FR2378030A1 - Isoquinolino-imino-tetra:hydro-thiazolo-isoquinoline(s) - having antiinflammatory, analgesic and anti-thermic properties - Google Patents
Isoquinolino-imino-tetra:hydro-thiazolo-isoquinoline(s) - having antiinflammatory, analgesic and anti-thermic propertiesInfo
- Publication number
- FR2378030A1 FR2378030A1 FR7701516A FR7701516A FR2378030A1 FR 2378030 A1 FR2378030 A1 FR 2378030A1 FR 7701516 A FR7701516 A FR 7701516A FR 7701516 A FR7701516 A FR 7701516A FR 2378030 A1 FR2378030 A1 FR 2378030A1
- Authority
- FR
- France
- Prior art keywords
- isoquinoline
- imino
- thiazolo
- isoquinolino
- antiinflammatory
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000000202 analgesic effect Effects 0.000 title 1
- 230000003110 anti-inflammatory effect Effects 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- ZQLKOMXEZYQQBJ-UHFFFAOYSA-N 3-methylisoquinolin-5-amine Chemical compound C1=CC=C2C=NC(C)=CC2=C1N ZQLKOMXEZYQQBJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000002537 isoquinolines Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
- C07D217/16—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Isoquinolines derivs. of formula (I) in their (R) and (S) forms, and mixtures of these, and their acid addn. salts, are new. In (I) R is straight or branched 1-10C alkyl. A typical prod. is 3- (3-methyl-5-isoquinolyl)imino 1,5,10,10a-tetrahydro thiazolo 3,4-b (S)-isoquinoline, m. pt. 181 degrees C. In an example this was pred. from 5-amino-3-methyl isoquinoline and 3-methylthio-1,5 10, 10a-tetrahydro thiazolo 3, 4-b S-isoquinolinium iodide in pyridine at 20 degrees C.
Priority Applications (33)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7701516A FR2378030A1 (en) | 1977-01-20 | 1977-01-20 | Isoquinolino-imino-tetra:hydro-thiazolo-isoquinoline(s) - having antiinflammatory, analgesic and anti-thermic properties |
| NL7800383A NL7800383A (en) | 1977-01-20 | 1978-01-12 | NEW ISOQUEINOLINE DERIVATIVES, THEIR PREPARATION AND PREPARATIONS CONTAINING THE ISOQUEINOLINE DERIVATIVES. |
| CS785983A CS195350B2 (en) | 1977-01-20 | 1978-01-17 | Method of producing 3-alkyl-5-isoquinolyliminothiazolo/3,4-b/isoquinolines |
| CS78323A CS195349B2 (en) | 1977-01-20 | 1978-01-17 | Method of producing 3-alkyl-5-isoquinolyliminothiazolo/3,4-b/isoquinolines |
| OA56380A OA05859A (en) | 1977-01-20 | 1978-01-17 | New isoquinoline derivatives and their preparation process. |
| IL53841A IL53841A (en) | 1977-01-20 | 1978-01-18 | 3-(3-alkylisoquinol-5-yl)imino)-1,5,10,10a-tetrahydrothiazolo(3,4-b)isoquinoline derivatives,process for their preparation and pharmaceutical compositions containing them |
| GR55196A GR61726B (en) | 1977-01-20 | 1978-01-18 | Preparation process of novel isoquinoleine derivatives |
| PT67545A PT67545B (en) | 1977-01-20 | 1978-01-19 | NOVEL DERIVATIVES OF ISOQUINOLINE PREPARATION AND COMPOSITIONS CONTAINING SAME |
| CA295,296A CA1091674A (en) | 1977-01-20 | 1978-01-19 | Isoquinolein derivatives, preparation process and composition thereof |
| AT39378A AT361481B (en) | 1977-01-20 | 1978-01-19 | METHOD FOR PRODUCING NEW 3-ALKYL- -ISOCHINOLYL-5-IMINOTHIAZOLE (3,4-B) ISOCHINOLIN-DERIVATIVES AND THEIR ACID ADDITION SALTS |
| NO780202A NO780202L (en) | 1977-01-20 | 1978-01-19 | PROCEDURE FOR PREPARING NEW ISOKINOLIN DERIVATIVES |
| SE7800681A SE7800681L (en) | 1977-01-20 | 1978-01-19 | PROCEDURE FOR THE PREPARATION OF NEW ISOKINOLIN DERIVATIVES |
