Synthesis of rhoda.nine derivatives with potential antimetabolite activity

Abstract

The absorption spectra of 18 condensation products from 3-β-carboxyethylrhodanine and oxo compounds are investigated. Introduction of alkylidene groups into position 5 of the 3-β-carboxyethylrhodanine results in the second band maxima (at about 260 mμ) disappearing, and this is explained by the marked ability of these compounds to polarize and give polar structures. Loss of the conjugated bond gives rise to a considerable hypsochromic shift in the fourth band in comparison with 5-arylidene-3-α-carboxyethy lrhodanines.