FR2436148A1 - 3-Pyridyl-4-thiazoline-2-thione antiulcer cpds. - prepd. by dehydration of corresp. 4-hydroxy-thiazolidine thione or its tautomer - Google Patents
3-Pyridyl-4-thiazoline-2-thione antiulcer cpds. - prepd. by dehydration of corresp. 4-hydroxy-thiazolidine thione or its tautomerInfo
- Publication number
- FR2436148A1 FR2436148A1 FR7826304A FR7826304A FR2436148A1 FR 2436148 A1 FR2436148 A1 FR 2436148A1 FR 7826304 A FR7826304 A FR 7826304A FR 7826304 A FR7826304 A FR 7826304A FR 2436148 A1 FR2436148 A1 FR 2436148A1
- Authority
- FR
- France
- Prior art keywords
- thione
- thiazoline
- cpds
- pyridyl
- corresp
- 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
- 230000000767 anti-ulcer Effects 0.000 title abstract 2
- IYAOIIKPMQZILI-UHFFFAOYSA-N 3-pyridin-3-yl-1,3-thiazole-2-thione Chemical compound N1=CC(=CC=C1)N1C(SC=C1)=S IYAOIIKPMQZILI-UHFFFAOYSA-N 0.000 title 1
- WRKBKFRZXJRUKG-UHFFFAOYSA-N 4-hydroxy-1,3-thiazolidine-2-thione Chemical compound OC1CSC(=S)N1 WRKBKFRZXJRUKG-UHFFFAOYSA-N 0.000 title 1
- 230000018044 dehydration Effects 0.000 title 1
- 238000006297 dehydration reaction Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- LSTKRRGZUWLLNZ-UHFFFAOYSA-N 4-pyridin-3-yl-5H-1,3-thiazole-2-thione Chemical compound N1=CC(=CC=C1)C1=NC(SC1)=S LSTKRRGZUWLLNZ-UHFFFAOYSA-N 0.000 abstract 1
- 241000700198 Cavia Species 0.000 abstract 1
- 241000700159 Rattus Species 0.000 abstract 1
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
3-Pyridyl-thiazoline-2-thione derivs of formula (I) are new In (I), (a) R1 is H, 1-2C alkyl or methoxymethyl, R2 is 1-2C alkyl in position 4,5 or 6 and R3 is methyl, or (b) R3 is H and R1 is H, 1-4C alkyl or 1-4C opt. branched alkoxy methyl and R2 is 1-4C alkyl in position 4,5 or 6 or R1 is cyclopropyl and R2 is H. (I) are anti-ulcer cpds which are active in rats at doses of 5-100 mg/kg p.o (Rossi and Shay tests) and in guinea pigs at the same dose levels (Anderson and Watt test). Oral LD50 N 100 mg/kg.
Priority Applications (23)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7826304A FR2436148A1 (en) | 1978-09-13 | 1978-09-13 | 3-Pyridyl-4-thiazoline-2-thione antiulcer cpds. - prepd. by dehydration of corresp. 4-hydroxy-thiazolidine thione or its tautomer |
| NL7810230A NL7810230A (en) | 1977-10-19 | 1978-10-11 | THIAZOLIN COMPOUNDS, METHOD FOR THE PREPARATION OF SUCH COMPOUNDS, PHARMACOLOGICAL PREPARATIONS CONTAINING ONE OR MORE OF THESE THIAZOLIN COMPOUNDS, AND PROCESS FOR THE PREPARATION OF SUCH PHARMACOLOGICAL PREPARATIONS. |
| US05/952,198 US4167571A (en) | 1977-10-19 | 1978-10-17 | Thiazoline derivatives |
| GB7840801A GB2006210A (en) | 1977-10-19 | 1978-10-17 | Thiazoline derivatives |
| AU40786/78A AU4078678A (en) | 1977-10-19 | 1978-10-17 | Thiazoline derivatives |
| JP12691678A JPS5479285A (en) | 1977-10-19 | 1978-10-17 | Thiazoline derivative |
| NZ188676A NZ188676A (en) | 1977-10-19 | 1978-10-17 | Thiazoline derivatives and pharmaceutical compositions |
| GR57454A GR64044B (en) | 1977-10-19 | 1978-10-17 | Method for the preparation of new derivatives of thiazolines |
| IL7855757A IL55757A0 (en) | 1977-10-19 | 1978-10-18 | Novel thiazoline derivatives,process for their preparationand pharmaceutical composition containing them |
