NO311935B1 - Nye heteroaryloksyetylaminer, anvendelse, fremgangsmåte for fremstilling derav og farmasöytiske preparater inneholdende dem - Google Patents

Nye heteroaryloksyetylaminer, anvendelse, fremgangsmåte for fremstilling derav og farmasöytiske preparater inneholdende dem Download PDF

Info

Publication number: NO311935B1
Authority: NO; Norway
Prior art keywords: formula; compounds; amino; ethyl; quinolyloxy
Prior art date: 1996-09-27

Application number

NO19991481A

Other languages

English (en)

Norwegian (no)

Other versions

NO991481D0 (no

NO991481L (no

Inventor

Dennis C H Bigg

Marie-Odile Galcera

Original Assignee

Sod Conseils Rech Applic

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.)

1996-09-27

Filing date

1999-03-26

Publication date

2002-02-18

1999-03-26 Application filed by Sod Conseils Rech Applic filed Critical Sod Conseils Rech Applic

1999-03-26 Publication of NO991481D0 publication Critical patent/NO991481D0/no

1999-03-26 Publication of NO991481L publication Critical patent/NO991481L/no

2002-02-18 Publication of NO311935B1 publication Critical patent/NO311935B1/no

Links

238000000034 method Methods 0.000 title claims abstract description 19
238000002360 preparation method Methods 0.000 title claims abstract description 6
239000008194 pharmaceutical composition Substances 0.000 title abstract 2
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150000001875 compounds Chemical class 0.000 claims description 72
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239000002253 acid Substances 0.000 claims description 17
229910052736 halogen Inorganic materials 0.000 claims description 11
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125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
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XNIOWJUQPMKCIJ-UHFFFAOYSA-N 2-(benzylamino)ethanol Chemical compound OCCNCC1=CC=CC=C1 XNIOWJUQPMKCIJ-UHFFFAOYSA-N 0.000 claims description 7
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
150000007522 mineralic acids Chemical class 0.000 claims description 7
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238000006243 chemical reaction Methods 0.000 claims description 5
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201000008629 Zollinger-Ellison syndrome Diseases 0.000 description 1
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
208000022531 anorexia Diseases 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
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235000010323 ascorbic acid Nutrition 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
230000003542 behavioural effect Effects 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
229940092714 benzenesulfonic acid Drugs 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
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230000015572 biosynthetic process Effects 0.000 description 1
210000004556 brain Anatomy 0.000 description 1
239000001110 calcium chloride Substances 0.000 description 1
235000011148 calcium chloride Nutrition 0.000 description 1
229910001628 calcium chloride Inorganic materials 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
229910000389 calcium phosphate Inorganic materials 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
210000000748 cardiovascular system Anatomy 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
235000010980 cellulose Nutrition 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
QOPVNWQGBQYBBP-UHFFFAOYSA-N chloroethyl chloroformate Chemical compound CC(Cl)OC(Cl)=O QOPVNWQGBQYBBP-UHFFFAOYSA-N 0.000 description 1
DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 description 1
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229960004106 citric acid Drugs 0.000 description 1
230000006957 competitive inhibition Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
206010061428 decreased appetite Diseases 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
229960004419 dimethyl fumarate Drugs 0.000 description 1
235000014632 disordered eating Nutrition 0.000 description 1
208000002173 dizziness Diseases 0.000 description 1
208000000718 duodenal ulcer Diseases 0.000 description 1
201000006549 dyspepsia Diseases 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
239000003925 fat Substances 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
230000027119 gastric acid secretion Effects 0.000 description 1
201000000052 gastrinoma Diseases 0.000 description 1
208000021302 gastroesophageal reflux disease Diseases 0.000 description 1
230000007661 gastrointestinal function Effects 0.000 description 1
208000001288 gastroparesis Diseases 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
239000008187 granular material Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000005027 hydroxyaryl group Chemical group 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
206010022437 insomnia Diseases 0.000 description 1
230000008991 intestinal motility Effects 0.000 description 1
238000007918 intramuscular administration Methods 0.000 description 1
239000007927 intramuscular injection Substances 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
239000007928 intraperitoneal injection Substances 0.000 description 1
239000011630 iodine Chemical group 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000008101 lactose Substances 0.000 description 1
238000012417 linear regression Methods 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
229940098895 maleic acid Drugs 0.000 description 1
239000012528 membrane Substances 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
238000006140 methanolysis reaction Methods 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
230000004899 motility Effects 0.000 description 1
SJTPGKIXUROIRQ-UHFFFAOYSA-N n-[4-[benzyl(2-hydroxyethyl)amino]butyl]benzamide Chemical compound C=1C=CC=CC=1CN(CCO)CCCCNC(=O)C1=CC=CC=C1 SJTPGKIXUROIRQ-UHFFFAOYSA-N 0.000 description 1
230000008693 nausea Effects 0.000 description 1
125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
210000000653 nervous system Anatomy 0.000 description 1
230000001722 neurochemical effect Effects 0.000 description 1
229960002446 octanoic acid Drugs 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
229960001779 pargyline Drugs 0.000 description 1
239000008188 pellet Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
230000002980 postoperative effect Effects 0.000 description 1
239000000843 powder Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000002516 radical scavenger Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000000862 serotonergic effect Effects 0.000 description 1
229940076279 serotonin Drugs 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
230000009870 specific binding Effects 0.000 description 1
238000013222 sprague-dawley male rat Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
210000002784 stomach Anatomy 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
238000010254 subcutaneous injection Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
229960001367 tartaric acid Drugs 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
230000008673 vomiting Effects 0.000 description 1
239000001993 wax Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
- 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
- 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
- A61P25/20—Hypnotics; Sedatives
- 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
- A61P25/22—Anxiolytics
- 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
- A61P25/24—Antidepressants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- C07D215/28—Alcohols; Ethers thereof with halogen atoms or nitro radicals in positions 5, 6 or 7

