Document Detail

Nitrosation of N-methyltyramine and N-methyl-3-aminomethylindole, two barley malt alkaloids.
MedLine Citation:
PMID:  7141562     Owner:  NLM     Status:  MEDLINE    
The secondary amine barley malt alkaloids N-methyltyramine and N-methyl-3-aminomethylindole were synthesized, nitrosated in dilute acetic acid and the products characterized by mass spectrometry and NMR spectroscopy. The nitrosation products of N-methyltyramine were p-hydroxy-m-nitro-N-nitroso-N-methyl-2-phenylethylamine and p-hydroxy-N-nitroso-N-methyl-2-phenylethylamine. Upon nitrosation, N-methyl-3-aminomethylindole formed N-nitroso-N-methyl-3-aminomethylindole and the dinitrosated product N1-nitroso-N-nitroso-N-methyl-3-aminomethylindole.
M M Mangino; L M Libbey; R A Scanlan
Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  IARC scientific publications     Volume:  -     ISSN:  0300-5038     ISO Abbreviation:  IARC Sci. Publ.     Publication Date:  1982  
Date Detail:
Created Date:  1983-01-19     Completed Date:  1983-01-19     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8009542     Medline TA:  IARC Sci Publ     Country:  FRANCE    
Other Details:
Languages:  eng     Pagination:  57-69     Citation Subset:  IM    
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MeSH Terms
Cereals / analysis*
Hordeum / analysis*
Indoles* / chemical synthesis
Magnetic Resonance Spectroscopy
Mass Spectrometry
Nitrosamines / chemical synthesis
Tyramine / analogs & derivatives*,  chemical synthesis
Grant Support
Reg. No./Substance:
0/Alkaloids; 0/Indoles; 0/Nitrosamines; 36284-95-4/N-methyl-3-aminomethylindole; 370-98-9/methyl-4-tyramine; 51-67-2/Tyramine; 84605-04-9/N-nitroso-N-methyltyramine; 84605-05-0/N-nitroso-N-methyl-3-aminomethylindole; 84605-06-1/N'-nitroso-N-nitroso-N-methyl-3-aminomethylindole

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