Penciclovir , ≥99% , 39809-25-1

Synonym(s):
2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one;BRL-39123;Penciclovir - CAS 39809-25-1 - Calbiochem

CAS NO.：39809-25-1

Empirical Formula: C10H15N5O3

Molecular Weight: 253.26

MDL number: MFCD00866931

EINECS: 663-371-3

PRODUCT Properties

• Melting point: 275-277°C
• Boiling point: 653.4±65.0 °C(Predicted)
• Density: 1.68±0.1 g/cm3(Predicted)
• storage temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• solubility: 0.02 M potassium phosphate: soluble2mg/mL
• pka: 14.42±0.10(Predicted)
• form: White solid
• color: White to Off-White
• Water Solubility: water: 1mg/mL; aqueous buffer, pH 2.0: 10mg/mL
• λmax: 253nm(H2O)(lit.)
• Merck: 14,7083
• Major Application: pharmaceutical
• InChI: InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
• InChIKey: JNTOCHDNEULJHD-UHFFFAOYSA-N
• SMILES: N1C2=C(N=C(N)NC2=O)N(CCC(CO)CO)C=1
• CAS DataBase Reference: 39809-25-1(CAS DataBase Reference)
• EPA Substance Registry System: 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]- (39809-25-1)

Description and Uses

Vectavir was launched in the UK for herpes labialis. Penciclovir is synthetically available by two routes of four steps each from 2- (hydroxymethyl)butane-l,4-diol and is active against HSV-1, HSV-2 VZV but has limited activity against CMV. Vectavir is an acyclic guanosine analog that acts as a competitive inhibitor of DNA polymerase. It is a metabolic product of famcyclovir that is preferentially phosphorylated by viral infected cells (by thymidine kinases) over normal cells. The triphosphate has a low activity against cellular DNA polymerase which is one possible explanation for its low toxicity. While its spectrum of activity is similar to acyclovir, it is longer acting because its triphosphate is 20 times more stable and is not metabolized.

An antiviral.

Safety

• Symbol(GHS): GHS07,GHS02
• Signal word: Danger
• Hazard statements: H315-H319-H225
• Precautionary statements: P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
• Hazard Codes: Xi
• Risk Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• RTECS: UP0789400
• HS Code: 2933.99.8290
• Storage Class: 11 - Combustible Solids
• Hazardous Substances Data: 39809-25-1(Hazardous Substances Data)