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Veterinary Medicine (AREA)
Life Sciences & Earth Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Engineering & Computer Science (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Pain & Pain Management (AREA)
Psychiatry (AREA)
Anesthesiology (AREA)
Hospice & Palliative Care (AREA)
Otolaryngology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Other In-Based Heterocyclic Compounds (AREA)
Quinoline Compounds (AREA)

NO19991481A 1996-09-27 1999-03-26 Nye heteroaryloksyetylaminer, anvendelse, fremgangsmåte for fremstilling derav og farmasöytiske preparater inneholdende dem NO311935B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR9611798A FR2753968B1 (fr)	1996-09-27	1996-09-27	Nouvelles heteroaryloxyethylamines, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant
PCT/FR1997/001691 WO1998013349A2 (fr)	1996-09-27	1997-09-26	Heteroaryloxyethylamines en tant que ligands 5-ht¿1a?

Publications (3)

Publication Number	Publication Date
NO991481D0 NO991481D0 (no)	1999-03-26
NO991481L NO991481L (no)	1999-03-26
NO311935B1 true NO311935B1 (no)	2002-02-18

Family

ID=9496126

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19991481A NO311935B1 (no)	1996-09-27	1999-03-26	Nye heteroaryloksyetylaminer, anvendelse, fremgangsmåte for fremstilling derav og farmasöytiske preparater inneholdende dem

Country Status (21)

Country	Link
US (1)	US6063784A (de)
EP (1)	EP0929525B1 (de)
JP (1)	JP2001503393A (de)
AR (1)	AR008486A1 (de)
AT (1)	ATE223380T1 (de)
AU (1)	AU731459B2 (de)
BR (1)	BR9711560A (de)
CA (1)	CA2267247C (de)
DE (1)	DE69715223T2 (de)
DK (1)	DK0929525T3 (de)
ES (1)	ES2182120T3 (de)
FR (1)	FR2753968B1 (de)
HU (1)	HUP0001189A3 (de)
IL (1)	IL128917A (de)
MY (1)	MY118992A (de)
NO (1)	NO311935B1 (de)
NZ (1)	NZ334623A (de)
PL (1)	PL190221B1 (de)
RU (1)	RU2176639C2 (de)
TW (1)	TW425390B (de)
WO (1)	WO1998013349A2 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4507398B2 (ja) *	1999-12-06	2010-07-21	宇部興産株式会社	３−ハロメチルオキセタン化合物の合成方法
US20040147581A1 (en) *	2002-11-18	2004-07-29	Pharmacia Corporation	Method of using a Cox-2 inhibitor and a 5-HT1A receptor modulator as a combination therapy
RU2234315C1 (ru) *	2003-06-30	2004-08-20	Государственный научный центр - Институт биофизики	Фармацевтическая композиция, содержащая ондансетрон, метацин и бензамид

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
MX13484A (es) *	1987-10-19	1993-05-01	Pfizer	Procedimiento para la obtencion de tetralinas, cromanos y compuestos relacionados, sustituidos
DK203990D0 (da) *	1990-08-24	1990-08-24	Novo Nordisk As	Piperazinylderivater
IL101722A (en) *	1991-05-02	1996-05-14	Wyeth John & Brother Ltd	Piperazine derivatives their preparation and pharmaceutical compositions containing them
US5240800A (en) *	1991-07-29	1993-08-31	Eastman Kodak Company	Near-infrared radiation sensitive photoelectrographic master and imaging method
EP0643045B1 (de) *	1993-09-10	2000-03-08	Novartis AG	Chinolin-Verbindungen als Leukotriene Antagonisten
GB9507288D0 (en) *	1995-04-07	1995-05-31	Sod Conseils Rech Applic	Phenoxyethylamine derivatives with high affinity for 5-HT1A receptors

