B/en unknown
- 1998-06-09 CO CO98032885A patent/CO4940448A1/en unknown
- 1998-06-09 AR ARP980102707A patent/AR012945A1/en not_active Application Discontinuation
- 1998-08-11 NO NO19983667A patent/NO329315B1/en not_active IP Right Cessation
- 1998-08-11 NO NO19983666A patent/NO329314B1/en not_active IP Right Cessation
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1999
- 1999-12-10 UY UY25844A patent/UY25844A1/en not_active Application Discontinuation
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2000
- 2000-10-25 HK HK00106804A patent/HK1028241A1/en not_active IP Right Cessation
- 2000-10-25 HK HK00106807A patent/HK1028242A1/en not_active IP Right Cessation
- 2000-11-17 HK HK00107340A patent/HK1028031A1/en not_active IP Right Cessation
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2001
- 2001-05-31 US US09/871,366 patent/US6455556B2/en not_active Expired - Lifetime
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2002
- 2002-11-14 US US10/294,408 patent/US20030125568A1/en not_active Abandoned
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2004
- 2004-02-26 US US10/787,528 patent/US20040167186A1/en not_active Abandoned
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2006
- 2006-01-11 US US11/329,945 patent/US7750028B2/en not_active Expired - Fee Related
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2007
- 2007-05-17 AR ARP070102131A patent/AR061004A2/en unknown
- 2007-05-17 AR ARP070102132A patent/AR061005A2/en not_active Application Discontinuation
- 2007-07-03 NL NL300284C patent/NL300284I2/en unknown
- 2007-07-04 LU LU91345C patent/LU91345I2/en unknown
- 2007-07-06 FR FR07C0037C patent/FR07C0037I2/fr active Active
- 2007-07-13 CY CY200700014C patent/CY2007014I1/en unknown
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2010
- 2010-04-26 US US12/767,003 patent/US8076362B2/en not_active Expired - Fee Related
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |
Effective date: 20180608 |