Nitrobenzylthioinosine
Based on 3 publication(s) in Google Scholar
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.
For research use only. We do not sell to patients.
- Purity: 98.57%
- CAS No.: 38048-32-7
- Formula: C17H17N5O6S
- Molecular Weight:419.41
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Storage:
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Publications Citing Use of MedChemExpress (MCE) Nitrobenzylthioinosine
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Cell Proliferation/Viability Assay
All Adenosine Receptor Isoforms
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Biological Activity
ENT1 transporter[1]
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | IC50 |
75 μM
Compound: Nitrobenzylmercaptopurine riboside
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TP_TRANSPORTER: inhibition of 9-(2-phosphonomethoxyethyl)adenine(PMEA) efflux (PMEA: 1 uM) in MRP4-expressing HEK293 cells
TP_TRANSPORTER: inhibition of 9-(2-phosphonomethoxyethyl)adenine(PMEA) efflux (PMEA: 1 uM) in MRP4-expressing HEK293 cells
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[PMID: 12695538] |
| K562 | IC50 |
7.6 nM
Compound: NBMPR
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Inhibition of ENT1 in human K562 cells by flow cytometric assay
Inhibition of ENT1 in human K562 cells by flow cytometric assay
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[PMID: 17636949] |
| U2OS | IC50 |
2.6 nM
Compound: 65407
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Inhibition of the equilibrative nucleoside transporter (ENT1, SLC29A1) as assessed by GPCR-mediated changes in cell morphology using the impedance-based transporter activity through receptor activation (TRACT) assay
Inhibition of the equilibrative nucleoside transporter (ENT1, SLC29A1) as assessed by GPCR-mediated changes in cell morphology using the impedance-based transporter activity through receptor activation (TRACT) assay
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[PMID: 31551431] |
| U2OS | IC50 |
2.6 nM
Compound: 65407
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Inhibition of the equilibrative nucleoside transporter (ENT1, SLC29A1) as assessed by GPCR-mediated changes in cell morphology using the impedance-based transporter activity through receptor activation (TRACT) assay (PubChem AID: 1745861)
Inhibition of the equilibrative nucleoside transporter (ENT1, SLC29A1) as assessed by GPCR-mediated changes in cell morphology using the impedance-based transporter activity through receptor activation (TRACT) assay (PubChem AID: 1745861)
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[PMID: 31551431] |
Nitrobenzylthioinosine (0-25 μM) can inhibit uridine uptake by HeLa cells[4].
Nitrobenzylthioinosine (10 μM, 72 h) combines with N-Phosphonacetyl-L-aspartic acid (PALA) can inhibit the viability of B16 melanoma cells[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Nitrobenzylthioinosine (50 nM, intraventricular injection) can protect rat CA1 pyramidal neurons from ischemic death[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 38048-32-7
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Appearance Solid
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Molecular Weight 419.41
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Formula C17H17N5O6S
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Color White to off-white
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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
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Synonyms
NBMPR
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Publications (3)
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Journal Impact Factor
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Most Recent
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Mol Cell
Accumulation of succinate suppresses de novo purine synthesis through succinylation-mediated control of the mitochondrial folate cycle. [Abstract]2025 Oct 28:S1097-2765(25)00819-6. PMID: 41161310 -
Parasitol Res
Anti-Toxoplasma activity of NBMPR is mediated through the inhibition of nucleoside and nucleobase transporters. [Abstract]2026 Feb 16;125(1):25. PMID: 41692887 -
Nitrobenzylthioinosine purchased from MedChemExpress. Usage Cited in: bioRxiv. 2026 Jan 27.
The inhibitor of hENT, Nitrobenzylthioinosine (NBMPR) (31.6–10,000 nM), enhanced the efficacy of DHODH inhibition in the presence of supraphysiological uridine levels in the ecMRT tumoroid model 103T.
Solvent & Solubility
DMSO : 50 mg/mL (119.22 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.08 mg/mL (4.96 mM); Clear solution
This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.08 mg/mL (4.96 mM); Clear solution
This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (276 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.3843 mL | 11.9215 mL | 23.8430 mL | 59.6075 mL |
| 5 mM | 0.4769 mL | 2.3843 mL | 4.7686 mL | 11.9215 mL | |
| 10 mM | 0.2384 mL | 1.1922 mL | 2.3843 mL | 5.9608 mL | |
| 15 mM | 0.1590 mL | 0.7948 mL | 1.5895 mL | 3.9738 mL | |
| 20 mM | 0.1192 mL | 0.5961 mL | 1.1922 mL | 2.9804 mL | |
| 25 mM | 0.0954 mL | 0.4769 mL | 0.9537 mL | 2.3843 mL | |
| 30 mM | 0.0795 mL | 0.3974 mL | 0.7948 mL | 1.9869 mL | |
| 40 mM | 0.0596 mL | 0.2980 mL | 0.5961 mL | 1.4902 mL | |
| 50 mM | 0.0477 mL | 0.2384 mL | 0.4769 mL | 1.1922 mL | |
| 60 mM | 0.0397 mL | 0.1987 mL | 0.3974 mL | 0.9935 mL | |
| 80 mM | 0.0298 mL | 0.1490 mL | 0.2980 mL | 0.7451 mL | |
| 100 mM | 0.0238 mL | 0.1192 mL | 0.2384 mL | 0.5961 mL |
Nitrobenzylthioinosine Related Classifications
HY-W010936 Related Classifications
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