KR870007160A - 신규의 디하이드로벤조푸란-및 크로만-카복스아미드 유도체, 그것의 제조 방법 및 신경이완제로서의 사용법 - Google Patents
신규의 디하이드로벤조푸란-및 크로만-카복스아미드 유도체, 그것의 제조 방법 및 신경이완제로서의 사용법 Download PDFInfo
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- KR870007160A KR870007160A KR870000673A KR870000673A KR870007160A KR 870007160 A KR870007160 A KR 870007160A KR 870000673 A KR870000673 A KR 870000673A KR 870000673 A KR870000673 A KR 870000673A KR 870007160 A KR870007160 A KR 870007160A
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- South Korea
- Prior art keywords
- formula
- group
- pyrrolidinylmethyl
- methyl
- carboxamide
- Prior art date
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- 238000000034 method Methods 0.000 title claims 3
- 229940053202 antiepileptics carboxamide derivative Drugs 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 7
- -1 amino, methoxy Chemical group 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 4
- 125000005153 alkyl sulfamoyl group Chemical group 0.000 claims 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 150000001412 amines Chemical class 0.000 claims 2
- 229910052801 chlorine Chemical group 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- DVURTEWCGPFUBO-UHFFFAOYSA-N 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C2=C1OC(C)C2 DVURTEWCGPFUBO-UHFFFAOYSA-N 0.000 claims 1
- QVCKVMSEINXIDN-UHFFFAOYSA-N 4-amino-5-chloro-n-[2-(diethylamino)ethyl]-n,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound CCN(CC)CCN(C)C(=O)C1=CC(Cl)=C(N)C2=C1OC(C)C2 QVCKVMSEINXIDN-UHFFFAOYSA-N 0.000 claims 1
- IKLTWEQRKUTUMF-UHFFFAOYSA-N 5-chloro-n-[[1-(cyclohexen-1-ylmethyl)pyrrolidin-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C=1C(Cl)=CC=2CCOC=2C=1C(=O)NCC1CCCN1CC1=CCCCC1 IKLTWEQRKUTUMF-UHFFFAOYSA-N 0.000 claims 1
- XBRJTRHVGGRYID-UHFFFAOYSA-N 6-chloro-n-[[1-(cyclohexen-1-ylmethyl)pyrrolidin-2-yl]methyl]-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C=1C(Cl)=CC=2CCCOC=2C=1C(=O)NCC1CCCN1CC1=CCCCC1 XBRJTRHVGGRYID-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004946 alkenylalkyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- XFOSLLKUFTXGDS-UHFFFAOYSA-N n-[[1-(cyclohexen-1-ylmethyl)pyrrolidin-2-yl]methyl]-6-(methylsulfamoyl)-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C=1C(S(=O)(=O)NC)=CC=2CCCOC=2C=1C(=O)NCC1CCCN1CC1=CCCCC1 XFOSLLKUFTXGDS-UHFFFAOYSA-N 0.000 claims 1
- DIXLBCFAIGTQNW-UHFFFAOYSA-N n-[[1-(cyclohexen-1-ylmethyl)pyrrolidin-2-yl]methyl]-6-ethylsulfonyl-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C=1C(S(=O)(=O)CC)=CC=2CCCOC=2C=1C(=O)NCC1CCCN1CC1=CCCCC1 DIXLBCFAIGTQNW-UHFFFAOYSA-N 0.000 claims 1
- KNOHDWRTKYWTFB-UHFFFAOYSA-N n-[[1-(cyclopropylmethyl)pyrrolidin-2-yl]methyl]-5-ethylsulfonyl-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide Chemical compound C=1C(S(=O)(=O)CC)=CC=2CC(C)OC=2C=1C(=O)NCC1CCCN1CC1CC1 KNOHDWRTKYWTFB-UHFFFAOYSA-N 0.000 claims 1
- ROLSLQXAZBRPOA-UHFFFAOYSA-N n-[[1-(cyclopropylmethyl)pyrrolidin-2-yl]methyl]-6-ethylsulfonyl-3,4-dihydro-2h-chromene-8-carboxamide Chemical compound C=1C(S(=O)(=O)CC)=CC=2CCCOC=2C=1C(=O)NCC1CCCN1CC1CC1 ROLSLQXAZBRPOA-UHFFFAOYSA-N 0.000 claims 1
- 239000003176 neuroleptic agent Substances 0.000 claims 1
- 230000000701 neuroleptic effect Effects 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000009257 reactivity Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Medicinal Preparation (AREA)
- Furan Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polyamides (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (19)
- 구조식(Ⅰ)의 디하이드로벤조푸란-및 크로만-카복스아미드 유도체 및 그것의 제약학적으로 허용 가능한 산 부가 염 및 광학 이성체.식중, R 및 R1는 독립적으로 수소 또는 메틸,n은 1 또는 2,m은 1 또는 2,Z는또는R1및 R2는 저급 알킬 그룹,R3는 알킬, 알케닐, 사이클로알킬알킬 또는 사이클로 알케닐알킬 그룹.X는 수소 원자, 아미노, 메톡시 또는 메틸 그룹,Y는 수소 또는 염소 원자 또는 사이클로알킬메틸설포닐 그룹,n이 1이고 Z는 R3가 알킬 그룹인 구조식(b)의 그룹일 때, Y는 사이클로알킬메틸설포닐 그룹 ;또는 Z는 상기와 같고,X는 메톡시 또는 메틸 그룹,Y는 알킬설파모일 또는 알킬설포닐 그룹,또는 Z는 R3가 사이클로알킬알킬 또는 사이클로알케닐알킬 그룹인 구조식(b)의 그룹,X는 수소 원자 또는 아미노 그룹,Y는 알킬설파모일 또는 알킬설포닐 그룹.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-5-메틸설파모일-2-메틸-2,3-디하이드로 벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-6-메틸설파모일크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-5-사이클로프로필메틸설포닐-2-메틸-2,3-디하이드로 벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-(1-아릴-2-피롤리디닐메틸)-6-사이클로프로필메틸설포닐크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로프로필메틸-2-피롤리디닐메틸)-6-사이클로프로필메틸설포닐크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로프로필메틸-2-피롤리디닐메틸)-6-에틸설포닐크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로프로필메틸-2-피롤리디닐메틸)-5-에틸설포닐--2-메틸-2,3-디하이드로벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-6-에틸설포닐크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-6-클로로크로만-8-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-5-클로로-2,3-디하이드로벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-(1-사이클로헥세닐메틸-2-피롤리디닐메틸)-5-클로로-2-메틸-2,3-디하이드로 벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-(디에틸아미노에틸)-4-아미노-5-클로로-2-메틸-2,3-디하이드로벤조푸란-7-카복스아미드.
- 제 1 항에 있어서, N-메틸-N-(디에틸아미노에틸)-4-아미노-5-클로로-2-메틸-2,3-디하이드로벤조푸란-7-카복스아미드.
- 구조식(2)의 산 또는 그것의 반응성 유도체중 하나를〔식중, R,X,Y 및 n은 제 1 항에 정의된 바와 같음 구조식(3)의 아민으로 처리하고,〔식중, m,R1및 Z는 제 1 항에 정의된 바와 같음 또한, Z가 제 1 항에 정의된 바와 같은 구조식(b)의 그룹일 경우에, 구조식(2)의 산 또는 그것의 반응성 유도체중 하나를 구조식 (4)의 디할로알킬아민으로 처리하고,〔식중, Hal은 할로겐 원자이고,R1및 m은 제 1 항에 정의된 바와 같음구조식 (5)에서 얻은 화합물을〔식중, R,R1,X,Y,m,n 및 Hal은 상기된 바와 같음구조식 (6)의 아민으로 처리하는 것으로 구성되는,H2N-R3(6)〔식중, R3는 제 1 항에 정의된 바와 같음.제 1 항의 구조식(1) 화합물을 제조하는 방법.
- 약제. 특히 신경이완제로 사용되는 제 1 항에서 제14항 까지에 따르는 구조식(1)의 화합물.
- 활성소 및 제약학적으로 허용 가능한 부형제로서, 제 1 항에서, 제14항까지에 따르는 구조식(1)화합물로 구성되는 제약학적 조성물.
- Z가 제 1 항의 구조식(b) 그룹인 구조식 (1)의 화합물을 제조하는 제15항에 따르는 방법에 사용된 합성 중간체로서, 구조식 (5)의 화합물.〔식중, R,R1,X,Y,m 및 n은 제 1 항에 정의된 바와 같고, Hal은 할로겐 원자
- R이 수소 원자이고 n이 2인 구조식(1) 화합물을 제조하는 제15항의 방법에 따르는 합성 중간체로서, 구조식 (2)의 산.식중, X는 아미노, 메톡시 또는 메틸 그룹,Y는 수소 또는 염소 원자, 또는 알킬설파모일, 알킬설포닐 또는 사이클로알킬메틸설포닐 그룹이거나 또는X는 수소 원자,Y는 알킬설파모일, 알킬설포닐 또는 사이클로알킬메틸설포닐 그룹.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8601279A FR2593504B1 (fr) | 1986-01-30 | 1986-01-30 | Nouveaux derives de dihydrobenzofuranne - et de chromane - carboxamides, leurs procedes de preparation et leur utilisation comme neuroleptiques |
| FR01279 | 1986-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR870007160A true KR870007160A (ko) | 1987-08-17 |
Family
ID=9331629
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR870000673A KR870007160A (ko) | 1986-01-30 | 1987-01-28 | 신규의 디하이드로벤조푸란-및 크로만-카복스아미드 유도체, 그것의 제조 방법 및 신경이완제로서의 사용법 |
Country Status (40)
| Country | Link |
|---|---|
| US (1) | US5006570A (ko) |
| EP (1) | EP0231139B1 (ko) |
| JP (1) | JPS62277376A (ko) |
| KR (1) | KR870007160A (ko) |
| CN (2) | CN1016420B (ko) |
| AT (1) | ATE70063T1 (ko) |
| AU (1) | AU593605B2 (ko) |
| BE (1) | BE1000164A5 (ko) |
| BG (1) | BG46600A3 (ko) |
| CA (1) | CA1300161C (ko) |
| CH (1) | CH670827A5 (ko) |
| CS (2) | CS264288B2 (ko) |
| DD (1) | DD260065A5 (ko) |
| DE (2) | DE3702005A1 (ko) |
| DK (1) | DK46987A (ko) |
| ES (2) | ES2038679T3 (ko) |
| FI (1) | FI870347A (ko) |
| FR (1) | FR2593504B1 (ko) |
| GB (1) | GB2187188B (ko) |
| GR (2) | GR870134B (ko) |
| HU (1) | HU206107B (ko) |
| IE (1) | IE870128L (ko) |
| IL (1) | IL81299A (ko) |
| IN (2) | IN164389B (ko) |
| IS (1) | IS1446B6 (ko) |
| IT (1) | IT1205729B (ko) |
| LU (1) | LU86747A1 (ko) |
| MA (1) | MA20861A1 (ko) |
| NO (1) | NO168582C (ko) |
| NZ (1) | NZ219068A (ko) |
| OA (1) | OA08472A (ko) |
| PH (1) | PH23392A (ko) |
| PL (2) | PL152491B1 (ko) |
| PT (1) | PT84224B (ko) |
| SU (2) | SU1609451A3 (ko) |
| TN (1) | TNSN87012A1 (ko) |
| YU (1) | YU46185B (ko) |
| ZA (1) | ZA87552B (ko) |
| ZM (1) | ZM987A1 (ko) |
| ZW (1) | ZW1387A1 (ko) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2611715B1 (fr) * | 1987-02-27 | 1989-05-12 | Adir | Nouveaux acetamides derives de la dihydro-2,3 phenyl-3 benzofurannone-2, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2611713B1 (fr) * | 1987-02-27 | 1990-11-30 | Adir | Nouveaux derives de l'acide (dihydro-2,3 oxo-2 benzofurannyl-3)-2 acetique, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent |
| US5374637A (en) * | 1989-03-22 | 1994-12-20 | Janssen Pharmaceutica N.V. | N-(3-hydroxy-4-piperidinyl)(dihydrobenzofuran, dihydro-2H-benzopyran or dihydrobenzodioxin)carboxamide derivatives |
