UA75400C2 - Piperidinecarboxamide derivatives, a method for the preparation thereof and pharmaceutical composition containing them - Google Patents

Piperidinecarboxamide derivatives, a method for the preparation thereof and pharmaceutical composition containing them Download PDF

Info

Publication number: UA75400C2
Authority: UA; Ukraine
Prior art keywords: formula; compound; dichlorophenyl; compounds; piperidin
Prior art date: 2001-05-21

Application number

UA2003109761A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Sanofi Aventis

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.)

2001-05-21

Filing date

2002-05-17

Publication date

2006-04-17

2002-05-17 Application filed by Sanofi Aventis filed Critical Sanofi Aventis

2006-04-17 Publication of UA75400C2 publication Critical patent/UA75400C2/uk

Links

239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 10
238000000034 method Methods 0.000 title claims description 34
238000002360 preparation method Methods 0.000 title abstract description 37
JSPCTNUQYWIIOT-UHFFFAOYSA-N piperidine-1-carboxamide Chemical class NC(=O)N1CCCCC1 JSPCTNUQYWIIOT-UHFFFAOYSA-N 0.000 title description 3
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Classifications

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UA2003109761A 2001-05-21 2002-05-17 Piperidinecarboxamide derivatives, a method for the preparation thereof and pharmaceutical composition containing them UA75400C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR0106691A FR2824828B1 (fr)	2001-05-21	2001-05-21	Nouveaux derives de piperidinecarboxamide, un procede pour leur preparation et les compositions pharmaceutiques les contenant
PCT/FR2002/001663 WO2002094821A1 (fr)	2001-05-21	2002-05-17	Nouveaux derives de piperidinecarboxamide, un procede pour leur preparation et les compositions pharmaceutiques les contenant

Publications (1)

Publication Number	Publication Date
UA75400C2 true UA75400C2 (en)	2006-04-17

Family

ID=8863515

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2003109761A UA75400C2 (en)	2001-05-21	2002-05-17	Piperidinecarboxamide derivatives, a method for the preparation thereof and pharmaceutical composition containing them

Country Status (35)

Country	Link
US (2)	US20040180890A1 (de)
EP (1)	EP1395582B1 (de)
JP (1)	JP2004529968A (de)
KR (1)	KR20030097886A (de)
CN (1)	CN1249059C (de)
AR (1)	AR035247A1 (de)
AT (1)	ATE294798T1 (de)
AU (1)	AU2002313065B2 (de)
BG (1)	BG108341A (de)
BR (1)	BR0209877A (de)
CA (1)	CA2445631A1 (de)
CZ (1)	CZ20033132A3 (de)
DE (1)	DE60204015T2 (de)
DK (1)	DK1395582T3 (de)
EA (1)	EA006236B1 (de)
EE (1)	EE200300553A (de)
ES (1)	ES2242032T3 (de)
FR (1)	FR2824828B1 (de)
HR (1)	HRP20030923A2 (de)
HU (1)	HUP0401563A2 (de)
IL (1)	IL158660A0 (de)
IS (1)	IS7008A (de)
MA (1)	MA27022A1 (de)
MX (1)	MXPA03010133A (de)
NO (1)	NO20035163D0 (de)
NZ (1)	NZ529206A (de)
PL (1)	PL367341A1 (de)
PT (1)	PT1395582E (de)
SK (1)	SK14192003A3 (de)
TN (1)	TNSN03118A1 (de)
TW (1)	TWI258480B (de)
UA (1)	UA75400C2 (de)
WO (1)	WO2002094821A1 (de)
YU (1)	YU86603A (de)
ZA (1)	ZA200308344B (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU2003300911A1 (en)	2002-12-13	2004-07-09	Smithkline Beecham Corporation	Heterocyclic compounds as ccr5 antagonists
FR2873373B1 (fr) *	2004-07-23	2006-09-08	Sanofi Synthelabo	Derives de 4-arylmorpholin-3-one, leur preparation et leur application en therapeutique
CA2641817A1 (en) *	2006-02-01	2007-08-09	Solvay Pharmaceuticals Gmbh	Novel dual nk2/nk3-antagonists, pharmaceutical compositions comprising them and processes for their preparation
US20070219214A1 (en) *	2006-02-01	2007-09-20	Solvay Pharmaceuticals Gmbh	Dual NK2/NK3-antagonists, pharmaceutical compositions comprising them, and processes for their preparation
FR2912058A1 (fr) *	2007-02-07	2008-08-08	Sanofi Aventis Sa	Utilisation d'un compose antagoniste des recepteurs nk2 de la neurokinine a pour la preparation de medicaments utiles pour la prevention et le traitement des dysfonctions sexuelles
US20110020466A1 (en) *	2008-01-11	2011-01-27	United Paragon Associates Inc.	Fertilized egg isolate and use thereof
US20110152233A1 (en) *	2009-12-18	2011-06-23	Henner Knust	Pyrrolidine compounds
AU2011225095C1 (en) *	2010-03-11	2017-01-19	Sumitomo Dainippon Pharma Co., Ltd.	N-Acyl cyclic amine derivative or pharmaceutically acceptable salt thereof
EP3915560A1 (de)	2014-06-25	2021-12-01	Emory University	Verfahren zur bewältigung von bedingter angst mit neurokinin-rezeptor-antagonisten
US20210401821A1 (en) *	2018-11-15	2021-12-30	Kyushu University, National University Corporation	Prophylactic or therapeutic agent and medicinal composition for il-31-mediated disease

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5689663A (en) *	1992-06-19	1997-11-18	Microsoft Corporation	Remote controller user interface and methods relating thereto
FR2729954B1 (fr) *	1995-01-30	1997-08-01	Sanofi Sa	Composes heterocycliques substitues, procede pour leur preparation et compositions pharmaceutiques les contenant
US5780466A (en) *	1995-01-30	1998-07-14	Sanofi	Substituted heterocyclic compounds method of preparing them and pharmaceutical compositions in which they are present
FR2738819B1 (fr) *	1995-09-14	1997-12-05	Sanofi Sa	Nouveaux composes antagonistes selectifs du recepteur nk3 humain, procede pour leur obtention et compositions pharmaceutiques les contenant
HU224225B1 (hu) *	1995-12-01	2005-06-28	Sankyo Co. Ltd.	Tachikinin receptor antagonista hatású heterociklusos vegyületek, ezek előállítási eljárása és alkalmazásuk gyógyszerkészítmények előállítására
JP3192631B2 (ja) *	1997-05-28	2001-07-30	三共株式会社	飽和複素環化合物からなる医薬
KR100610538B1 (ko) *	1997-12-04	2006-08-09	상꾜 가부시키가이샤	지환식 아실화 복소환 유도체
WO2000034274A1 (en) *	1998-12-10	2000-06-15	Sankyo Company, Limited	Cyclohexylpiperidine derivatives
FR2791346B3 (fr) *	1999-03-25	2001-04-27	Sanofi Sa	Nouveaux derives de morpholine, procede pour leur preparation et compositions pharmaceutiques les contenant

2001
- 2001-05-21 FR FR0106691A patent/FR2824828B1/fr not_active Expired - Fee Related
2002
- 2002-05-17 EA EA200301087A patent/EA006236B1/ru not_active IP Right Cessation
- 2002-05-17 CA CA002445631A patent/CA2445631A1/fr not_active Abandoned
- 2002-05-17 HR HR20030923A patent/HRP20030923A2/hr not_active Application Discontinuation
- 2002-05-17 CZ CZ20033132A patent/CZ20033132A3/cs unknown
- 2002-05-17 KR KR10-2003-7015099A patent/KR20030097886A/ko not_active Abandoned
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- 2002-05-17 DE DE60204015T patent/DE60204015T2/de not_active Expired - Fee Related
- 2002-05-17 TN TNPCT/FR2002/001663A patent/TNSN03118A1/fr unknown
- 2002-05-17 AU AU2002313065A patent/AU2002313065B2/en not_active Ceased
- 2002-05-17 DK DK02738257T patent/DK1395582T3/da active
- 2002-05-17 UA UA2003109761A patent/UA75400C2/uk unknown
- 2002-05-17 ES ES02738257T patent/ES2242032T3/es not_active Expired - Lifetime
- 2002-05-17 JP JP2002591494A patent/JP2004529968A/ja active Pending
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- 2002-05-17 MX MXPA03010133A patent/MXPA03010133A/es active IP Right Grant
- 2002-05-17 SK SK1419-2003A patent/SK14192003A3/sk unknown
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- 2002-05-17 EE EEP200300553A patent/EE200300553A/xx unknown
- 2002-05-17 EP EP02738257A patent/EP1395582B1/de not_active Expired - Lifetime
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- 2002-05-17 YU YU86603A patent/YU86603A/sh unknown
- 2002-05-17 PL PL02367341A patent/PL367341A1/xx not_active Application Discontinuation
- 2002-05-17 PT PT02738257T patent/PT1395582E/pt unknown
- 2002-05-17 WO PCT/FR2002/001663 patent/WO2002094821A1/fr not_active Ceased
- 2002-05-20 TW TW091110506A patent/TWI258480B/zh not_active IP Right Cessation
- 2002-05-21 AR ARP020101870A patent/AR035247A1/es unknown
2003
- 2003-10-27 ZA ZA200308344A patent/ZA200308344B/en unknown
- 2003-10-30 IS IS7008A patent/IS7008A/is unknown
- 2003-11-10 BG BG108341A patent/BG108341A/bg unknown
- 2003-11-14 MA MA27396A patent/MA27022A1/fr unknown
- 2003-11-20 NO NO20035163A patent/NO20035163D0/no not_active Application Discontinuation
2008
- 2008-06-03 US US12/131,999 patent/US20080261976A1/en not_active Abandoned

