KR840006239A - 1-페닐-2(1h,3h)-인돌온의 제조방법 - Google Patents
1-페닐-2(1h,3h)-인돌온의 제조방법 Download PDFInfo
- Publication number
- KR840006239A KR840006239A KR1019830004396A KR830004396A KR840006239A KR 840006239 A KR840006239 A KR 840006239A KR 1019830004396 A KR1019830004396 A KR 1019830004396A KR 830004396 A KR830004396 A KR 830004396A KR 840006239 A KR840006239 A KR 840006239A
- Authority
- KR
- South Korea
- Prior art keywords
- phenyl
- methyl
- hydrogen
- preparing
- indoleone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- OWPNVXATCSXTBK-UHFFFAOYSA-N 1-phenyl-3h-indol-2-one Chemical compound O=C1CC2=CC=CC=C2N1C1=CC=CC=C1 OWPNVXATCSXTBK-UHFFFAOYSA-N 0.000 title 1
- -1 1,3-propylene Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 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
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/38—Oxygen atoms in positions 2 and 3, e.g. isatin
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Neurosurgery (AREA)
- Public Health (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Dental Preparations (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- 일반식(III)의 인돌온을, 0내지 30℃에서 POCl3와의 반응에 의해 활성화시킨 일반식(II)의 아미드와반응시킴을 특징으로 하여 일반식(I)의 화합물을 제조하는 방법.상기식에서 A2및 B1은 함께 1,3-프로필렌 또는 1,4-부틸렌이고, C1은 메틸, 에틸, 페닐 또는 벤질이거나, 또는 A2는 수소이고, B1및 C1은 각기 독립적으로 메틸 또는 페닐이며, W는 수소 또는 클로로이고, W1,X1및 Y1은 각기 독립적으로 수소, 클로로, 플루오로 또는 메톡시이다.
- 제1항에 있어서, A2는 수소이고, B1및 C1은 각기 독립적이고 메틸 또는 페닐인 방법.
- 제2항에 있어서, W1및 Y1이 수소이고, X1이 3-클로로인 방법.
- 제1항에 있어서, A2와 B1이 함께 1,3-프로필렌 또는 1,4-부틸렌이고, C1이 메틸, 에틸, 페닐 또는 벤질인 방법.
- 제4항에 있어서, A2와 B1이 함께 1,3-프로필렌 이고, C1이 메틸인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1019860005907A KR860001272B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐-2(1h, 3h)-인돌온 유도체의 제조방법 |
KR1019860005906A KR860001271B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐 -2(1h, 3h)-인돌온유도체의 제조방법 |
KR1019860005908A KR860001297B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐-2(1h, 3h)-인돌온 유도체의 제조방법 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US420544 | 1982-09-20 | ||
US06/420,544 US4476307A (en) | 1982-09-20 | 1982-09-20 | Heteroylidene indolone compounds |
Related Child Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860005907A Division KR860001272B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐-2(1h, 3h)-인돌온 유도체의 제조방법 |
KR1019860005908A Division KR860001297B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐-2(1h, 3h)-인돌온 유도체의 제조방법 |
KR1019860005906A Division KR860001271B1 (ko) | 1982-09-20 | 1986-07-19 | 1-페닐 -2(1h, 3h)-인돌온유도체의 제조방법 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840006239A true KR840006239A (ko) | 1984-11-22 |
KR860001270B1 KR860001270B1 (ko) | 1986-09-04 |
Family
ID=23666904
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019830004396A KR860001270B1 (ko) | 1982-09-20 | 1983-09-19 | 1-페닐-2(1h, 3h)-인돌온유도체의 제조방법 |
Country Status (24)
Country | Link |
---|---|
US (1) | US4476307A (ko) |
EP (1) | EP0104860B1 (ko) |
JP (1) | JPS5976058A (ko) |
KR (1) | KR860001270B1 (ko) |
AT (1) | ATE25972T1 (ko) |
AU (1) | AU543115B2 (ko) |
CA (1) | CA1194871A (ko) |
DD (1) | DD213211A5 (ko) |
DE (1) | DE3370325D1 (ko) |
DK (1) | DK157010C (ko) |
ES (3) | ES525737A0 (ko) |
FI (1) | FI77446C (ko) |
GR (1) | GR79732B (ko) |
HU (1) | HU189747B (ko) |
IE (1) | IE55923B1 (ko) |
IL (1) | IL69758A (ko) |
NO (1) | NO161557C (ko) |
NZ (1) | NZ205638A (ko) |
PH (1) | PH18297A (ko) |
PL (3) | PL141609B1 (ko) |
PT (1) | PT77360B (ko) |
SU (1) | SU1272983A3 (ko) |
YU (4) | YU189283A (ko) |
ZA (1) | ZA836933B (ko) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4879391A (en) * | 1982-09-20 | 1989-11-07 | Pfizer Inc. | 1-Phenyl-2(1H,3H)-indolone psychotherapeutic agents |
US4760083A (en) * | 1986-04-10 | 1988-07-26 | E. I. Dupont De Nemours & Company | 3,3-disubstituted indolines |
US5128352A (en) * | 1989-01-10 | 1992-07-07 | Pfizer Inc. | Anti-inflammatory 1-heteroaryl-oxindole-3-carboxamides |
US5078756A (en) * | 1990-01-12 | 1992-01-07 | Major Thomas O | Apparatus and method for purification and recovery of refrigerant |
US5158969A (en) * | 1991-08-21 | 1992-10-27 | Neurosearch A/S | Indole derivatives as potassium channel blockers |
