
CAS Number38048-32-7
Synonyms{6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine}; NBMPR; 6-[(4-Nitrobenzyl)sulfanyl]-9-(β-D-ribofuranosyl)-9H-purine; S-(4-Nitrobenzyl)-6-thioinosine; EINECS 253-753-4; MFCD00005745; 6-S-[(4-Nitrophenyl)methyl]-6-thioinosine; NBTI; 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
Molecular FormulaC17H17N5O6S
Molecular Weight419.41
Purity≥98%
Density1.8±0.1 g/cm3
Boiling Point770.2±70.0 °C at 760 mmHg
Melting Point187-190 °C (lit.)
Appearancesolid
EINECS253-753-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 38048-32-7 |
| Catalog No. | 2A-9083123 |
| Chinese Name | S-(4-硝基苄基)-6-硫肌苷 |
| Synonyms | {6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine}; NBMPR; 6-[(4-Nitrobenzyl)sulfanyl]-9-(β-D-ribofuranosyl)-9H-purine; S-(4-Nitrobenzyl)-6-thioinosine; EINECS 253-753-4; MFCD00005745; 6-S-[(4-Nitrophenyl)methyl]-6-thioinosine; NBTI; 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine |
| Molecular Formula | C17H17N5O6S |
| Molecular Weight | 419.41 |
| Purity | ≥98 |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 770.2±70.0 °C at 760 mmHg |
| Melting Point | 187-190 °C (lit.) |
| Appearance | solid |
| Water Solubility | 0.1 M HCl: slightly soluble |
| Storage Condition | Sealed and stored at 2 ºC -10 ºC |
| Application | Nitrobenzylthioinosine is an ENT1 transporter inhibitor that binds to the ENT1 transporter with high affinity. Nitrobenzylthioinosine is a photoaffinity probe used to track adenosine uptake sites in t |
| EINECS | 253-753-4 |
| PubChem ID | 24277723 |
| MDL Number | MFCD00005745 |
| SMILES | OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23 |
| 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 |
| InChI Key | DYCJFJRCWPVDHY-LSCFUAHRSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352202 |
| Hazard Symbols | transportation |
| MSDS | msds/83123_1_38048_32_7.pdf |
| Bioactivity | 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]. Related Catalog Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor Target ENT1 transporter[1] 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. [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. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 770.2±70.0 °C at 760 mmHg Melting Point 187-190 °C(lit.) Molecular Formula C17H17N5O6S Molecular Weight 419.412 Flash Point 419.6±35.7 °C Exact Mass 419.089966 PSA 184.64000 LogP 1.20 Appearance of Characters solid | white Vapour Pressure 0.0±2.8 mmHg at 25°C Index of Refraction 1.808 InChIKey DYCJFJRCWPVDHY-LSCFUAHRSA-N SMILES O=[N+]([O-])c1ccc(CSc2ncnc3c2ncn3C2OC(CO)C(O)C2O)cc1 Storage condition 2-8°C Water Solubility 0.1 M HCl: slightly soluble |
| Use of | 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]. Properties Articles56 Name S-(4-Nitrobenzyl)-6-thioinosine Synonym More Synonyms Nitrobenzylthioinosine Biological Activity Description 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]. Related Catalog Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor ENT1 transporter[1] References [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. Chemical & Physical Properties Molecular Formula C17H17N5O6S Exact Mass 419.089966 PSA 184.64000 Appearance of Characters solid | white Index of Refraction 1.808 InChIKey DYCJFJRCWPVDHY-LSCFUAHRSA-N Water Solubility 0.1 M HCl: slightly soluble |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip. |
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