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

CAS No.
133525-01-6
Chemical Name:
3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT
Synonyms
AZT-G;AZT GLUCURONIDE;Zidovudine Glucuronide;AZT Glucuronide SodiuM Salt;zidovudine beta-D-glucuronide;Zidovudine Glucuronide SodiuM Salt;3'-Azido-3'-deoxythymidine β-D-glucuronide;3'-azido-3'-deoxythymidine B-D-*glucuronide sodiu;3'-AZIDO-3'-DEOXYTHYMIDINE O-D-GLUCURONIDE SODIUM SALT;3'-Azido-3'-deoxy-5'-O-β-D-glucopyranuronosylthymidine
CBNumber:
CB5452909
Molecular Formula:
C16H20N5NaO10
Molecular Weight:
465.35
MDL Number:
MFCD02091675
MOL File:
133525-01-6.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:04

3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT 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
FDA UNII CD09F5JM6T

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H335-H302-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501

3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 18679 3'-Azido-3'-deoxythymidine β-D-glucuronide (sodium salt) ≥95% 133525-01-6 1mg $62 2024-03-01 Buy
Cayman Chemical 18679 3'-Azido-3'-deoxythymidine β-D-glucuronide (sodium salt) ≥95% 133525-01-6 5mg $151 2024-03-01 Buy
Cayman Chemical 18679 3'-Azido-3'-deoxythymidine β-D-glucuronide (sodium salt) ≥95% 133525-01-6 10mg $258 2024-03-01 Buy
TRC A825050 3''-Azido-3''-deoxythymidineβ-D-glucuronide,SodiumSalt 133525-01-6 25mg $460 2021-12-16 Buy
Biosynth Carbosynth NA06316 3'-Azido-3'-deoxythymidine-b-D-glucuronide sodium salt 133525-01-6 25mg $485 2021-12-16 Buy
Product number Packaging Price Buy
18679 1mg $62 Buy
18679 5mg $151 Buy
18679 10mg $258 Buy
A825050 25mg $460 Buy
NA06316 25mg $485 Buy

3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

A metabolite of the potent and selective inhibitor of HIV-1 replication, AZT

Biological Activity

3'-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 vitro

3'-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 vivo

animal 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

Raw materials

Preparation Products

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

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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 3'-Azido-3'-deoxy-D-thymidine-b-D-glucuronidesodiumsalt zidovudine beta-D-glucuronide (3'-Azido-3'-deoxy-5'-thymidyl)β-D-glucopyranosiduronic acid (3'-Deoxy-3'-azido-5'-thymidyl)-β-D-glucopyranosiduronic acid 3'-Azido-3'-deoxy-5'-O-β-D-glucopyranuronosylthymidine 5'-O-β-D-Glucurono pyranosyl-3'-azido-3'-deoxythymidine AZT-G 3'-Azido-3'-deoxy-5'-O-β-D-glucopyranuronosyl-thyMidine MonosodiuM Salt Zidovudine Impurity 13(Zidovudine Glucuronide Sodium Salt) 3'-Azido-3'-deoxythymidine β-D-glucuronide 3'-Azido-3'-deoxythymidine β-D-glucuronide, Sodium Salt 133525-01-6 C16H20N5NaO10 C16H20N5O10Na Glucuronides Metabolites Bases & Related Reagents Metabolites & Impurities Nucleotides