AR043273A1 - Derivados de bifenilo, su uso, un proceso para prepararlos y medicamentos que los contienen. - Google Patents
Derivados de bifenilo, su uso, un proceso para prepararlos y medicamentos que los contienen.Info
- Publication number
- AR043273A1 AR043273A1 ARP000101001A ARP000101001A AR043273A1 AR 043273 A1 AR043273 A1 AR 043273A1 AR P000101001 A ARP000101001 A AR P000101001A AR P000101001 A ARP000101001 A AR P000101001A AR 043273 A1 AR043273 A1 AR 043273A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- given above
- substituents
- definitions
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 229940079593 drug Drugs 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 26
- 125000001424 substituent group Chemical group 0.000 abstract 8
- 238000006243 chemical reaction Methods 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- -1 cyclic tertiary amine Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- 102000002002 Neurokinin-1 Receptors Human genes 0.000 abstract 1
- 108010040718 Neurokinin-1 Receptors Proteins 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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- 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
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
- C07C233/15—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
- C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
- C07C233/44—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a carbon atom of an unsaturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/66—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Immunology (AREA)
- Hospice & Palliative Care (AREA)
- Addiction (AREA)
- Rheumatology (AREA)
- Otolaryngology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Derivados de bifenilo de fórmula general (1), en donde: R es hidrógeno, alquilo inferior, alcoxi inferior, halógeno, amino, -N(R6)2 ó trifluorometilo; R1 es hidrógeno, alcoxi inferior o halógeno; R y R1 pueden ser conjuntamente -CH=CH-CH=CH-; R2 es halógeno, alquilo inferior o trifluorometilo; R3 es hidrógeno o alquilo inferior; R4 es hidrógeno o una amina terciaria cíclica, sustituida opcionalmente por alquilo inferior; R5 es hidrógeno, nitro, amino ó -N(R6)2; R6 es hidrógeno o alquilo inferior; X es -C(O)N(R6)-, -(CH2)nO-, -(CH2)nN(R6)-, -N(R6)C(O)- ó -N(R6)(CH2)n-; y n es 1-2; y sales derivadas de una adición ácida farmacéuticamente aceptables. Los compuestos de fórmula (1) se pueden usar para el tratamiento de enfermedades relacionadas con el receptor de NK-1. Reivindicación 8: Un proceso para la preparación de un compuesto de la fórmula (1), tal y como se ha definido en la reivindicación 1, el cual comprende: a) la reacción de un compuesto de fórmula (2), con un compuesto de fórmula (3), para dar un compuesto de fórmula (4), en donde R1-R6, R y n tienen los significados dados anteriormente, ó b) la reacción de un compuesto de fórmula (5), con un compuesto de fórmula (6), para dar un compuesto de fórmula (7), en donde R1-R6, R y n tienen los significados dados anteriormente ó, c) reduciendo un compuesto de fórmula (7), a un compuesto de fórmula (8), en donde las definiciones de los sustituyentes se han dado anteriormente, ó d) la reacción de un compuesto de fórmula (9), con un compuesto de fórmula (10), para dar un compuesto de fórmula (7), en donde las definiciones de los sustituyentes se han dado anteriormente, ó e) la reacción de un compuesto de fórmula (11), con un compuesto de fórmula (10), para dar un compuesto de fórmula (12), en donde las definiciones de los sustituyentes se han dado anteriormente, ó f) reduciendo un compuesto de fórmula (4), para dar un compuesto de fórmula (13), en