| JP2726306B2 (ja) * | 1989-04-14 | 1998-03-11 | 本田技研工業株式会社 | 車両の前後輪操舵装置 |
| US5122361A (en) * | 1989-04-17 | 1992-06-16 | Trustees Of The University Of Pennsylvania | Dopamine receptor ligands and imaging agents |
| EP0412939A3 (en) * | 1989-08-11 | 1991-09-04 | Ciba-Geigy Ag | Certain benzopyran and benzothiopyran derivatives |
| US5420151A (en) * | 1989-12-22 | 1995-05-30 | Aktiebolaget Astra | Chroman derivatives |
| US5616610A (en) * | 1989-12-22 | 1997-04-01 | Astra Aktiebolag | (R)-5-carbamoyl-8-fluoro-3-N,N-disubstituted-amino-3,4-dihydro-2H-1-benzopyrans |
| GB9005014D0 (en) * | 1990-03-06 | 1990-05-02 | Janssen Pharmaceutica Nv | N.(4.piperidinyl)(dihydrobenzofuran or dihydro.2h.benzopyran)carboxamide derivatives |
| WO1991017144A1 (en) * | 1990-05-02 | 1991-11-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Amide compound, pharmaceutical use thereof and novel 1-substituted pyrrolidinemethyl-amines |
| US5114947A (en) * | 1990-12-27 | 1992-05-19 | Erbamont Inc. | Method for alleviating anxiety using benzobicyclic carboxamides |
| MA22647A1 (fr) * | 1991-09-14 | 1993-04-01 | Smithkline Beecham Plc | Procede de preparation d'un ester ou d'un amide d'un nouveau produit . |
| CA2129112A1 (en) * | 1992-02-06 | 1993-08-19 | Francis David King | Benzopyran, benzothiopyran and benzofuran derivatives as 5-ht4 antagonists |
| JPH08502273A (ja) * | 1992-10-13 | 1996-03-12 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | ５−ｈｔ▲下４▼レセプターアンタゴニスト用複素環式エステルまたはアミド |
| US6127379A (en) * | 1993-02-01 | 2000-10-03 | Smithkline Beecham P.L.C. | Benzopyran, benzothiopyran and benzofuran derivatives as 5-HT4 antagonists |
| JP2999669B2 (ja) * | 1993-08-24 | 2000-01-17 | 株式会社三和化学研究所 | ベンゾ［ｂ］フランカルボキサミド誘導体、その製法及び用途 |
| JPH0820586A (ja) * | 1994-07-05 | 1996-01-23 | Sanwa Kagaku Kenkyusho Co Ltd | １−アザビシクロ［３．３．０］オクタン誘導体、その塩及び製法並びに用途 |
| JPH0873463A (ja) | 1994-07-05 | 1996-03-19 | Sanwa Kagaku Kenkyusho Co Ltd | ベンゾピランカルボキサミド誘導体、その塩及び製法並びに用途 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0135545A1 (en) * | 1983-02-19 | 1985-04-03 | Beecham Group Plc | Azabicycloalkyl benzamide and anilide derivatives |
| JPS59186969A (ja) * | 1983-04-08 | 1984-10-23 | Yoshitomi Pharmaceut Ind Ltd | ベンゾフラン−およびベンゾピランカルボキサミド誘導体 |
| CA1297877C (en) * | 1983-12-22 | 1992-03-24 | Daniel Lednicer | Benzofurancarboxamides useful as antiemetic or antipsychotic agents |
| JPS63139180A (ja) * | 1986-12-02 | 1988-06-10 | Tanabe Seiyaku Co Ltd | カルボン酸誘導体 |
-
1986
- 1986-01-30 FR FR8601279A patent/FR2593504B1/fr not_active Expired
-
1987
- 1987-01-16 NO NO870199A patent/NO168582C/no unknown
- 1987-01-19 IL IL81299A patent/IL81299A/xx not_active IP Right Cessation
- 1987-01-20 IE IE870128A patent/IE870128L/xx unknown
- 1987-01-21 IS IS3189A patent/IS1446B6/is unknown
- 1987-01-21 IN IN43/MAS/87A patent/IN164389B/en unknown
