Stavudine
Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor — ANTIINFECTIVES FOR SYSTEMIC USE
Also known as: sanilvudine, staduvine, zerit
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Stavudine is an ofm drug in the Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor class catalogued in DrugCentral. It was first approved by the FDA in 1994. Its mechanism of action is classified as Nucleoside Reverse Transcriptase Inhibitors. DrugCentral lists 3 molecular targets, including pol, reverse transcriptas and gag-pol. Recorded indications include Human immunodeficiency virus infection.
- Approval status: ofm (first approved 1994 by the FDA).
- Drug class: Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor.
- Mechanism of action: Nucleoside Reverse Transcriptase Inhibitors.
- Molecular targets: pol, reverse transcriptas and gag-pol (3 listed in DrugCentral).
- Indications: Human immunodeficiency virus infection.
- ATC code: J05AF04 (Nucleoside and nucleotide reverse transcriptase inhibitors).
- Molecular formula: C10H12N2O4; molecular weight 224.22 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (1)
- Human immunodeficiency virus infection
Off-label uses (1)
- Prevention of HIV Infection after Exposure
Contraindications (12)
- Acute pancreatitis
- Alcoholism
- Breastfeeding (mother)
- Chronic pancreatitis
- Diabetes mellitus
- Disease of liver
- Hyperglycemia
- Kidney disease
- Lactic acidosis
- Obesity
- Peripheral nerve disease
- Steatosis of liver
Mechanism & targets
| Mechanism of action (MoA) | Nucleoside Reverse Transcriptase Inhibitors |
|---|---|
| Established pharmacologic class | Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor |
Molecular targets (3)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Reverse transcriptase/RNaseH | pol | inhibitor | EC50 7.30 |
| Reverse transcriptase | reverse transcriptas | unknown | IC50 7.22 |
| Gag-Pol polyprotein | gag-pol | unknown | — |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1994-06-24 | FDA | — | BRISTOL MYERS SQUIBB |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
J05AF04 | ANTIINFECTIVES FOR SYSTEMIC USE › ANTIVIRALS FOR SYSTEMIC USE › DIRECT ACTING ANTIVIRALS › Nucleoside and nucleotide reverse transcriptase inhibitors |
J05AR07 | ANTIINFECTIVES FOR SYSTEMIC USE › ANTIVIRALS FOR SYSTEMIC USE › DIRECT ACTING ANTIVIRALS › Antivirals for treatment of HIV infections, combinations |
J05AR28 | ANTIINFECTIVES FOR SYSTEMIC USE › ANTIVIRALS FOR SYSTEMIC USE › DIRECT ACTING ANTIVIRALS › Antivirals for treatment of HIV infections, combinations |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Virologic failure | 2198.0 |
| Viral mutation identified | 1374.5 |
| Lipodystrophy acquired | 1332.0 |
| Drug resistance | 1293.5 |
| Mitochondrial toxicity | 798.3 |
| Pathogen resistance | 795.6 |
| Foetal exposure during pregnancy | 619.0 |
| Eyelid ptosis | 515.1 |
| Progressive external ophthalmoplegia | 428.1 |
| Treatment failure | 355.8 |
| Diplopia | 337.5 |
| Multiple-drug resistance | 323.4 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Stavudine is on its molecule page.
| Molecular formula | C10H12N2O4 |
|---|---|
| Molecular weight | 224.22 g/mol |
| CAS number | 3056-17-5 |
| InChIKey | XNKLLVCARDGLGL-JGVFFNPUSA-N |
| PubChem CID | 18283 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Stavudine used for?
DrugCentral lists the following indications for Stavudine: Human immunodeficiency virus infection.
How does Stavudine work?
Stavudine is classified as Nucleoside Reverse Transcriptase Inhibitors; its molecular targets in DrugCentral include pol (inhibitor), reverse transcriptas and gag-pol.
When was Stavudine first approved?
Stavudine was first approved by the FDA in 1994.
What drug class does Stavudine belong to?
Stavudine is in the Human Immunodeficiency Virus Nucleoside Analog Reverse Transcriptase Inhibitor class.
What is the chemical formula of Stavudine?
Stavudine has the molecular formula C10H12N2O4 and a molecular weight of 224.22 g/mol.
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Sources
- DrugCentral drug card 2478 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL991 — compound record and bioactivity
- PubChem CID 18283 — chemical identifiers
- DrugBank DB00649 — drug record
- FDA UNII BO9LE4QFZF — substance identity
- DailyMed: FDA labels for Stavudine — current prescribing information (label search)
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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