Sumitomo Chemical Company, Limited

Yasuo Motoike

Hisao Yamamoto

Shigeho Inaba

Keiichi Ono

Kikuo Sasajima

Ikutaro Saji

Noritaka Hanma

Renzo Sato

An optically active imidazolylpropanol compound of the formula: ##STR1## wherein n is an integer of 3 or 4, and its acid addition salts, which is useful as an antifungal agent, prepared by reacting an imidazolylthiol of the formula: ##STR2## with an alkylating agent of the formula:

Process for preparing optically active imidazolylpropanol compounds, and

Novel compounds of the formula: ##STR1## wherein R is a hydrogen or fluorine atom, W is an oxygen atom or an ethylenedioxy or ethylenedithio group and Z is a certain secondary amino group, which are useful as central nervous system depressants, can be prepared by the reaction of a compound of the formula: ##STR2## wherein X is a halogen atom and R and W are each as defined above with a secondary amine of the formula: H--Z wherein Z is as defined above, in case of W being ethylenedioxy or ethylenedithio, optionally followed by hydrolysis and can be reduced to give a compound of the formula: ##STR3## wherein R and Z are each as defined above, which are useful as antipsychotic and/or analgesic agents.

CNS depressant .gamma.-(secondary amino)-ortho-nitro-butyrophenones

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Minoo, Japan

Yasuo Motoike