16044-79-4

Usage

InChI:InChI=1/C7H7N5O2/c1-11-5-4(10-9-3-8-5)6(13)12(2)7(11)14/h3H,1-2H3

Upstream product

• 58-55-9 theophylline 
• 81281-58-5 7-amino-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 

Downstream Products

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 59797-01-2 1,3-dimethyl-5-phenyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-2,4-dione 
• 24410-21-7 1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 
• 68978-66-5 1,3-dimethyl-6-(diethylaminomethyleneamino)-pyrimidine-2,4-dione 
• 59797-09-0 1,3,5-trimethyl-pyrido<2,3-d>pyrimidine-2,4(1H,2H)-dione 
• 5445-11-4 3-amino-5,7-dimethylpyrimido[4,5-e][1,2,4]triazine-6,8-dione 

Relevant academic research and scientific papers

PURINES, PYRIMIDINES, AND CONDENSED SYSTEMS BASED ON THEM. 6. REACTIVITY OF 7- AND 9-AMINOXANTHINES TOWARD OXIDIZING AGENTS AND SOME ELECTROPHILES. SYNTHESIS OF THE ANTIBIOTICS FERVENULIN AND RHEUMYCIN

The action of various oxidizing agents on 7- and 9-aminotheophyllines and also on 1-methyl-9-aminoxanthine was studied. 7-Aminotheophyllines are oxidized by almost all the oxidizing agents to 6,8-dimethylpyrimido-as-triazine-5,7(6H,8H)-dione (40-90 percent). 1-Methyl-9-aminoxanthine and 9-aminotheophylline are oxidized with greater difficulty.The best results are obtained with hydrogen peroxide, which transforms these amines with yields of ca. 40 percent into the antibiotics rheumycin and fervenulin, respectively.Under certain conditions the action of bromine and nitric acid leads to the bromination and nitration of the N-aminoxanthines at position 8.A series of the physicochemical characteristics of the N-aminoxanthines were investigated.The factors which affect their behavior toward oxidizing agents and electrophiles are discussed.

DIFFERENT MODES OF ALKALINE HYDROLYSIS OF FERVENULIN AND ISOFERVENULIN

Unlike rheumycin and fervenulin, isofervenulin and 3-methylisofervenulin are hydrolyzed by aqueous alkalies at the N(5)-C(6) bond.On acidification of the reaction mixture, the N-carboxy-N-methylcarbamoyltriazines formed are reconverted into the starting isofervenulins, and on basification (pH > 10) into methylaminotriazinecarboxamides.A by-product of the alkaline hydrolysis of isofervenulin is a product of the contraction of the uracil ring, namely imidazotriazinone-7a-carboxylic acid.