Back to results
US 4,542,145 AGranted
Substituted N-[(1H-1,2,4-triazol-1-yl)-alkyl]heteroarylcarboxamides
AssigneeAmerican Cyanamid Company
InventorsWilliam B. Wright, Jr., Jeffery B. Press, Andrew S. Tomcufcik
Life of this patent
Estimating the term…
Abstract
Substituted N-[(1H-1,2,4-triazol-1-yl)-alkyl]heteroarylcarboxamides are inhibitors of thromboxane synthetase enzyme.
Claims23
A compound selected from those of the formula:
- ##STR5## wherein n is an integer 2-5;
- R is a heteroaryl moiety selected from the group consisting of furanyl, mono- and disubstituted furanyl (wherein the substituents are selected from nitro and bromo), thiophene, mono- and disubstituted thiophene [wherein the substituents are selected from halogen and alkyl(C.sub.1 -C.sub.3)], benzofuran and 3-chlorobenzo[b]thiophene;
- Q is ##STR6## --CH.dbd.CH--, or C.sub.m H.sub.2m where m is an integer 0-4;
- and the pharmacologically acceptable acid-addition salts thereof.
1 more element
The compound according to claim 1, 3-chloro-N-[3-(1H-1,2,4-triazol-1-yl)propyl]benzo[b]thiophene-2-carboxamid e.
The compound according to claim 1, 5-chloro-N-[3-(1H-1,2,4-triazol-1-yl)propyl]-2-thiophenecarboxamide.
The compound according to claim 1, 5-methyl-N-[3-(1H-1,2,4-triazol-1-yl)propyl]-2-thiophenecarboxamide.
A process for producing compounds of the formula:
- ##STR7## wherein n is an integer 2-5;
- R is a heteroaryl moiety selected from the group consisting of furanyl, mono- and disubstituted furanyl (wherein the substituents are selected from nitro and bromo), thiophene, mono and disubstituted thiophene [wherein the substituents are selected from halogen and alkyl(C.sub.1 -C.sub.3)], benzofuran and 3-chlorobenzo[b]thiophene;
- Q is ##STR8## --CH.dbd.CH--, or C.sub.m H.sub.2m where m is an integer 0-3 which comprises the steps of (a) reacting an acid of formula ##STR9## where R and Q are described above, with 1,1'-carbonylidiimidazole in tetrahydrofuran for about 2-4 hours to produce:
- ##STR10## with 1H-1,2,4-triazole-1-(C.sub.2 -C.sub.5) alkanamine at reflux for about 2-4 hours.
1 more element
Dependencies are inferred from the claim text.