Alpha-halomethyl derivatives of amines

Details Alpha-halomethyl derivatives of amines Alpha-halomethyl derivatives of amines

1977-09-06

1979-01-16

Douglas, Winston A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260558A, 260558S, 260559T, 260559A, 260561R, 260561A, 260561S, 260564A, 2605705S, 260583EE, 260583G, 536 26, 560 29, 560 30, 560148, 560158, 560159, 560161, 424244, 424300, 424316, 424320, 424325, 424330, C07C 8722, C07C 6902, C07C10310, C01B 2526

Patent

active

041349180

ABSTRACT:
Novel halomethyl derivatives of amines of the following general structure: ##STR1## WHEREIN Y is FCH.sub.2 --, F.sub.2 CH-- or F.sub.3 C--; Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or ##STR2## WHEREIN N IS 2 OR 3 AND R.sub.1 is hydrogen or lower alkyl of from 1 to 4 carbon atoms with the proviso that when R.sub.1 is other than hydrogen, n is 2; and each of R.sub.a and R.sub.b is hydrogen, alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR3## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; with the provisos that when Z is .beta.-benzylthioethyl or S-(5'-desoxyadenosin-5'-yl)-S-methylthioethyl, R.sub.b is hydrogen, when Z is .beta.-methylthioethyl, Y is other than F.sub.3 C--, and when Z is ##STR4## EACH OF R.sub.a and R.sub.b can be the same or different; and pharmaceutically acceptable salts and individual optical isomers thereof.

REFERENCES:
patent: 2515246 (1950-07-01), McBee et al.
patent: 2769839 (1956-11-01), Fincke
Sidgwick, "The Organic Chemistry of Nitrogen", Third Edition, p. 100 (1966).
Patai, "The Chemistry of the Amino Group", pp. 670-672 (1968).
Westland et al, "Index Chemicus", 30, 100145 (1968).
Maynard, "Chem. Ab.", vol. 57, Ab. No. 4520 d (1962).

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