KR850002480A - 피라졸-환 알킬화된 피라졸로 퀴놀린의 제조방법 - Google Patents
피라졸-환 알킬화된 피라졸로 퀴놀린의 제조방법 Download PDFInfo
- Publication number
- KR850002480A KR850002480A KR1019840005148A KR840005148A KR850002480A KR 850002480 A KR850002480 A KR 850002480A KR 1019840005148 A KR1019840005148 A KR 1019840005148A KR 840005148 A KR840005148 A KR 840005148A KR 850002480 A KR850002480 A KR 850002480A
- Authority
- KR
- South Korea
- Prior art keywords
- trans
- propyl
- quinoline
- pyrazolo
- alkyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- UXYHZIYEDDINQH-UHFFFAOYSA-N C1=CNC2=C3C=NN=C3C=CC2=C1 Chemical class C1=CNC2=C3C=NN=C3C=CC2=C1 UXYHZIYEDDINQH-UHFFFAOYSA-N 0.000 title 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 5
- TUWAZKGQESCABO-UHFFFAOYSA-N 3h-pyrazolo[4,3-f]quinoline Chemical compound C1=CC=C2C3=CNN=C3C=CC2=N1 TUWAZKGQESCABO-UHFFFAOYSA-N 0.000 claims 5
- APGZXYPWPZTKOS-UHFFFAOYSA-N 4h-pyrazolo[3,4-g]quinoline Chemical compound C1=CN=C2CC3=CN=NC3=CC2=C1 APGZXYPWPZTKOS-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 239000007868 Raney catalyst Substances 0.000 claims 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 claims 1
- 229910000564 Raney nickel Inorganic materials 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (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)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 일반식(ⅩⅩⅡ)의 화합물을 NH2NH2또는 그의 염 또는 수화물과 반응시키고; 임의로 생성물을 그의 트란스-(-)- 및 트란스-(+)-입체 이성체로 분할하고; 임의로 생성물을 그의 약제학적으로 허용되는 산부가염으로 전환시킴을 특징으로 하여, 일반식(Ⅹ) 및 (ⅩⅠ)의 트란스-(±)-토오토머 혼합물 및 그의 약제학적으로 허용되는 산부가염을 제조하는 방법.상기식에서, R은 H, CN, C1-C3알킬 또는 알릴이고; R1은 C1-C|3알킬이며; R2는 C1-C3알킬, 알릴 또는 CN이다.
- 일반식(ⅩⅩⅢ)의 화합물을 NH2NH2또는 그의 염 또는 수화물과 반응시키고; 임의로 생성물을 그의 트란스-(-)- 및 트란스 -(+)-입체 이성체로 분할하고; 임의로 생성물을 그의 약제학적으로 허용되는 산부가염으로 전환시킴을 특징으로 하여, 일반식(ⅩⅡ) 및 (ⅩⅢ)의 트란스-(±)-토오토머 혼합물 및 그의 약제학적으로 허용되는 산부가염을 제조하는 방법.상기식에서, R은 H, CN, C1-C3알킬 또는 알릴이고; R1a는 H 또는 C1-C-3알키이며; R2는 C1-C3알킬, 알릴 또는 CN이다.
- 일반식(ⅩⅩⅠⅩ) 및 (ⅩⅩⅩ)의 트란스-(±)-토오토머 화합물을 레니(Raney) 니켈과 반응시키고; 임의로 생성물을 그의 트란스-(-)- 및 트란스-(+)-입체 이성체로 분할하고; 임의로 생성물을 그의 약제학적으로 허용되는 산부가염으로 전환시킴을 특징으로 하여, 다음 일반식(ⅩⅡ) 또는 (ⅩⅢ)의 트란스-(±)-토오토머 혼합물 및 그의 약제학적으로 허용되는 산부가염을 제조하는 방법.상기식에서, R은 C1-C3알킬 또는 알릴이고; R1a는 H 또는 C1-C|3알킬이다.
- 제1항 내지 3항중 어느 하나에 있어서, 출발물질이 트란스-(-)- 또는 트란스-(+)-입체 이성체인 방법.
- 제1항에 있어서, 트란스-(±)-1-n-프로필-6-옥소-7-아세틸-데카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-3-메틸-5-n-프로필-4,4a,5,6,7,8,8a,9-옥타하이드로-1H-(및 2H) 피라졸로[3,4-g] 퀴놀린을 제조하는 방법.
- 제1항에 있어서, 트란스-(±)-1-n-프로필-6-옥소-7-프로피오닐-테카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-3-에틸-5-n-프로필-4,4a,5,6,7,8,8a,9-옥타-하이드로-1H(및 2H)피라졸로[3,4-g]퀴놀린을 제조하는 방법.
