SYNTHESES OF POTENT MUTAGENS IN TRYPTOPHAN PYROLYSATES
- 5 September 1977
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 6 (9) , 1061-1064
- https://doi.org/10.1246/cl.1977.1061
Abstract
The mutagenic γ-carbolines, 3-amino-1-methyl-5H-pyrido[4,3-b]indole (IV) and 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (XIII) have been synthesized by condensation of 3-acetylindole-2-acetonitrile (III) with ammonia and by thermal decomposition of 2-amino-3,6-dimethyl-4-(1-benzotriazolyl)pyridine (XII), respectively. Synthesis of IV has been achieved by an alternative route involving acid catalyzed cyclization of α-acetamido-β-(2-indole)propionic acid (V), followed by dehydrogenation and Curtius rearrangement.Keywords
This publication has 8 references indexed in Scilit:
- Mutagenicities of smoke condensates and the charred surface of fish and meatCancer Letters, 1977
- Mutagenicity of flavone derivatives.Proceedings of the Japan Academy, Series B, 1977
- Detection of carcinogens as mutagens in the Salmonella/microsome test: assay of 300 chemicals.Proceedings of the National Academy of Sciences, 1975
- Amino Acids and Peptides. XII. Phosphorus in Organic Synthesis. VIII. Reaction of Malonic Acid Half Esters with Diphenyl PhosphorazidateCHEMICAL & PHARMACEUTICAL BULLETIN, 1974
- Studies of the Reissert-Kaufmann-type Reaction of 4-Nitropyridine N-Oxide and Its HomologuesBulletin of the Chemical Society of Japan, 1970
- Notes- Novel Synthesis of Heterocyclic KetonesThe Journal of Organic Chemistry, 1960
- Über 6‐IsotryptaminopurinHelvetica Chimica Acta, 1957
- CCLXXXVII.—5-Carboline and some derivativesJournal of the Chemical Society, Transactions, 1924