Also Published As

Publication number	Publication date
AU2002313065B2 (en)	2007-06-28
HUP0401563A2 (hu)	2004-12-28
CN1249059C (zh)	2006-04-05
ZA200308344B (en)	2004-10-27
MXPA03010133A (es)	2005-03-31
TWI258480B (en)	2006-07-21
CA2445631A1 (fr)	2002-11-28
JP2004529968A (ja)	2004-09-30
YU86603A (sh)	2006-05-25
US20040180890A1 (en)	2004-09-16
PT1395582E (pt)	2005-08-31
ES2242032T3 (es)	2005-11-01
NZ529206A (en)	2005-09-30
AR035247A1 (es)	2004-05-05
FR2824828B1 (fr)	2005-05-20
IL158660A0 (en)	2004-05-12
MA27022A1 (fr)	2004-12-20
BR0209877A (pt)	2004-06-08
EP1395582A1 (de)	2004-03-10
NO20035163D0 (no)	2003-11-20
US20080261976A1 (en)	2008-10-23
HRP20030923A2 (en)	2004-02-29
EA200301087A1 (ru)	2004-04-29
HK1060129A1 (en)	2004-07-30
TNSN03118A1 (fr)	2005-12-23
DE60204015D1 (de)	2005-06-09
IS7008A (is)	2003-10-30
EA006236B1 (ru)	2005-10-27
DE60204015T2 (de)	2006-01-12
FR2824828A1 (fr)	2002-11-22
ATE294798T1 (de)	2005-05-15
PL367341A1 (en)	2005-02-21
KR20030097886A (ko)	2003-12-31
BG108341A (bg)	2004-12-30
CZ20033132A3 (cs)	2004-02-18
CN1518549A (zh)	2004-08-04
DK1395582T3 (da)	2005-08-29
WO2002094821A1 (fr)	2002-11-28
SK14192003A3 (sk)	2004-06-08
EE200300553A (et)	2004-02-16
EP1395582B1 (de)	2005-05-04

Publication	Publication Date	Title
US5633266A (en)	1997-05-27	Azacyclic compounds compositions containing them and their use as tachykinin antagonists
US5843966A (en)	1998-12-01	Piperidine derivatives
US20080261976A1 (en)	2008-10-23	Novel piperidinecarboxamide derivatives, method for preparing same and pharmaceutical compositions containing same
AU756855B2 (en)	2003-01-23	Novel morpholine derivatives, method for the production thereof and pharmaceutical preparations containing said derivatives
US6642233B1 (en)	2003-11-04	1-Phenacyl-3-phenyl-3-(piperidylethyl)piperidine derivatives, process for the preparation thereof and pharmaceutical compositions containing them
HK1060129B (en)	2005-09-23	Novel piperidinecarboxamide derivatives, method for preparing same and pharmaceutical compositions containing same
FR2873373A1 (fr)	2006-01-27	Derives de 4-arylmorpholin-3-one, leur preparation et leur application en therapeutique
HK1038927B (en)	2008-02-15	(1-phenacy-3-phenyl-3-piperidylethyl) piperidine derivatives, method for the production thereof and pharmaceutical compositions containing the same