• T B Panse

      Articles written in Proceedings – Section A

    • A study of ‘Carpasemine’ isolated fromCarica papaya seeds

      T B Panse A S Paranjpe

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      From the seeds ofCarica pappya a substance, m.p. 165° (C8H10N2S) has been isolated for the first time and named ‘Carpasemine’ to indicate its source. The chemical properties of ‘Carpasemine’ together with its degradation products have been studied and some new derivatives have been prepared from it. ‘Carpasemine’ has been identified to be benzylthiourea or benzylthiocarbamide by mixed melting point with the synthetically prepared benzylthiourea. The identity has also been confirmed through the mixed melting point of their derivatives.

    • 3∶3′-Dihydroxyazobenzene-4∶4′-dicarboxylic acid and 4-aminosalicylic acid

      D S Bhate T B Panse K Venkataraman

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      Starting from 4-nitro-o-toluidine, a commercially available dyestuff intermediate, 4-aminosalicylic acid has been prepared in an overall yield of 60 per cent. New derivatives of the acid are described. 3∶3′-Dihydroxyazobenzene-4∶4′-dicarboxylic acid has been obtained from 4-nitrosalicylic acid, an intermediate in the synthesis of 4-aminosalicylic acid. This azo salicylic acid and its O-acetyl derivative are of interest on account of theirin vivo reducibility to 4-aminosalicylic acid and 4-aminoaspirin.

    • Citrinin—Part I

      T S Gore T B Panse K Venkataraman

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      The constitution (I) proposed in 1931 by Coyne, Raistrick and Robinson for citrinin, an antibiotic produced byPenicillium citrinum, and the structures assigned to the product (A) of the sulphuric acid hydrolysis of citrinin and the dialkylresorcinol (C) obtained by alkali fusion of (A), have been shown to be untenable in view of their behaviour towards diazonium salts. The dialkylresorcinol (C) is 4-methyl-5-ethylresorcinol, and not 4-methyl-2-ethylresorcinol. From the orientation of the alkyl groups in (C) and the experimental results of Hetherington and Raistrick it follows that Product (A) is 4-methyl-5-(1-methyl-2-hydroxy)-propylresorcinol (IX), as suggested by Cram. Two alternative structures (X and XXV), which are both derived from an isochromane system and which differe from each other only in the position of the carboxyl group, are discussed; the action of diazonium salts on citrinin and on Product (A) is better explained by (XXV).

      In the chromatographic adsorption ofmono- andbis-benzeneazoresorcinols on an alumina column, 4-benzeneazoresorcinol is more strongly adsorbed than 2∶4− or 4∶6-bisbenzeneazoresorcinol, while Ruggli and Jensen have observed that the adsorbability of the azo dyes studied by them increased with the number of azo groups. 2-Benzeneazo-4-methylresorcinol is more weakly adsorbed than 6-benzeneazo-4-methylresorcinol. These effects are ascribed to chelation between the azo and hydroxyl groups.

    • Erratum to: Citrinin — Part I

      T S Gore T B Panse Manhas K Venkataraman

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    • Antitubercular compounds - Part II. 3∶5-diiodo-4-aminosalicylic acid, 4-amino-O-acetylsalicylic acid and other derivatives of 4-aminosalicylic acid

      D S Bhate T B Panse K Venkataraman

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      3∶5-Diiodosalicylic acid, 4-amino-O-acetylsalicylic acid (aminoaspirin), and a series of ethers of 4-aminosalicylic acid have been prepared.

      The behaviour of 4-aminosalicylic acid towards diazonium salts has been investigated.

    • Pyrimidines as possible oncolytic agents - Part I. 2-amino-4-hydroxy-5-(β-hydroxyethyl)-6-alkyl-pyrimidines and 6-alkyl-5-(β-hydroxyethyl)-2-thiouracils

      M V Wagle T B Panse

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      Two series of 5-(β-hydroxyethyl)-6-alkyl pyrimidines have been synthesised and thirty new compounds reported. Two of the pyrimidines have been found to possess significant tumour inhibitory activity against a solid rat tumour. No relationship between the length of alkyl chain at position ‘6’ in the compounds and their tumour inhibitory activity was observed.

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