GB971606A - 1,2,4-triazolone-(5) derivatives - Google Patents
1,2,4-triazolone-(5) derivativesInfo
- Publication number
- GB971606A GB971606A GB32828/62A GB3282862A GB971606A GB 971606 A GB971606 A GB 971606A GB 32828/62 A GB32828/62 A GB 32828/62A GB 3282862 A GB3282862 A GB 3282862A GB 971606 A GB971606 A GB 971606A
- Authority
- GB
- United Kingdom
- Prior art keywords
- branched
- straight
- group
- chain alkyl
- alkyl
- 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.)
- Expired
Links
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001411 amidrazones Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000008431 aliphatic amides Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 239000002269 analeptic agent Substances 0.000 abstract 1
- 230000003555 analeptic effect Effects 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 150000008430 aromatic amides Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- OWIUPIRUAQMTTK-UHFFFAOYSA-N carbazic acid Chemical class NNC(O)=O OWIUPIRUAQMTTK-UHFFFAOYSA-N 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000000147 hypnotic effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula <FORM:0971606/C1/1> and acid addition and quaternary ammonium salts thereof (in which R1 represents a straight or branched-chain alkyl, a dialkylaminoalkyl or a carbalkoxy-methyl group, R2 represents a hydrogen atom or a straight- or branched-chain alkyl, cycloalkyl, phenyl or phenylalkyl group and R3 represents a straight- or branched-chain alkyl or cycloalkyl group or a phenyl group optionally substituted by at least one C1-2-alkyl or -alkoxy group and/or halogen atom) and the preparation thereof by reacting an alkali metal salt of a triazolone <FORM:0971606/C1/2> with a reactive ester of R1OH and optionally converting the base into a salt or quaternary ammonium salt thereof. The triazolones II may be prepared by converting an appropriate aliphatic or aromatic amide into the corresponding imido-chlorides, benzene sulphonic acid lactim ethers or imido ethers and reacting these with alkyl esters of hydrazine carboxylic acids to give amidrazones of the formula <FORM:0971606/C1/3> and ring closing the amidrazones by heating with an alkali. Pharmaceutical compositions having analeptic, antiphlogistic, sedative and hypnotic properties comprise the compounds I and a pharmaceutical carrier or excipient. The compositions may be in the form of tablets, capsules, suppositories, solutions, suspensions, emulsions, and syrups.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB32828/62A GB971606A (en) | 1962-08-27 | 1962-08-27 | 1,2,4-triazolone-(5) derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB32828/62A GB971606A (en) | 1962-08-27 | 1962-08-27 | 1,2,4-triazolone-(5) derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB971606A true GB971606A (en) | 1964-09-30 |
Family
ID=10344603
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB32828/62A Expired GB971606A (en) | 1962-08-27 | 1962-08-27 | 1,2,4-triazolone-(5) derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB971606A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3499000A (en) * | 1967-08-04 | 1970-03-03 | American Home Prod | 1,3-disubstituted-delta**2-1,2,4-triazolin-5-one-4-acetic acids |
| US3514466A (en) * | 1965-12-15 | 1970-05-26 | Helmut Stahle | Triazolone compound |
-
1962
- 1962-08-27 GB GB32828/62A patent/GB971606A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3514466A (en) * | 1965-12-15 | 1970-05-26 | Helmut Stahle | Triazolone compound |
| US3499000A (en) * | 1967-08-04 | 1970-03-03 | American Home Prod | 1,3-disubstituted-delta**2-1,2,4-triazolin-5-one-4-acetic acids |
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