140440-46-6

Basic information

• Product Name: 2-amino-9-[(1S,4R,5R)-4,5-bis(hydroxymethyl)cyclopent-2-en-1-yl]-3,9-dihydro-6H-purin-6-one
• CAS NO: 140440-46-6
• Molecular Formula: C₁₂H₁₅N₅O₃
• Molecular Weight: 277.2792
• Mol File: 140440-46-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 639.1°C at 760 mmHg
• Flash Point: 340.3°C
• Density: 1.8g/cm³
• Vapor Pressure: 3.29E-17mmHg at 25°C
• Refractive Index: 1.833
• CAS DataBase Reference: 2-amino-9-[(1S,4R,5R)-4,5-bis(hydroxymethyl)cyclopent-2-en-1-yl]-3,9-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-[(1S,4R,5R)-4,5-bis(hydroxymethyl)cyclopent-2-en-1-yl]-3,9-dihydro-6H-purin-6-one(140440-46-6)
• EPA Substance Registry System: 2-amino-9-[(1S,4R,5R)-4,5-bis(hydroxymethyl)cyclopent-2-en-1-yl]-3,9-dihydro-6H-purin-6-one(140440-46-6)

Safety Data

• Hazardous Substances Data: 140440-46-6(Hazardous Substances Data)

Usage

Chemical compound

2-amino-9-[(1S,4R,5R)-4,5-bis(hydroxymethyl)cyclopent-2-en-1-yl]-3,9-dihydro-6H-purin-6-one

Also known as

N9-(1-phosphono-β-D-ribosyl)adenine-3-(2-hydroxyethyl) phosphate
Modified purine nucleotide
Potential antiviral activity
Studied for potential use as an antiviral drug
Activity against herpes simplex virus, human cytomegalovirus, varicella-zoster virus, and Epstein-Barr virus
Functions by inhibiting viral DNA polymerase and viral DNA replication
Potential as a treatment for viral infections in medical research.

Upstream product

• 140440-45-5 (+/-)-9-<5α-<(benzyloxy)methyl>-4β-(hydroxymethyl)cyclopent-2-en-1β-yl>guanine 
• 140440-30-8 7-syn-<(benzyloxy)methyl>-2-azabicyclo<2.2.1>hept-5-en-3-one 
• 140440-42-2 (+/-)-2-amino-4-<<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>amino>-5-<(4'-chlorophenyl)azo>-6-chloropyridimine 
• 140440-44-4 (+/-)-2-amino-9-<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>-6-chloropurine 
• 140440-43-3 (+/-)-2,5-diamino-4-<<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>amino>-6-chloropyridimine 
• 140440-41-1 (+/-)-2-amino-4-<<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>amino>-6-chloropyridimine 
• 140440-33-1 7-syn-<(benzyloxy)methyl>-2-(ethoxycarbonyl)-2-azabicyclo<2.2.1>hept-5-en-3-one 
• 140440-34-2 ethyl (+/-)-N-<5α-<(benzyloxy)methyl>-4β-(hydroxymethyl)cyclopent-2-en-1β-yl>carbamate 
• 140440-35-3 (+/-)-5α-<(benzyloxy)methyl>-4β-(hydroxymethyl)cyclopent-2-en-1β-ylamine 

Relevant articles and documents

Synthesis and anti-HIV activity of 9-[e-4,t-5-bis(hydroxymethyl)cyclopent- 2-en-r-1-yl]-9H-adenine

The synthesis and in vitro anti-HIV activity of two new racemic nucleoside analogues are described; namely, 9-[c-4,t-5-bis(hydroxymethyl)cyclopent-2-en- r-1-yl]-9H-adenine (12) and its guanine analogue 18. While the latter (18) showed no activity, the therapeutic index of the former (12) was 200 and comparable to that (400) of carbovir. One enantiomer of 12 may be viewed as an analogue of carbocyclic oxetanocin and the other as an analogue of carbovir. Hence, these results indicate that one or both of the individual enantiomers of 12 could serve as candidates or lead compounds for the development of anti-AIDS agents.