| LU78895A LU78895A1 (en) | 1977-01-20 | 1978-01-19 | NEW ISOQUINOLEINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM |
| SU782567352A SU730309A3 (en) | 1977-01-20 | 1978-01-19 | Method of preparing 3-alkyl-5-isoquinolyliminothiazolo-/3,4-b/isoquinolines or their or optical isomers, or mixtures of their optical isomers, or their salts |
| BE184454A BE863083A (en) | 1977-01-20 | 1978-01-19 | NEW ISOQUINOLEINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM |
| CH56178A CH633010A5 (en) | 1977-01-20 | 1978-01-19 | ISOQUINOLEIN DERIVATIVES, THEIR PREPARATION AND THE MEDICINAL PRODUCT CONTAINING THEM. |
| GB2241/78A GB1574281A (en) | 1977-01-20 | 1978-01-19 | 3-imino-1,5,10,10a-tetrahydro-thiazolo (3,4-b)isoquinoline derivatives |
| DK27178A DK143343C (en) | 1977-01-20 | 1978-01-19 | ANALOGY PROCEDURE FOR PREPARATION OF 1,5,10,10A-TETRAHYDROTHIAZOLO (3,4-B) -ISOQUINOLINE DERIVATIVES |
| HU78RO958A HU174219B (en) | 1977-01-20 | 1978-01-19 | SPOSOB POLUCHENIA NOVYKH PROIZVODNYKH TIAZOLO-IZOKHINOLINA |
| ZA00780382A ZA78382B (en) | 1977-01-20 | 1978-01-20 | Isoquinoline derivatives |
| JP53005113A JPS5914037B2 (en) | 1977-01-20 | 1978-01-20 | Isoquinoline derivatives, their production methods and pharmaceutical compositions containing them |
| AU32611/78A AU510044B2 (en) | 1977-01-20 | 1978-01-20 | Thiazolo (3, 4-b) isoquinoline compounds |
| DE2802453A DE2802453C3 (en) | 1977-01-20 | 1978-01-20 | Derivatives of 3 - [(3-alkyl-5-isoquinolyl) -imino] -1,5,10,10a-tetrahydro-thiazolo [3,4-b] isoquinoline, their preparation and the compositions containing them |
| IE126/78A IE46375B1 (en) | 1977-01-20 | 1978-01-20 | 3-imino-1,5,10,10a-tetrahydrothiazolo(3,4-b)isoquinoline derivatives |
| FI780182A FI62314C (en) | 1977-01-20 | 1978-01-20 | PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ANALYSIS 3 - ((3-ALKYLISOKINOL-5-YL) IMINO) -1,5,10,10A-TETRAHYDROTIA ZOO (3,4-B) ISOKINOLINER |
| NZ186282A NZ186282A (en) | 1977-01-20 | 1978-01-20 | 3-((3-alkylisoquinol-5-yl)-imino)-1,5,10,10a-tetrahydro-thiazolo-(4,3-b)isoquinolines |
| AR270785A AR217460A1 (en) | 1977-01-20 | 1978-01-20 | PROCEDURE FOR PREPARING DERIVATIVES OF ((ALKYL-3-ISOQUINOLYL-5) -IMINO) -3-TETRAHYDRO-1, 5, 10,10A-THIAZOL- (3,4-B) -ISOQUINOLEIN AND ITS SALTS |
| US05/871,136 US4153698A (en) | 1977-01-20 | 1978-01-20 | Isoquinoline derivatives and pharmaceutical compositions containing them |
| ES466192A ES466192A1 (en) | 1977-01-20 | 1978-01-20 | Isoquinoline derivatives and pharmaceutical compositions containing them |
| ES468630A ES468630A1 (en) | 1977-01-20 | 1978-04-07 | PROCEDURE FOR OBTAINING DERIVATIVES OF ISOQUINO-LEINE. |
| AR275407A AR219963A1 (en) | 1977-01-20 | 1979-02-05 | PROCEDURE FOR PREPARING NEW DERIVATIVES OF (ALCOIL (C1-C10) -3-ISOQUINOLIL-5-IMINO) -3-TETRAHYDRO-1,5,10,10A-THIAZOL (3,4-B) - ISOQUINOLEIN |
| SU792720496A SU776560A3 (en) | 1977-01-20 | 1979-02-08 | Method of preparing 3-/(3-alkyl-5-isoquinolyl)imino/-1,5,10.10a-tetrahydrothiazolo/3,4-b/isoquinolyls in the form of individual isomers or their mixtures or their acid-additive salts |
| AT574979A AT359504B (en) | 1977-01-20 | 1979-08-28 | METHOD FOR PRODUCING NEW 3-ALKYL- -ISOCHINOLYL-5-IMINOTHIAZOLE (3,4-B) ISOCHINOLIN-DERIVATIVES AND THEIR ACID ADDITION SALTS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7701516A FR2378030A1 (en) | 1977-01-20 | 1977-01-20 | Isoquinolino-imino-tetra:hydro-thiazolo-isoquinoline(s) - having antiinflammatory, analgesic and anti-thermic properties |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2378030A1 true FR2378030A1 (en) | 1978-08-18 |
| FR2378030B1 FR2378030B1 (en) | 1979-05-11 |
Family
ID=9185698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7701516A Granted FR2378030A1 (en) | 1977-01-20 | 1977-01-20 | Isoquinolino-imino-tetra:hydro-thiazolo-isoquinoline(s) - having antiinflammatory, analgesic and anti-thermic properties |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE863083A (en) |
| FR (1) | FR2378030A1 (en) |
| ZA (1) | ZA78382B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2443469A1 (en) * | 1978-12-07 | 1980-07-04 | Rhone Poulenc Ind | Thiazolo-thieno-pyridine derivs. - useful as antiviral, analgesic, antipyretic and antiinflammatory agents |
| FR2456098A2 (en) * | 1977-12-23 | 1980-12-05 | Rhone Poulenc Ind | Antiinflammatory and antipyretic thiazolo-(3,4-b)-isoquinoline derivs. - prepd. e.g. by cyclisation of 3-hydroxymethyl-N-iso-quinolyl-tetra-hydro-isoquinoline-2-thio:ca- rboxamide cpds. |
| US4261999A (en) * | 1978-12-07 | 1981-04-14 | Rhone-Poulenc Industries | Thiazolothienopyridines and anti-viral compositions thereof |
| EP0030198A1 (en) * | 1979-12-04 | 1981-06-10 | Rhone-Poulenc Sante | Isoquinoline derivatives, their preparation and pharmaceutical compositions containing them |
| FR2470772A1 (en) * | 1979-12-04 | 1981-06-12 | Rhone Poulenc Ind | 3-Substd. imino 1,5,10,10a-tetra:hydro thiazolo(3,4-b)-isoquinoline - antiviral esp. for rhino viruses some of which have analgesic, antiinflammatory and antipyretic activity |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3505340A (en) * | 1967-10-05 | 1970-04-07 | Sandoz Ag | 1-substituted-3-substituted imino-1,5,6,7,8,8a-hexahydro-3-h-thiazolo (3,4-a) pyridines and intermediates therefor |
-
1977
- 1977-01-20 FR FR7701516A patent/FR2378030A1/en active Granted
-
1978
- 1978-01-19 BE BE184454A patent/BE863083A/en not_active IP Right Cessation
- 1978-01-20 ZA ZA00780382A patent/ZA78382B/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3505340A (en) * | 1967-10-05 | 1970-04-07 | Sandoz Ag | 1-substituted-3-substituted imino-1,5,6,7,8,8a-hexahydro-3-h-thiazolo (3,4-a) pyridines and intermediates therefor |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2456098A2 (en) * | 1977-12-23 | 1980-12-05 | Rhone Poulenc Ind | Antiinflammatory and antipyretic thiazolo-(3,4-b)-isoquinoline derivs. - prepd. e.g. by cyclisation of 3-hydroxymethyl-N-iso-quinolyl-tetra-hydro-isoquinoline-2-thio:ca- rboxamide cpds. |
| FR2443469A1 (en) * | 1978-12-07 | 1980-07-04 | Rhone Poulenc Ind | Thiazolo-thieno-pyridine derivs. - useful as antiviral, analgesic, antipyretic and antiinflammatory agents |
| US4261999A (en) * | 1978-12-07 | 1981-04-14 | Rhone-Poulenc Industries | Thiazolothienopyridines and anti-viral compositions thereof |
| EP0030198A1 (en) * | 1979-12-04 | 1981-06-10 | Rhone-Poulenc Sante | Isoquinoline derivatives, their preparation and pharmaceutical compositions containing them |
| FR2470772A1 (en) * | 1979-12-04 | 1981-06-12 | Rhone Poulenc Ind | 3-Substd. imino 1,5,10,10a-tetra:hydro thiazolo(3,4-b)-isoquinoline - antiviral esp. for rhino viruses some of which have analgesic, antiinflammatory and antipyretic activity |
Also Published As
| Publication number | Publication date |
|---|---|
| BE863083A (en) | 1978-07-19 |
| FR2378030B1 (en) | 1979-05-11 |
| ZA78382B (en) | 1979-03-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |