Pyrrolotriazolopyrimidine derivatives and process for the preparation
申请人:Sankyo Company Limited
公开号:US04007189A1
公开(公告)日:1977-02-08
Pyrrolotriazolopyrimidine derivatives having the formula ##STR1## wherein R.sup.1 represents hydrogen atom or an alkyl group having from 1 to 4 carbon atoms and R.sup.2 represents an alkyl group having from 1 to 4 carbon atoms, a cycloalkyl group having from 5 to 8 carbon atoms, a phenyl group optionally substituted with one or more halogen atoms or a phenylalkyl group having the formula ##STR2## IN WHICH R.sup.3 represents hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, R.sup.4 represents halogen atom, an alkyl group having from 1 to 4 carbon atoms or an alkoxy group having from 1 to 4 carbon atoms, m represents an integer from 0 to 2 and n represents an integer from 0 to 3, and pharmacologically acceptable salts thereof. The compounds are useful as vasodilating or hypotensive agents and may be prepared by reacting triazolopyrimidine derivatives having the formula ##STR3## wherein X.sup.1 and X.sup.2 may be the same or different and each represents a halogen atom and R.sup.1 has the same meaning as defined above with an amine having the formula R.sup.2 - NH.sub.2 wherein R.sup.2 has the same meaning as defined above.
amination of aldehydes and nucleophilic substitution of alkyl halides. According to a tentative mechanism, it proceeds via paraand ortho-pyridinone methides which readily react with nucleophiles. None of the synthesized dipharmacophore compounds showed activity against M. tuberculosis H37Rv strain. At the same time, three compounds demonstrated some antiviral activity against H3N2 (A/Aichi/2/68) influenza