Tetrahydro-7a-(optionally substituted phenyl)-1H-pyrrolo[1,2-b][1,2,4]-triazole-2(3H)-thiones
AssigneeMerrell Dow Pharmaceuticals Inc.
InventorsWinton D. Jones, John M. Kane, Francis P. Miller
Life of this patent
Estimating the term…
Abstract
Compounds of the formula ##STR1## wherein R is H or C.sub.1-5 straight or branched chain alkyl; R.sub.1 is H, C.sub.1-10 straight or branched chain alkyl, allyl or phenyl; and R.sub.2 is phenyl or phenyl substituted with F, Cl, C.sub.1-5 straight or branched chain alkyl, di-F, di-Cl or di-Br; and the pharmaceutically acceptable acid addition salts thereof; are useful as muscle relaxants, anticonvulsants and analgesics.
Claims5
A compound of the formula ##STR5## wherein R is H or C.sub.1-5 straight or branched chain alkyl;
- R.sub.1 is H, C.sub.1-10 straight or branched chain alkyl, allyl or phenyl;
- and R.sub.2 is phenyl or phenyl substituted with F, Cl, C.sub.1-5 straight or branched chain alkyl, di-F, di-Cl or di-Br;
- and the pharmaceutically acceptable acid addition salts thereof.
A process for preparing a compound of the formula ##STR6## wherein R is H or C.sub.1-5 straight or branched chain alkyl;
- R.sub.1 is H, C.sub.1-10 straight or branched chain alkyl, allyl or phenyl;
- and R.sub.2 is phenyl or phenyl substituted with F, Cl, C.sub.1-5 straight or branched chain alkyl, di-F, di-Cl or di-Br;
- and the pharmaceutically acceptable acid addition salts thereof, which comprises
- (a) reacting a 1-R.sub.2 -4-halo-butan-1-one of the formula ##STR7## with a substituted thiosemicarbazide of the formula ##STR8## wherein X is Cl or Br and R, R.sub.1 and R.sub.2 are as defined above;
- or (b) reacting a free amine produced by (a) with a pharmaceutically acceptable acid to produce the corresponding acid addition salt.
Dependencies are inferred from the claim text.