KR870001229A - 7-옥사비시 클로헵탄 치환 디아미드 및 그의 동종 프로스타글란딘 유사체의 제조 방법 - Google Patents
7-옥사비시 클로헵탄 치환 디아미드 및 그의 동종 프로스타글란딘 유사체의 제조 방법 Download PDFInfo
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- KR870001229A KR870001229A KR1019860005253A KR860005253A KR870001229A KR 870001229 A KR870001229 A KR 870001229A KR 1019860005253 A KR1019860005253 A KR 1019860005253A KR 860005253 A KR860005253 A KR 860005253A KR 870001229 A KR870001229 A KR 870001229A
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- South Korea
- Prior art keywords
- compound
- defined above
- obtaining
- general formula
- hydrogen
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- 238000004519 manufacturing process Methods 0.000 title claims 5
- 150000001470 diamides Chemical class 0.000 title 1
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract 12
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 7
- -1 amide prostaglandin Chemical class 0.000 claims abstract 6
- 125000003118 aryl group Chemical group 0.000 claims abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 3
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract 2
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims abstract 2
- 125000005127 aryl alkoxy alkyl group Chemical group 0.000 claims abstract 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims abstract 2
- 125000005128 aryl amino alkyl group Chemical group 0.000 claims abstract 2
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims abstract 2
- 125000004104 aryloxy group Chemical group 0.000 claims abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 229910052698 phosphorus Inorganic materials 0.000 claims 3
- 239000011574 phosphorus Substances 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- DYWAPFDKPAHSED-UHFFFAOYSA-N 2-cycloheptyloxepane Chemical group C1CCCCCC1C1OCCCCC1 DYWAPFDKPAHSED-UHFFFAOYSA-N 0.000 abstract 1
- 208000007536 Thrombosis Diseases 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229940125692 cardiovascular agent Drugs 0.000 abstract 1
- 239000002327 cardiovascular agent Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- IMCGHZIGRANKHV-AJNGGQMLSA-N tert-butyl (3s,5s)-2-oxo-5-[(2s,4s)-5-oxo-4-propan-2-yloxolan-2-yl]-3-propan-2-ylpyrrolidine-1-carboxylate Chemical compound O1C(=O)[C@H](C(C)C)C[C@H]1[C@H]1N(C(=O)OC(C)(C)C)C(=O)[C@H](C(C)C)C1 IMCGHZIGRANKHV-AJNGGQMLSA-N 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- 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
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pulmonology (AREA)
- Vascular Medicine (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 하기 일반식(I)[식중, m은 0 내지 4이고, A는 -CH=CH- 또는 -CH2-CH2-이고, n은 1 내지 5이고, Q는 -CH=CH-, -CH2,또는 단일결합이고, R는 CO2H, CO2알킬, CO2알칼리금속, CO2폴리히드록시아민염,또는(여기에서 R4및 R5는 서로 동일하거나 또는 상이한 것으로서, 수소, 저급 알킬, 히드록시, 저급 알콕시기 또는 아릴기이고, R4및 R5중 적어도 1개는 히드록시 및 저급 알콕시기 이외의 기임)이고, p는 1 내지 4이고, R1은 수소 또는 저급 알킬기이고, 9는 1내지 12이고, R2는 수소 또는 저급 알킬기이고, R3은 수소, 저급 알킬, 저급 알케닐, 저급 알키닐, 아릴, 아릴알킬, 저급 알콕시, 아릴알킬옥시, 아릴옥시, 아미노, 알킬아미노, 아릴아미노, (여기에서, n′는 0,1 또는 2임), 알킬아미노알킬, 아릴아미노알킬, 