KR830009045A - 4-아로일이미다졸-2-온의 제조방법 - Google Patents
4-아로일이미다졸-2-온의 제조방법 Download PDFInfo
- Publication number
- KR830009045A KR830009045A KR1019820000715A KR820000715A KR830009045A KR 830009045 A KR830009045 A KR 830009045A KR 1019820000715 A KR1019820000715 A KR 1019820000715A KR 820000715 A KR820000715 A KR 820000715A KR 830009045 A KR830009045 A KR 830009045A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- straight
- carbon atoms
- branched chain
- prepare
- Prior art date
Links
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- -1 aroyl imidazol-2-one Chemical compound 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- 125000000217 alkyl group Chemical group 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
- 238000006243 chemical reaction Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 231100000252 nontoxic Toxicity 0.000 claims 2
- 230000003000 nontoxic effect Effects 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 238000005727 Friedel-Crafts reaction Methods 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- 125000005360 alkyl sulfoxide group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 239000011968 lewis acid catalyst Substances 0.000 claims 1
- 239000002904 solvent Substances 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
- C07D233/54—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Cardiology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Polyurethanes Or Polyureas (AREA)
- Diaphragms For Electromechanical Transducers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Luminescent Compositions (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (2)
- 일반식(IV)의 화합물을 약 0°내지 100℃의, 적합한 용매중에서 1 내지 10 등몰량의 루이스산 촉매 존재하에 1 내지 10등몰량의 오르토, 메타 또는 파라 위치에 X1으로 모노 치환된 벤조일할라이드와 1내지 10시간동안 프리델-크라프트 아실화시켜 일반식(I') 의 아로일 이미다졸-2-온을 제조하고, R이 수소가 아닌 일반식(I)의 화합물을 제조하고자 할 때에는 수득된 일반식(I')의 아로일 이미다졸-2-온을 적합한 아실화제 또는 알킬화제와 반응시켜 아실화 또는 알킬화시키고, 약제학적으로 무독한 염을 얻고자 할때에는 수득된 아로일이미다졸-2-온을 적합한 금속 또는 암모늄염기성과 반응시킴을 특징으로 하여 일반식(I)의 화합물 및 그 염을 제조하는 방법.상기식에서Ar은 오르토, 메타, 파라위치에 X1으로 모노치환된 페닐이고, X1은 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬 설폭사이드, 또는 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬 설폰이고, R은 수소, 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬, 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬카보닐, 또는 벤조일이고, R1은 수소 또는 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬이다.
- 일반식(VIII)의 화합물을 선택적으로 산화시켜 일반식(I)의 화합물을 제조하고 약학적으로 무독한 염을 제조하고자 할 때에는 수득된 아로이미다졸-2-온을 적합한 금속 또는 암모늄염기성 염과 반응시킴을 특징으로 하여 일반식(I)의 화합물 및 그 염을 제조하는 방법.상기식에서R 및 R1은 상기 1에서 정의된 바와 같고, Ar1은 오르토, 메타, 파라위치에서 직쇄 또는 측쇄의 탄소수 1 내지 4인 저급알킬티오로 모노 치환된 페닐이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23545381A | 1981-02-18 | 1981-02-18 | |
| US235453 | 1981-02-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830009045A true KR830009045A (ko) | 1983-12-17 |
| KR860001338B1 KR860001338B1 (ko) | 1986-09-15 |
Family
ID=22885573
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8200715A KR860001338B1 (ko) | 1981-02-18 | 1982-02-18 | 4-아로일이미다졸-2-온의 제조방법 |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP0058435B1 (ko) |
| JP (1) | JPS57150668A (ko) |
| KR (1) | KR860001338B1 (ko) |
| AT (1) | ATE24496T1 (ko) |
| AU (1) | AU558789B2 (ko) |
| CA (1) | CA1173047A (ko) |
| DE (1) | DE3274855D1 (ko) |
| DK (1) | DK161250C (ko) |
| ES (1) | ES509636A0 (ko) |
| GB (1) | GB2093031B (ko) |
| GR (1) | GR76025B (ko) |
| HK (1) | HK61586A (ko) |
| IE (1) | IE52422B1 (ko) |
| IL (1) | IL65010A0 (ko) |
| MY (1) | MY8600710A (ko) |
| NZ (1) | NZ199733A (ko) |
| PH (1) | PH18106A (ko) |
