N-1-Benzyl-3-pyrrolidinyl-4-dimethylamino benzamide derivatives

Details N-1-Benzyl-3-pyrrolidinyl-4-dimethylamino benzamide derivatives N-1-Benzyl-3-pyrrolidinyl-4-dimethylamino benzamide derivatives

1978-05-15

1980-04-08

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D20714

Patent

active

041972430

ABSTRACT:
##STR1## wherein R represents a hydrogen atom or a lower alkyl group; X represents a lower alkoxy group; Y represents a hydrogen atom, an amino group, or mono- or di-lower alkylamino group; Z represents a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, a sulfamoyl group, or a lower alkylsulfamoyl group; said Y and Z may combine to form --N.dbd.N--NH--; W represents a group shown by the formula ##STR2## (wherein A represents a phenyl group, a cyclohexyl group, a furyl group, or a pyridyl group; R.sub.1, R.sub.2, and R.sub.4, which may be the same or different, each represents a hydrogen atom, a lower alkyl group, or a phenyl group; R.sub.3 represents a lower alkyl group, a phenyl lower alkyl group, or a di-lower alkylamino lower alkyl group; R.sub.5, R.sub.6, and R.sub.7, which may be the same or different, each represents a hydrogen atom, a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, or a trifluoromethyl group; R.sub.8 represents a lower alkyl group; and n represents 1 or 2), a 1-ethyl-5-phenyl-2-pyrrolidinylmethyl group, a 1-ethyl-2-isoindolinylmethyl group, a 2-ethyl-1,2,3,4-tetrahydro-4-isoquinolyl group, a 2-(2-phenylpyrrolidino)ethyl group, a 2-(2-isoindolinyl)ethyl group, or a 2-(1,2,3,4-tetrahydro-2-isoquinolyl)ethyl group and the pharmaceutically acceptable nontoxic salts thereof.
The compounds of this invention are strong central nervous system depressants, in particular strong antipsychotics.

REFERENCES:
patent: 3577440 (1971-05-01), Lunsford et al.
patent: 3900481 (1975-08-01), Banitt et al.
patent: 3975402 (1976-08-01), Kuenzy
patent: 4158060 (1979-06-01), Kaplan et al.
Cale et al., Chem. Abstracts, 83:114,199r, (1973) p. 536.
Ibid. 85:104,205s (1976) p. 68.

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