875-31-0

Basic information

• Product Name: 6H-Purin-6-one, 1,9-dihydro-9-methyl- (9CI)
• Synonyms: 6H-Purin-6-one, 1,9-dihydro-9-methyl- (9CI);9-Methylhypoxanthine;9-methyl-3H-purin-6-one;9-Methylinosine;1,9-Dihydro-9-methyl-6H-purin-6-one;9-Methyl-9H-purin-6-ol;9-Methyl-3H-purin-6(9H)-one
• CAS NO: 875-31-0
• Molecular Formula: C₆H₆N₄O
• Molecular Weight: 150.13804
• Product Categories: PYRIMIDINE
• Mol File: 875-31-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 271.66°C (rough estimate)
• Flash Point: 224.3°C
• Appearance: /
• Density: 1.3471 (rough estimate)
• Vapor Pressure: 3.41E-08mmHg at 25°C
• Refractive Index: 1.6700 (estimate)
• CAS DataBase Reference: 6H-Purin-6-one, 1,9-dihydro-9-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6H-Purin-6-one, 1,9-dihydro-9-methyl- (9CI)(875-31-0)
• EPA Substance Registry System: 6H-Purin-6-one, 1,9-dihydro-9-methyl- (9CI)(875-31-0)

Safety Data

• Hazardous Substances Data: 875-31-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H6N4O/c1-10-3-9-4-5(10)7-2-8-6(4)11/h2-3H,1H3,(H,7,8,11)

Upstream product

• 64-18-6 formic acid 
• 52602-68-3 6-chloro-N⁴-methylpyrimidine-4,5-diamine 
• 700-00-5 3-methyladenine 
• 31037-02-2 ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate 
• 77287-34-4 formamide 
• 2346-74-9 6-chloro-9-methyl-9H-purine 
• 118974-80-4 6-<(4-methoxybenzyl)(2-oxo-2-phenylethyl)amino>-5-nitro-4(3H)-pyrimidinone 
• 118974-82-6 9-(4-methoxybenzyl)hypoxanthine 7-N-oxide 
• 118974-81-5 hypoxanthine 7-N-oxide 
• 50-44-2 6-mercaptopurine 
• 5441-78-1 1-(7H-purin-6-ylthio)propan-2-one 
• 276873-25-7 5-(9H-purin-6-ylsulfanyl)-1-p-tolyl-pentan-1-one 
• 5454-50-2 2-(7H-purin-6-ylthio)-1-phenylethanone 
• 276873-36-0 9-methyl-6-(ω-p-methylbenzoylbutylthio)purine 

Downstream Products

• 1006-20-8 9-methyl-1,9-dihydro-6H-purine-6-thione 
• 187339-49-7 trans-[Pt(NH₃)(cyclohexylamine)(9-methylhypoxanthine-N₇)Cl]⁽¹⁺⁾ 
• 187339-48-6 trans-[Pt(NH₃)(cyclohexylamine)(9-methylhypoxanthine-N₇)(H₂O)]⁽²⁺⁾ 
• 187143-57-3 trans-[Pt(NH₃)(cyclohexylamine)(9-methylhypoxanthine-N₇)2]⁽²⁺⁾ 
• 1202167-42-7 [Pd(2-(dimethylaminomethyl)phenyl-C,N)(9-methylhypoxanthine)(PPh₃)](perchlorate) 
• 1202167-44-9 [Pt(2-(dimethylaminomethyl)phenyl-C,N)(9-methylhypoxanthine)(PPh₃)](perchlorate) 
• 1202167-50-7 [Pt(2-(dimethylaminomethyl)phenyl-C,N)(9-methylhypoxanthine(-H))(PPh₃)] 
• 1127-75-9 9-methyl-6-methylthiopurine 

Relevant articles and documents

Synthesis and antimicrobial activities of N6-hydroxyagelasine analogs and revision of the structure of ageloximes

(+)-N6-Hydroxyagelasine D, the enantiomer of the proposed structure of (?)-ageloxime D, as well as N6-hydroxyagelasine analogs were synthesized by selective N-7 alkylation of N6-[tert-butyl(dimethyl)silyloxy]-9-methyl-9H-purin-6-amine in order to install the terpenoid side chain, followed by fluoride mediated removal of the TBDMS-protecting group. N6-Hydroxyagelasine D and the analog carrying a geranylgeranyl side chain displayed profound antimicrobial activities against several pathogenic bacteria and protozoa and inhibited bacterial biofilm formation. However these compounds were also toxic towards mammalian fibroblast cells (MRC-5). The spectral data of N6-hydroxyagelasine D did not match those reported for ageloxime D before. Hence, a revised structure of ageloxime D was proposed. Basic hydrolysis of agelasine D gave (+)-N-[4-amino-6-(methylamino)pyrimidin-5-yl]-N-copalylformamide, a compound with spectral data in full agreement with those reported for (?)-ageloxime D.

Synthesis and some properties of 6-(ω-aroylbutylthio)purines

A series of 6-(ω-aroylthio)purines, which have not been described in the literature, has been obtained by the reaction of 6-purinethione with ω-chlorovalerophenone and its substituted derivatives. Some properties of the compounds synthesized have been studied, viz. reaction at the carbonyl group, methylation, and hydrolysis. 1999 KluwerAcademic/Plenum Publishers.

SYNTHESIS AND SOME PROPERTIES OF 6-β-OXOALKYL(ARALKYL, HETARALKYL, CYCLOALKYL)THIOPURINES

The reaction of 6-purinethione with α-haloketones has given a series of new 6-β-oxoalkyl(aralkyl, hetaralkyl, cycloalkyl)thiopurines.Their alkylation in position 9 and acid hydrolysis to hypoxanthine and its 9-alkyl derivatives has been studied.The hydrolysis of the acetals of 6-formylmethylthiopurine and the oxidation of 6-(2,3-dihydroxypropyl)thiopurine leads to 6-formylmethylthiopurine, which shows a ring-chain tautomerism and exists in the form of 7-hydroxy-7,8-dihydrothiazolopurine.