Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Bacterium or component thereof or substance produced by said...
Patent
1981-01-09
1982-05-25
Fan, Jane T.
Drug, bio-affecting and body treating compositions
Antigen, epitope, or other immunospecific immunoeffector
Bacterium or component thereof or substance produced by said...
546271, A61K 3144, C07D40104, C07D40106
Patent
active
043316719
ABSTRACT:
2-R-5-(Py-Y)-1H-benzimidazole or pharmaceutically-acceptable acid-addition salt thereof, useful as a cardiotonic, is prepared by reacting 4-(Py-Y)-1,2-benzenediamine with a tri-(lower-alkyl)ortho-(lower-alkanoate) of the formula R--C(OR.sub.1).sub.3, where R is hydrogen or lower-alkyl, Y is a direct linkage or lower-alkylene having one or two carbon atoms, and Py is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, or with dimethylformamide dimethyl acetal or dimethylacetamide dimethyl acetal to produce said 2-R-5-(Py-Y)-1H-benzimidazole where R is methyl or ethyl respectively. The same compound where R is lower-alkyl is prepared in two steps by first reacting 4-(Py-Y)-1,2-benzenediamine with an alkanoylating agent providing alkanoyl of the formula ##STR1## to produce N.sub.2 --[R'--C(.dbd.O)]-4-(Py-Y)-1,2-benzenediamine and heating the latter compound to produce said 2-R'-5-(Py-Y)-1H-benzimidazole, where R' is lower-alkyl. Also shown is 1-hydroxy-2-R-6-(Py-Y)-1H-benzimidazole or pharmaceutically-acceptable acid-addition salt thereof, useful as a cardiotonic and prepared by reacting 3-nitro-N-(RCO)-4-(Py-Y)-benzeneamine with hydrogen under catalytic hydrogen conditions.
REFERENCES:
patent: 4026936 (1977-05-01), Lauer et al.
patent: 4188486 (1980-02-01), Tsukamoto et al.
Zubarovskii et al., Chem. Abst. 141468k, vol. 77, 1972, (Inst. Org. Khim. Kiev, USSR), Khim. Geterotsikl. Soedin 1972, (5), pp. 687-690.
Dol'nikov et al., Chem. Abst., vol. 76, 1972, 135663h.
Wolfgang et al., Chem. Abst., vol. 80, 1974, 95953b.
Lesher George V.
Singh Baldev
Bair Robert K.
Fan Jane T.
Sterling Drug Inc.
Wyatt B. Woodrow
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