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Substance Name: Thymine arabinoside
RN: 605-23-2
UNII: NS9U4BEG7Y
InChIKey: DWRXFEITVBNRMK-JAGXHNFQSA-N

Note

  • Selectively inhibits replication of herpes simplex virus.

Molecular Formula

  • C10-H14-N2-O6

Molecular Weight

  • 258.229
 

Classification Codes

  • Anti-Infective Agents
  • Antiviral Agents
  • Mutation Data
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Names and Synonyms

Results Name

  • Thymine arabinoside

Name of Substance

  • Ara-T

Synonyms

  • 1-beta-D-Arabinofuranosylthymine
  • 4-24-00-01308 (Beilstein Handbook Reference)
  • Ara-T
  • Arabinosylthymine
  • BRN 0090166
  • EINECS 210-083-7
  • NSC 68929
  • Spongothymidin
  • Spongothymidine
  • Thymine arabinoside
  • UNII-NS9U4BEG7Y

Systematic Names

  • 1-beta-D-Arabinofuranosyl-5-methyl-(1H,3H)-pyrimidine-2,4-dione
  • 2,4(1H,3H)-Pyrimidinedione, 1-beta-D-arabinofuranosyl-5-methyl- (9CI)
  • Thymine, 1-beta-D-arabinofuranosyl-
  • Thymine, 1-beta-D-arabinofuranosyl- (VAN) (8CI)

Registry Numbers

CAS Registry Number

  • 605-23-2

FDA UNII

  • NS9U4BEG7Y

System Generated Number

  • 0000605232

Structure Descriptors

InChI

1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7+,9-/m1/s1

InChIKey

DWRXFEITVBNRMK-JAGXHNFQSA-N

Smiles

n1([C@@H]2O[C@H](CO)[C@H]([C@@H]2O)O)c([nH]c(=O)c(c1)C)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 10gm/kg (10000mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 17, Pg. 109, 1980.
mouse LD50 intravenous > 200mg/kg (200mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 17, Pg. 109, 1980.
mouse LD50 oral > 15gm/kg (15000mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 17, Pg. 109, 1980.
mouse LD50 subcutaneous 7500mg/kg (7500mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 17, Pg. 109, 1980.