- 1987-01-21 AU AU67855/87A patent/AU593605B2/en not_active Ceased
- 1987-01-23 ZW ZW13/87A patent/ZW1387A1/xx unknown
- 1987-01-23 DE DE19873702005 patent/DE3702005A1/de not_active Withdrawn
- 1987-01-26 ZA ZA87552A patent/ZA87552B/xx unknown
- 1987-01-27 NZ NZ219068A patent/NZ219068A/en unknown
- 1987-01-27 FI FI870347A patent/FI870347A/fi not_active Application Discontinuation
- 1987-01-27 GR GR870134A patent/GR870134B/el unknown
- 1987-01-27 MA MA21095A patent/MA20861A1/fr unknown
- 1987-01-27 YU YU11387A patent/YU46185B/sh unknown
- 1987-01-28 LU LU86747A patent/LU86747A1/fr unknown
- 1987-01-28 TN TNTNSN87012A patent/TNSN87012A1/fr unknown
- 1987-01-28 CA CA000528418A patent/CA1300161C/fr not_active Expired - Lifetime
- 1987-01-28 GB GB8701870A patent/GB2187188B/en not_active Expired
- 1987-01-28 BG BG78228A patent/BG46600A3/xx active Active
- 1987-01-28 CN CN87100978A patent/CN1016420B/zh not_active Expired
- 1987-01-28 KR KR870000673A patent/KR870007160A/ko not_active Application Discontinuation
- 1987-01-29 ES ES198787400194T patent/ES2038679T3/es not_active Expired - Lifetime
- 1987-01-29 AT AT87400194T patent/ATE70063T1/de not_active IP Right Cessation
- 1987-01-29 DD DD87299591A patent/DD260065A5/de unknown
- 1987-01-29 PT PT84224A patent/PT84224B/pt not_active IP Right Cessation
- 1987-01-29 DK DK046987A patent/DK46987A/da unknown
- 1987-01-29 HU HU87283A patent/HU206107B/hu not_active IP Right Cessation
- 1987-01-29 EP EP87400194A patent/EP0231139B1/fr not_active Expired - Lifetime
- 1987-01-29 SU SU874028919A patent/SU1609451A3/ru active
- 1987-01-29 CS CS87578A patent/CS264288B2/cs unknown
- 1987-01-29 DE DE8787400194T patent/DE3774888D1/de not_active Expired - Lifetime
- 1987-01-29 CH CH300/87A patent/CH670827A5/fr not_active IP Right Cessation
- 1987-01-29 IT IT47583/87A patent/IT1205729B/it active
- 1987-01-29 PH PH34786A patent/PH23392A/en unknown
- 1987-01-29 ZM ZM9/87A patent/ZM987A1/xx unknown
- 1987-01-29 OA OA59056A patent/OA08472A/xx unknown
- 1987-01-29 ES ES8700216A patent/ES2003671A6/es not_active Expired
- 1987-01-30 BE BE8700065A patent/BE1000164A5/fr not_active Expired
- 1987-01-30 US US07/008,916 patent/US5006570A/en not_active Expired - Fee Related
- 1987-01-30 PL PL1987272298A patent/PL152491B1/pl unknown
- 1987-01-30 JP JP62021649A patent/JPS62277376A/ja active Pending
- 1987-01-30 PL PL1987263885A patent/PL152404B1/pl unknown
-
1988
- 1988-01-19 CS CS88362A patent/CS264300B2/cs unknown
- 1988-05-23 IN IN343/MAS/88A patent/IN167060B/en unknown
- 1988-06-28 SU SU884355973A patent/SU1607688A3/ru active
-
1992
- 1992-01-04 CN CN92100139A patent/CN1062144A/zh active Pending
- 1992-01-27 GR GR920400082T patent/GR3003653T3/el unknown
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