아릴알킬, 아미노알킬,알콕시알킬, 아릴옥시알킬 또는 아릴알콕시알킬기임))으로 표시되는 화합물 및 그의 입체 이성체모두의 제조 방법에 있어서, (A) Q가 CH2또는 단일 결합인 경우, 하기 일반식,(식중, m, n, A 및 R1은 상기 정의한 바와 같음)의 화합물을 하기 일반식,(식중, q, R2및 R3은 상기 정의한 바와 같음)의 화합물과 반응시켜 하기 일반식,(식중, A, n, q, R1, R2및 R3은 상기 정의한 바와 같음)을 갖는 화합물을 얻고,(B) Q가 -CH=CH-이고 A가 CH=CH인 경우, 하기 일반식,(식중, m, p, q, R1, R2및 R3은 상기 정의한 바와 같음)의 화합물을 하기 일반식,(식중, n는 상기 정의한 바와 같다)의 화합물과 반응시켜 하기 일반식,(식중, m, n, p, q, R1, R2및 R3은 상기 정의한 바와 같음)의 화합물을 얻고, (C) Q가, 또는이고, A가 CH=CHH인 경우, 하기 일반식,(식중, m, p, q, R1, R2및 R3은 상기 정의한 바와 같음)의 화합물을 하기 일반식,(여기에서, n는 상기 정의한 바와 같고, x는 1 또는 2임)의 화합물과 반응시켜 하기 일반식,(식중, m, n, x, p, q, R1, R2및 R3은 상기 정의한 바와 같음)의 화합물을 얻고, (D) R3이 NH2인 경우, 하기 일반식,(식중, m, n, A, Q 및 R1은 상기 정의한 바와 같음)의 화합물을 하기 구조식,의 화합물과 반응시키고, 이어서 가수분해시켜서 하기 일반식,(식중, m, n, A, Q, R, p, q, R1및 R2는 상기 정의한 바와 같음)의 화합물을 얻고,(식중, m, n 및 Q는 상기 정의한 바와 같음)의 화합물을 하기 일반식,(식중, q, R2및 R3은 상기 정의한 바와 같음)의 화합물과 반응시켜 하기 일반식,(식중, m, n, Q, p, q, R1, R2및 R3은 상기 정의한 바와 같음)의 화합물을 얻고, 이 화합물을 환원시켜서 A가 (CH2)2인 대응하는 화합물을 제조함을 특징으로 하는 방법.
- 제1항에 있어서, 제조된 화합물을 LiN(i-C3H7)2와 반응시키고, 이어서 옥소 퍼옥시몰리브데늄(피리딘)-헥사메틸 인산 트리아미드)와 반응시켜서 Q가인 화합물을 얻는 제조 방법.
- 제1항에 있어서, 제조된 화합물을 일반식 HNR4R5(여기에서, R4및 R5는 히드록시 또는 알콕시기가 아님)로 표시되는 화합물과 반응시켜 R가인 화합물을 얻는 제조 방법.
- 제1항에 있어서, 제조된 화합물(여기에서, R는 CO2알킬기임)을 환원시켜서 R가 CH2H인 화합물을 얻는 제조 방법.
- 제1항에 있어서, 제조된 화합물(여기에서, R는 CO2알킬기임)을 가수분해시켜서 R가 CH2OH인 화합물을 얻는 제조 방법.
- 제5항에 있어서, 제조된 화합물을 하기 구조식,(여기에서, R4는 상기 정의한 바와 같으며, R5′는 수소 또는 알킬기임)의 화합물과 반응시켜 R가,인 화합물을 얻는 제조 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US75094885A | 1985-07-01 | 1985-07-01 | |
US750948 | 1985-07-01 | ||
US853788 | 1986-04-18 | ||
US06/853,788 US4663336A (en) | 1985-07-01 | 1986-04-18 | 7-oxabicycloheptane substituted diamide and its congener prostaglandin analogs useful in the treatment of thrombotic disease |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870001229A true KR870001229A (ko) | 1987-03-12 |
KR910004721B1 KR910004721B1 (ko) | 1991-07-10 |
Family
ID=27115346
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860005253A KR910004721B1 (ko) | 1985-07-01 | 1986-06-30 | 7-옥사비시클로헵탄 치환 디아미드 및 그의 동종 프로스타글란딘 유사체 |
Country Status (20)
Country | Link |
---|---|
US (1) | US4663336A (ko) |
EP (1) | EP0207684B1 (ko) |
JP (1) | JPH07103125B2 (ko) |
KR (1) | KR910004721B1 (ko) |
CN (1) | CN1009645B (ko) |
AT (1) | ATE114312T1 (ko) |
AU (1) | AU603058B2 (ko) |
CA (1) | CA1284643C (ko) |
DE (1) | DE3650144T2 (ko) |
DK (1) | DK162528C (ko) |
ES (10) | ES8801626A1 (ko) |
FI (1) | FI93218C (ko) |
GR (1) | GR861711B (ko) |
HU (1) | HU196779B (ko) |
IE (1) | IE65827B1 (ko) |
IL (1) | IL79210A (ko) |
NO (1) | NO168038C (ko) |
NZ (1) | NZ216544A (ko) |
PH (1) | PH22413A (ko) |
PT (1) | PT82875B (ko) |
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US4743697A (en) * | 1986-06-04 | 1988-05-10 | E. R. Squibb & Sons, Inc. | Process for preparing 7-oxabicycloheptane amino-alcohol intermediates useful in making thromboxane A2 receptor antagonists and novel intermediates procuced therein |
US4749715A (en) * | 1987-03-02 | 1988-06-07 | E. R. Squibb & Sons, Inc. | 7-oxabicycloheptane substituted amino prostaglandin analogs |
