114809-39-1

Basic information

• Product Name: 2-amino-9-[3-hydroxy-2-(hydroxymethyl)propoxy]-3,9-dihydro-6H-purin-6-one
• CAS NO: 114809-39-1
• Molecular Formula: C₉H₁₃N₅O₄
• Molecular Weight: 255.2306
• Mol File: 114809-39-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 615.9°C at 760 mmHg
• Flash Point: 326.3°C
• Density: 1.81g/cm³
• Vapor Pressure: 5.03E-16mmHg at 25°C
• Refractive Index: 1.76
• CAS DataBase Reference: 2-amino-9-[3-hydroxy-2-(hydroxymethyl)propoxy]-3,9-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-[3-hydroxy-2-(hydroxymethyl)propoxy]-3,9-dihydro-6H-purin-6-one(114809-39-1)
• EPA Substance Registry System: 2-amino-9-[3-hydroxy-2-(hydroxymethyl)propoxy]-3,9-dihydro-6H-purin-6-one(114809-39-1)

Safety Data

• Hazardous Substances Data: 114809-39-1(Hazardous Substances Data)

Usage

Molecular Structure

Complex structure derived from the purine molecule

Functional Groups

Amino group (2-amino)
Hydroxyl group (3-hydroxy)
Hydroxymethyl group (attached to the propoxy side chain)

Role in Synthesis

Important intermediate in pharmaceutical synthesis

Applications

Used in the production of various drugs, including antiviral and antineoplastic agents
Studied for potential medicinal properties

Medicinal Potential

Being researched for therapeutic applications in treating viral infections and cancer

Biological Activity

The detailed molecular structure contributes to its biological activity

Significance

Valuable chemical in pharmaceutical research and drug development

Upstream product

• 114800-63-4 2,6-diamino-9-(3-hydroxy-2-hydroxymethylprop-1-oxy)purine 
• 116477-30-6 4,6-dichloro-2,5-diformamido-pyrimidine 
• 114778-44-8 2,6-diamino-9-<(2,2-dimethyl-1,3-dioxan-5-yl)methoxy>purine 
• 114778-41-5 6-chloro-9-<(2,2-dimethyl-1,3-dioxan-5-yl)methoxy>-2-formamidopurine 
• 123240-60-8 4-chloro-2,5-diformamido-6-<<(2,2-dimethyl-1,3-dioxan-5-yl)methoxy>amino>pyrimidine 
• 114778-91-5 9-(3-Benzyloxy-2-benzyloxymethylprop-1-oxy)-6-chloro-2-formamidopurine 

Downstream Products

• 123240-63-1 2-Amino-9-(2-hydroxy-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-5-ylmethoxy)-1,9-dihydro-purin-6-one 

Relevant articles and documents

Synthesis and antiviral activity of 9-alkoxypurines. 1. 9-(3-Hydroxypropoxy)- and 9-[3-hydroxy-2-(hydroxymethyl)propoxy]purines

Reaction of hydroxyl-protected derivatives of hydroxyalkoxyamines (3a,b,c) with either 4,6-dichloro-2,5-diformamidopyrimidine (5) or 4,6-dichloro-5-formamidopyrimidine (31) and subsequent cyclization of the resultant 6-(alkoxyamino)pyrimidines (6, 17, 32, 35) by heating with diethoxymethyl acetate afforded 9-alkoxy-6-chloropurines (7, 18, 33, 36), which were converted subsequently to 9-(3-hydroxypropoxy)- and 9-[3-hydroxy-2-(hydroxymethyl)propoxy] derivatives of guanine, 2-amino-6-chloropurine, 2-amino-6-alkoxypurines, 2-aminopurine, 2,6-diaminopurine, adenine, hypoxanthine, and 6-methoxypurine (8, 12, 13, 19-21, 23-26, 34, 37-39). Carboxylic acid esters (9-11, 14-16, 27-29) and a cyclic phosphate derivative (22) of the 9-(hydroxyalkoxy)guanines (8, 21) and 2-amino-9-(hydroxyalkoxy)purines (13, 26) were also prepared. The guanine derivatives (8, 21) showed potent and selective activity against herpes simplex virus types 1 and 2 and varicella zoster virus in cell cultures and 8 is more active than acyclovir. Although without significant antiviral activity in cell cultures, the 2-aminopurines (13, 14-16, 26-29) and 2-amino-6-alkoxypurines (12, 23-25) are well absorbed after oral administration to mice and are converted efficiently to the antiviral guanine derivatives (8, 21) in vivo.