Nitrobenzylthioinosine

Nitrobenzylthioinosine is an ENT1 transporter inhibitor that binds to ENT1 transporter with high affinity. Nitrobenzylthioinosine is a photoaffinity probe for adenosine uptake sites in brain. Nitrobenzylthioinosine can cross the blood-brain barrier[1][2][3].

Product Specifications

CAS Number

[38048-32-7]

Product Name Alternative

NBMPR

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Adenosine Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein

Applications

Neuroscience-Neuromodulation

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/nitrobenzylthioinosine.html

Purity

98.57

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C(N=CN=C32)SCC4=CC=C([N+]([O-])=O)C=C4)O1)O)O

Molecular Formula

C17H17N5O6S

Molecular Weight

419.41

Precautions

H302, H315, H319, H335

References & Citations

[1]Lauri Alanko, et al. Nitrobenzylthioinosine (NBMPR) binding and nucleoside transporter ENT1 mRNA expression after prolonged wakefulness and recovery sleep in the cortex and basal forebrain of rat. J Sleep Res. 2003 Dec;12 (4) :299-304.|[2]C M Anderson, et al. Ability of nitrobenzylthioinosine to cross the blood-brain barrier in rats. Neurosci Lett. 1996 Nov 29;219 (3) :191-4.|[3]P J Marangos, et al. [3H]nitrobenzylthioinosine is a photoaffinity probe for adenosine uptake sites in brain. Eur J Pharmacol. 1982 Dec 3;85 (3-4) :359-60.|[4]Paterson AR, et al. Inhibition of uridine uptake in HeLa cells by nitrobenzylthioinosine and related compounds. Mol Pharmacol. 1977 Nov;13 (6) :1014-23.|[5]Erlichman C, et al. Antitumor activity of N-phosphonacetyl-L-aspartic acid in combination with nitrobenzylthioinosine. Biochem Pharmacol. 1984 Oct 15;33 (20) :3177-81.|[6]Parkinson FE, et al. Effects of nitrobenzylthioinosine on neuronal injury, adenosine levels, and adenosine receptor activity in rat forebrain ischemia. J Neurochem. 2000 Aug;75 (2) :795-802.