NBMPR

NBMPR, also known as S-4-nitrophenylmethyl-6-thioinosine, is a nucleoside analog that competitively inhibits the equilibrative nucleoside transporter 1. NBMPR is routinely used at concentrations of 0.10 μM and 0.10 mM to specifically inhibit transport of nucleosides mediated by equilibrative nucleoside transporters 1 (ENT1) and 2 (ENT2), respectively. NBMPR at a concentration of 0.10 mM abolishes ABCG2 activity.

Product information

CAS Number: 38048-32-7

Molecular Weight: 419.41

Formula: C17H17N5O6S

Synonym:

NBTI

NSC-296962

NBMPR

NSC 296962

NSC296962

S-4-nitrophenylmethyl-6-thioinosine

Chemical Name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

Smiles: [O-][N+](=O)C1C=CC(CSC2=NC=NC3=C2N=CN3[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)=CC=1

InChiKey: DYCJFJRCWPVDHY-LSCFUAHRSA-N

InChi: InChI=1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2/t11-,13-,14-,17-/m1/s1

Technical Data

Appearance: Solid Power.

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined.

HS Tariff Code: 382200

References:

1. Alanko L, Stenberg D, Porkka-Heiskanen T. 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. doi: 10.1046/j.0962-1105.2003.00372.x. PMID: 14633241.
2. Parkinson FE, Clanachan AS. Nitrobenzylthioinosine (NBMPR) binding sites in kidney. Proc West Pharmacol Soc. 1987;30:75-7. PMID: 3628321.

Products are for research use only. Not for human use.