125057-04-7

Basic information

• Product Name: 4-amino-1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)pyrimidin-2(1H)-one
• Synonyms: 1-[(2-Hydroxyethoxy)methyl]-6-phenylthiocytosine; 2(1H)-Pyrimidinone, 4-amino-1-((2-hydroxyethoxy)methyl)-6-(phenylthio)-; 2(1H)-pyrimidinone, 4-amino-1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-
• CAS NO: 125057-04-7
• Molecular Formula: C₁₃H₁₅N₃O₃S
• Molecular Weight: 293.3415
• Mol File: 125057-04-7.mol

Chemical Properties

• Boiling Point: 490.5°C at 760 mmHg
• Flash Point: 250.4°C
• Density: 1.37g/cm³
• Vapor Pressure: 1.96E-10mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: 4-amino-1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)pyrimidin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)pyrimidin-2(1H)-one(125057-04-7)
• EPA Substance Registry System: 4-amino-1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)pyrimidin-2(1H)-one(125057-04-7)

Safety Data

• Hazardous Substances Data: 125057-04-7(Hazardous Substances Data)

Upstream product

• 132885-41-7 1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-6-(phenylthio)cytosine 
• 132885-40-6 1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-4-(3-nitro-1,2,4-triazol-1-yl)-6-(phenylthio)pyrimidin-2-one 
• 123027-47-4 1-<<2-(tert-butyldimethylsiloxy)ethoxy>methyl>-6-(phenylthio)uracil 

Relevant articles and documents

6-substituted acyclopyrimidine nucleoside derivatives and antiviral agents containing the same as active ingredient thereof

6-substitutted acyclopyrimidine nucleoside derivatives represented by the following general formula I: STR1 wherein R1 represents a hydrogen or halogen atom or a group of alkyl, alkenyl, alkynyl, alkylcarbonyl, arylcarbonyl, arylcarbonylalkyl,

Synthesis and anti-HIV activity of 2-, 3- and 4-substituted analogues of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)

Several analogues of a new lead for anti-HIV-1 agents, 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT), in which the C-2, N-3, or C-4 position was modified were synthesized. These involve 2-thiothymine (11), 2-thiouracil (12), 4-thiothymine (17), 4-thiouracil (18), 5-methylcytosine (27), and cytosine (28) derivatives. Preparation of N-3-substituted derivatives (29 and 30) of HEPT was also carried out. Among these analogues, compound 11 exhibited excellent activity against HIV-1 HTLV-III(B) strain with an EC50 value of 0.98 μM, which is 7-fold more potent than that of HEPT. Removal of the 5-methyl group in compound 11 results in total loss of activity. Other compounds did not show any anti-HIV-1 activity. The 4-thio derivatives 17 and 18 were found to be rather cytotoxic. When compound 11 was evaluated for its inhibitory effects on another HIV-1 strain, HTLV-III(RE), and two HIV-2 strains, LAV-2(ROD) and LAV-2(EHO), it proved equally inhibitory to HTLV-III(RF), whereas both HIV-2 strains were insensitive to the compound.