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 antiepileptic

Info

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
Application number
CA002256015A
Other languages
French (fr)
Other versions
CA2256015C (en
Inventor
Robert Portmann
Urs Christoph Hofmeier
Andreas Burkhard
Walter Scherrer
Martin Szelagiewicz
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.)
Novartis AG
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=4209650&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2256015(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Individual filed Critical Individual
Priority to CA2614926A priority Critical patent/CA2614926C/en
Publication of CA2256015A1 publication Critical patent/CA2256015A1/en
Application granted granted Critical
Publication of CA2256015C publication Critical patent/CA2256015C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/041,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; 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.
CA002256015A 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 Expired - Lifetime CA2256015C (en)

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)

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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

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US4156734A (en) * 1976-02-13 1979-05-29 Merck & Co., Inc. Antihypertensive compositions containing an aryl-substituted alanine azo and an arylhydrazino-propionic acid
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US4536518A (en) * 1979-11-01 1985-08-20 Pfizer Inc. Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
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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
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Also Published As

Publication number Publication date
DE69811500D1 (en) 2003-03-27
CA2614926C (en) 2010-02-09
TR199801631T1 (en) 1999-06-21
NO983667L (en) 1998-12-17
NZ331370A (en) 2000-08-25
BR9804946A (en) 1999-08-24
NO983666D0 (en) 1998-08-11
ES2192779T3 (en) 2003-10-16
DE122007000051I2 (en) 2009-02-19
JP3672574B2 (en) 2005-07-20
HUP0000798A2 (en) 2000-10-30
HK1028242A1 (en) 2001-02-09
US6740669B1 (en) 2004-05-25
CZ253398A3 (en) 1999-04-14
PL330764A1 (en) 1999-05-24
DE69813560T2 (en) 2004-02-05
DK0994864T3 (en) 2003-07-21
CY2007014I2 (en) 2009-11-04
PL330798A1 (en) 1999-06-07
IL125732A (en) 2002-12-01
JP3672575B2 (en) 2005-07-20
JP2000516259A (en) 2000-12-05
JP2000516258A (en) 2000-12-05
EP0994864A1 (en) 2000-04-26
CA2256013A1 (en) 1998-12-17
LU91345I2 (en) 2007-09-04
US20010037029A1 (en) 2001-11-01
SK283685B6 (en) 2003-12-02
ID27660A (en) 2001-04-19
AU725517B2 (en) 2000-10-12
EP0994863B1 (en) 2003-02-19
TW403740B (en) 2000-09-01
ATE237599T1 (en) 2003-05-15
US8076362B2 (en) 2011-12-13
ZA984967B (en) 1999-01-11
HU226107B1 (en) 2008-04-28
EP0994863A1 (en) 2000-04-26
RU2194041C2 (en) 2002-12-10
SK283734B6 (en) 2003-12-02
WO1998056773A1 (en) 1998-12-17
CZ292481B6 (en) 2003-09-17
SI0994864T1 (en) 2003-10-31
HUP0002113A2 (en) 2001-02-28
AU725528B2 (en) 2000-10-12
SI0994863T1 (en) 2003-08-31
US20030125568A1 (en) 2003-07-03
LU91345I9 (en) 2018-12-31
CO4940452A1 (en) 2000-07-24
AR012946A1 (en) 2000-11-22
SK109398A3 (en) 1998-12-02
HK1028241A1 (en) 2001-02-09
ID21014A (en) 1999-04-08
CZ253498A3 (en) 1999-04-14
CA2256015C (en) 2008-06-03
ZA984966B (en) 1999-01-11
FR07C0037I1 (en) 2007-08-17
ES2197485T3 (en) 2004-01-01
DK0994863T3 (en) 2003-05-26
CN1132820C (en) 2003-12-31
HUP0002113A3 (en) 2002-09-30
EP0994864B1 (en) 2003-04-16
AR061005A2 (en) 2008-07-30
NO329315B1 (en) 2010-09-27
DE69811500T2 (en) 2004-04-01
CZ292260B6 (en) 2003-08-13
CA2256013C (en) 2007-10-16
KR19990087836A (en) 1999-12-27
SK109498A3 (en) 1998-12-02
UY25844A1 (en) 2001-08-27
CN1259127A (en) 2000-07-05
PT994864E (en) 2003-07-31
TW526195B (en) 2003-04-01
US20100310655A1 (en) 2010-12-09
NL300284I1 (en) 2007-10-01
NO983667D0 (en) 1998-08-11
NO983666L (en) 1998-12-17
US20060116520A1 (en) 2006-06-01
HUP0000798A3 (en) 2000-10-30
CO4940448A1 (en) 2000-07-24
AU8437198A (en) 1998-12-30
CY2007014I1 (en) 2009-11-04
TR199801630T1 (en) 1999-06-21
ATE232852T1 (en) 2003-03-15
PE79799A1 (en) 1999-09-03
PL192114B1 (en) 2006-08-31
IL125733A (en) 2002-12-01
US6455556B2 (en) 2002-09-24
HK1028031A1 (en) 2001-02-02
BR9804947A (en) 1999-08-24
CA2614926A1 (en) 1998-12-17
HU225153B1 (en) 2006-07-28
AR061004A2 (en) 2008-07-30
NL300284I2 (en) 2007-11-01
NZ331371A (en) 2000-08-25
AU8437298A (en) 1998-12-30
RU2198167C2 (en) 2003-02-10
CN1298708C (en) 2007-02-07
PL191943B1 (en) 2006-07-31
FR07C0037I2 (en) 2008-05-16
US7750028B2 (en) 2010-07-06
KR19990087835A (en) 1999-12-27
US20040167186A1 (en) 2004-08-26
AR012945A1 (en) 2000-11-22
DE122007000051I1 (en) 2007-11-08
PE80999A1 (en) 1999-09-06
CN1217716A (en) 1999-05-26
MY120156A (en) 2005-09-30
NO329314B1 (en) 2010-09-27
CN1159300C (en) 2004-07-28
CN1572789A (en) 2005-02-02
KR100425656B1 (en) 2004-05-17
MY125854A (en) 2006-08-30
WO1998056772A1 (en) 1998-12-17
KR100409168B1 (en) 2004-01-31
DE69813560D1 (en) 2003-05-22
IL125732A0 (en) 1999-04-11
IL125733A0 (en) 1999-04-11

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Effective date: 20180608