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US4925873A (en) * | 1988-09-01 | 1990-05-15 | E. R. Squibb & Sons, Inc. | Method of treating skin injuries using thromboxane A2 receptor antagonists |
US4839384A (en) * | 1988-10-07 | 1989-06-13 | E. R. Squibb & Sons, Inc. | Method of inhibiting onset of or treating migraine headache using a thromboxane A2 receptor antagonist |
US4965279A (en) * | 1988-11-18 | 1990-10-23 | E. R. Squibb & Sons, Inc. | Cyclopropyl aza prostaglandin analogs |
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US5153327A (en) * | 1988-12-23 | 1992-10-06 | E. R. Squibb & Sons, Inc. | 7-Oxabicycloheptyl substituted heterocyclic amide or ester prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease |
CA2006086A1 (en) * | 1989-01-17 | 1990-07-17 | A. K. Gunnar Aberg | Method of preventing or treating atherosclerosis using a thromboxane a receptor antagonist |
CA2007896A1 (en) * | 1989-02-06 | 1990-08-06 | A.K. Gunnar Aberg | Method of treating hypertension using a thromboxane a2 receptor antagonist and new combinations |
CA2012852A1 (en) * | 1989-05-01 | 1990-11-01 | Miguel A. Ondetti | Method of inhibiting vasospasm and platelet aggregation resulting from angioplasty using thromboxane a receptor antagonists |
US4977174A (en) * | 1989-06-12 | 1990-12-11 | E. R. Squibb & Sons, Inc. | 7-oxabicycloheptane imidazole prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease |
US4975279A (en) * | 1989-10-10 | 1990-12-04 | E. R. Squibb & Sons, Inc. | Method of improving post-ischemic myocardial function using a thromboxane A2 antagonist in combination with a thrombolytic agent and combination |
US5141865A (en) * | 1989-11-17 | 1992-08-25 | E. R. Squibb & Sons, Inc. | Monoclonal antibodies which bind thromboxane A2 receptor antagonists and diagnostic methods based thereon |
US5081266A (en) * | 1990-02-26 | 1992-01-14 | E. R. Squibb & Sons, Inc. | Process for preparing [1S-[1α,2α(Z),3α,4α]]-7-[3-[[[[(1-oxoheptyl)-amino]acetyl]amino]methyl]-7-oxabicyclo-[2.2.1]hept-2-yl]-5-heptenoic acid |
US4978762A (en) * | 1990-02-26 | 1990-12-18 | E. R. Squibb & Sons, Inc. | Process for preparing [1S-[1α,2α)Z),3α,4α]]-7-[3-[[[[[1-oxoheptyl]-amino]acetyl]amino]methyl]-7-oxabicyclo-[2,2,1]hept-2-yl]-5-heptenoic acid |
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US5084581A (en) * | 1990-12-18 | 1992-01-28 | E. R. Squibb & Sons, Inc. | Process for preparing (3R-(3aα,4β,7ββ,7aα))-octahydro-4,7 epoxyisobenzofuranol from associated aldehydes |
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US5266710A (en) * | 1990-12-18 | 1993-11-30 | Patel Ramesh N | (Exo,exo)-7-oxabicyclo[2.2.1]heptane-2,3-dimethanol; monoacyl ester and diacyl ester |
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1986
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- 1986-06-30 KR KR1019860005253A patent/KR910004721B1/ko not_active IP Right Cessation
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1987
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