KR830006184A - 알콕시-아실 카르니틴의 제조방법 - Google Patents
알콕시-아실 카르니틴의 제조방법 Download PDFInfo
- Publication number
- KR830006184A KR830006184A KR1019810001703A KR810001703A KR830006184A KR 830006184 A KR830006184 A KR 830006184A KR 1019810001703 A KR1019810001703 A KR 1019810001703A KR 810001703 A KR810001703 A KR 810001703A KR 830006184 A KR830006184 A KR 830006184A
- Authority
- KR
- South Korea
- Prior art keywords
- acyl
- carnitine
- alkoxy
- halogenated alkoxy
- treatment
- Prior art date
Links
- 125000005256 alkoxyacyl group Chemical group 0.000 title claims 14
- 229960004203 carnitine Drugs 0.000 title claims 12
- 238000000034 method Methods 0.000 title claims 8
- -1 halogen anion Chemical class 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 6
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 claims 4
- 239000003960 organic solvent Substances 0.000 claims 4
- 239000011541 reaction mixture Substances 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 239000006227 byproduct Substances 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical group OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- VAXAQEKVYOPGFT-UHFFFAOYSA-N 3-perchloryloxy-4-(trimethylazaniumyl)butanoate Chemical compound C[N+](C)(C)CC(CC([O-])=O)OCl(=O)(=O)=O VAXAQEKVYOPGFT-UHFFFAOYSA-N 0.000 claims 1
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical group [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 238000007664 blowing Methods 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 208000019622 heart disease Diseases 0.000 claims 1
- 239000013067 intermediate product Substances 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
Classifications
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/205—Amine addition salts of organic acids; Inner quaternary ammonium salts, e.g. betaine, carnitine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
-
- 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
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/221—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin with compounds having an amino group, e.g. acetylcholine, acetylcarnitine
-
- 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
-
- 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
- A61P9/06—Antiarrhythmics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Emergency Medicine (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 일반식(Ⅰ)할로겐화 알콕시-아실 카느니틴.위식에서 X-는 염소와 브롬중에서 선택된 할로겐 음이온이고 ;R는 4내지 6개의 탄소원자를 가진 알콕시 - 아실기이다;
- 상기 알콕시-아실 라티칼 R가 2-및 3-메톡시프로피오닐, 2- 및 3-에톡시프로피오닐, 프로폭시아세틸과 4-메톡시부티릴로 구성된 종류로 부터 선택된, 청구범위 1에 의거한 할로겐화 알콕시 - 아실-카르니틴.
- 광학적인 활성형의 청구범위 1 및 2에 의거한할로겐화 알콕시-아실 카느니틴.
- 라세미형의 청구범위 1 및 2에 의거한 할로겐화 알콕시-아실 카느니틴.
- 일반식(Ⅰ)할로겐화 알콕시-아실 카르니틴의 제조방법.위식에서 X-는 브로중에서 선택된 할로겐 음이온이고; R은, 다음과 같은 단계들을 포함하는 4내지 6개의 탄소원자를 가진 알콕시-아실기이다 : (a) 유기용매에 가용성인 카르니틴의 염을 유기용매에 용해시킨다 : (b) 이렇게하여 얻어진 용액에 R은 앞서 상술한 뜻과 같고 X는 염소와 브롬중에서 선택된 할로겐인 일반식 RX의 할로겐화 알콕시-아실을 첨가하고, 생성반응 혼합물을 실온화 40℃사이의 온도에서 2내지 16일동안 방치하여 알콕시-아실 카르니티의 대응염을 얻는다 ; (c) 단계 (b) 의 알콕시-아실-카르니틴의 염을 X- 의 형으로 활성화된 이온교환 수지로 상기염의 수용액을 처리하여 일반식(Ⅰ)의 할로겐화 알콕시-아실 카르니틴으로 전환시킨다.
- 상기 알콕시-아실 라디칼 R이 2- 및 3-메톡시프로피오닐, 2-및 에톡시프로피오닐, 프로폭시아세틸과 4-메톡시부틸리로 구성된 종류로부터 선택된 것인, 청구범위 5에 의거한 방법.
