Stavudine structure, CAS 3056-17-5

Stavudine

CAS Number3056-17-5

Synonyms1-(2,3-Dideoxy-Beta-D-Glycero-2-Pentenofuranosyl)Thymine; Sanilvudine; Virostav; 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',3'-dideoxy-2',3'-didehydrothymidine; 1-[(2R,5S)-5-(hydroxyméthyl)-2,5-dihydrofuran-2-yl]-5-méthylpyrimidine-2,4(1H,3H)-dione; 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

Molecular FormulaC10H12N2O4

Molecular Weight224.21

Purity≥98 (TLC)%

Density1.5±0.1 g/cm3

Boiling Point440.6±55.0 °C at 760 mmHg

Melting Point159-160°C

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9012507 Purity: ≥98 (TLC)%
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Quality Control of [ 3056-17-5 ] Purity: ≥98 (TLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number3056-17-5
Catalog No.2A-9012507
Chinese Name司他夫定
Synonyms1-(2,3-Dideoxy-Beta-D-Glycero-2-Pentenofuranosyl)Thymine; Sanilvudine; Virostav; 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',3'-dideoxy-2',3'-didehydrothymidine; 1-[(2R,5S)-5-(hydroxyméthyl)-2,5-dihydrofuran-2-yl]-5-méthylpyrimidine-2,4(1H,3H)-dione; 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
Molecular FormulaC10H12N2O4
Molecular Weight224.21
Purity≥98 (TLC)
Density1.5±0.1 g/cm3
Boiling Point440.6±55.0 °C at 760 mmHg
Melting Point159-160°C
Appearancepowder
Water Solubility5-10 g/100 mL at 21 ºC
Storage ConditionSealed in a cool, dry environment at -20 ºC
ApplicationStavudine is a nucleoside analog that inhibits HIV reverse transcriptase.
HTC2938901000
PubChem ID24278356
MDL NumberMFCD00132921
SMILESCC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O
InChI1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1
InChI KeyXNKLLVCARDGLGL-JGVFFNPUSA-N
NACRES CodeNA.77
UNSPSC12352200
MSDSmsds/12507_1_3056_17_5.pdf
BioactivityStavudine 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 >> Autophagy Signaling Pathways >> Anti-infection >> HIV Signaling Pathways >> Anti-infection >> Reverse Transcriptase Research 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
Use ofProperties Articles62 Name stavudine Synonym More Synonyms Stavudine Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> HIV Signaling Pathways >> Anti-infection >> Reverse Transcriptase Research 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 Molecular Formula C10H12N2O4 Exact Mass 224.079712 PSA 84.32000 LogP -1.25 Index of Refraction 1.646 InChIKey XNKLLVCARDGLGL-JGVFFNPUSA-N Stability Stable. Combustible. Incompatible with strong oxidizing agents.
Tax Rebate13.0%
SupervisionNone. Minimum tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified
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