141232-24-8

Basic information

• Product Name: 4-Amino-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
• Synonyms: 4-Amino-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile;4-Amino-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile;4-Amino-5-cyano-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine
• CAS NO: 141232-24-8
• Molecular Formula: C13H15N5O4
• Molecular Weight: 305.2893
• Mol File: 141232-24-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 690.1±55.0 °C(Predicted)
• Appearance: /
• Density: 1.76±0.1 g/cm3(Predicted)
• PKA: 12.37±0.70(Predicted)
• CAS DataBase Reference: 4-Amino-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile(141232-24-8)
• EPA Substance Registry System: 4-Amino-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile(141232-24-8)

Safety Data

• Hazardous Substances Data: 141232-24-8(Hazardous Substances Data)

Upstream product

• 557-21-1 zinc(II) cyanide 
• 847551-49-9 5-iodo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 729595-78-2 (2R,3R,4R,5R)-2-(4-amino-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate 
• 114475-00-2 2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-α,β-D-ribofuranose 
• 943638-31-1 2,3-O-isopropylidene-1-hydroxy-2-C-methyl-5-O-trityl-D-ribofuranose 
• 141232-17-9 6-bromo-5-cyano-4-tritylaminopyrrolo<2,3-d>pyrimidine 
• 19393-83-0 4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine 
• 141232-18-0 5-cyano-4-tritylaminopyrrolo<2,3-d>pyrimidine 
• 141232-21-5 2,3-O-isopropylidene-2-C-methyl-5-O-trityl-D-ribofuranosyl chloride 

Downstream Products

• 443642-56-6 4-amino-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid 
• 139209-26-0 2'-C-methylsangivamycin 

Relevant articles and documents

Synthesis and antiviral properties of novel 7-heterocyclic substituted 7-deaza-adenine nucleoside inhibitors of Hepatitis C NS5B polymerase

Previous investigations in our laboratories resulted in the discovery of a novel series of potent nucleoside inhibitors of Hepatitis C virus (HCV) NS5B polymerase bearing tetracyclic 7-substituted 7-deaza-adenine nucleobases. The planarity of such modified systems was suggested to play a role in the high inhibitory potency observed. This paper describes how we envisaged to maintain the desired planarity of the modified nucleobase by means of an intra-molecular H-bond, engaging a H-bond donor atom on an appropriately substituted 7-heterocyclic residue with the adjacent amino group of the nucleobase. The success of this strategy is reflected by the identification of several novel potent nucleoside inhibitors of HCV NS5B bearing a 7-heterocyclic substituted 7-deaza-adenine nucleobase. Amongst these, the 1,2,4-oxadiazole analog 11 showed high antiviral potency against HCV replication in replicon cells and efficient conversion to the corresponding NTP in vivo, with high and sustained levels of NTP measured in rat liver following intravenous and oral administration.

A SYNTHESIS AND AN X-RAY ANALYSIS OF 2'-C-, 3'-C- AND 5'-C-METHYLSANGIVAMYCINS

3'-C-, 5'(R)-C- and 5'(S)-C-Methylsangivamycins (3-5) were synthesized by the trimethylsilyl triflate mediated coupling reaction of the methyl substituted ribose derivatives (7), (9) and (10) with the base moiety (11) and the successive functional group m