FR2073427A1 - 4-methyl-5-ethyl-n-heterocyclic thiazoles - with antianoxic activity - Google Patents
4-methyl-5-ethyl-n-heterocyclic thiazoles - with antianoxic activityInfo
- Publication number
- FR2073427A1 FR2073427A1 FR7041137A FR7041137A FR2073427A1 FR 2073427 A1 FR2073427 A1 FR 2073427A1 FR 7041137 A FR7041137 A FR 7041137A FR 7041137 A FR7041137 A FR 7041137A FR 2073427 A1 FR2073427 A1 FR 2073427A1
- Authority
- FR
- France
- Prior art keywords
- heterocyclic
- cpds
- thiazoles
- ethyl
- methyl
- 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.)
- Withdrawn
Links
- 230000000496 anti-anoxic effect Effects 0.000 title abstract 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 3
- LBUJPTNKIBCYBY-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline Chemical compound C1=CC=C2CCCNC2=C1 LBUJPTNKIBCYBY-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- -1 pyridazole Chemical compound 0.000 abstract 2
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 abstract 1
- HNVIQLPOGUDBSU-UHFFFAOYSA-N 2,6-dimethylmorpholine Chemical compound CC1CNCC(C)O1 HNVIQLPOGUDBSU-UHFFFAOYSA-N 0.000 abstract 1
- REGJKLHADIYSNP-UHFFFAOYSA-N 2-(1-chloroethyl)-1,3-thiazole Chemical class CC(Cl)C1=NC=CS1 REGJKLHADIYSNP-UHFFFAOYSA-N 0.000 abstract 1
- XOKMRXSMOHCNIX-UHFFFAOYSA-N 6-methyl-1,2,3,4-tetrahydroquinoline Chemical compound N1CCCC2=CC(C)=CC=C21 XOKMRXSMOHCNIX-UHFFFAOYSA-N 0.000 abstract 1
- 230000001078 anti-cholinergic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 230000000302 ischemic effect Effects 0.000 abstract 1
- RWIVICVCHVMHMU-UHFFFAOYSA-N n-aminoethylmorpholine Chemical compound NCCN1CCOCC1 RWIVICVCHVMHMU-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
4-Methyl-5- ethyl-N-heterocyclic thiazoles - with antianoxic activity. Cpds. of formula: (where R is H, Me, Et or C6H5; Z is a nitrogen heterocycle connected via the N-atom, esp. morpholine, 2,6dimethylmorpholine, N-(2-aminoethyl)morpholine, imidazole, pyridazole, piperidine, pyrrodlidine, phthalimide, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydro-6-methylquinoline or N-methylpiperazine). The cpds. and their salts are anti-anoxic agents useful in treating ischaemic, and also have antipyretic and central anticholinergic activity. Cpds. are used at a daily dosage of 200-600 mg. Prepd. by treating the alpha-chloroethylthiazoles with appropriate N-heterocyclic cpds.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5840769 | 1969-11-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2073427A1 true FR2073427A1 (en) | 1971-10-01 |
Family
ID=10481551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7041137A Withdrawn FR2073427A1 (en) | 1969-11-28 | 1970-11-17 | 4-methyl-5-ethyl-n-heterocyclic thiazoles - with antianoxic activity |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2073427A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4172137A (en) * | 1976-08-11 | 1979-10-23 | Roussel Uclaf | 5-Thiazole-alkylamines used as antilipolytics |
| EP0244803A3 (en) * | 1986-05-06 | 1991-01-16 | Merrell Dow Pharmaceuticals Inc. | Novel dopamine beta hydroxylase inhibitors |
| WO1991010656A1 (en) * | 1990-01-19 | 1991-07-25 | Cedona Pharmaceuticals B.V. | Thiazole derivatives |
-
1970
- 1970-11-17 FR FR7041137A patent/FR2073427A1/en not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4172137A (en) * | 1976-08-11 | 1979-10-23 | Roussel Uclaf | 5-Thiazole-alkylamines used as antilipolytics |
| EP0244803A3 (en) * | 1986-05-06 | 1991-01-16 | Merrell Dow Pharmaceuticals Inc. | Novel dopamine beta hydroxylase inhibitors |
| WO1991010656A1 (en) * | 1990-01-19 | 1991-07-25 | Cedona Pharmaceuticals B.V. | Thiazole derivatives |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |