The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

Apricitabine     4-amino-1-[(2R,4R)-2- (hydroxymethyl)-1,3...

Synonyms: AVX-754, BCH-270, SPD-754, AVX754, SPD754, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of trans-Oxathiolan-C


High impact information on trans-Oxathiolan-C


Chemical compound and disease context of trans-Oxathiolan-C


Biological context of trans-Oxathiolan-C


Anatomical context of trans-Oxathiolan-C


Associations of trans-Oxathiolan-C with other chemical compounds

  • The mean 50% inhibitory concentration of dOTC for drug-naive isolates was 1.76 microM, rising to only 2.53 and 2.5 microM for viruses resistant to 3TC and viruses resistant to 3TC and AZT, respectively [10].
  • Intracellular metabolism studies showed that dOTC is phosphorylated within cells via the deoxycytidine kinase pathway and that approximately 2 to 5% of dOTC is converted into the racemic triphosphate derivatives, which had measurable half-lives (2 to 3 hours) within cells [10].
  • In contrast, virus resistant to dOTC and (-)dOTC took longer to appear (15-20 passages), with a methionine (ATG) to valine (GTG) amino acid change at position 184 identified in both cases [7].

Analytical, diagnostic and therapeutic context of trans-Oxathiolan-C

  • Subjects received single oral doses of 100, 200, 400, 800, and 1,600 mg of racemic dOTC in a placebo-controlled, dose-rising, incomplete crossover study design, and the pharmacokinetics of both (+)dOTC and (-)dOTC were determined [8].


  1. Selection and characterization of HIV-1 variants resistant to the (+) and (-) enantiomers of 2'-deoxy-3'-oxa-4'-thiocytidine (dOTC). Richar, N., Quan, Y., Salomon, H., Hsu, M., Bedard, J., Harrigan, P.R., Rando, R., Mansour, T., Bowlin, T.L., Wainberg, M.A. Antivir. Ther. (Lond.) (1999) [Pubmed]
  2. Efficacy and tolerability of 10-day monotherapy with apricitabine in antiretroviral-naive, HIV-infected patients. Cahn, P., Cassetti, I., Wood, R., Phanuphak, P., Shiveley, L., Bethell, R.C., Sawyer, J. AIDS (2006) [Pubmed]
  3. Anti-human immunodeficiency virus and anti-hepatitis-B virus activities and toxicities of the enantiomers of 2'-deoxy-3'-oxa-4'-thiocytidine and their 5-fluoro analogues in vitro. Mansour, T.S., Jin, H., Wang, W., Hooker, E.U., Ashman, C., Cammack, N., Salomon, H., Belmonte, A.R., Wainberg, M.A. J. Med. Chem. (1995) [Pubmed]
  4. In vitro antiretroviral activity and in vitro toxicity profile of SPD754, a new deoxycytidine nucleoside reverse transcriptase inhibitor for treatment of human immunodeficiency virus infection. Gu, Z., Allard, B., de Muys, J.M., Lippens, J., Rando, R.F., Nguyen-Ba, N., Ren, C., McKenna, P., Taylor, D.L., Bethell, R.C. Antimicrob. Agents Chemother. (2006) [Pubmed]
  5. Antiviral activity of 2'-deoxy-3'-oxa-4'-thiocytidine (BCH-10652) against lamivudine-resistant human immunodeficiency virus type 1 in SCID-hu Thy/Liv mice. Stoddart, C.A., Moreno, M.E., Linquist-Stepps, V.D., Bare, C., Bogan, M.R., Gobbi, A., Buckheit, R.W., Bedard, J., Rando, R.F., McCune, J.M. Antimicrob. Agents Chemother. (2000) [Pubmed]
  6. Selection of resistance-conferring mutations in HIV-1 by the nucleoside reverse transcriptase inhibitors (+/-)dOTC and (+/-)dOTFC. Richard, N., Salomon, H., Oliveira, M., Rando, R., Mansour, T., Gu, Z., Wainberg, M.A. Antivir. Chem. Chemother. (2000) [Pubmed]
  7. Drug resistance and drug combination features of the human immunodeficiency virus inhibitor, BCH-10652 [(+/-)-2'-deoxy-3'-oxa-4'-thiocytidine, dOTC]. Taylor, D.L., Ahmed, P.S., Tyms, A.S., Wood, L.J., Kelly, L.A., Chambers, P., Clarke, J., Bedard, J., Bowlin, T.L., Rando, R.F. Antivir. Chem. Chemother. (2000) [Pubmed]
  8. Safety, tolerability, and pharmacokinetics of single oral doses of BCH-10652 in healthy adult males. Smith, P.F., Forrest, A., Ballow, C.H., Martin, D.E., Proulx, L. Antimicrob. Agents Chemother. (2000) [Pubmed]
  9. Absolute bioavailability and disposition of (-) and (+) 2'-deoxy- 3'-oxa-4'-thiocytidine (dOTC) following single intravenous and oral doses of racemic dOTC in humans. Smith, P.F., Forrest, A., Ballow, C.H., Martin, D.E., Proulx, L. Antimicrob. Agents Chemother. (2000) [Pubmed]
  10. Anti-human immunodeficiency virus type 1 activity, intracellular metabolism, and pharmacokinetic evaluation of 2'-deoxy-3'-oxa-4'-thiocytidine. de Muys, J.M., Gourdeau, H., Nguyen-Ba, N., Taylor, D.L., Ahmed, P.S., Mansour, T., Locas, C., Richard, N., Wainberg, M.A., Rando, R.F. Antimicrob. Agents Chemother. (1999) [Pubmed]
  11. Effect of food on the pharmacokinetics of (-) and (+) dOTC when administered as an oral racemate. Smith, P.F., Forrest, A., Adams, J.M., Ballow, C.H. Journal of clinical pharmacology. (2002) [Pubmed]
WikiGenes - Universities