132138-67-1

Basic information

• Product Name: 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro-7-(phenylmethyl)-
• CAS NO: 132138-67-1
• Molecular Formula: C13H12N4O
• Molecular Weight: 240.264
• Mol File: 132138-67-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro-7-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro-7-(phenylmethyl)-(132138-67-1)
• EPA Substance Registry System: 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro-7-(phenylmethyl)-(132138-67-1)

Safety Data

• Hazardous Substances Data: 132138-67-1(Hazardous Substances Data)

Upstream product

• 115787-63-8 2-amino-1,6-dihydro-5-nitro-6-oxo-α-(phenylmethyl)-4-pyrimidineacetonitrile 
• 100-39-0 benzyl bromide 
• 65996-58-9 9-deazaguanine 
• 645-59-0 dihydrocinnamonitrile 
• 7732-18-5 water 
• 132138-77-3 2-Amino-7-[(2-chlorophenyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 1027489-15-1 3-Amino-4-benzyl-pyrrole-1,2-dicarboxylic acid 1-ethyl ester 2-methyl ester 
• 100-52-7 benzaldehyde 
• 56069-64-8 [E]-α-cyanocinnamaldehyde 
• 98-88-4 benzoyl chloride 
• 197850-25-2 (7-Benzyl-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-yl)-carbamic acid methyl ester 
• 146386-17-6 3-(3-Benzoyl-2-methyl-isothioureido)-4-benzyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 146386-03-0 3-(3-Benzoyl-thioureido)-4-benzyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 192653-52-4 methyl 3-({[(methoxycarbonyl)amino][(methoxycarbonyl)imino]methyl}amino)-4-(phenylmethyl)-1H-pyrrole-2-carboxylate 

Downstream Products

• 146385-89-9 methyl 3-amino-4-benzyl-1H-pyrrole-2-carboxylate 

Relevant articles and documents

Facile synthesis of 9-substituted 9-deazapurines as potential purine nucleoside phosphorylase inhibitors.

A facile synthesis of 9-substituted 9-deazapurines as potential inhibitors of purine nucleoside phosphorylase has been achieved by the direct Friedel-Crafts aroylation or arylmethylation of 9-deazapurines using trifluoromethanesulfonic acid as catalyst. The aroylated 9-deazapurines could be transformed into the corresponding 9-aryimethyl derivatives by the Wolff-Kishner reaction. A novel synthesis of 9-deazahypoxanthine was also developed by treatment of 4-hydroxy-5-phenylazo-6-methylpyrimidin-2-thione with triethyl orthoformate in trifluoroacetic acid (TFA) to yield 8-oxo-7H-2-phenylpyrimido[5,4-c]pyridazin-6-thione followed by Raney nickel reduction.

Process for the preparation of 9-deazaguanine derivatives

Derivatives of 9-deazaguanine are prepared by reacting an aldehyde or ketone with a dialkylaminomalonate to form the corresponding enamine. The enamine is then reacted with a base to form a cyclic pyrrole. The cyclic pyrrole is reacted with an urea compound to provide a protected guanidino compound. The guanidino is converted to the desired 9-deazaguanine derivative by reacting with trifluoracetic acid or with an alkoxide or hydroxide followed by neutralization with an acid.

9-subtituted-8-unsubstituted-9-deazaguanines

The specification discloses the compounds of formula I STR1 wherein (a) --CH2 Ar represents STR2 in which R1 represents hydrogen, halogen, C1 -C3 -alkyl, C1 -C3 -alkoxy, benzyloxy, hydroxy