29984-33-6 , Vidarabine monophosphate, CAS:29984-33-6

29984-33-6 , Vidarabine monophosphate, CAS:29984-33-6
C10H14N5O7P / 347.22
MFCD00069723

单磷酸阿糖腺苷, Vidarabine monophosphate

9-(b-D-Arabinofuranosyl)adenine 5'-monophosphate

Vidarabine Phosphate is a phosphate salt form of vidarabine, a nucleoside analog with activity against herpes simplex virus and varicella zoster virus. Vidarabine is converted to a monophosphate by viral thymidine kinase and is further modified to a triphosphate form by host enzymes. Vidarabine triphosphate directly inhibits DNA polymerase and also acts as a chain terminator in DNA replication.

An adenosine monophosphate analog in which ribose is replaced by an arabinose moiety. It is the monophosphate ester of VIDARABINE with antiviral and possibly antineoplastic properties.

9-(β-D-Arabinofuranosyl)adenine 5'-monophosphate (Ara-AMP) is a prodrug that is converted to adenine arabinoside in vivo. It is used as an antiviral agent for the prevention of hepatitis B and C. Ara-AMP inhibits viral DNA synthesis by acting as a competitive inhibitor of adenosine triphosphate, which is required for viral DNA polymerase activity. Ara-AMP also has antiviral properties against some RNA viruses, such as HIV and influenza virus. Ara-AMP can be administered orally or by injection, making it suitable for use in children who are unable to take oral medication.

CAS Number	29984-33-6
Product Name	Vidarabine phosphate
IUPAC Name	[(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular Formula	C10H14N5O7P
Molecular Weight	347.22 g/mol
InChI	InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7+,10-/m1/s1
InChI Key	UDMBCSSLTHHNCD-UHTZMRCNSA-N
SMILES	C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
Solubility	Soluble in DMSO
Synonyms	9-(5-O-Phosphono-beta-D-arabinofuranosyl)-9H-purin-6-amine, Adenine Arabinoside Monophosphate, Ara AMP, Ara-AMP, Arabinofuranosyladenine Monophosphate, Monophosphate, Adenine Arabinoside, Monophosphate, Arabinofuranosyladenine, Monophosphate, Vidarabine, Phosphate, Vidarabine, Vidarabine Monophosphate, Vidarabine Phosphate
Canonical SMILES	C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N
Isomeric SMILES	C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N