Vidarabine phosphate

Names

[ Name ]:
Vidarabine phosphate

[Synonym ]:
9-(5-O-Phosphono-b-D-arabinofuranosyl)-9H-purin-6-amine
9H-Purin-6-amine, 9-(5-O-phosphono-β-D-arabinofuranosyl)-
Adenosin-5'-phosphat
9-(5-O-Phosphono-b-D-arabinofuranosyl)adenine
9-β-D-Arabinofuranosyladenine 5'-monophosphate
adeninearabinosidemonophosphate
arabinosyladeninemonophosphate
cl-808
vidarabinemonophosphate
ARA-AMP
Ara-A
EINECS 249-990-8
Vidarabine phosphate
Vidarabine Monophasphate
9H-Purin-6-amine, 9- (5-O-phosphono-β-D-arabinofuranosyl)-
9-(5-O-Phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine
adenosine-5-monophosphate
9-b-D-Arabinofuranosyladenine 5'-Monophosphate

Biological Activity

[Description]:

Vidarabine phosphate (Ara-AMP), an antiviral agent, inhibits chronic HBV infection[1][2]. Vidarabine phosphate also against herpes simplex and varicella zoster viruses[3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> HBV

[References]

[1]. A W Gough, et al. Comparison of the neonatal toxicity of two antiviral agents: vidarabine phosphate and cytarabine. Toxicol Appl Pharmacol. 1982 Oct;66(1):143-52.

[2]. C I Smith, et al. Vidarabine monophosphate and human leukocyte interferon in chronic hepatitis B infection. JAMA. 1982 Apr 23;247(16):2261-5.

[3]. D Kinchington. Recent advances in antiviral therapy. J Clin Pathol. 1999 Feb;52(2):89-94.

Chemical & Physical Properties

[ Density]:
2.3±0.1 g/cm3

[ Boiling Point ]:
798.5±70.0 °C at 760 mmHg

[ Melting Point ]:
213ºC

[ Molecular Formula ]:
C₁₀H₁₄N₅O₇P

[ Molecular Weight ]:
347.221

[ Flash Point ]:
436.7±35.7 °C

[ Exact Mass ]:
347.063080

[ PSA ]:
195.88000

[ LogP ]:
-0.22

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.905

[ Water Solubility ]:
Soluble in water at 4mg/ml

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU6204000

CHEMICAL NAME :: Adenine, 9-beta-D-arabinofuranosyl-, 5'-(dihydrogen phosphate)

CAS REGISTRY NUMBER :: 29984-33-6

LAST UPDATED :: 199509

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C10-H14-N5-O7-P

MOLECULAR WEIGHT :: 347.26

WISWESSER LINE NOTATION :: T56 BN DN FN HNJ IZ D- BT5OTJ CQ DQ E1OPQQO

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1700 mg/kg

TOXIC EFFECTS :: Liver - other changes

REFERENCE :: ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 284,6,1977

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1200 mg/kg

TOXIC EFFECTS :: Liver - other changes

REFERENCE :: ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 284,6,1977 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2800 mg/kg/28D-I

TOXIC EFFECTS :: Behavioral - food intake (animal)

REFERENCE :: TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 3,1,1983

Safety Information

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/22

[ Safety Phrases ]:
S24/25-S37/39

[ RIDADR ]:
UN 2811

[ RTECS ]:
AU6204000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29400090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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