4-Hydroxy-.alpha.-[(3,4-methylenedioxyphenyl)isopropylaminoethyl

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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424282, C07D31744

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active

039667707

ABSTRACT:
4-Hydroxy-.alpha.-[(3,4-methylenedioxyphenyl)isopropylaminomethyl]-3-(methy lsulfonylmethyl)benzyl alcohol having .beta.-adrenergic stimulant activity, particularly as a selective bronchodilator, is prepared from 4-hydroxyacetophenone by conversion to 3-methylsulfonylmethylacetophenone, bromination and conversion of this phenone to the phenylglyoxal and treatment of the resulting glyoxal derivative with 3,4-methylenedioxyphenylisopropylamine followed by simultaneous reduction of the imine and ketone moieties and catalytic hydrogenation to remove the benzyl group.

REFERENCES:
patent: 3341584 (1967-09-01), Larsen et al.
patent: 3711545 (1973-01-01), Kaiser et al.
Collin et al., Journ. Med. Chem., vol. 13, No. 4, 1970, pp. 674-680.

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