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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

3'-AZIDO-3'-DEOXYTHYMIDINE BETA-D-GLUCURONIDE, SODIUM SALT Chemical Properties,Usage,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.