- 제1항에 있어서, 트란스-(±)-1-n-프로필-6-옥소-7-부티릴 데카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-3,5-디-n-프로필-4,4a,5,6,7,8,8a,9-옥타하이드로-1H(및 2H)피라졸로[3,4-g]퀴놀린을 제조하는 방법.
- 제2항에 있어서, 트란스-(±)-1-n-프로필-5-아세틸-6-옥소 데카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-1-메틸-6-n-프로필-4,5,5a,6,7,8,9,9a-옥타하이드로-2H(및 3H) 피라졸로[4,3-f]퀴놀린을 제조하는 방법.
- 제2항에 있어서, 트란스-(±)-1-n-프로필-5-프로피오닐-6-옥소 메카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-1-에틸-6-n-프로필-4,5,5a,6,7,8,9,9a-옥타하이드로-2H(및 3H) 피라졸로[4,3-f]퀴놀린을 제조하는 방법.
- 제2항에 있어서, 트란스-(±)-1-n-프로필-5-부티릴-6-옥소데카하이드로 퀴놀린을 하이드라진과 반응시킴을 특징으로 하여, 트란스-(±)-1,6-디-n-프로필-4,5,5a,6,7,8,9,9a-옥타하이드로-2H(및 3H)피라졸로[4,3-f]퀴놀린을 제조하는 방법.
- 제3항에 있어서, 트란스-(±)-4-스피로-1',3'-티올아노-6-n-프로필-4,5,5a,6,7,8,9,9a-옥타하이드로-2H(및 3H) 피라졸로[4,3-f]퀴놀린을 레니니켈과 반응시킴을 특징으로 하여, 트란스-(±)-6-n-프로필-4,5,5a,6,7,8,9,9a-옥타 하이드로-2H(및 3H) 피라졸로[4,3-f]퀴놀린을 제조하는 방법.참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US53551983A | 1983-09-26 | 1983-09-26 | |
US535519 | 1983-09-26 | ||
US535,519 | 1983-09-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850002480A true KR850002480A (ko) | 1985-05-13 |
KR870001159B1 KR870001159B1 (ko) | 1987-06-13 |
Family
ID=24134591
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840005148A KR870001159B1 (ko) | 1983-09-26 | 1984-08-24 | 피라졸-환 알킬화된 피라졸로 퀴놀린의 제조방법 |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP0145121B1 (ko) |
JP (4) | JPS6110583A (ko) |
KR (1) | KR870001159B1 (ko) |
CA (1) | CA1270488A (ko) |
DE (1) | DE3484925D1 (ko) |
DK (1) | DK400884A (ko) |
GB (1) | GB2146984B (ko) |
GR (1) | GR80200B (ko) |
HU (1) | HU199836B (ko) |
IL (1) | IL72729A (ko) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6392722A (ja) * | 1986-10-03 | 1988-04-23 | Unitika Ltd | 熱接着繊維およびその不織布 |
JPS6392723A (ja) * | 1986-10-06 | 1988-04-23 | Unitika Ltd | 湿潤性複合繊維およびその不織布 |
JPS6420322A (en) * | 1987-07-13 | 1989-01-24 | Mitsubishi Petrochemical Co | Conjugated fiber |
JPH01204617A (ja) * | 1988-02-09 | 1989-08-17 | Chisso Corp | 敷物 |
GB8828669D0 (en) * | 1988-12-08 | 1989-01-11 | Lilly Industries Ltd | Organic compounds |
KR20000008130A (ko) * | 1998-07-10 | 2000-02-07 | 조정래 | 폴리에스터계 탄성사용 공중합물의 제조방법 |
WO2012094618A1 (en) | 2011-01-07 | 2012-07-12 | Corcept Therapeutics, Inc. | Combination steroid and glucocorticoid receptor antagonist therapy |
WO2013130420A1 (en) * | 2012-02-27 | 2013-09-06 | Corcept Therapeutics, Inc. | Phenyl heterocycloalkyl glucocorticoid receptor modulators |
US8859774B2 (en) | 2012-05-25 | 2014-10-14 | Corcept Therapeutics, Inc. | Heteroaryl-ketone fused azadecalin glucocorticoid receptor modulators |
PL3848027T3 (pl) | 2013-11-25 | 2023-07-24 | Corcept Therapeutics Incorporated | Skondensowane oktahydrozwiązki azadekaliny jako modulatory receptora glukokortykoidowego |
AU2018244928B2 (en) | 2017-03-31 | 2023-10-19 | Corcept Therapeutics, Inc. | Glucocorticoid receptor modulators to treat cervical cancer |
US11234971B2 (en) | 2018-12-19 | 2022-02-01 | Corcept Therapeutics Incorporated | Methods of treating cancer comprising administration of a glucocorticoid receptor modulator and a cancer chemotherapy agent |
WO2020132046A1 (en) | 2018-12-19 | 2020-06-25 | Corcept Therapeutics Incorporated | Methods of treating cancer comprising administration of a glucocorticoid receptor modulator and a cancer chemotherapy agent |
