CAS 3056-17-5|Stavudine

Introduction：Basic information about CAS 3056-17-5|Stavudine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Stavudine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles62
8. Synonyms

Common Name	Stavudine
CAS Number	3056-17-5	Molecular Weight	224.213
Density	1.5±0.1 g/cm3	Boiling Point	440.6±55.0 °C at 760 mmHg
Molecular Formula	C₁₀H₁₂N₂O₄	Melting Point	159-160°C
MSDS	ChineseUSA	Flash Point	220.3±31.5 °C

Names

Name	stavudine
Synonym	More Synonyms

Stavudine BiologicalActivity

Description	Stavudine is a nucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.Target: HIV RT; NRTIsStavudine is a dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV. Stavudine is an analog of thymidine. It is phosphorylated by cellular kinases into active triphosphate. Stavudine triphosphate inhibits the HIV reverse transcriptase by competing with natural substrate, thymidine triphosphate. It also causes termination of DNA synthesis by incorporating into it [1]. Mice were treated for 2 weeks with stavudine d4T (500 mg/kg/day), L-carnitine (200 mg/kg/day) or both drugs concomitantly. Body fatness was assessed by dual energy X-ray absorptiometry, and investigations were performed in plasma, liver, muscle and WAT. D4T reduced the gain of body adiposity, WAT leptin, whole body FAO and plasma ketone bodies, and increased liver triglycerides and plasma aminotransferases with mild ultrastructural abnormalities in hepatocytes [2].Clinical indications: HIV-1 infection FDA Approved Date: June 24, 1994 Toxicity: peripheral neuropathy; lipodystrophy
Related Catalog	Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Anti-infection >>HIVSignaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection
References	[1]. Lea AP, et al. Stavudine: a review of its pharmacodynamic and pharmacokinetic properties and clinical potential in HIV infection. Drugs. 1996 May;51(5):846-64. [2]. Igoudjil A, et al. High doses of stavudine induce fat wasting and mild liver damage without impairing mitochondrial respiration in mice. Antivir Ther. 2007;12(3):389-400.

Description

Stavudine is a nucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.Target: HIV RT; NRTIsStavudine is a dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV. Stavudine is an analog of thymidine. It is phosphorylated by cellular kinases into active triphosphate. Stavudine triphosphate inhibits the HIV reverse transcriptase by competing with natural substrate, thymidine triphosphate. It also causes termination of DNA synthesis by incorporating into it [1]. Mice were treated for 2 weeks with stavudine d4T (500 mg/kg/day), L-carnitine (200 mg/kg/day) or both drugs concomitantly. Body fatness was assessed by dual energy X-ray absorptiometry, and investigations were performed in plasma, liver, muscle and WAT. D4T reduced the gain of body adiposity, WAT leptin, whole body FAO and plasma ketone bodies, and increased liver triglycerides and plasma aminotransferases with mild ultrastructural abnormalities in hepatocytes [2].Clinical indications: HIV-1 infection FDA Approved Date: June 24, 1994 Toxicity: peripheral neuropathy; lipodystrophy

Related Catalog

Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Anti-infection >>HIVSignaling Pathways >>Anti-infection >>Reverse TranscriptaseResearch Areas >>Infection

References

[1]. Lea AP, et al. Stavudine: a review of its pharmacodynamic and pharmacokinetic properties and clinical potential in HIV infection. Drugs. 1996 May;51(5):846-64.

[2]. Igoudjil A, et al. High doses of stavudine induce fat wasting and mild liver damage without impairing mitochondrial respiration in mice. Antivir Ther. 2007;12(3):389-400.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	440.6±55.0 °C at 760 mmHg
Melting Point	159-160°C
Molecular Formula	C₁₀H₁₂N₂O₄
Molecular Weight	224.213
Flash Point	220.3±31.5 °C
Exact Mass	224.079712
PSA	84.32000
LogP	-1.25
Vapour Pressure	0.0±2.4 mmHg at 25°C
Index of Refraction	1.646
InChIKey	XNKLLVCARDGLGL-JGVFFNPUSA-N
SMILES	Cc1cn(C2C=CC(CO)O2)c(=O)[nH]c1=O
Storage condition	−20°C
Stability	Stable. Combustible. Incompatible with strong oxidizing agents.
Water Solubility	5-10 g/100 mL at 21 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XP2075000

