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didanosine

Structure via PubChem · Public domain (PubChem)

EntityQ422606· pop 21· linked from 160 articles

didanosine

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Also known as dideoxyinosine, Videx EC®, 9-((2R,5S)-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one, 2,3-dideoxyinosine, DDI, ddIno, 9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one, 2′,3′-dideoxyinosine

Didanosine, sold under the brand name Videx among others, is a medication used to treat HIV/AIDS. It is used in combination with other medications as part of highly active antiretroviral therapy (HAART). It is of the reverse-transcriptase inhibitor class.

Key facts

Drug.NIAID_ChemDB
000004
Drug.Watchedfields
changed
Drug.verifiedrevid
458775891
Drug.image
Didanosin.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.image2
Didanosine ball-and-stick model.png
Drug.image_class2
bg-transparent
Drug.tradename
Videx, Videx EC
Drug.MedlinePlus
a691006
Drug.pregnancy_AU
B2
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
J05
Drug.ATC_suffix
AF02
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.bioavailability
30 to 54%
Drug.protein_bound
Less than 5%

via Wikipedia infobox

Chemical data

Formula
C10H12N4O3
Molecular weight
236.23 g/mol
IUPAC name
9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
SMILES
C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2NC=NC3=O
InChIKey
BXZVVICBKDXVGW-NKWVEPMBSA-N
XLogP
-1.2
Polar surface area
88.7 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1991
Admin. routes
oral
Indications
HIV infection, lymphoma, AIDS, AIDS related complex

via ChEMBL · EBI

Research

2,882 papers

via PubMed

Wikidata facts

Mass
236.091
Has use
medication
Show 10 more facts
chemical formula
C₁₀H₁₂N₄O₃
medical condition treated
HIV infection
canonical SMILES
C1CC(OC1CO)N2C=NC3=C2NC=NC3=O
isomeric SMILES
C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2NC=NC3=O
World Health Organisation international non-proprietary name
didanosine
defined daily dose
0.4
subject has role
antiviral drug
Commons category
Didanosine
legal status (medicine)
boxed warning
significant drug interaction
ribavirin
Sources (6)

via Wikidata · CC0

~5 min read

Encyclopedic overview

8 sections
Contents
  • Adverse effects
  • Drug interactions
  • Resistance
  • Mechanism of action
  • Pharmacokinetics
  • History
  • References
  • Further reading

Didanosine, sold under the brand name Videx among others, is a medication used to treat HIV/AIDS. It is used in combination with other medications as part of highly active antiretroviral therapy (HAART). It is of the reverse-transcriptase inhibitor class.

Didanosine was first described in 1975 and approved for use in the United States in 1991.

Excerpted from Wikipedia’s “didanosine” article, available under the CC BY-SA 4.0 licence.