CARCINOGENICITY OF N-NITROSAMINES RELATED TO N-BUTYL-N-(4-HYDROXYBUTYL)NITROSAMINE AND N,N-DIBUTYLNITROSAMINE IN ACI-N RATS

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  • 1 January 1976
    • journal article
    • research article
    • Vol. 67  (6) , 825-834
Abstract
Carcinogenic effect of 14 N-nitrosamines related to N-butyl-N-(4-hydroxybutyl)nitrosamine (BBN) and N,N-dibutylnitrosamine (DBN) was studied in ACI/N male rats by administration in drinking water. BBN homologs having methyl, ethyl or pentyl group selectively induced urinary bladder tumors, but a homolog with a tert-butyl group did not have any carcinogenic effect. N-Ethyl-N-(3-carboxypropyl)nitrosamine, the principal urinary metabolite of the ethyl homolog of BBN, induced bladder tumors selectively, providing additional evidence that N-alkyl-N-(3-carboxypropyl)nitrosamines are responsible for the selective induction of bladder tumors by BBN homologs. N-Butyl-N-(carboxymethyl)nitrosamine and BBN analogs having 3-hydroxypropyl chain together with ethyl or butyl group were noncarcinogenic. N-Propyl-N-butylnitrosamine and DBN induced hepatomas, but simultaneous development of esophageal tumors was observed only with the former. N-Butyl-N-(3-hydroxybutyl)nitrosamine, 1 of the principal metabolites of DBN, did not induce any tumors, but its further transformation product, N-butyl-N-(3-oxobutyl)nitrosamine as well as N-butyl-N-(2-oxobutyl)nitrosamine, another metabolic intermediate of DBN, induced hepatomas. Possible correlation of structure and metabolism with organotropic carcinogenesis by N,N-dialkylnitrosamines is discussed, with special reference to selective induction of urinary bladder tumors.

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