CHEMICAL NAME :: Thymidine, 2',3'-didehydro-3'-deoxy-

CAS REGISTRY NUMBER :: 3056-17-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C10-H12-N2-O4

MOLECULAR WEIGHT :: 224.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 600 mg/kg/3D (Continuous)

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 18,168,1991

Safety Information

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Risk Phrases	R36/37/38
Safety Phrases	S26-S36
RIDADR	NONH for all modes of transport
WGK Germany	2
RTECS	XP2075000
HS Code	2938901000

Customs

HS Code	2938901000
Summary	HS: 2938901000. 4-amino-1-((2r,5s)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1h)-one. VAT:17.0%. tax rebate rate:13.0%. supervision conditions:None. MFN tarrif:6.5%. general tariff:20.0%

Articles62

Both 2',3'-dideoxythymidine and its 2',3'-unsaturated derivative (2',3'-dideoxythymidinene) are potent and selective inhibitors of human immunodeficiency virus replication in vitro.

Biochem. Biophys. Res. Commun. 142 , 128, (1987)

2',3'-Dideoxythymidine (ddThd) and its 2',3'-unsaturated derivative 2',3'-dideoxythymidinene (ddeThd) are potent and selective inhibitors of human immunodeficiency virus (HIV) in vitro. When evaluated...

The separation and detection of PET tracers via capillary electrophoresis for chemical identity and purity analysis.

J. Pharm. Biomed. Anal. 94 , 12-8, (2014)

CE coupled with UV detection was assessed as a possible platform for the chemical identity and purity analysis of positron emission tomography (PET) tracers using [(18)F]FAC and [(18)F]FLT as examples...

Viral protein R of HIV type-1 induces retrotransposition and upregulates glutamate synthesis by the signal transducer and activator of transcription 1 signaling pathway.

Microbiol. Immunol. 59 , 398-409, (2015)

Viral protein R (Vpr) of HIV-1 plays an important role in viral replication in macrophages. Various lines of evidence suggest that expression of Vpr in macrophages causes immunopathogenesis; however, ...

Synonyms

1-(2,3-Dideoxy-Beta-D-Glycero-2-Pentenofuranosyl)Thymine

Sanilvudine

Virostav

2,4(1H,3H)-Pyrimidinedione, 1-[(2R,5S)-2,5-dihydro-5-(hydroxymethyl)-2-furanyl]-5-methyl-

1-[(2R,5S)-5-(Hydroxymethyl)-2,5-dihydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

4-Hydroxy-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydro-2-furanyl]-5-methyl-2(1H)-pyrimidinone

Stavudine

Stauvidine

3'-Deoxy-2'-thymidinene

1-(2,3-Dideoxy-β-D-glycero-2-pentenofuranosyl)thymine

Zerit

1-[(2R,5S)-5-(Hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidin-2,4(1H,3H)-dion

2(1H)-Pyrimidinone, 1-[(2R,5S)-2,5-dihydro-5-(hydroxymethyl)-2-furanyl]-4-hydroxy-5-methyl-

2',3'-dideoxy-2',3'-didehydrothymidine

1-[(2R,5S)-5-(hydroxyméthyl)-2,5-dihydrofuran-2-yl]-5-méthylpyrimidine-2,4(1H,3H)-dione

Thymidine, 2',3'-didehydro-3'-deoxy-

2',3'-didehydro-3'-deoxythimidine

1-(2,3-Dideoxy-b-glycero-pent-2-enofuranosyl)thymine

D 4T

D4T

estavudina

MFCD00132921

2',3'-Anhydrothymidine

Stavir

Avostav

Sanilvudine (JAN)

1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4(1H,3H)-dione

2',3'-Didehydro-3'-deoxythyMidine

Thymine, 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)- (7CI,8CI)

2',3'-dideoxy-2',3'-didehydrothymine

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