3-substituted indoles and precursors therefor

C - Chemistry – Metallurgy – 07 – D

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C07D 209/30 (2006.01) C07D 207/22 (2006.01) C07D 207/24 (2006.01)

Patent

CA 1065874

ABSTRACT OF THE DISCLOSURE Substituted thioindoles and their sulfoxide and sulfone derivatives, useful as cardiac rate lowering agents and for other pharmacological properties, and precursors therefor. These compounds may be represented by the formulae: Image (I) and Image (I1) wherein: X and X1 are each members selected from the group consisting of hydrogen, loweralkyl, loweralkoxy, halo, loweralkylamino and acylamino; provided that X and X1 are not both acylamino; R1 is a member selected from the group consisting of hydrogen, loweralkyl, cycloalkyl, phenyl, phenylalkyl, lower alkoxyalkyl, alkenyl, alkynyl and cycloalkyl, R2 is a member selected from the group consisting of hydrogen, loweralkyl, phenyl, biphenyl, naphthyl, and phenyl- alkyl, Z is a member selected from the group consisting of from sulfinyl, and sulfonyl; n is the integer 1, 2 or 3; R3 is a member selected from the group consisting of hydrogen and loweralkyl; R4 is a member selected from the group consisting of hydrogen, loweralkyl, phenyl, phenalkyl, cycloalkyl, hydroxyalkyl, and alkenyl: A and B taken individually are each loweralkyl: A and B taken together is a member selected from the group consisting of -CH2CH(R5)CH2-, -CH2,CH2CH(R5)-, -N(R6)CH(R5)(CH2)m-, -(CH2)4-, and -(CH2)5-, said R5 being a member selected from the group consisting of hydrogen, loweralkyl, and phenyl, said R6 being a member selected from the group consisiting of hydrogen and loweralkyl, and said m being 1 or 2, provided that when m is 2, R5 is H.

242669

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