110104-37-5

Basic information

• Product Name: N2-ACETYL-9-[(2'-HYDROXYETHOXY)METHYL]GUANINE
• Synonyms: N2-ACETYL-9-[(2'-HYDROXYETHOXY)METHYL]GUANINE;2-(Acetylamino)-9-(2-hydroxyethoxymethyl)-9H-purine-6(1H)-one;2-(Acetylamino)-9-[(2-hydroxyethoxy)methyl]-9H-purine-6(1H)-one;2-Acetylamino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one;N-[6,9-Dihydro-9-[(2-hydroxyethoxy)methyl]-6-oxo-1H-purine-2-yl]acetamide;N2-Acetylaciclovir;N2-Acetylacyclovir;Acyclovir IMpurity F
• CAS NO: 110104-37-5
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 267.24
• Product Categories: Bases & Related Reagents;Heterocycles;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
• Mol File: 110104-37-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 217℃
• Appearance: /
• Density: 1.63 g/cm³
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly. Heated), Methanol (Slightly, Heated, Sonicated), Water (Very Sli
• PKA: pKa 8.54±0.03(H2O t=RT I=0.25 ) (Uncertain)
• CAS DataBase Reference: N2-ACETYL-9-[(2'-HYDROXYETHOXY)METHYL]GUANINE(CAS DataBase Reference)
• NIST Chemistry Reference: N2-ACETYL-9-[(2'-HYDROXYETHOXY)METHYL]GUANINE(110104-37-5)
• EPA Substance Registry System: N2-ACETYL-9-[(2'-HYDROXYETHOXY)METHYL]GUANINE(110104-37-5)

Safety Data

• Hazardous Substances Data: 110104-37-5(Hazardous Substances Data)

Upstream product

• 364634-35-5 9-(2-trimethylsilyloxyethoxymethyl)guanine 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 59277-89-3 acycloguanosine 
• 160053-81-6 9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-fluorobenzenesulfonyloxy)-9H-purine 
• 108-24-7 acetic anhydride 
• 75128-73-3 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one 

Downstream Products

• 103024-97-1 N²-(p-anisyldiphenylmethyl)-9-<<1,3-dihydroxy-2-(hydroxymethyl)-2-propoxy>methyl>guanine 
• 103024-96-0 (2-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-acetaldehyde 
• 103024-95-9 N²-(p-anisyldiphenylmethyl)-9-<(2-hydroxyethoxy)methyl>guanine 
• 117626-96-7 9-<<2-<<(Carboxymethyl)hydroxyphosphinyl>oxy>ethoxy>methyl>guanine Disodium Salt 
• 103024-94-8 Acetic acid 2-(2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethyl ester 

Relevant articles and documents

Regioselective synthesis of acyclovir and its various prodrugs

High-yield regioselective synthesis of 9-[(2-hydroxyethoxy)methyl]guanine (Acyclovir 1, Scheme 1) was achieved from guanine via trisilylated guanine. N2-acylacyclovir 9a-9b were prepared from N2, O-diacylacyclovir (4, 8b-8d) using regioselective deacylation procedure. N2-Acylacyclovir 11 and 13 were prepared via protection of primary hydroxyl groups. Three amino acid esters of acyclovir were synthesized as water-soluble prodrugs, which form protonated cations in pH 7.4 phosphate buffer. Two water-soluble ester prodrugs with free carboxylic acids, which form anionic species in pH 7.4 phosphate buffer, were also synthesized.

9-substituted guanines

Novel compounds, 9-substituted guanines, with the following general formula STR1 where R' is acetyl; R" is 2-tetrahydrofuryl or 2-tetrahydropyranyl. The proposed compounds have antiviral activity.

Process for preparing purine derivates

There is disclosed a process for preparing purine derivatives of the formula I wherein, R1 represents hydrogen, CH3CO or a higher acyl,R3 represents hydrogen, CH3CO or a higher acyl, CF3CO, CCl3CO, PhCO or CH2 AR, such as benzyl or substituted benzyl, and benzoisothiazolyl-S,S-dioxide, and, Z represents OH, hydrogen or halo. Said compounds are either drugs or prodrugs for the treatment of herpes infections. There are also disclosed some novel compounds of formula I useful as prodrugs.