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ChemicalBook--->CAS DataBase List--->77181-69-2

77181-69-2

77181-69-2 Structure

77181-69-2 Structure
IdentificationBack Directory
[Name]

sorivudine
[CAS]

77181-69-2
[Synonyms]

YN-72
D01734
BvAraU
BV-araU
Bravavir
Brovavir
Sorivudin
sorivudine
Bravavir (tn)
Sorivudine (jan/usan/inn)
1-(β-D-Arabinofuranosyl)-5-[(E)-2-bromoethenyl]uracil
1-β-D-Arabinofuranosyl-5-[(1E)-2-bromoethenyl]-2,4(1H,3H)-pyrimidinedione
2,4(1H,3H)-Pyrimidinedione, 1-β-D-arabinofuranosyl-5-[(1E)-2-bromoethenyl]-
1-β-D-Arabinofuranosyl-5-[(E)-2-bromovinyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
[Molecular Formula]

C11H13BrN2O6
[MOL File]

77181-69-2.mol
[Molecular Weight]

349.13
Chemical PropertiesBack Directory
[Melting point ]

182° (Sakata, 1980); mp 195-200° (dec) (Machida, Sakata, 1983)
[alpha ]

D25 +0.5° (1N NaOH)
[density ]

1.979±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: 250 mg/mL (716.07 mM)
[form ]

Solid
[pka]

8.37±0.10(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Description]

Sorivudine is an orally-active antiviral nucleoside analog. It has potent and selective activity against herpes simplex virus type-1 (HSV-1) and varicella-zoster virus (VZV). In a cutaneous model infection of mice with HSV-1, oral administration of sorivudine at dose of 20 mg/kg resulted in a significant increase in the survival rate. Five percent sorivudine cream is also useful in the topical treatment of cutaneous HSV-1 infection, including immunocompromised patients. It has been suggested that its antiviral activity may be mediated by inhibition of DNA synthesis in virus infected cells.
Since the metabolite of sorivudine inhibits the enzyme for pyrimidine catabolism, caution should be taken not to use sorivudine in combination with fluorouracil drugs in order to avoid hematological disorders.
[Originator]

Yamasa Shoyu (Japan)
[Uses]

Antiviral.
[Definition]

ChEBI: Sorivudine is an organic molecular entity.
[Brand name]

Bravavir (Bristol-Myers Squibb);Usevir.
Safety DataBack Directory
[Toxicity]

LD50 in mice (mg/kg): ~3300 i.p.; >5000 s.c.; >10000 orally (Machida, Sakata, 1984)
Spectrum DetailBack Directory
[Spectrum Detail]

sorivudine(77181-69-2)1HNMR
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