- 단계(a)의 카르니틴의 상기염이 과염소산 카르니틴이고 상기 유기용매가 아세토니트릴인 청구범위 5에 의거한 방법.
- 카르니틴의 상기염이 염산 카르니틴이고 상기 유기용매가 트리플루오로아세트산인 청구범위 5에 의거한 방법.
- 단계(b)에서 상기 반응 혼합물이 교반하여 방치되고 되풀이하여 반응의 기체 부산물의 제거하기 위해 처리되는 청구범위 5에 의거한 방법.
- 반응의 기체부산물을 제거하기 위한 상기의 처리가 상기반응 혼합물에 불어 넣는 것을 포함하는 청구범위 8과 9에 의거한 방법.
- 반응의 기체부산물을 제거하기 위한 상기의 처리가 상기반응 혼합물을 OH-형태로 활성화된 이은교환 수지로 처리하는 것을 포함하는 청구범위 8과 9에 의거한 방법.
- 청구범위 1에 의거한 할로겐화 알콕시-아실 카르니틴의 제조에서 중간 생성물로서의 과염소산 알콕시-아실 카르니틴.
- 일반식(Ⅰ)의 할로겐화 알콕시-아실 카르니틴의 치료에 효과적인 양과 약제로 사용가능한 부형제를 포함하는 심장병들의 치료를 위한 약제조성물.
- 일반식(Ⅰ)의 할로겐화 알콕시-아실 카르니틴의 치료에 효과적인 양과 약제로 사용가능한 부형제를 포함하는 과유지방 단백질혈증의 치료를 위한 약제조성물,
- 일반식(Ⅰ)의 할로겐화 알콕시-아실 카르니틴의 치료에 효과적인 양과 약제로 사용가능한 부형제를 포함하는 과유지질혈증의 치료를 위한 약제조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT48854/80A IT1145371B (it) | 1980-05-30 | 1980-05-30 | Alcossi-acil carnitine procedimento per la loro preparazione e composizioni farmaceutiche che le contengono |
IT48854A/80 | 1980-05-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830006184A true KR830006184A (ko) | 1983-09-20 |
KR850000628B1 KR850000628B1 (ko) | 1985-05-06 |
Family
ID=11268803
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810001703A KR850000628B1 (ko) | 1980-05-30 | 1981-05-18 | 알콕시-아실 카트니틴의 제조방법 |
Country Status (17)
Country | Link |
---|---|
US (1) | US4590209A (ko) |
JP (1) | JPS5724339A (ko) |
KR (1) | KR850000628B1 (ko) |
AT (1) | AT373231B (ko) |
AU (1) | AU540842B2 (ko) |
BE (1) | BE888984A (ko) |
CA (1) | CA1151208A (ko) |
CH (1) | CH649528A5 (ko) |
DE (1) | DE3120913A1 (ko) |
ES (1) | ES502593A0 (ko) |
FR (1) | FR2483407A1 (ko) |
GB (1) | GB2077258B (ko) |
IE (1) | IE51447B1 (ko) |
IL (1) | IL62890A (ko) |
IT (1) | IT1145371B (ko) |
NL (1) | NL191367C (ko) |
SE (1) | SE454509B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1209564B (it) * | 1984-06-29 | 1989-08-30 | Magis Farmaceutici | Derivati della l-carnitina o di l-acil carnitina. |
IT1177874B (it) * | 1984-07-04 | 1987-08-26 | Sigma Tau Ind Farmaceuti | Estere della acetil carnitina,procedimenti per la sua preparazione e composizioni farmaceutiche che lo contengono |
IT1208753B (it) * | 1986-07-02 | 1989-07-10 | Sigma Tau Ind Farmaceuti | L-amminoacil derivati della l-carnitina, procedimento per la loro preparazione e composizioni farmaceutiche ad attivita' epatoprotettrice che li contengono |
IT1240799B (it) * | 1990-03-15 | 1993-12-17 | Sigma Tau Ind Farmaceuti | Composizioni farmaceutiche contenenti 3-metiltiopropionil l-carnitina ad attivita' sul sistema cardiovascolare. |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS531812B2 (ko) * | 1972-12-07 | 1978-01-23 | ||
US4032641A (en) * | 1976-06-09 | 1977-06-28 | Tanabe Seiyaku Co., Ltd. | Nicotinoyl carnitine derivatives |
AU518617B2 (en) * | 1977-04-29 | 1981-10-08 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Therapeutic application of acetyl-d, 1-carnitine |
