KR850001163A - 머캅토-아세트산 및 머캅토프로피온산 아미드 유도체의 제조방법 - Google Patents
머캅토-아세트산 및 머캅토프로피온산 아미드 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850001163A KR850001163A KR1019840000560A KR840000560A KR850001163A KR 850001163 A KR850001163 A KR 850001163A KR 1019840000560 A KR1019840000560 A KR 1019840000560A KR 840000560 A KR840000560 A KR 840000560A KR 850001163 A KR850001163 A KR 850001163A
- Authority
- KR
- South Korea
- Prior art keywords
- acid
- formula
- alkaline
- group
- product
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 title claims 4
- YDBVCFUMMUNSRW-UHFFFAOYSA-N 2-sulfanylpropanamide Chemical class CC(S)C(N)=O YDBVCFUMMUNSRW-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- -1 Acetyl halide Chemical class 0.000 claims 5
- 150000001412 amines Chemical class 0.000 claims 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 150000004678 hydrides Chemical class 0.000 claims 2
- 150000004679 hydroxides Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- JLSJEUQOXVVCPN-UHFFFAOYSA-N 3-sulfanylpropanamide Chemical class NC(=O)CCS JLSJEUQOXVVCPN-UHFFFAOYSA-N 0.000 claims 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims 1
- 239000012346 acetyl chloride Substances 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- PRMJASBUKNCAPI-UHFFFAOYSA-N n-(4-chlorophenyl)-2-sulfanylacetamide Chemical compound SCC(=O)NC1=CC=C(Cl)C=C1 PRMJASBUKNCAPI-UHFFFAOYSA-N 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 229910000104 sodium hydride Inorganic materials 0.000 claims 1
- 239000012312 sodium hydride Substances 0.000 claims 1
- DUYAAUVXQSMXQP-UHFFFAOYSA-M thioacetate Chemical compound CC([S-])=O DUYAAUVXQSMXQP-UHFFFAOYSA-M 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/265—Esters, e.g. nitroglycerine, selenocyanates of carbonic, thiocarbonic, or thiocarboxylic acids, e.g. thioacetic acid, xanthogenic acid, trithiocarbonic acid
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Medicinal Preparation (AREA)
- Enzymes And Modification Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 아세틸할리드를 다음 일반식(II)의 생성물과 반응시켜 다음 일반식(I)의 생성물을 얻고 필요하다면 산의 작용으로 염화시키고, 또는 다음 일반식(III)의 아민을 다음 일반식(IV)의 산 또는 이 산의 작용 유도체와 반응시켜 상기의 일반식(I)의 생성물을 얻고 필요하다면 산의 작용으로 염화시킴을 특징으로 하는 다음 일반식(I)의 머캅토 아세트 산 및 3-머캅토아세트산 및 3-머캅토 프로피온산아미드 유도체 및 그것의 무기 또는 유기산 부가염의 제조방법.상기 식에서, n는 1의 수자이고, R은 4-클로로페닐기 또는 2-티아졸일기를 나타내거나 n가 2의 수자이고 R이 페닐기 또는 4-클로로페닐기를 나타낸다.
- 상기 1항에 있어, 아세틸 할리드를 상기 식(II)의 생성물에 반응시킴은 알칼리성 수소화물, 알칼리성 아미드, 알칼리성 알콜레이트, 알칼리성 수산화물 및 아민으로 구성된 그룹에서 선택한 염기성 약제의 존재하에 수행되는 상기의 방법.
- 상기 1항에 있어, 일반식(III)의 아민은 알칼리성 수소화물, 알칼리성 아미드, 알칼리성 알콜레이트, 알칼리성 수산화물 및 아민으로 구성된 그룹에서 선택한 염기성 약제의 존재하에 일반식(IV)의 산의 작용 유도체, 특히 그 산의 염화물과 반응시킴을 특징으로 하는 상기의 방법.
- 상기 1-3항에 있어, 일반식(II) 또는 (IV)의 생성물의 반응은 테트라히드로푸란, 염화메틸렌 및 에틸 아세테이트로 부터 선택한 용매의 존재하에 수행함을 특징으로 하는 상기의 방법.
