Didanosine

  • CAT Number: A001017
  • CAS Number: 69655-05-6
  • Molecular Formula: C10H12N4O3
  • Molecular Weight: 236.23
  • Purity: ≥95%
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Didanosine (2′,3′-dideoxyinosine, ddI, DDI) marketed under the trade names Videx and Videx EC. It is an antiretroviral medication used to treat HIV/AIDS in combination with other medications as part of highly active antiretroviral therapy (HAART). It is of the reverse transcriptase inhibitor class. It is on the World Health Organization/’s List of Essential Medicines, a list of the most important medication needed in a basic health system. (Source: https://en.wikipedia.org/wiki/Didanosine).

Catalog Number A001017
CAS Number 69655-05-6
Molecular Formula

C10H12N4O3

Purity 95%
Target Reverse Transcriptase
Solubility >10.3mg/mL in DMSO
Storage -20°C
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 C1CC(OC1CO)N2C=NC3=C2NC=NC3=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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