WO2020132023A1 (en) | 2018-12-19 | 2020-06-25 | Corcept Therapeutics Incorporated | Pharmaceutical formulations containing relacorilant, a heteroaryl-ketone fused azadecalin compound |
BR112021015129A2 (pt) | 2019-02-22 | 2021-09-28 | Corcept Therapeutics Incorporated | Método para tratar um paciente que sofre de hipercortisolemia e um sintoma ou comorbidade da mesma |
EP4072556A4 (en) | 2019-12-11 | 2024-01-03 | Corcept Therapeutics Incorporated | METHOD FOR TREATING ANTIPSYCHOTIC-INDUCED WEIGHT GAIN WITH MIRICORILANT |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4198415A (en) * | 1979-01-22 | 1980-04-15 | Eli Lilly And Company | Prolactin inhibiting octahydro pyrazolo[3,4-g]quinolines |
US4230861A (en) * | 1979-01-22 | 1980-10-28 | Eli Lilly And Company | 1-And/or 7-substituted-6-hydroxy (or oxo)-3-decahydroquinoline carboxylic acids |
SU776048A1 (ru) * | 1979-06-05 | 1983-09-23 | Институт Бисорганической Химии Ан Бсср | Производные 8-аза-16-оксагона-17-онов, про вл ющие противовоспалительную,мембраностабилизирующую и антифибринолитическую активность,и способ их получени |
US4252945A (en) * | 1979-07-11 | 1981-02-24 | E. R. Squibb & Sons, Inc. | Process for preparing pyrazolo[1,5-c]-quinazoline derivatives and novel intermediates |
US4367231A (en) * | 1979-09-14 | 1983-01-04 | Eli Lilly And Company | Method of using octahydro pyrazolo[3,4-g]quinolines |
ES8504174A1 (es) * | 1982-11-03 | 1985-04-16 | Lilly Co Eli | Un procedimiento para la preparacion de derivados de pirazolo-quinolinas. |
-
1984
- 1984-08-20 IL IL72729A patent/IL72729A/xx unknown
- 1984-08-20 CA CA000461330A patent/CA1270488A/en not_active Expired - Lifetime
- 1984-08-21 EP EP84305685A patent/EP0145121B1/en not_active Expired - Lifetime
- 1984-08-21 DE DE8484305685T patent/DE3484925D1/de not_active Expired - Lifetime
- 1984-08-21 GB GB08421159A patent/GB2146984B/en not_active Expired
- 1984-08-22 HU HU843161A patent/HU199836B/hu not_active IP Right Cessation
- 1984-08-22 DK DK400884A patent/DK400884A/da not_active Application Discontinuation
- 1984-08-23 GR GR80200A patent/GR80200B/el unknown
- 1984-08-24 KR KR1019840005148A patent/KR870001159B1/ko not_active IP Right Cessation
- 1984-08-24 JP JP59177382A patent/JPS6110583A/ja active Granted
-
1992
- 1992-09-16 JP JP4246440A patent/JPH0660183B2/ja not_active Expired - Lifetime
- 1992-09-16 JP JP4246442A patent/JPH0625251A/ja active Pending
- 1992-09-16 JP JP4246412A patent/JPH05194511A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
GB2146984A (en) | 1985-05-01 |
HU199836B (en) | 1990-03-28 |
GR80200B (en) | 1985-01-02 |
DK400884A (da) | 1985-03-27 |
KR870001159B1 (ko) | 1987-06-13 |
GB8421159D0 (en) | 1984-09-26 |
EP0145121A3 (en) | 1988-04-27 |
JPH05194511A (ja) | 1993-08-03 |
EP0145121B1 (en) | 1991-08-14 |
CA1270488A (en) | 1990-06-19 |
DK400884D0 (da) | 1984-08-22 |
GB2146984B (en) | 1987-04-08 |
DE3484925D1 (de) | 1991-09-19 |
JPH0568475B2 (ko) | 1993-09-29 |
JPH0660183B2 (ja) | 1994-08-10 |
JPH05194527A (ja) | 1993-08-03 |
EP0145121A2 (en) | 1985-06-19 |
IL72729A (en) | 1988-02-29 |
JPS6110583A (ja) | 1986-01-18 |
IL72729A0 (en) | 1984-11-30 |
JPH0625251A (ja) | 1994-02-01 |
HUT34750A (en) | 1985-04-28 |
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