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Vidarabine

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Category Herpes simplex Virus (HSV)
CAS 5536-17-4
Description 9-β-D-Arabinof uranosyladenine is a nucleoside antibiotic produced by Streptomyces antibioticusm and Str. herbaceusm. It has a strong weeding effect on a variety of monocotyledonous and dicotyledonous plants.
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Synonyms Ara-adenosine; 9-β-D-Arabinofuranosyladenine; 9-(b-D-Arabinofuranosyl)adenine; Adenine arabinoside; Arabinosyladenine; Spongoadenosine; Araadenosine; Arabinosyl adenine; (2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; 9-β-D-Arabinofuranosyl-9H-purin-6-amine; Adenine Arabinofuranoside
IUPAC Name (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular Weight 267.24
Molecular Formula C10H13N5O4
Canonical SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N
InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
InChIKey OIRDTQYFTABQOQ-UHTZMRCNSA-N
Boiling Point 676.3°C at 760 mmHg
Melting Point 260-265°C (dec.)
Flash Point 362.8±34.3 °C
Purity ≥95%
Density 2.08 g/cm3
Solubility Soluble in DMSO (Slightly, Heated), DMF (10 mg/mL), Ethanol (<1 mg/mL at 25°C), Water
Appearance White to Off-white Crystalline Powder
Storage Store at -20°C under inert atmosphere
Complexity 335
Exact Mass 267.09675391
Index Of Refraction 1.907
In Vitro Vidarabine (Ara-A) is a nucleoside antibiotic isolated from Streptomyces antibioticus. It has some antineoplastic properties and has broad spectrum activity against DNA viruses in cell cultures and significant antiviral activity against infections caused by a variety of viruses such as the herpes viruses, the vaccinia VIRUS and varicella zoster virus.
PSA 139.54000
Target HSV; Nucleoside Antimetabolite/Analog; Orthopoxvirus; Antibiotic
Vapor Pressure 0.0±2.2 mmHg at 25°C
XLogP3-AA -1.1

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