- 상기 1,2 또는 4항에 있어, 염화아세틸을 테트라히드로푸란 중의 수소화나트륨의 존재하에 N-(4-클로로페닐)-2-머캅토-아세트아미드와 반응시켜 S-[2-(4-클로로 페닐아미노)-2-옥소에틸]의 에탄티오에이트를 얻게됨을 특징으로 하는 상기의 방법.
- 상기 1,3 또는 4항에 있어 다음 일반식(IIIa)의 아민을 필요하다면 염기의 존재하에 그리고 염화메틸렌 및 에틸아세테이트 중의 용매하에 다음 일반식(IVa)의 산의 염화물과 반응시켜 상기 일반식(I)의 상응하는 생성물을 얻고 필요하다면 산의 작용에 의해 염화시킴을 특징으로 하는 상기의 방법.상기 식에서 Ra는 페닐, 4-클로로페닐 또는 2-티아졸릴기를 나타내고, n는 1 또는 2의 수자로 Ra가 2-티아졸릴기를 나타내면 n=1이고 Ra가 페닐 또는 4-클로로페닐기를 나타낼 때 n=2이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8301863A FR2540498B1 (fr) | 1983-02-07 | 1983-02-07 | Nouveaux medicaments derives d'amides d'acide mercaptoacetique et de l'acide 3-mercaptopropionique et les compositions pharmaceutiques les renfermant |
| FR83-01863 | 1983-02-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850001163A true KR850001163A (ko) | 1985-03-16 |
| KR910008183B1 KR910008183B1 (ko) | 1991-10-10 |
Family
ID=9285652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840000560A KR910008183B1 (ko) | 1983-02-07 | 1984-02-07 | 머캅토-아세트산 및 머캅토프로피온산 아미드 유도체의 제조방법 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4567198A (ko) |
| EP (1) | EP0117183B1 (ko) |
| JP (1) | JPS59152368A (ko) |
| KR (1) | KR910008183B1 (ko) |
| AT (1) | ATE22555T1 (ko) |
| AU (1) | AU569487B2 (ko) |
| CA (1) | CA1215648A (ko) |
| DE (1) | DE3460841D1 (ko) |
| DK (1) | DK169254B1 (ko) |
| ES (1) | ES528765A0 (ko) |
| FR (1) | FR2540498B1 (ko) |
| GR (1) | GR81411B (ko) |
| HU (1) | HU191991B (ko) |
| NZ (1) | NZ207057A (ko) |
| PT (1) | PT78071B (ko) |
| ZA (1) | ZA84571B (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4611002A (en) * | 1977-07-14 | 1986-09-09 | E. R. Squibb And Sons, Inc. | Carboxymethyl esters of mercaptopropanoic acids as enkephalinase inhibitors |
| FR2540495B1 (fr) * | 1983-02-07 | 1986-02-14 | Roussel Uclaf | Nouveaux derives de o-mercaptopropanamide et de ses homologues, leur procede de preparation, leur application comme medicaments, les compositions les renfermant et les nouveaux intermediaires obtenus |
| US4868310A (en) * | 1986-08-04 | 1989-09-19 | Rohm And Haas Company | Process for preparing isothiazolones |
| DE3639322A1 (de) * | 1986-11-17 | 1988-05-26 | Henkel Kgaa | Verfahren zur reinigung und desinfektion von endoskopen und mittel zur durchfuehrung des verfahrens |
| CA2698928A1 (en) * | 2007-09-28 | 2009-04-09 | Absolute Science, Inc. | Compounds and methods for treating zinc matrix metalloprotease dependent diseases |
| US20110190285A1 (en) * | 2008-09-19 | 2011-08-04 | Absolute Science, Inc. | Methods of treating a botulinum toxin related condition in a subject |
| JP5546947B2 (ja) * | 2010-05-13 | 2014-07-09 | 高砂香料工業株式会社 | 含硫カルボン酸エステル類の製造方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2709706A (en) * | 1950-05-06 | 1955-05-31 | Goodrich Co B F | Preparation of beta-dithiocarbamyl and beta-mercapto carboxylic acid amides and the corresponding hydrazides |
| FR1193289A (fr) * | 1958-03-14 | 1959-11-02 | Oreal | Procédé pour la mise en plis permanentée de cheveux au moyen de nouveaux composés tensio-actifs et procédé pour préparer ces composés |
| US3770824A (en) * | 1971-05-03 | 1973-11-06 | Monsanto Co | Substituted alpha,alpha-dichloromethane-sulfenyl chlorides and their manufacture |
| US3878248A (en) * | 1971-05-03 | 1975-04-15 | Monsanto Co | Substituted alpha, alpha-dichloro-methane-sulfenyl chlorides |
| AU4091178A (en) * | 1977-10-25 | 1980-04-24 | Merck & Co Inc | Substituted mercapto acid amides |
| US4329495A (en) * | 1981-05-18 | 1982-05-11 | Pfizer Inc. | Enkephalinase enzyme inhibiting compounds |
| FR2540495B1 (fr) * | 1983-02-07 | 1986-02-14 | Roussel Uclaf | Nouveaux derives de o-mercaptopropanamide et de ses homologues, leur procede de preparation, leur application comme medicaments, les compositions les renfermant et les nouveaux intermediaires obtenus |
-
1983
- 1983-02-07 FR FR8301863A patent/FR2540498B1/fr not_active Expired
-
1984
- 1984-01-10 ES ES528765A patent/ES528765A0/es active Granted
- 1984-01-25 ZA ZA84571A patent/ZA84571B/xx unknown
- 1984-02-01 EP EP84400217A patent/EP0117183B1/fr not_active Expired
- 1984-02-01 AT AT84400217T patent/ATE22555T1/de not_active IP Right Cessation
- 1984-02-01 DE DE8484400217T patent/DE3460841D1/de not_active Expired
- 1984-02-06 HU HU84481A patent/HU191991B/hu not_active IP Right Cessation
- 1984-02-06 DK DK051484A patent/DK169254B1/da not_active IP Right Cessation
- 1984-02-06 CA CA000446814A patent/CA1215648A/fr not_active Expired
- 1984-02-06 JP JP59018511A patent/JPS59152368A/ja active Granted
- 1984-02-06 AU AU24202/84A patent/AU569487B2/en not_active Ceased
- 1984-02-06 GR GR73712A patent/GR81411B/el unknown
- 1984-02-06 US US06/577,032 patent/US4567198A/en not_active Expired - Fee Related
- 1984-02-06 PT PT78071A patent/PT78071B/pt not_active IP Right Cessation
- 1984-02-07 NZ NZ207057A patent/NZ207057A/en unknown
- 1984-02-07 KR KR1019840000560A patent/KR910008183B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| PT78071A (fr) | 1984-03-01 |
| DK51484D0 (da) | 1984-02-06 |
| FR2540498B1 (fr) | 1986-02-14 |
| DE3460841D1 (en) | 1986-11-06 |
| PT78071B (fr) | 1986-06-11 |
| ZA84571B (en) | 1985-02-27 |
| AU2420284A (en) | 1984-08-16 |
| JPH0455188B2 (ko) | 1992-09-02 |
| EP0117183B1 (fr) | 1986-10-01 |
| CA1215648A (fr) | 1986-12-23 |
| JPS59152368A (ja) | 1984-08-31 |
| FR2540498A1 (fr) | 1984-08-10 |
| ES8500899A1 (es) | 1984-11-01 |
| AU569487B2 (en) | 1988-02-04 |
| DK51484A (da) | 1984-08-08 |
| ES528765A0 (es) | 1984-11-01 |
| DK169254B1 (da) | 1994-09-26 |
| ATE22555T1 (de) | 1986-10-15 |
| GR81411B (ko) | 1984-12-11 |
| NZ207057A (en) | 1987-07-31 |
| HU191991B (en) | 1987-04-28 |
| KR910008183B1 (ko) | 1991-10-10 |
| EP0117183A1 (fr) | 1984-08-29 |
| US4567198A (en) | 1986-01-28 |
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