| CA313,694A CA1098906A (en) | 1977-10-19 | 1978-10-18 | Derivatives of thiazolin, their preparation and compositions containing them |
| SU782674199A SU793398A3 (en) | 1977-10-19 | 1978-10-18 | Method of preparing thiazoline derivatives |
| DK464378A DK464378A (en) | 1977-10-19 | 1978-10-18 | PROCEDURE FOR THE PREPARATION OF THIAZOLINE DERIVATIVES |
| LU80389A LU80389A1 (en) | 1977-10-19 | 1978-10-18 | NEW THIAZOLINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM |
| PT68668A PT68668A (en) | 1977-10-19 | 1978-10-18 | NOVEL DERIVATIVES OF THIAZOLINE PREPARATION AND COMPOSITIONS CONTAINING THEM |
| NO783529A NO783529L (en) | 1977-10-19 | 1978-10-18 | NEW TIAZOLIN DERIVATIVES. |
| SE7810864A SE7810864L (en) | 1977-10-19 | 1978-10-18 | NEW TIAZOLIN DERIVATIVES |
| FI783184A FI783184A7 (en) | 1977-10-19 | 1978-10-19 | NYA THIAZOLINDERIVAT, FOERFARANDE FOER DERAS FRAMSTAELLNING OCH DESAMMA INNEHAOLLANDE FOERENINGAR |
| AT0750578A ATA750578A (en) | 1977-10-19 | 1978-10-19 | METHOD FOR PRODUCING NEW PYRIDOTHIAZOLINES |
| CS786806A CS203932B2 (en) | 1977-10-19 | 1978-10-19 | Process for prepating new derivatives of thiazoline |
| DE19782845624 DE2845624A1 (en) | 1977-10-19 | 1978-10-19 | NEW DERIVATIVES OF THIAZOLINE, THEIR PRODUCTION AND THE COMPOSITIONS THAT CONTAIN THEM |
| ES474350A ES474350A1 (en) | 1977-10-19 | 1978-10-19 | Thiazoline derivatives |
| HU78RO996A HU175528B (en) | 1977-10-19 | 1978-10-19 | Process for producing new pyridyl-thiazoline derivatives |
| IT28911/78A IT1101658B (en) | 1977-10-19 | 1978-10-19 | THIAZOLINE DERIVATIVES THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7826304A FR2436148A1 (en) | 1978-09-13 | 1978-09-13 | 3-Pyridyl-4-thiazoline-2-thione antiulcer cpds. - prepd. by dehydration of corresp. 4-hydroxy-thiazolidine thione or its tautomer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2436148A1 true FR2436148A1 (en) | 1980-04-11 |
| FR2436148B1 FR2436148B1 (en) | 1981-02-27 |
Family
ID=9212605
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7826304A Granted FR2436148A1 (en) | 1977-10-19 | 1978-09-13 | 3-Pyridyl-4-thiazoline-2-thione antiulcer cpds. - prepd. by dehydration of corresp. 4-hydroxy-thiazolidine thione or its tautomer |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2436148A1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3725422A (en) * | 1971-09-07 | 1973-04-03 | Parke Davis & Co | New organic sulfur compounds and methods for their production |
| US3726880A (en) * | 1971-09-07 | 1973-04-10 | Parke Davis & Co | Organic amides and methods for their production |
| US3761485A (en) * | 1971-09-07 | 1973-09-25 | Parke Davis & Co | 3-(5-chloro-2-pyridyl)rhodanine and 3-(5-chloro-2-pyridyl)-5-(lower alkyl)rhodanines |
-
1978
- 1978-09-13 FR FR7826304A patent/FR2436148A1/en active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3725422A (en) * | 1971-09-07 | 1973-04-03 | Parke Davis & Co | New organic sulfur compounds and methods for their production |
| US3726880A (en) * | 1971-09-07 | 1973-04-10 | Parke Davis & Co | Organic amides and methods for their production |
| US3761485A (en) * | 1971-09-07 | 1973-09-25 | Parke Davis & Co | 3-(5-chloro-2-pyridyl)rhodanine and 3-(5-chloro-2-pyridyl)-5-(lower alkyl)rhodanines |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2436148B1 (en) | 1981-02-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |