KR840002361A - 치환된 알카노일 이미다졸-2-온 유도체의 제조방법. - Google Patents
치환된 알카노일 이미다졸-2-온 유도체의 제조방법. Download PDFInfo
- Publication number
- KR840002361A KR840002361A KR1019820004951A KR820004951A KR840002361A KR 840002361 A KR840002361 A KR 840002361A KR 1019820004951 A KR1019820004951 A KR 1019820004951A KR 820004951 A KR820004951 A KR 820004951A KR 840002361 A KR840002361 A KR 840002361A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- oxygen atom
- reacted
- atom
- product
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 15
- -1 alkanoyl imidazol-2-one derivatives Chemical class 0.000 title claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 25
- 239000001257 hydrogen Substances 0.000 claims 25
- 125000004430 oxygen atom Chemical group O* 0.000 claims 18
- 150000002431 hydrogen Chemical group 0.000 claims 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 231100000252 nontoxic Toxicity 0.000 claims 4
- 230000003000 nontoxic effect Effects 0.000 claims 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000001589 carboacyl group Chemical group 0.000 claims 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 150000001447 alkali salts Chemical class 0.000 claims 2
- 229940100198 alkylating agent Drugs 0.000 claims 2
- 239000002168 alkylating agent Substances 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- WZELXJBMMZFDDU-UHFFFAOYSA-N Imidazol-2-one Chemical compound O=C1N=CC=N1 WZELXJBMMZFDDU-UHFFFAOYSA-N 0.000 claims 1
- YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical compound NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 150000001266 acyl halides Chemical class 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims 1
- 239000011968 lewis acid catalyst Substances 0.000 claims 1
- 150000003567 thiocyanates Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/84—Sulfur atoms
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/70—One oxygen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (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)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Fats And Perfumes (AREA)
- Chemical Treatment Of Metals (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (16)
- 다음 일반식(5)의 아미노디케톤을 시아네이트 또는 티오시아네이트 염과 반응시키고, T가 2가 황원자인 화합물을 원하는 경우에는 T가 산소원자인 생성물을 5 황화인과 반응시키며, R이 수소가 아닌 화합물을 원하는 경우에는 R이 수소인 생성물을 할로겐화 아실 또는 알킬화제와 반응시키고, 약제학적으로 무독한 염을 원하는 경우에는 생성물을 금속 염기성염 또는 무기 또는 유기산과 반응시키며 이들로부터 알카노일 이미다졸－2－온을 분리시킴을 특징으로 하여, 다음 일반식(1)의 알카노일이미다졸－2－온 및 그의 약제학적으로 무독한염을 제조하는 방법.상기식에서, Q 및 T는 각각 산소원자 또는 2가 황원자이며; R은 수소, 저급알킬, 저급알카노일 또는 벤조일이고; R1은 수소 또는 저급알킬이며; R2는 저급 지방족 탄화수소기, 페닐알킬렌 또는 헤테로 사이클로 알킬렌이고; R′는 수소 또는 저급알킬카보닐이며; 단, 1) R1이 수소이면, R2는 펜틸이 아니고; 2) R1이 멘틸이면, R2는 프로필 또는 펜틸이 아니며; 3) R2는 메틸일 수 없다.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고 R1이 메틸그룹인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고 R1이 에틸그룹인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고 R1이 수소원자인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고, R2가 에틸인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고 R2가 사이클로프로필인 방법.
- 제1항에 있어서, R이 수소이며, Q 및 T가 각각 산소원자이고 R2가 이소프로필인 방법.
- 다음 일반식(3)의 이미다졸－2－온을 루이스산 촉매의 존재하에서 할로겐화 아로일과 반응시키고, T가 2가 황원자인 화합물을 원하는 경우에는 T가 산소원자인 생성물을 5 황화인과 반응시키며, R이 수소가 아닌 화합물을 원하는 경우에는 R이 수소인 생성물을 할로겐화아실 또는 알킬화제와 반응시키고, 약제학적으로 무독한 염을 원하는 경우에는 생성물을 금속염기성염 또는 무기 또는 유기산과 반응시키며, 이들로부터 알카노일이미다졸－2－온을 분리시킴을 특징으로 하여, 다음 일반식(1)의 알카노일이미다졸－2－온 및 그의 약제학적으로 무독한 염을 제조하는 방법.상기식에서, T는 산소원자 또는 2가 황원자이며; R은 수소, 저급알킬, 저급알카노일 또는 벤조일이고; R1은 수소 또는 저급알킬이며; R2는 저급 지방족 탄화수소기, 페닐알 킬렌 또는 헤테로사이클로알킬렌이고; 단, 1) R1이 수소이면, R2는 펜틸이 아니며, 2) R1이 메틸이면, R2는 프로필 또는 펜틸이 아니고, 3) R2는 메틸일 수 없다.
- 제9항에 있어서, R이 수소이며, T가 산소원자인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R1이 메틸그룹인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R1이 에틸그룹인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R1이 수소원자인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R2가 에틸그룹인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R2가 사이클로프로필그룹인 방법.
- 제9항에 있어서, R이 수소이며, T가 산소원자이고 R2가 이소프로필그룹인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317,962 | 1981-11-04 | ||
| US06/317,962 US4367236A (en) | 1981-11-04 | 1981-11-04 | Method for the treatment of cardiac failure with alkanoylimidazol-2-one derivatives |
| US317962 | 1981-11-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840002361A true KR840002361A (ko) | 1984-06-25 |
| KR890001152B1 KR890001152B1 (ko) | 1989-04-25 |
Family
ID=23236015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8204951A KR890001152B1 (ko) | 1981-11-04 | 1982-11-03 | 치환된 알카노일이미다졸-2-온 유도체의 제조방법 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US4367236A (ko) |
| EP (1) | EP0079049B1 (ko) |
| JP (1) | JPS5885867A (ko) |
| KR (1) | KR890001152B1 (ko) |
| AT (1) | ATE26264T1 (ko) |
| AU (1) | AU555244B2 (ko) |
| CA (1) | CA1227487A (ko) |
| DE (1) | DE3275922D1 (ko) |
| DK (1) | DK161251C (ko) |
| ES (1) | ES517041A0 (ko) |
| GB (1) | GB2112383B (ko) |
| GR (1) | GR77053B (ko) |
| IE (1) | IE54279B1 (ko) |
| NO (1) | NO156567C (ko) |
| NZ (1) | NZ202349A (ko) |
| PH (1) | PH22079A (ko) |
| ZA (1) | ZA827973B (ko) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4556665A (en) * | 1984-07-09 | 1985-12-03 | Schering A.G. | Cardiotonic 1,3-dihydro-4-[[(imidazol-1-yl)aryl]carbonyl]imidazol-2-ones |
| US4999365A (en) * | 1987-03-20 | 1991-03-12 | Merrell Dow Pharmaceuticals Inc. | Method of reducing reperfusion injury with imidazol-2-thiones |
| US4868197A (en) * | 1987-03-20 | 1989-09-19 | Merrell Dow Pharmaceuticals Inc. | Reducing reperfusion injury with 1,3-dihydro-4-methyl-5-(4-methylthio)benzoyl)-2H-imidazol-2-thione |
| WO1994021658A1 (en) * | 1993-03-15 | 1994-09-29 | Kalman Thomas I | Antiviral imidazolinone nucleoside derivatives |
| CA2375287A1 (en) | 1999-06-22 | 2000-12-28 | Takeda Chemical Industries, Ltd. | Production method of imidazole derivatives |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2441933A (en) * | 1945-07-30 | 1948-05-18 | Hoffmann La Roche | Substituted imidazolones and process of making them |
| US2441935A (en) * | 1946-03-14 | 1948-05-18 | Hoffmann La Roche | Imidazolidones and method for their manufacture |
