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Title: Structure-activity relations between alkyl nucleophilic chemicals causing duodenal ulcer and adrenocortical necrosis

Abstract

Structure-activity relationships were qualitatively and quantitatively examined for 56 chemicals (e.g., derivatives of propionitrile, acrylonitrile and cysteamine) which caused duodenal ulcer and/or adrenocortical necrosis in rats. For the first time the duodenal ulcerogenic property of numerous chemicals has been studied in a rational and predictive manner. Ulcerogenic activity was most intense in the carbonitriles attached to two or three carbon backbones and diminished by shortening, lengthening, branching, unsaturating, halogenating or hydroxylating the carbon chains. Different modes of action are implied. Adrenocorticolytic potency was associated with unsaturation of the carbon chain and substitution of the nitrile by thiol or amine radicals. An action of these chemicals on the central nervous system has been suggested.

Authors:
; ;
Publication Date:
Research Org.:
Department of Pathology, Peter Bent Brigham Hospital, Boston, Massachusetts
OSTI Identifier:
6578638
Resource Type:
Journal Article
Resource Relation:
Journal Name: J. Pharmacol. Exp. Ther.; (United States); Journal Volume: 223:1
Country of Publication:
United States
Language:
English
Subject:
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; ACRYLONITRILE; BIOLOGICAL EFFECTS; MEA; PROPIOLONITRILE; ADRENAL GLANDS; AMINES; NECROSIS; RADICALS; RATS; SMALL INTESTINE; THIOLS; ULCERS; ANIMALS; BODY; DIGESTIVE SYSTEM; DRUGS; ENDOCRINE GLANDS; GASTROINTESTINAL TRACT; GLANDS; INTESTINES; MAMMALS; NITRILES; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC SULFUR COMPOUNDS; ORGANS; PATHOLOGICAL CHANGES; RADIOPROTECTIVE SUBSTANCES; RODENTS; VERTEBRATES 560305* -- Chemicals Metabolism & Toxicology-- Vertebrates-- (-1987)

Citation Formats

Szabo, S., Reynolds, E.S., and Unger, S.H. Structure-activity relations between alkyl nucleophilic chemicals causing duodenal ulcer and adrenocortical necrosis. United States: N. p., 1982. Web.
Szabo, S., Reynolds, E.S., & Unger, S.H. Structure-activity relations between alkyl nucleophilic chemicals causing duodenal ulcer and adrenocortical necrosis. United States.
Szabo, S., Reynolds, E.S., and Unger, S.H. 1982. "Structure-activity relations between alkyl nucleophilic chemicals causing duodenal ulcer and adrenocortical necrosis". United States. doi:.
@article{osti_6578638,
title = {Structure-activity relations between alkyl nucleophilic chemicals causing duodenal ulcer and adrenocortical necrosis},
author = {Szabo, S. and Reynolds, E.S. and Unger, S.H.},
abstractNote = {Structure-activity relationships were qualitatively and quantitatively examined for 56 chemicals (e.g., derivatives of propionitrile, acrylonitrile and cysteamine) which caused duodenal ulcer and/or adrenocortical necrosis in rats. For the first time the duodenal ulcerogenic property of numerous chemicals has been studied in a rational and predictive manner. Ulcerogenic activity was most intense in the carbonitriles attached to two or three carbon backbones and diminished by shortening, lengthening, branching, unsaturating, halogenating or hydroxylating the carbon chains. Different modes of action are implied. Adrenocorticolytic potency was associated with unsaturation of the carbon chain and substitution of the nitrile by thiol or amine radicals. An action of these chemicals on the central nervous system has been suggested.},
doi = {},
journal = {J. Pharmacol. Exp. Ther.; (United States)},
number = ,
volume = 223:1,
place = {United States},
year = 1982,
month =
}
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