Stavudine

Description

Stavudine · CAS 220020-60-0 · C10H12N2O4. UNII BO9LE4QFZF. Melting Point: 318 to 320 °F (NTP, 1992); Melting Point: 159-160 °C; Melting Point: 165-166 °C.

Identification

CAS Registry Number	220020-60-0
PubChem CID	18283
Molecular formula	C10H12N2O4
IUPAC name	1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
UNII (FDA)	BO9LE4QFZF

Computed Descriptors

Molecular Weight	224.21
XLogP3	-0.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	224.07970687
Monoisotopic Mass	224.07970687
Topological Polar Surface Area	78.9
Heavy Atom Count	16
Formal Charge	0

Physical & Chemical Properties

Melting Point	318 to 320 °F (NTP, 1992)
Melting Point	159-160 °C
Melting Point	165-166 °C
Melting Point	159 - 160 °C
Solubility	50 to 100 mg/mL at 70 °F (NTP, 1992)
Solubility	5-10 g/100 mL at 21 °C
Solubility	In water, 83 mg/mL at 23 °C
Solubility	4.05e+01 g/L
LogP	-0.72
LogP	log Kow = -0.72 at 37 °C

Physical description & handling notes

• 2',3'-didehydro-3'-deoxythymidine appears as white crystalline solid or powder. Odorless. (NTP, 1992)
• Solid
• White to off white crystalline solid
• Colorless granular solid from ethanol/benzene
• 30 mg/mL in propylene glycol at 23 °C
• 9.5X10-12 mm Hg at 25 °C /Estimated/

GHS Hazard Classification

Reported hazard statements	H302 (66.7%), H315 (33.3%), H319 (33.3%), H335 (33.3%), H341 (33.3%), H361 (33.3%), H362 (33.3%), H372 (33.3%)

Documented Uses

• Use (kg; approx.) in Germany (2009): >10
• Consumption (g per capita; approx.) in Germany (2009): 0.000122
• Consumption (g per capita) in the USA (2002): 0.00425
• For the treatment of human immunovirus (HIV) infections.
• Large scale production: J.E. Starrett et al, EP 334368; eidem, US 5130421 (1989, 1992 both to Bristol-Myers)
• Stavudine is a first generation nucleoside analogue and reverse transcriptase inhibitor used in combination with other agents in the therapy of human immunodeficiency virus (HIV) infection and the acquired immunodeficiency syndrome (AIDS). Stavudine is an uncommon, but well established cause of clinically apparent acute and chronic liver injury.

Synonyms

stavudine; 3056-17-5; sanilvudine; Zerit; 2',3'-Didehydro-3'-deoxythymidine; Estavudina; Stavudinum; Thymidine, 2',3'-didehydro-3'-deoxy-; Zerit Xr; BMY-27857; 3'-Deoxy-2'-thymidinene; 1-((2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione; D 4T (nucleoside); 2',3'-Didehydro-3'-deoxythimidine; 3'-Deoxy-2',3'-didehydrothymidine; BMY 27857

Frequently Asked Questions

What are the CAS number and molecular formula of Stavudine?

CAS 220020-60-0; molecular formula C10H12N2O4; molecular weight — g/mol.

What other names is Stavudine known by?

stavudine, 3056-17-5, sanilvudine, Zerit, 2',3'-Didehydro-3'-deoxythymidine, Estavudina.

Is Stavudine classified as hazardous?

Hazard statements reported: H302, H315, H319, H335, H341.

What are the key physical properties of Stavudine?

Melting Point: 318 to 320 °F (NTP, 1992); Melting Point: 159-160 °C; Melting Point: 165-166 °C; Melting Point: 159 - 160 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.