| ZA (1) | ZA82969B (ko) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4405628A (en) * | 1981-03-05 | 1983-09-20 | Merrell Dow Pharmaceuticals Inc. | 4-Pyridylimidazolones and method of use |
| US4410540A (en) * | 1981-11-04 | 1983-10-18 | Merrell Dow Pharmaceuticals Inc. | Cardiotonic 4-aroylimidazolidin-2-ones |
| US4367236A (en) * | 1981-11-04 | 1983-01-04 | Merrell Dow Pharmaceuticals Inc. | Method for the treatment of cardiac failure with alkanoylimidazol-2-one derivatives |
| ZA826501B (en) * | 1982-09-06 | 1984-04-25 | Du Pont | Anti-hypertensive imidazole derivative |
| US4552880A (en) * | 1983-02-15 | 1985-11-12 | Merrell Dow Pharmaceuticals Inc. | Aroylimidazolones |
| US4556665A (en) * | 1984-07-09 | 1985-12-03 | Schering A.G. | Cardiotonic 1,3-dihydro-4-[[(imidazol-1-yl)aryl]carbonyl]imidazol-2-ones |
| US20060025463A1 (en) * | 2004-03-22 | 2006-02-02 | Michael Bristow | Enoximone sulfoxide enantiomers and their use in the treatment of PDE-III mediated diseases |
| EP1737447A1 (en) * | 2004-03-22 | 2007-01-03 | Myogen, Inc. | (r)-enoximone sulfoxide and its use in the treatment of pde-iii mediated diseases |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA803332B (en) * | 1979-06-18 | 1981-01-28 | Richardson Merrell Inc | Novel 4-aroylimidazol-2-ones |
| NZ193935A (en) * | 1979-06-18 | 1985-05-31 | Richardson Merrell Inc | 4-aroyl-imidazol-2-one derivatives;pharmaceutical compositions |
-
1982
- 1982-02-12 PH PH26861A patent/PH18106A/en unknown
- 1982-02-14 IL IL65010A patent/IL65010A0/xx unknown
- 1982-02-15 AU AU80486/82A patent/AU558789B2/en not_active Expired
- 1982-02-15 NZ NZ199733A patent/NZ199733A/en unknown
- 1982-02-15 GR GR67318A patent/GR76025B/el unknown
- 1982-02-15 ZA ZA82969A patent/ZA82969B/xx unknown
- 1982-02-15 CA CA000396247A patent/CA1173047A/en not_active Expired
- 1982-02-16 ES ES509636A patent/ES509636A0/es active Granted
- 1982-02-16 JP JP57022154A patent/JPS57150668A/ja active Granted
- 1982-02-16 DK DK067582A patent/DK161250C/da not_active IP Right Cessation
- 1982-02-16 IE IE333/82A patent/IE52422B1/en not_active IP Right Cessation
- 1982-02-17 GB GB8204721A patent/GB2093031B/en not_active Expired
- 1982-02-18 EP EP82101233A patent/EP0058435B1/en not_active Expired
- 1982-02-18 DE DE8282101233T patent/DE3274855D1/de not_active Expired
- 1982-02-18 KR KR8200715A patent/KR860001338B1/ko active
- 1982-02-18 AT AT82101233T patent/ATE24496T1/de not_active IP Right Cessation
-
1986
- 1986-08-21 HK HK615/86A patent/HK61586A/xx not_active IP Right Cessation
- 1986-12-30 MY MY710/86A patent/MY8600710A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57150668A (en) | 1982-09-17 |
| EP0058435A3 (en) | 1984-03-21 |
| ATE24496T1 (de) | 1987-01-15 |
| CA1173047A (en) | 1984-08-21 |
| GB2093031A (en) | 1982-08-25 |
| DK67582A (da) | 1982-08-19 |
| ES8307002A1 (es) | 1983-07-01 |
| KR860001338B1 (ko) | 1986-09-15 |
| DE3274855D1 (de) | 1987-02-05 |
| DK161250C (da) | 1991-12-09 |
| PH18106A (en) | 1985-03-21 |
| IE52422B1 (en) | 1987-10-28 |
| ZA82969B (en) | 1983-09-28 |
| NZ199733A (en) | 1985-05-31 |
| ES509636A0 (es) | 1983-07-01 |
| EP0058435B1 (en) | 1986-12-30 |
| GR76025B (ko) | 1984-08-03 |
| MY8600710A (en) | 1986-12-31 |
| IL65010A0 (en) | 1982-04-30 |
| HK61586A (en) | 1986-08-29 |
| DK161250B (da) | 1991-06-17 |
| IE820333L (en) | 1982-08-18 |
| JPH048421B2 (ko) | 1992-02-17 |
| EP0058435A2 (en) | 1982-08-25 |
| AU8048682A (en) | 1982-08-26 |
| GB2093031B (en) | 1984-10-24 |
| AU558789B2 (en) | 1987-02-12 |
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