IT1156741B (it) * | 1978-05-15 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Applicazione terapeutica della carnitina e di alcuni derivati acilati della carnitina nell'emodialisi |
IT1156769B (it) * | 1978-05-25 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Applicazione terapeutica della carnitina e di altri acil derivati della carnitina |
IT1156840B (it) * | 1978-06-27 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Acil derivati della carnitina |
JPS5633054A (en) * | 1979-08-29 | 1981-04-03 | Matsushita Electric Ind Co Ltd | Dehydrator |
IT1145362B (it) * | 1980-03-06 | 1986-11-05 | Sigma Tau Ind Farmaceuti | Classe di acil-derivati della carnitina procedimento per la loro preparazione e loro uso terapeutico |
-
1980
- 1980-05-30 IT IT48854/80A patent/IT1145371B/it active
-
1981
- 1981-05-15 IE IE1097/81A patent/IE51447B1/en not_active IP Right Cessation
- 1981-05-17 IL IL62890A patent/IL62890A/xx unknown
- 1981-05-18 KR KR1019810001703A patent/KR850000628B1/ko active
- 1981-05-19 AT AT0222981A patent/AT373231B/de not_active IP Right Cessation
- 1981-05-20 AU AU70883/81A patent/AU540842B2/en not_active Ceased
- 1981-05-22 NL NL8102538A patent/NL191367C/xx not_active IP Right Cessation
- 1981-05-26 JP JP8069581A patent/JPS5724339A/ja active Granted
- 1981-05-26 DE DE19813120913 patent/DE3120913A1/de active Granted
- 1981-05-26 BE BE0/204920A patent/BE888984A/fr not_active IP Right Cessation
- 1981-05-26 GB GB8115956A patent/GB2077258B/en not_active Expired
- 1981-05-27 SE SE8103368A patent/SE454509B/sv not_active IP Right Cessation
- 1981-05-27 FR FR8110641A patent/FR2483407A1/fr active Granted
- 1981-05-29 ES ES502593A patent/ES502593A0/es active Granted
- 1981-05-29 CH CH3539/81A patent/CH649528A5/it not_active IP Right Cessation
- 1981-05-29 CA CA000378624A patent/CA1151208A/en not_active Expired
-
1983
- 1983-08-11 US US06/522,546 patent/US4590209A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JPS5724339A (en) | 1982-02-08 |
AU7088381A (en) | 1981-12-03 |
NL8102538A (nl) | 1981-12-16 |
IE811097L (en) | 1981-11-30 |
AT373231B (de) | 1983-12-27 |
IT1145371B (it) | 1986-11-05 |
DE3120913A1 (de) | 1982-04-01 |
IT8048854A0 (it) | 1980-05-30 |
GB2077258B (en) | 1984-01-11 |
KR850000628B1 (ko) | 1985-05-06 |
NL191367C (nl) | 1995-06-16 |
US4590209A (en) | 1986-05-20 |
FR2483407B1 (ko) | 1985-05-17 |
SE8103368L (sv) | 1981-12-01 |
ATA222981A (de) | 1983-05-15 |
FR2483407A1 (fr) | 1981-12-04 |
IL62890A (en) | 1986-04-29 |
IL62890A0 (en) | 1981-07-31 |
IE51447B1 (en) | 1986-12-24 |
JPH0320384B2 (ko) | 1991-03-19 |
CH649528A5 (it) | 1985-05-31 |
SE454509B (sv) | 1988-05-09 |
ES8203329A1 (es) | 1982-04-01 |
NL191367B (nl) | 1995-01-16 |
CA1151208A (en) | 1983-08-02 |
AU540842B2 (en) | 1984-12-06 |
ES502593A0 (es) | 1982-04-01 |
DE3120913C2 (ko) | 1991-07-18 |
GB2077258A (en) | 1981-12-16 |
BE888984A (fr) | 1981-09-16 |
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