Synthesis and reactivity of 6-substituted 1,3-dimethyl-7-hydroxylumazines and 7-substituted 1,3-dimethyl-(5H)-lumazin-6-ones

Pteridines

Volumn 16, Issue 4, 2005, Pages 184-189

  Arendt, Reinhardt ^a   Pfleiderer, Wolfgang ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

Boon synthesis; Condensation reactions; Lumazine N oxides; Lumazines

Indexed keywords

1,3 DIMETHYL 5H LUMAZIN 6 ONE; 7 HYDROXY 1,3 DIMETHYLLUMAZINE; HYDROXAMIC ACID DERIVATIVE; LUMAZINE; PTERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CHEMICAL STRUCTURE; PKA; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 31444454213     PISSN: 09334807     EISSN: 21954720     Source Type: Journal    
DOI: None     Document Type: Article

References (14)

1. Döring T, Boruah R, Pfleiderer W. Synthesis of 7-Acyl-2,4- disubstituted Pteridines by Radical Nucleophilic Substitution and Displacement Reactions. Pteridines 2004; 15: 129-148.
2. Pfleiderer W. Neuere Entwicklungen in der Pteridine-Chemie. Angew. Chem. 1963; 75: 993-1011.
3. Pfleiderer, W. Pteridines. Comprehensive Heterocyclic Chemistry, Eds. Katritzky AR, Rees CW. Pergamon Press, Oxford, 1984, Vol. 3, Part 2B, 263-327.
4. Pfleiderer W. Bicyclic 6-6 Systems: Pteridines. Comprehensive Heterocyclic Chemistry II. Eds. Katritzky AR, Rees CW, Scriven EFV. Elsevier Science Ltd., Oxford, 1996, 679-736.
5. Pfleiderer W. Über 2,4,6-Trioxohexahydropteridine und die homologen 7-Methyl-Derivate. Chem. Ber. 1957; 90: 2604-2616.
6. Pfleiderer W. Über 7-Hydroxy- und 7-Hydroxy-6-methyl-2,4- dioxotetrahydropteridine. Chem. Ber. 1957; 90: 2588-2603.
7. Boon WR, Jones WGM. The Synthesis of Some α-(5-N-4-pyrimidylamino)- ketones and Their Conversion into 7,8-Dihydropteridines and Pteridines. J. Chem. Soc. 1951; 591-596.
8. Hutzenlaub W, Yamamoto H, Barlin GB, Pfleiderer W. Synthese von 7-Amino-, 7-Hydroxy-und 7-Methoxylumazin-5-oxiden und eine neue Pteridin - Purin-Umwandlung. Chem. Ber. 1973; 106: 3203-3215.
9. Albert A, Serjeant EP. The Determination of Ionization Constants. Chapman and Hall, Ltd., London, 1962, 44-60.
10. Pfleiderer W, Hutzenlaub W. Synthesen und Eigenschaften von Lumazin-N-oxiden, Chem. Ber. 1973; 106: 3149-3174.
11. Fischer R, Wieland T. Verbesserung der α-Oxosäure-Synthese von Bouveault-Locquin. Chem. Ber. 1960; 93: 1387-1389.
12. Nelson TD, LeBlond CR, Frantz DE, Matty L, Mitten JV, Weaver DG, Moore JC, Kim JM, Boy R, Kim PY, Gbewonyo K, Brower M, Sturr M, McLaughlin K, McMasters DR, Kress MH, McNamara JM, Dolling UH. Stereoselective Synthesis of a Potent Thrombin Inhibitor by a Novel P2-P3 Lacton Ring Opening. J. Org. Chem. 2004; 69: 3620-3627.
13. Schaefer JP, Corey EJ. New Synthesis of α-Keto Esters. J. Org. Chem. 1959; 24: 1825.
14. Bühler E, Pfleiderer W. Synthese und Reaktionen von 4-Chlor-5-nitro-pyrimidinen. Chem. Ber. 1966; 99: 2997-3007.