115377-62-3

Basic information

• Product Name: 1-benzyl-4-amino-1H-imidazole-5-carboxamide
• Synonyms: 1-benzyl-4-amino-1H-imidazole-5-carboxamide
• CAS NO: 115377-62-3
• Molecular Weight: 216.242
• Mol File: 115377-62-3.mol

Chemical Properties

• CAS DataBase Reference: 1-benzyl-4-amino-1H-imidazole-5-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-4-amino-1H-imidazole-5-carboxamide(115377-62-3)
• EPA Substance Registry System: 1-benzyl-4-amino-1H-imidazole-5-carboxamide(115377-62-3)

Safety Data

• Hazardous Substances Data: 115377-62-3(Hazardous Substances Data)

Downstream Products

• 219933-56-9 7-benzyl-2-methylhypoxanthine 
• 219933-57-0 7-benzyl-2-cyclopentylmethylhypoxanthine 
• 219934-17-5 7-benzyl-2-(3-trifluoromethylphenyl)hypoxanthine 
• 219934-77-7 7-benzyl-2-(4-pyridyl)hypoxanthine 
• 219934-55-1 7-benzyl-2-(2-thienyl)hypoxanthine 
• 219934-29-9 7-benzyl-2-(3-methylphenyl)hypoxanthine 
• 219933-83-2 7-benzyl-2-(3-ethoxyphenyl)hypoxanthine 
• 219933-80-9 7-benzyl-2-methoxymethylhypoxanthine 
• 219933-72-9 7-benzyl-2-pentylhypoxanthine 
• 219933-71-8 7-benzyl-2-butylhypoxanthine 
• 219933-69-4 7-benzyl-2-(2,4-dichlorophenyl)hypoxanthine 
• 219933-66-1 7-benzyl-2-(4-chlorophenyl)hypoxanthine 
• 219933-64-9 7-benzyl-2-cyclopentylhypoxanthine 
• 219933-58-1 7-benzyl-2-cyclohexylhypoxanthine 

Relevant articles and documents

Purine derivatives and medicinal use thereof

A novel purine derivative exhibiting an effect to control inflammatory symptoms characteristic to nephritis and a medicine comprising this compound as an effective ingredient are provided. The compound is represented by the following general formula (I), wherein R1 is a hydrocarbon group having 17 or less carbon atoms and R2 is a hydrocarbon group having 16 or less carbon atoms, wherein one or more CH2 g roups in the hydrocarbon group which 7013 do not directly bind with the carbon atom at 2 or 7 position of the purine ring replaced are by carbonyl groups, sulfonyl groups, O, or S and/or one or more CH groups in the hydrocarbon group which do not directly bind with the carbon atom at 2 or 7 position of the purine ring are replaced by N, C-halogen, or C—C≡N, or a pharmaceutically acceptable salt thereof.

Purines. XXX. Ring Fission of 3,7-Dialkyladenines by Alkaline Hydrolysis

On treatment with boiling 1 N aqueous NaOH for 2 h, 3,7-dialkyladenine salts (7: R1, R2= Me, Et, or PhCH2; X= Br, I, or ClO4) gave 1-alkyl-4-(N-alkylamino)-1H-imidazole-5-carboxamides (8), 1-alkyl-4-amino-1H-imidazole-5-carboxamides (11), and N6,7-dialkyladenines (14) in 33-59 percent, 2-10 percent, and 2-5 percent yields, respectively.Under slightly milder reaction conditions, 3,7-dimethyladenine hydriodide (7a: X= I) afforded 1-methyl-4-(N-methylamino)-1H-imidazole-5-carboxamide (8a) together with 3,7-dimethylhypoxanthine (2a) as a by-product; 7-benzyl-3-methyladenine hydrobromide (7c: X= Br) furnished a small amount of 1-benzyl-4-(N-methylamino)-1H-imidazole-5-carboxamidine (5c) besides 1-benzyl-4-(N-methylamino)-1H-imidazole-5-carboxamide (8c), 1-benzyl-4-amino-1H-imidazole-5-carboxamide (11c), and 7-benzyl-N6-methyladenine (14c).These results are best interpreted in terms of pathways involving hydrolytic deamination, ring fission in the pyrimidine and imidazole moieties, cyclization, and Dimroth rearrangement.The instability of 7a (X= I) in aqueous alkali was compared with that of the four possible Nx,9-dimethyl isomers, and the relative ease with which the adenine ring underwent hydrolytic ring fission was found to decrease in the order 3,9- (17) >7,9- (18) >1,9- (19) >3,7- (7a) >>N6,9-dimethyl isomer (20).Keywords - 3,7-dialkyladenine alkaline hydrolysis; ring fission; deamination; rearrangement; 1-alkyl-4-(N-alkylamino)-1H-imidazole-5-carboxamide; 1-alkyl-4-amino-1H-imidazole-5-carboxamide; N6,7-dialkyladenine