3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT

3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Basic information
Product Name:3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT
Synonyms:AZT Glucuronide SodiuM Salt;Zidovudine Glucuronide SodiuM Salt;AZT GLUCURONIDE;3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT;3'-azido-3'-deoxythymidine B-D-*glucuronide sodiu;3'-AZIDO-3'-DEOXYTHYMIDINE B-D-GLUCURONIDE, SODIUM SALT;3'-AZIDO-3'-DEOXYTHYMIDINE O-D-GLUCURONIDE SODIUM SALT;Zidovudine Glucuronide
CAS:133525-01-6
MF:C16H20N5NaO10
MW:465.35
EINECS:
Product Categories:Glucuronides;Metabolites;Bases & Related Reagents;Metabolites & Impurities;Nucleotides
Mol File:133525-01-6.mol
3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Structure
3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Chemical Properties
Melting point 158-163°C
storage temp. -20°C Freezer, Under Inert Atmosphere
solubility DMSO (Slightly, Heated, Sonicated), Methanol (Very Slightly, Heated), Water (Slightly)
form Solid
color White to Light Yellow
Stability:Hygroscopic
Safety Information
MSDS Information
3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesA metabolite of the potent and selective inhibitor of HIV-1 replication, AZT
Biological Activity3'-azido-3'-deoxythymidine β-d-glucuronide is the metabolite of zidovudine, a nucleoside reverse transcriptase inhibitor.zidovudine, an antiretroviral medication used to prevent and treat hiv, is recommended for use with other antiretroviral and may be also used to prevent mother to child spread during birth or after a needlestick injury or other potential exposure.
in vitro3'-azido-3'-deoxythymidine β-d-glucuronide is a metabolite of zidovudine, formed by direct conjugation by udp-glucuronosyltransferase 2b7. the azido group of both zidovudine and 3'-azido-3'-deoxythymidine β-d-glucuronide could be reduced to an amino group by cytochrome cyp3a, cyp2a6, or cyp2b1, forming 3’-amino-3’-deoxythymidine (amt) and amt glucuronide, respectively [1].
in vivoanimal study found that zidovudine-treated rats had higher systolic blood pressure, greater heart weight and greater interventricular septum thickness. electron microscopy revealed mitochondrial swelling in myocardiocytes in zidovudine-treated rats. reduced response to contractile stimuli and enhanced relaxation in response to charbacol were observed in the aortic rings of zidovudine-treated rats. the aortic myocytes of zidovudine-treated rats contained apparently unaffected ultrastructural features, but light microscopy suggested their marked enlargement [2].
references[1] walsky, r. l.,bauman, j.n.,bourcier, k., et al. optimized assays for human udp-glucuronosyltransferase (ugt) activities: altered alamethicin concentration and utility to screen for ugt inhibitors. drug metabolism and disposition 40(5), 1051-1065 (2012).
[2] ruga e, bova s, nussdorfer g, mazzocchi g, rebuffat p, milanesi o, cargnelli g. zidovudine-induced alterations in the heart and vascular smooth muscle of the rat. cardiovasc res. 2003 oct 15;60(1):147-55.
3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Preparation Products And Raw materials
Zidovudine 3'-AZIDO-3'-DEOXYTHYMIDINE-METHYL-D3 BETA-D-GLUCURONIDE, SODIUM SALT 3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT 1-[(2R,4S,5S)-4-Amino-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

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