KR830007622A - 이소퀴놀린 유도체의 제조방법 - Google Patents
이소퀴놀린 유도체의 제조방법 Download PDFInfo
- Publication number
- KR830007622A KR830007622A KR1019810003356A KR810003356A KR830007622A KR 830007622 A KR830007622 A KR 830007622A KR 1019810003356 A KR1019810003356 A KR 1019810003356A KR 810003356 A KR810003356 A KR 810003356A KR 830007622 A KR830007622 A KR 830007622A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- alkyl
- compound
- halogen
- alkoxy
- Prior art date
Links
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical group 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- -1 methylenedioxy Chemical group 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 231100000331 toxic Toxicity 0.000 claims 1
- 230000002588 toxic effect Effects 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
-
- 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
-
- 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
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- (a) 다음 구조식(Ⅱ)의 화합물을 구조식(Ⅲ)의 화합물과 반응시키거나,상기 구조식에서Y는 할로겐, 또는 알콕시 또는 알킬티오(각각 알킬부위에 1 내지 4개의 탄소함유)이고R1, R2, R3, m 및 n은 하기 구조식(Ⅰ)에서와 같고(b) 구조식(Ⅳ)의 화합물을 구조식(Ⅴ)의 화합물과 반응시키거나, 또는상기 구조식에서R2, R3및 m은 하기 구조식(Ⅰ)에서와 같고Hal은 할로겐을 나타내며,R5는 수소, C1∼C6-알킬 또는 구조식(Ⅰ)에서 R1(c) 또는 R1(e)로 표시한 기와 같고,(c) 구조식(Ⅰa)의 화합물을 구조식 Z-R6(Z는 요드, 염소 또는 브롬이며 R6는 구조식(Ⅰ)의 R1(b)에서의 알킬을 나타냄)의 알킬화제 또는 구조식 Cl-CO2(C1-C6)-알킬의 클로로포름산 에스테르 또는 구조식 Cl-(CH2)q-COR4(R5, q는 구조식(Ⅰ)의 R1(f)에서와 같음)의 화합물과 반응시켜,다음 구조식(Ⅰ)이 이소퀴놀린 유도체 및 이들의 생리적으로 무독한 염을 제조하는 방법.상기 구조식에서m은 1 또는 2이고n은 1 또는 2이며R1은 (a) 수소, (b) 하이드록실로 임의로 치환된 직쇄 또는 측쇄 C1∼C6알킬, C1∼C4알콕시 또는 C3∼C6-사이클로알킬, (c) 티에닐, 푸릴, 피리딜 또는 피리미딜, (d) 포밀 또는 C1∼C6-알콕시카보닐, (e) C1∼C6-알킬, C1∼C6알콕시, 메틸렌디옥시, 하이드록실, 니트로, 아미노, 트리플루오로메틸 또는 할로겐 등에 의해 일치환, 이치환 또는 삼치환될 수 있는 페닐, (f)-(CH2)q-COR4(q는 0,1,2,3 또는 4이며 R4는 티에틸, 푸릴, 피리딜 또는 상기 (e)항의 페닐에서와 같이 임의로 치환된 페닐기) 및 (g)를 나타내며(Hal은 할로겐)R2는 수소 또는 C1∼C6-알킬이고R3는 수소, 할로겐, 하이드록실, C1∼C6알킬, C1∼C6알콕시, 벤질옥시, 메틸렌디옥시, 에틸렌디옥시, 니트로 또는 아미노를 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19803034001 DE3034001A1 (de) | 1980-09-10 | 1980-09-10 | Isochinolinderivate, verfahren zu ihrer hersellung, sie enthaltende pharmazeutische zubereitungen und ihre verwendung |
DE3034001.3 | 1980-09-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR830007622A true KR830007622A (ko) | 1983-11-04 |
Family
ID=6111554
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810003356A KR830007622A (ko) | 1980-09-10 | 1981-09-08 | 이소퀴놀린 유도체의 제조방법 |
Country Status (20)
Country | Link |
---|---|
US (1) | US4590273A (ko) |
EP (1) | EP0047923B1 (ko) |
JP (1) | JPS5780372A (ko) |
KR (1) | KR830007622A (ko) |
AT (1) | ATE7389T1 (ko) |
AU (1) | AU541976B2 (ko) |
CA (1) | CA1168232A (ko) |
DE (2) | DE3034001A1 (ko) |
DK (1) | DK400681A (ko) |
ES (3) | ES8206511A1 (ko) |
FI (1) | FI71734C (ko) |
GR (1) | GR74978B (ko) |
HU (1) | HU187357B (ko) |
IE (1) | IE51551B1 (ko) |
IL (1) | IL63765A (ko) |
NO (1) | NO813066L (ko) |
NZ (1) | NZ198308A (ko) |
PH (1) | PH19431A (ko) |
PT (1) | PT73629B (ko) |
ZA (1) | ZA816237B (ko) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4532342A (en) * | 1981-02-20 | 1985-07-30 | Warner-Lambert Company | N-substituted amino acids as intermediates in the preparation of acyl derivatives of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids |
US4656174A (en) * | 1982-07-24 | 1987-04-07 | Pfizer Inc. | Quinoline therapeutic agents |
DE3244594A1 (de) * | 1982-12-02 | 1984-06-07 | Hoechst Ag, 6230 Frankfurt | 1-phenylisochinolinderivate und verfahren zu ihrer herstellung, diese verbindung enthaltende pharmazeutische praeparate und deren anwendung |
US4544657A (en) * | 1983-05-19 | 1985-10-01 | Hoffmann-La Roche Inc. | Substituted isoquinolines |
FR2557570B1 (fr) * | 1984-01-04 | 1986-04-18 | Adir | Nouveaux derives de la quinoleine, leur procede de preparation et les compositions pharmaceutiques les renfermant |
US4843077A (en) * | 1987-06-09 | 1989-06-27 | Ortho Pharmaceutical Corporation | Isoquinoline derivatives having renal vasodilating properties and/or cardiotonic properties and/or phosphodiesterase inhibiting properties |
US4883795A (en) * | 1988-01-22 | 1989-11-28 | Pfizer Inc. | Piperazinyl-heterocyclic compounds |
US5332733A (en) * | 1990-11-24 | 1994-07-26 | Kali-Chemie Pharma Gmbh | Heterocyclically substituted piperazinoakylbenzoxazine and piperazinoalkylbenzothiazine compounds, processes for preparing them, and medicaments containing them |
US6008352A (en) * | 1997-04-03 | 1999-12-28 | Neurogen Corporation | 1-(isoquinolin-1-yl)-4-(1-phenylmethyl) piperazines; dopamine receptor subtype specific ligands |
US6313141B1 (en) | 1997-06-13 | 2001-11-06 | Neurogen Corporation | 2-aminoalkylaminoquinolines as dopamine D4 ligands |
US5972945A (en) * | 1997-06-13 | 1999-10-26 | Neurogen Corporation | 2-aminoalkylaminoquinolines; dopamine receptor subtype specific ligands |
EP1020445B1 (en) * | 1997-10-02 | 2008-08-13 | Eisai R&D Management Co., Ltd. | Fused pyridine derivatives |
US6040448A (en) | 1997-10-24 | 2000-03-21 | Neurogen Corporation | Certain 1-(2-naphthyl) and 1-(2-azanaphthyl)-4-(1-phenylmethyl) piperazines, dopamine receptor subtype specific ligands |
DE69826883T2 (de) * | 1997-10-27 | 2005-02-03 | Neurosearch A/S | Heteroaryl diazacycloalkane als cholinergische ligande für nikotin-acetylcholin-rezeptoren |
US6613901B2 (en) | 2000-03-08 | 2003-09-02 | Neurogen Corporation | 2-aminoalkylaminoquinolines as dopamine D4 ligands |
CA2657702A1 (en) * | 2006-07-03 | 2008-01-10 | Vereniging Voor Christelijk Hoger Onderwijs Wetenschappelijk Onderzoek E N Patieentenzorg | Quinazolines and related heterocyclic comp0unds, and their therapeutic use |
MX2013006101A (es) * | 2010-12-17 | 2013-07-02 | Hoffmann La Roche | Compuestos heterociclicos nitrogenados sustituidos fusionados en posicion 6,6 y usos de los mismos. |
TW201843139A (zh) | 2017-03-30 | 2018-12-16 | 瑞士商赫孚孟拉羅股份公司 | 作為hpk1之抑制劑的異喹啉 |
US11612606B2 (en) | 2018-10-03 | 2023-03-28 | Genentech, Inc. | 8-aminoisoquinoline compounds and uses thereof |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3517005A (en) * | 1967-10-26 | 1970-06-23 | Pfizer & Co C | Certain 2- and 4-substituted quinazolines |
GB1244501A (en) * | 1968-03-09 | 1971-09-02 | Aspro Nicholas Ltd | Heterocyclic amines |
DE2030675A1 (en) * | 1969-06-23 | 1971-02-11 | Arthur D Little, Inc , Cambridge, Mass (V St A) | 3-amino-4-phenyl-isoquinoline derivs |
US3932412A (en) * | 1970-12-07 | 1976-01-13 | Sandoz, Inc. | 1-(4-Hydroxyalkylpiperazino)-isoquinoline nitrates |
DE2420012C3 (de) * | 1974-04-25 | 1980-01-10 | Dr. Karl Thomae Gmbh, 7950 Biberach | Isochinoline |
AT342057B (de) * | 1974-04-25 | 1978-03-10 | Thomae Gmbh Dr K | Verfahren zur herstellung von neuen 3-piperazino-isochinolinen und deren salzen |
DE2503961C3 (de) * | 1975-01-31 | 1980-02-28 | Dr. Karl Thomae Gmbh, 7950 Biberach | Isochinoline |
DE2811312A1 (de) * | 1978-03-16 | 1979-09-27 | Hoechst Ag | Neue isochinolinderivate, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von arzneimitteln |
DE2818403A1 (de) * | 1978-04-27 | 1979-11-08 | Hoechst Ag | Neue isochinolinderivate und verfahren zu ihrer herstellung |
DE2818423A1 (de) * | 1978-04-27 | 1979-11-08 | Hoechst Ag | Neue isochinolinderivate und verfahren zu ihrer herstellung |
-
1980
- 1980-09-10 DE DE19803034001 patent/DE3034001A1/de not_active Withdrawn
-
1981
- 1981-09-03 AT AT81106884T patent/ATE7389T1/de not_active IP Right Cessation
- 1981-09-03 EP EP81106884A patent/EP0047923B1/de not_active Expired
- 1981-09-03 DE DE8181106884T patent/DE3163510D1/de not_active Expired
- 1981-09-04 ES ES505191A patent/ES8206511A1/es not_active Expired
- 1981-09-07 JP JP56139850A patent/JPS5780372A/ja active Pending
- 1981-09-08 PT PT73629A patent/PT73629B/pt unknown
- 1981-09-08 NZ NZ198308A patent/NZ198308A/en unknown
- 1981-09-08 GR GR65975A patent/GR74978B/el unknown
- 1981-09-08 IL IL63765A patent/IL63765A/xx unknown
- 1981-09-08 FI FI812783A patent/FI71734C/fi not_active IP Right Cessation
- 1981-09-08 KR KR1019810003356A patent/KR830007622A/ko unknown
- 1981-09-09 DK DK400681A patent/DK400681A/da not_active Application Discontinuation
- 1981-09-09 IE IE2094/81A patent/IE51551B1/en unknown
- 1981-09-09 HU HU812595A patent/HU187357B/hu unknown
- 1981-09-09 ZA ZA816237A patent/ZA816237B/xx unknown
- 1981-09-09 NO NO813066A patent/NO813066L/no unknown
- 1981-09-09 CA CA000385547A patent/CA1168232A/en not_active Expired
- 1981-09-09 AU AU75091/81A patent/AU541976B2/en not_active Ceased
- 1981-10-27 ES ES506583A patent/ES506583A0/es active Granted
- 1981-10-27 ES ES506584A patent/ES8304563A1/es not_active Expired
-
1984
- 1984-02-24 PH PH30299A patent/PH19431A/en unknown
- 1984-03-28 US US06/594,366 patent/US4590273A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
FI812783L (fi) | 1982-03-11 |
ES505191A0 (es) | 1982-08-16 |
DK400681A (da) | 1982-03-11 |
US4590273A (en) | 1986-05-20 |
PH19431A (en) | 1986-04-15 |
IE51551B1 (en) | 1987-01-07 |
ES8305351A1 (es) | 1983-04-01 |
AU7509181A (en) | 1982-03-18 |
ES8206511A1 (es) | 1982-08-16 |
JPS5780372A (en) | 1982-05-19 |
HU187357B (en) | 1985-12-28 |
PT73629A (de) | 1981-10-01 |
AU541976B2 (en) | 1985-01-31 |
GR74978B (ko) | 1984-07-12 |
IL63765A (en) | 1985-05-31 |
IL63765A0 (en) | 1981-12-31 |
ATE7389T1 (de) | 1984-05-15 |
DE3163510D1 (en) | 1984-06-14 |
IE812094L (en) | 1982-03-10 |
ES506584A0 (es) | 1983-03-01 |
EP0047923B1 (de) | 1984-05-09 |
DE3034001A1 (de) | 1982-04-22 |
ES8304563A1 (es) | 1983-03-01 |
NO813066L (no) | 1982-03-11 |
ZA816237B (en) | 1982-08-25 |
FI71734B (fi) | 1986-10-31 |
ES506583A0 (es) | 1983-04-01 |
PT73629B (de) | 1983-04-29 |
EP0047923A1 (de) | 1982-03-24 |
CA1168232A (en) | 1984-05-29 |
FI71734C (fi) | 1987-02-09 |
NZ198308A (en) | 1984-03-30 |
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