1996
- 1996-09-27 FR FR9611798A patent/FR2753968B1/fr not_active Expired - Fee Related
1997
- 1997-09-24 AR ARP970104385A patent/AR008486A1/es unknown
- 1997-09-25 MY MYPI97004469A patent/MY118992A/en unknown
- 1997-09-26 US US09/254,787 patent/US6063784A/en not_active Expired - Fee Related
- 1997-09-26 BR BR9711560A patent/BR9711560A/pt active Search and Examination
- 1997-09-26 ES ES97943000T patent/ES2182120T3/es not_active Expired - Lifetime
- 1997-09-26 WO PCT/FR1997/001691 patent/WO1998013349A2/fr not_active Ceased
- 1997-09-26 DK DK97943000T patent/DK0929525T3/da active
- 1997-09-26 EP EP97943000A patent/EP0929525B1/de not_active Expired - Lifetime
- 1997-09-26 IL IL12891797A patent/IL128917A/xx not_active IP Right Cessation
- 1997-09-26 HU HU0001189A patent/HUP0001189A3/hu unknown
- 1997-09-26 TW TW086114116A patent/TW425390B/zh not_active IP Right Cessation
- 1997-09-26 DE DE69715223T patent/DE69715223T2/de not_active Expired - Lifetime
- 1997-09-26 AU AU44637/97A patent/AU731459B2/en not_active Ceased
- 1997-09-26 RU RU99108674/04A patent/RU2176639C2/ru not_active IP Right Cessation
- 1997-09-26 JP JP51535198A patent/JP2001503393A/ja not_active Withdrawn
- 1997-09-26 PL PL97332480A patent/PL190221B1/pl not_active IP Right Cessation
- 1997-09-26 AT AT97943000T patent/ATE223380T1/de not_active IP Right Cessation
- 1997-09-26 NZ NZ334623A patent/NZ334623A/en unknown
- 1997-09-26 CA CA002267247A patent/CA2267247C/fr not_active Expired - Fee Related
1999
- 1999-03-26 NO NO19991481A patent/NO311935B1/no unknown

Also Published As

Publication number	Publication date
AR008486A1 (es)	2000-01-19
BR9711560A (pt)	1999-08-24
HUP0001189A2 (hu)	2000-10-28
AU731459B2 (en)	2001-03-29
DE69715223T2 (de)	2003-04-30
FR2753968A1 (fr)	1998-04-03
PL190221B1 (pl)	2005-11-30
WO1998013349A2 (fr)	1998-04-02
IL128917A0 (en)	2000-02-17
FR2753968B1 (fr)	1998-11-27
PL332480A1 (en)	1999-09-13
ES2182120T3 (es)	2003-03-01
HUP0001189A3 (en)	2001-12-28
NO991481D0 (no)	1999-03-26
CA2267247A1 (fr)	1998-04-02
US6063784A (en)	2000-05-16
WO1998013349A3 (fr)	1998-11-05
NZ334623A (en)	1999-09-29
DE69715223D1 (de)	2002-10-10
AU4463797A (en)	1998-04-17
ATE223380T1 (de)	2002-09-15
JP2001503393A (ja)	2001-03-13
TW425390B (en)	2001-03-11
EP0929525A2 (de)	1999-07-21
NO991481L (no)	1999-03-26
EP0929525B1 (de)	2002-09-04
RU2176639C2 (ru)	2001-12-10
MY118992A (en)	2005-02-28
IL128917A (en)	2003-10-31
DK0929525T3 (da)	2002-12-02
CA2267247C (fr)	2009-05-05

Publication	Publication Date	Title
EP0863897B1 (de)	1999-06-16	5-(phenyl)-3-(4-piperidinyl)-1,3,4-oxadiazol-2(3h)-on-derivate verwendbar als 5-ht4- oder h3-rezeptorliganden
JP2006501236A (ja)	2006-01-12	ムスカリン性レセプター拮抗薬としてのフルオロおよびスルホニルアミノ含有３，６−二置換アザビシクロ（３．１．０）ヘキサン誘導体
WO2008065500A2 (en)	2008-06-05	Heteroaryl amides as type i glycine transport inhibitors
JPH11501640A (ja)	1999-02-09	５−ｈｔ▲下４▼拮抗作用を有するジ−置換１，４−ピペリジンエステル類及びアミド類
WO2001070731A1 (en)	2001-09-27	Decahydro-isoquinolines
JP2012521411A (ja)	2012-09-13	アログリプチンの調製プロセス
JPH0283375A (ja)	1990-03-23	２−置換ピペラジニル−２−（１，２−ベンズイソキサゾール−３−イル）酢酸誘導体
AU644296B2 (en)	1993-12-02	2-(1-piperidyl)ethanol derivatives, their preparation and their therapeutic application
US5486518A (en)	1996-01-23	4-indolylpiperazinyl derivatives
JPWO2006129626A1 (ja)	2009-01-08	［１，２，４］トリアゾロ［１，５−ｃ］ピリミジン誘導体の製造法
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