| US2514380A (en) * | 1946-12-26 | 1950-07-11 | Hoffmann La Roche | Diamines and method of production |
| US3303199A (en) * | 1963-07-15 | 1967-02-07 | Geigy Chem Corp | Certain imidazolone derivatives and process for making same |
| GB1054708A (ko) * | 1964-10-02 | |||
| JPS5049279A (ko) * | 1973-09-04 | 1975-05-01 | ||
| JPS5088086A (ko) * | 1973-12-07 | 1975-07-15 | ||
| JPS545447A (en) * | 1977-06-14 | 1979-01-16 | Fuji Photo Film Co Ltd | Recording material |
| NZ193935A (en) * | 1979-06-18 | 1985-05-31 | Richardson Merrell Inc | 4-aroyl-imidazol-2-one derivatives;pharmaceutical compositions |
| PH18106A (en) * | 1981-02-18 | 1985-03-21 | Merrell Dow Pharma | Novel-4-aroylimidazol-2-ones |
| US4405628A (en) * | 1981-03-05 | 1983-09-20 | Merrell Dow Pharmaceuticals Inc. | 4-Pyridylimidazolones and method of use |
-
1981
- 1981-11-04 US US06/317,962 patent/US4367236A/en not_active Expired - Lifetime
-
1982
- 1982-11-01 ZA ZA827973A patent/ZA827973B/xx unknown
- 1982-11-01 NZ NZ202349A patent/NZ202349A/en unknown
- 1982-11-02 ES ES517041A patent/ES517041A0/es active Granted
- 1982-11-02 GB GB08231325A patent/GB2112383B/en not_active Expired
- 1982-11-02 CA CA000414707A patent/CA1227487A/en not_active Expired
- 1982-11-02 IE IE2620/82A patent/IE54279B1/en not_active IP Right Cessation
- 1982-11-02 JP JP57192020A patent/JPS5885867A/ja active Granted
- 1982-11-02 PH PH28075A patent/PH22079A/en unknown
- 1982-11-03 AU AU90113/82A patent/AU555244B2/en not_active Ceased
- 1982-11-03 DK DK488782A patent/DK161251C/da not_active IP Right Cessation
- 1982-11-03 KR KR8204951A patent/KR890001152B1/ko active
- 1982-11-03 NO NO823647A patent/NO156567C/no unknown
- 1982-11-03 GR GR69716A patent/GR77053B/el unknown
- 1982-11-04 AT AT82110157T patent/ATE26264T1/de not_active IP Right Cessation
- 1982-11-04 EP EP82110157A patent/EP0079049B1/en not_active Expired
- 1982-11-04 DE DE8282110157T patent/DE3275922D1/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IE822620L (en) | 1983-05-04 |
| GR77053B (ko) | 1984-09-05 |
| ES8402826A1 (es) | 1984-03-01 |
| NO156567B (no) | 1987-07-06 |
| NO823647L (no) | 1983-05-05 |
| EP0079049A2 (en) | 1983-05-18 |
| AU555244B2 (en) | 1986-09-18 |
| US4367236A (en) | 1983-01-04 |
| DK161251B (da) | 1991-06-17 |
| PH22079A (en) | 1988-05-20 |
| IE54279B1 (en) | 1989-08-16 |
| CA1227487A (en) | 1987-09-29 |
| DK161251C (da) | 1991-12-02 |
| JPS5885867A (ja) | 1983-05-23 |
| EP0079049A3 (en) | 1983-06-22 |
| ATE26264T1 (de) | 1987-04-15 |
| AU9011382A (en) | 1983-05-12 |
| NO156567C (no) | 1987-10-14 |
| KR890001152B1 (ko) | 1989-04-25 |
| DK488782A (da) | 1983-05-05 |
| ZA827973B (en) | 1983-08-31 |
| DE3275922D1 (de) | 1987-05-07 |
| GB2112383B (en) | 1985-07-17 |
| GB2112383A (en) | 1983-07-20 |
| EP0079049B1 (en) | 1987-04-01 |
| ES517041A0 (es) | 1984-03-01 |
| NZ202349A (en) | 1986-04-11 |
| JPH0414111B2 (ko) | 1992-03-11 |
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