PMID: 6539274Apr 1, 1984Paper

Susceptibilities of drugs to nitrosation under standardized chemical conditions

Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association
P N GillattP I Reed

Abstract

Of 22 drugs with either a N,N-dimethylamino, N,N-diethylamino or N-morpholino group in the molecule, eight were converted to volatile N-nitrosamines by nitrosative cleavage in reactions of nitrite and drug in a molar ratio of 4:1 at pH 3. Under standardized conditions yields were greatest with aminopyrine and minocycline which contains two N,N-dimethylamino groups in the molecule. Oxytetracycline, chlortetracycline, tetracycline, promethazine, chlorpromazine, imipramine and disulfiram gave much lower yields and amitriptyline, clomiphene, clomipramine, dextropropoxyphene, diphenhydramine, disopyramide, erythromycin, mepyramine, methapyrilene, penicillin G procaine salt, procaine, tamoxifen, trimeprazine and tripelennamine yielded no detectable levels of volatile N-nitrosamines. Nitrosation products of 57 drugs were also examined by a group selective procedure estimating both volatile and non-volatile N-nitroso compounds. Virtually all of the yield obtained from aminopyrine or minocycline could be accounted for by N-nitrosodimethylamine (NDMA). However, compounds yielding excess N-nitrosamines compared to NDMA were obtained from the other three tetracyclines, presumably as a result of the cleavage of a methyl group from the N,N-d...Continue Reading

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Citations

Sep 1, 1985·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·P N GillattP I Reed
Jan 1, 1993·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·P MendeB Spiegelhalder
Jan 1, 1995·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·S E AtawodiR Preussmann
Jul 1, 1987·Baillière's Clinical Gastroenterology·A D Webster
Dec 13, 2006·Mutation Research·Giovanni Brambilla, Antonietta Martelli
May 30, 2013·Birth Defects Research. Part A, Clinical and Molecular Teratology·Mayura U ShindeUNKNOWN National Birth Defects Prevention Study
Aug 21, 2012·Birth Defects Research. Part A, Clinical and Molecular Teratology·Jean D BrenderUNKNOWN National Birth Defects Prevention Study
Apr 8, 2011·Birth Defects Research. Part A, Clinical and Molecular Teratology·Jean D BrenderUNKNOWN National Birth Defects Prevention Study
Apr 1, 1985·Journal of the Royal Society of Health·D V Parke
Apr 21, 2004·Epidemiology·Jean D BrenderKatherine A Hendricks
Mar 12, 2021·Journal of Pharmaceutical Sciences·David P ElderDavid J Snodin
Apr 15, 2021·Expert Opinion on Drug Safety·Nasr Eldin Hussein NasrAliaa Nabil ElMeshad

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