donde las definiciones de los sustituyentes se han dado anteriormente, ó g) la reacción de un compuesto de fórmula (14), con un compuesto de fórmula (12), en donde las definiciones de los sustituyentes se han dado anteriormente, ó h) la metilación de un compuesto de fórmula (16), para dar un compuesto de fórmula (17), en donde las definiciones de los sustituyentes se han dado anteriormente, ó i) la reacción de un compuesto de fórmula (2), con un compuesto de fórmula (18), para dar un compuesto de fórmula (4), en donde las definiciones de los sustituyentes se han dado anteriormente, ó j) modificando uno o más sustituyentes R1-R6 o R dentro de las definiciones dadas anteriormente, y si se desea, convirtiendo el compuesto obtenido en una sal de adición ácida farmacéuticamente aceptable.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP99104626 | 1999-03-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
AR043273A1 true AR043273A1 (es) | 2005-07-27 |
Family
ID=8237723
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP000101001A AR043273A1 (es) | 1999-03-09 | 2000-03-07 | Derivados de bifenilo, su uso, un proceso para prepararlos y medicamentos que los contienen. |
Country Status (33)
Country | Link |
---|---|
US (2) | US6291465B1 (es) |
EP (1) | EP1171419B1 (es) |
JP (1) | JP3839668B2 (es) |
KR (1) | KR100473247B1 (es) |
CN (1) | CN1152006C (es) |
AR (1) | AR043273A1 (es) |
AT (1) | ATE286018T1 (es) |
AU (1) | AU767449B2 (es) |
BR (1) | BR0008862A (es) |
CA (1) | CA2366205C (es) |
CO (1) | CO5160261A1 (es) |
CZ (1) | CZ20013190A3 (es) |
DE (1) | DE60017110T2 (es) |
ES (1) | ES2233338T3 (es) |
HK (1) | HK1045684B (es) |
HR (1) | HRP20010629A2 (es) |
HU (1) | HUP0201710A3 (es) |
IL (2) | IL145166A0 (es) |
JO (1) | JO2235B1 (es) |
MA (1) | MA26778A1 (es) |
MY (1) | MY121145A (es) |
NO (1) | NO20014356D0 (es) |
NZ (1) | NZ513824A (es) |
PE (1) | PE20001549A1 (es) |
PL (1) | PL201681B1 (es) |
PT (1) | PT1171419E (es) |
RU (1) | RU2238266C2 (es) |
SI (1) | SI1171419T1 (es) |
TR (1) | TR200102585T2 (es) |
UY (1) | UY26051A1 (es) |
WO (1) | WO2000053572A1 (es) |
YU (1) | YU64901A (es) |
ZA (1) | ZA200107259B (es) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ513322A (en) | 1999-02-24 | 2004-07-30 | F | Phenyl- and pyridinyl derivatives |
AUPQ514600A0 (en) | 2000-01-18 | 2000-02-10 | James Cook University | Brain injury treatment |
TWI287003B (en) * | 2000-07-24 | 2007-09-21 | Hoffmann La Roche | 4-phenyl-pyridine derivatives |
US6642226B2 (en) | 2001-02-06 | 2003-11-04 | Hoffman-La Roche Inc. | Substituted phenyl-piperidine methanone compounds |
US6531597B2 (en) * | 2001-02-13 | 2003-03-11 | Hoffmann-La Roche Inc. | Process for preparation of 2-phenyl acetic acid derivatives |
EP1483233A4 (en) | 2002-03-13 | 2005-12-21 | Univ Tennessee Res Corp | SUBSTITUTED TETRAHYDROISOQUINOLEINE COMPOUNDS, METHODS OF PREPARATION AND USE THEREOF |
US7705002B2 (en) | 2005-05-19 | 2010-04-27 | Vertex Pharmaceuticals Incorporated | Biaryls useful as modulators of ion channels |
EP1904491A2 (en) | 2005-05-31 | 2008-04-02 | Vertex Pharmaceuticals Incorporated | Heterocycles useful as modulators of ion channels |
US9782397B2 (en) | 2011-07-04 | 2017-10-10 | Irbm Science Park S.P.A. | Treatment of corneal neovascularization |
WO2017202277A1 (zh) | 2016-05-23 | 2017-11-30 | 中国医学科学院药物研究所 | 2-羟基-4-(2,3-双取代苄氧基)-5-取代苯甲醛衍生物的制备方法 |
CN111918647A (zh) | 2018-02-26 | 2020-11-10 | 圣拉斐尔医院有限公司 | 用于治疗眼痛的nk-1拮抗剂 |
EP4117673A1 (en) | 2020-03-11 | 2023-01-18 | Ospedale San Raffaele S.r.l. | Treatment of stem cell deficiency |
CN115466195B (zh) * | 2022-09-15 | 2024-04-19 | 中国科学院成都生物研究所 | 一类联苯类酰胺化合物及其制备方法和应用 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06227913A (ja) * | 1993-02-03 | 1994-08-16 | Sumitomo Chem Co Ltd | 安息香酸誘導体を有効成分とする植物病害防除剤 |
