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Chemistry of the phenoxathiins V. Correlation of the crystal and molecular structure with pharmacologic activity associated with 7‐ and 8‐chloro‐l‐azaphenoxathiin

1978; Wiley; Volume: 15; Issue: 5 Linguagem: Inglês

10.1002/jhet.5570150504

1943-5193

Gary E. Martin, J. C. TURLEY, James D. Korp, Ivan Bernal,

Synthesis and Reactivity of Heterocycles

Abstract The crystal and molecular structure of the 7‐ and 8‐chloro analogs of the 1‐azaphenoxathiin system are described. In contrast to previous compounds possessing antipsychotic type activity, the title compounds are both nearly planar, and demonstrate significant substituent location sensitivity, with the 7‐chloro analog exhibiting significant biologic activity while the 8‐chloro isomer is nearly devoid of activity. The relationship of these compounds to the isosterically related phenothiazines in terms of design and molecular geometry considerations is also described.