US5760250A (en) * | 1991-11-05 | 1998-06-02 | Zeneca Limited | Process for the preparation of 3-(α-methoxy)methylenebenzofuranones and intermediates therefor |
DE19949209A1 (de) * | 1999-10-13 | 2001-04-19 | Boehringer Ingelheim Pharma | In 5-Stellung substituierte Indolinone, ihre Herstellung und ihre Verwendung als Arzneimittel |
US6765012B2 (en) * | 2001-09-27 | 2004-07-20 | Allergan, Inc. | 3-(Arylamino)methylene-1,3-dihydro-2H-indol-2-ones as kinase inhibitors |
IL163992A0 (en) * | 2002-03-27 | 2005-12-18 | Lundbeck & Co As H | Method for manufacture of sertindole |
FR2847811B1 (fr) * | 2002-11-29 | 2005-01-07 | Oreal | Composition filtrante contenant au moins un derive du dibenzoylmethane et au moins un derive de 3-(2-azacycloalkylidene)-1,3-dihydro-indol-2-one;procede de photostabilisation |
FR2847813A1 (fr) * | 2002-11-29 | 2004-06-04 | Oreal | Compositions cosmetiques photoprotectrices contenant des derives de 3-(2-azacycloalkylidene)-1,3-dihydro-indol-2-one et utilisations |
EA015252B1 (ru) | 2005-05-10 | 2011-06-30 | Интермьюн, Инк. | Способ модуляции стресс-активированной протеинкиназной системы |
CN102099036B (zh) | 2008-06-03 | 2015-05-27 | 英特芒尼公司 | 用于治疗炎性疾患和纤维化疾患的化合物和方法 |
ES2523741T3 (es) | 2008-12-19 | 2014-12-01 | Nippon Soda Co., Ltd. | Derivado de 1-heterodieno y agente de represión de organismos dañinos |
WO2011058963A1 (ja) | 2009-11-12 | 2011-05-19 | 日本曹達株式会社 | 1-ヘテロジエン誘導体および有害生物防除剤 |
AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
CA2891122C (en) | 2012-11-14 | 2021-07-20 | The Johns Hopkins University | Methods and compositions for treating schizophrenia |
CN110452216B (zh) | 2014-04-02 | 2022-08-26 | 英特穆恩公司 | 抗纤维化吡啶酮类 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3506683A (en) * | 1963-10-07 | 1970-04-14 | Upjohn Co | 3-(2-pyrrolidinylidene)-3h-indoles |
GB1237008A (en) * | 1968-12-18 | 1971-06-30 | Pfizer Ltd | Novel indoline derivatives |
US3723457A (en) * | 1969-09-30 | 1973-03-27 | Eisai Co Ltd | Indoline-2-one derivatives and preparation thereof |
GB1374414A (en) * | 1972-06-12 | 1974-11-20 | Sterling Drug Inc | 1-acyl-3-amino-alkyl-indoles and their preparation |
DE2557342A1 (de) * | 1975-12-19 | 1977-06-30 | Hoechst Ag | Basisch substituierte indolderivate und verfahren zu ihrer herstellung |
-
1982
- 1982-09-20 US US06/420,544 patent/US4476307A/en not_active Expired - Fee Related
-
1983
- 1983-09-16 CA CA000436845A patent/CA1194871A/en not_active Expired
- 1983-09-18 IL IL69758A patent/IL69758A/xx unknown
- 1983-09-19 IE IE2193/83A patent/IE55923B1/en not_active IP Right Cessation
- 1983-09-19 GR GR72470A patent/GR79732B/el unknown
- 1983-09-19 EP EP83305484A patent/EP0104860B1/en not_active Expired
- 1983-09-19 KR KR1019830004396A patent/KR860001270B1/ko not_active IP Right Cessation
- 1983-09-19 ES ES525737A patent/ES525737A0/es active Granted
- 1983-09-19 NO NO833367A patent/NO161557C/no unknown
- 1983-09-19 NZ NZ205638A patent/NZ205638A/en unknown
- 1983-09-19 DD DD83254923A patent/DD213211A5/de unknown
- 1983-09-19 HU HU833235A patent/HU189747B/hu unknown
- 1983-09-19 SU SU833646758A patent/SU1272983A3/ru active
- 1983-09-19 AU AU19252/83A patent/AU543115B2/en not_active Ceased
- 1983-09-19 DE DE8383305484T patent/DE3370325D1/de not_active Expired
- 1983-09-19 FI FI833335A patent/FI77446C/fi not_active IP Right Cessation
- 1983-09-19 ZA ZA836933A patent/ZA836933B/xx unknown
- 1983-09-19 AT AT83305484T patent/ATE25972T1/de not_active IP Right Cessation
- 1983-09-19 PT PT77360A patent/PT77360B/pt not_active IP Right Cessation
- 1983-09-19 DK DK425383A patent/DK157010C/da not_active IP Right Cessation
- 1983-09-20 PH PH29565A patent/PH18297A/en unknown
- 1983-09-20 PL PL1983243826A patent/PL141609B1/pl unknown
- 1983-09-20 PL PL1983250768A patent/PL141370B1/pl unknown
- 1983-09-20 YU YU01892/83A patent/YU189283A/xx unknown
- 1983-09-20 JP JP58174025A patent/JPS5976058A/ja active Granted
- 1983-09-20 PL PL1983250769A patent/PL141876B1/pl unknown
-
1984
- 1984-04-25 ES ES531907A patent/ES8505950A1/es not_active Expired
- 1984-04-25 ES ES531908A patent/ES8505951A1/es not_active Expired
-
1986
- 1986-10-01 YU YU01691/86A patent/YU169186A/xx unknown
- 1986-10-01 YU YU01693/86A patent/YU169386A/xx unknown
- 1986-10-01 YU YU01692/86A patent/YU169286A/xx unknown
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