Didanosine

For research use only. Not for therapeutic Use.

  • CAT Number: A001017
  • CAS Number: 69655-05-6
  • Molecular Formula: C10H12N4O3
  • Molecular Weight: 236.23
  • Purity: ≥95%
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Didanosine(Cat No.:A001017), or ddI, is a nucleoside reverse transcriptase inhibitor (NRTI) widely utilized in HIV research. As an analog of deoxyadenosine, it inhibits viral replication by interfering with reverse transcriptase, causing premature DNA chain termination. Didanosine has played a pivotal role in understanding HIV treatment strategies, resistance mechanisms, and the optimization of antiretroviral therapies. Its application extends to investigating combination therapy efficacy and viral mutational responses. With its well-documented pharmacological properties, Didanosine remains an essential compound in virology research, aiding in the advancement of treatments for retroviral infections.


Catalog Number A001017
CAS Number 69655-05-6
Synonyms

2/’,3/’-Dideoxyinosine; 69655-05-6; DIDEOXYINOSINE; Videx; Videx EC

Molecular Formula C10H12N4O3
Purity ≥95%
Target HIV
Solubility >10.3mg/mL in DMSO
Storage -20°C
IUPAC Name 9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
InChI InChI=1S/C10H12N4O3/c15-3-6-1-2-7(17-6)14-5-13-8-9(14)11-4-12-10(8)16/h4-7,15H,1-3H2,(H,11,12,16)/t6-,7+/m0/s1
InChIKey BXZVVICBKDXVGW-NKWVEPMBSA-N
SMILES C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2N=CNC3=O
Reference

1: Chen H, Wang G, Sun L, Zhang H, Sun M, Sun J, Shang L, Luo C. Regulating the
alky chain length of fatty acid-didanosine prodrugs and evaluating its role in
albumin binding. Drug Deliv Transl Res. 2018 Feb;8(1):21-31. doi:
10.1007/s13346-017-0428-x. PubMed PMID: 28944416.
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2: Logan S, Rodger A, Maynard-Smith L, O/’Beirne J, Fernandez T, Ferro F, Smith C,
Bhagani S. Prevalence of significant liver disease in human immunodeficiency
virus-infected patients exposed to Didanosine: A cross sectional study. World J
Hepatol. 2016 Dec 28;8(36):1623-1628. doi: 10.4254/wjh.v8.i36.1623. PubMed PMID:
28083085; PubMed Central PMCID: PMC5192554.

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3: Haug SJ, Wong RW, Day S, Choudhry N, Sneed S, Prasad P, Read S, McDonald RH,
Agarwal A, Davis J, Sarraf D. DIDANOSINE RETINAL TOXICITY. Retina. 2016 Dec;36
Suppl 1:S159-S167. doi: 10.1097/IAE.0000000000001267. PubMed PMID: 28005674.

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4: Haug SJ, Wong RW, Day S, Choudhry N, Sneed S, Prasad P, Read S, McDonald RH,
Agarwal A, Davis J, Sarraf D. DIDANOSINE RETINAL TOXICITY. Retina. 2016 Sep 19.
[Epub ahead of print] PubMed PMID: 27652917.

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5: Scherpbier HJ, Terpstra V, Pajkrt D, Puthakanit T, Ananworanich J, Foster C,
van den Bergh Weerman M, Deurloo EE, van der Valk M, Kuijpers TW, Koot BG.
Noncirrhotic Portal Hypertension in Perinatally HIV-infected Adolescents Treated
With Didanosine-containing Antiretroviral Regimens in Childhood. Pediatr Infect
Dis J. 2016 Aug;35(8):e248-52. doi: 10.1097/INF.0000000000001202. PubMed PMID:
27167116.
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6: Suresh KA, Kadiam VS, Basha TS, Chamarti NR, Kumar SM, Wudayagiri R, Valluru
L. Synthesis and Antiviral Activity of Novel Phosphorylated Derivatives of
Didanosine Against Newcastle Disease Virus in Chicken. Arch Pharm (Weinheim).
2016 Jun;349(6):442-55. doi: 10.1002/ardp.201600038. Epub 2016 Apr 29. PubMed
PMID: 27128998.
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7: Kooij KW, Wit FW, van Zoest RA, Schouten J, Kootstra NA, van Vugt M, Prins M,
Reiss P, van der Valk M; AGEhIV Cohort Study Group. Liver fibrosis in
HIV-infected individuals on long-term antiretroviral therapy: associated with
immune activation, immunodeficiency and prior use of didanosine. AIDS. 2016 Jul
17;30(11):1771-80. doi: 10.1097/QAD.0000000000001119. PubMed PMID: 27088320.
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8: Hleyhel M, Goujon S, Delteil C, Vasiljevic A, Luzi S, Stephan JL, Reliquet V,
Jannier S, Tubiana R, Dollfus C, Faye A, Mandelbrot L, Clavel J, Warszawski J,
Blanche S; ANRS French Perinatal Cohort Study Group. Risk of cancer in children
exposed to didanosine in utero. AIDS. 2016 May 15;30(8):1245-56. doi:
10.1097/QAD.0000000000001051. PubMed PMID: 26854809.
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9: Blas-García A, Martí-Rodrigo A, Víctor VM, Polo M, Alegre F, Funes HA,
Apostolova N, Esplugues JV. The purine analogues abacavir and didanosine increase
acetaminophen-induced hepatotoxicity by enhancing mitochondrial dysfunction. J
Antimicrob Chemother. 2016 Apr;71(4):916-26. doi: 10.1093/jac/dkv424. Epub 2016
Jan 7. PubMed PMID: 26747094.
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10: Turkulov V, Ruzic M, Lendak D, Maric D, Brkic S, Abenavoli L. Non-cirrhotic
Portal Hypertension Associated with Didanosine and Streptococcus agalactiae
Infection: A Case Report. Rev Recent Clin Trials. 2016;11(2):152-5. PubMed PMID:
26511343.

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