CAS 13153-27-0|NBTGR

Introduction：Basic information about CAS 13153-27-0|NBTGR, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. NBTGR BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	NBTGR
CAS Number	13153-27-0	Molecular Weight	434.42600
Density	1.87g/cm3	Boiling Point	858.3ºC at 760mmHg
Molecular Formula	C₁₇H₁₈N₆O₆S	Melting Point	203-205ºC
MSDS	/	Flash Point	472.9ºC

Names

Name	nbtgr
Synonym	More Synonyms

NBTGR BiologicalActivity

Description	NBTGR (p-Nitrobenzylthioguanosine) is a potent inhibitor of nucleoside transport; inhibits adenosine uptake with a Ki of 70 nM.
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>Cardiovascular Disease
Target	Ki: 70 nM (adenosine uptake)[1]
In Vitro	A group of purine ribonucleosides with alkarylmercapto substituents at the purine 6-position are potent inhibitors of several aspects of nucleoside metabolism that involved the transfer of ribosyl groups. NBTGR is one of the compounds that inhibits nucleoside transport by human erythrocytes; initial rates of uridine uptake are reduced to zero upon exposure of cells to 1 μM NBTGR. The inhibitor is firmly bound because repeated washing cannot restore uridine transport capability to NBTGR-treated cells. NBTGR inhibits the influx of uridine, inosine, and cytidine, without inhibiting the uptake of the corresponding bases, or that of D-glucose or L-leucine. Uridine antagonizes the NBTGR inhibition of uidine transport in a concentration-dependent manner. NBTGR and related compounds appear to interact with the mechanism for the facilitated transport of nucleosides[2].
References	[1]. Turnheim K, et al. Inhibition of adenosine uptake in human erythrocytes by adenosine-5'-carboxamides, xylosyladenine, dipyridamole, hexobendine, and p-nitrobenzylthioguanosine. Biochem Pharmacol. 1978;27(18):2191-7. [2]. Parterson A, et al. Nucleoside Transport II Inhibition by p-Nitrobeazylthiogoanosine and Related Compounds. Can. J. Biochem. 49,271-274 (1971)

Chemical & Physical Properties

Density	1.87g/cm3
Boiling Point	858.3ºC at 760mmHg
Melting Point	203-205ºC
Molecular Formula	C₁₇H₁₈N₆O₆S
Molecular Weight	434.42600
Flash Point	472.9ºC
Exact Mass	434.10100
PSA	210.66000
LogP	1.32490
Vapour Pressure	2.2E-31mmHg at 25°C
Index of Refraction	1.844
InChIKey	BRSNNJIJEZWSBU-XNIJJKJLSA-N
SMILES	Nc1nc(SCc2ccc([N+](=O)[O-])cc2)c2ncn(C3OC(CO)C(O)C3O)c2n1

Safety Information

Safety Phrases	24/25

Synonyms

S-(P-NITROBENZYL)-6-THIOGUANOSINE

S-(4-NITROBENZYL)-6-THIOGUANOSINE (NBTG) POTENT ADENOSINE TRAN

6-(4-nitrobenzylthio)guanosine

S-(4-nitro-benzyl)-6-thio-guanosine

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