Synthesis of substituted 1-hydroxy-2-naphthanilides as potential cestodicidal agents.

doi:10.1021/JM00209A020

Paper

Synthesis of substituted 1-hydroxy-2-naphthanilides as potential cestodicidal agents.

Published Nov 1, 1978 · S. K. Dubey, A. Singh, H. Singh

Journal of medicinal chemistry

Q1 SJR score

21

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0

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Abstract

A series of substituted 1-hydroxy-2-naphthanilides 4--14 has been synthesized by treating 1-hydroxy-2-naphthoic acids 2 with substituted anilines 3. The nitronaphthanilides, on reduction and subsequent treatment with thiophosgene, gave the corresponding substituted 2-naphthanilide isothiocyanates 30--33. Substitution of the chlorine of 8 by various cyclic amines gave 3'-nitro-4'-substituted 1-hydroxy-2-naphthanilides 15--21. Various 3-aryl-4-oxo-2,3-dihydro-1,3-naphthoxazine-2-thiones 34-43 and 3 aryl-2,4-dioxo-2,3-dihydro-1,3-naphthoxazines 44--51 have been prepared by reacting the corresonding naphthanilides with thiophosgene and ethyl chloroformate, respectively. All the compounds were tested for their cestodicidal activity against Hymenolepis nana infection in rats; 30 was found to be the most active compound of the series, showing 100% clearance of infection at a single oral dose of 7.5 mg/kg.

Non-RCT

Animal Study

Study Snapshot

Substituted 1-hydroxy-2-naphthanilides show potential as cestodicidal agents against Hymenolepis nana infection, with 30 showing 100% clearance at a single oral dose of 7.5 mg/kg.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis of substituted 1-hydroxy-2-naphthanilides as potential cestodicidal agents.

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