Sorivudine
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Sorivudine
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CAS No:
77181-69-2
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Formula:
C11H13BrN2O6
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Chemical Name:
Sorivudine
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Synonyms:
2,4(1H,3H)-Pyrimidinedione,1-β-D-arabinofuranosyl-5-[(1E)-2-bromoethenyl]-;2,4(1H,3H)-Pyrimidinedione,1-β-D-arabinofuranosyl-5-(2-bromoethenyl)-,(E)-;1-β-D-Arabinofuranosyl-5-[(1E)-2-bromoethenyl]-2,4(1H,3H)-pyrimidinedione;1-β-D-Arabinofuranosyl-(E)-5-(2-bromovinyl)uracil;Arabinosyl (E)-5-(2-bromovinyl)uracil;YN 72;Brovavir;Sorivudine;SQ 32756;Usevir;(E)-5-(2-Bromovinyl)-1-(β-D-arabinofuranosyl)uracil;BVaraU;BVAU;Bravavir;5-Bromovinyl-araU;1-β-D-Arabinofuranosyl-5-(2-bromovinyl)uracil;80434-16-8
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CAS No:
Description
Sorivudine is an organic molecular entity.|Sorivudine has been used in trials studying the treatment of Chickenpox and HIV Infections.|Sorivudine is a synthetic thymidine analogue with potent antiviral activity against herpes simplex and varicella zoster viruses. Sorivudine is phosphorylated into triphosphate form within the cells; this metabolite interferes with viral DNA replication by inhibiting DNA polymerase activity without been incorporated into elongating viral DNA. Due to the dangerous effects of drug-drug interactions via its metabolite, sorivudine has been removed from the market.
Characteristics
1.979±0.06 g/cm3
182 °C
LD50 in mice (mg/kg): ~3300 i.p.; >5000 s.c.; >10000 orally (Machida, Sakata, 1984)
8.37±0.10
Drug Information
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
(E)-1-beta-D-arabinofuranosyl-5-(2-bromoethenyl)-2,4(1H,3H)-pyrimidinedione,
Computed Properties
Molecular Weight:349.13
XLogP3:-0.9
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:347.99570
Monoisotopic Mass:347.99570
Topological Polar Surface Area:119
Heavy Atom Count:20
Complexity:480
Defined Atom Stereocenter Count:4
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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