IL111960A (en) | 1993-12-17 | 1999-12-22 | Merck & Co Inc | Morpholines and thiomorpholines their preparation and pharmaceutical compositions containing them |
NZ277839A (en) | 1993-12-29 | 1998-01-26 | Merck Sharp & Dohme | Substituted morpholine derivatives, preparation and pharmaceutical compositions thereof |
TW385308B (en) | 1994-03-04 | 2000-03-21 | Merck & Co Inc | Prodrugs of morpholine tachykinin receptor antagonists |
JP3839518B2 (ja) * | 1996-03-27 | 2006-11-01 | ポーラ化成工業株式会社 | 抗真菌剤 |
CN1252792A (zh) | 1997-04-18 | 2000-05-10 | 辉瑞大药厂 | 制备4'-三氟甲基-联苯基-2-羧酸(1,2,3,4-四氢-异喹啉-6-基)酰胺的方法和中间体 |
US5972938A (en) | 1997-12-01 | 1999-10-26 | Merck & Co., Inc. | Method for treating or preventing psychoimmunological disorders |
DE60014216T2 (de) * | 1999-02-24 | 2006-03-02 | F. Hoffmann-La Roche Ag | 4-Phenylpyridinderivate und deren Verwendung als NK-1 Rezeptorantagonisten |
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2000
- 2000-02-25 US US09/513,147 patent/US6291465B1/en not_active Expired - Fee Related
- 2000-02-28 HU HU0201710A patent/HUP0201710A3/hu unknown
- 2000-02-28 PL PL350536A patent/PL201681B1/pl not_active IP Right Cessation
- 2000-02-28 NZ NZ513824A patent/NZ513824A/xx unknown
- 2000-02-28 RU RU2001126547A patent/RU2238266C2/ru not_active IP Right Cessation
- 2000-02-28 CA CA002366205A patent/CA2366205C/en not_active Expired - Fee Related
- 2000-02-28 WO PCT/EP2000/001668 patent/WO2000053572A1/en active IP Right Grant
- 2000-02-28 TR TR2001/02585T patent/TR200102585T2/xx unknown
- 2000-02-28 YU YU64901A patent/YU64901A/sh unknown
- 2000-02-28 EP EP00909264A patent/EP1171419B1/en not_active Expired - Lifetime
- 2000-02-28 JP JP2000604013A patent/JP3839668B2/ja not_active Expired - Fee Related
- 2000-02-28 IL IL14516600A patent/IL145166A0/xx active IP Right Grant
- 2000-02-28 ES ES00909264T patent/ES2233338T3/es not_active Expired - Lifetime
- 2000-02-28 CZ CZ20013190A patent/CZ20013190A3/cs unknown
- 2000-02-28 KR KR10-2001-7011407A patent/KR100473247B1/ko not_active IP Right Cessation
- 2000-02-28 AU AU31612/00A patent/AU767449B2/en not_active Ceased
- 2000-02-28 CN CNB008047812A patent/CN1152006C/zh not_active Expired - Fee Related
- 2000-02-28 DE DE60017110T patent/DE60017110T2/de not_active Expired - Lifetime
- 2000-02-28 AT AT00909264T patent/ATE286018T1/de not_active IP Right Cessation
- 2000-02-28 BR BR0008862-5A patent/BR0008862A/pt not_active Application Discontinuation
- 2000-02-28 PT PT00909264T patent/PT1171419E/pt unknown
- 2000-02-28 SI SI200030598T patent/SI1171419T1/xx unknown
- 2000-03-02 JO JO200017A patent/JO2235B1/en active
- 2000-03-03 PE PE2000000177A patent/PE20001549A1/es not_active Application Discontinuation
- 2000-03-06 MY MYPI20000864A patent/MY121145A/en unknown
- 2000-03-06 CO CO00016011A patent/CO5160261A1/es unknown
- 2000-03-07 AR ARP000101001A patent/AR043273A1/es not_active Application Discontinuation
- 2000-03-08 UY UY26051A patent/UY26051A1/es unknown
-
2001
- 2001-06-21 US US09/886,669 patent/US6552088B2/en not_active Expired - Fee Related
- 2001-08-28 HR HR20010629A patent/HRP20010629A2/hr not_active Application Discontinuation
- 2001-08-28 IL IL145166A patent/IL145166A/en not_active IP Right Cessation
- 2001-08-31 ZA ZA200107259A patent/ZA200107259B/en unknown
- 2001-09-07 MA MA26322A patent/MA26778A1/fr unknown
- 2001-09-07 NO NO20014356A patent/NO20014356D0/no not_active Application Discontinuation
-
2002
- 2002-09-26 HK HK02107102.8A patent/HK1045684B/zh not_active IP Right Cessation
Also Published As
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