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S-(4-Nitrobenzyl)-6-thioinosine

Base Information Edit
  • Chemical Name:S-(4-Nitrobenzyl)-6-thioinosine
  • CAS No.:38048-32-7
  • Molecular Formula:C17H17N5O6S
  • Molecular Weight:419.418
  • Hs Code.:29349990
  • NSC Number:296962
  • DSSTox Substance ID:DTXSID10860551
  • ChEMBL ID:CHEMBL306550
  • Mol file:38048-32-7.mol
S-(4-Nitrobenzyl)-6-thioinosine

Synonyms:4-NBMI;4-nitrobenzyl-6-mercaptoinosine;4-nitrobenzylmercaptopurine ribonucleoside;4-nitrobenzylthioinosine;6-((4-nitrobenzyl)mercapto)purine ribonucleoside;6-((4-nitrobenzyl)thio)-9-beta-D-ribofuranosylpurine;NBMPR;NBT cpd;NBTI;nitrobenzyl-6-thioinosine

Suppliers and Price of S-(4-Nitrobenzyl)-6-thioinosine
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • NBMPR
  • 50mg
  • $ 319.00
  • TRC
  • S-(4-Nitrobenzyl)-6-thioinosine
  • 50mg
  • $ 60.00
  • Tocris
  • NBMPR ≥99%(HPLC)
  • 50
  • $ 86.00
  • Sigma-Aldrich
  • S-(4-Nitrobenzyl)-6-thioinosine ≥98%, solid
  • 250mg
  • $ 415.00
  • Sigma-Aldrich
  • S-(4-Nitrobenzyl)-6-thioinosine ≥98%, solid
  • 25mg
  • $ 65.80
  • Sigma-Aldrich
  • S-(4-Nitrobenzyl)-6-thioinosine ≥98%, solid
  • 100mg
  • $ 208.00
  • CSNpharm
  • Nitrobenzylthioinosine
  • 250mg
  • $ 300.00
  • Crysdot
  • Nitrobenzylthioinosine 95+%
  • 25mg
  • $ 150.00
  • Crysdot
  • Nitrobenzylthioinosine 95+%
  • 100mg
  • $ 351.00
  • ChemScene
  • Nitrobenzylthioinosine ≥98.0%
  • 100mg
  • $ 400.00
Total 28 raw suppliers
Chemical Property of S-(4-Nitrobenzyl)-6-thioinosine Edit
Chemical Property:
  • Appearance/Colour:Off-White Solid 
  • Melting Point:187-190 °C(lit.) 
  • Refractive Index:1.6460 (estimate) 
  • Boiling Point:770.2 °C at 760 mmHg 
  • PKA:13.08±0.70(Predicted) 
  • Flash Point:419.6 °C 
  • PSA:184.64000 
  • Density:1.78 g/cm3 
  • LogP:1.16150 
  • Storage Temp.:2-8°C 
  • Solubility.:0.1 M HCl: slightly soluble 
  • XLogP3:1.5
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:10
  • Rotatable Bond Count:5
  • Exact Mass:419.08995445
  • Heavy Atom Count:29
  • Complexity:577
Purity/Quality:

98%,99%, *data from raw suppliers

NBMPR *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
  • Safety Statements: 24/25 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:C1=CC(=CC=C1CSC2=NC=NC3=C2N=CN3C4C(C(C(O4)CO)O)O)[N+](=O)[O-]
  • Uses It is a prototype inhibitor of the human equilibrative nucleoside transporter (hENT1), and is a high affinity ligand with a Kd of 0.1-1.0 nM. Nucleoside transporter inhibitors have potential therapeutic applications as anticancer, antiviral, cardio S-(4-Nitrobenzyl)-6-thioinosine is a nucleoside analog and an inhibitor of the human equilibrative nucleoside transporter (hENT1) (1,2,3). Nucleoside transporter inhibitors are useful compounds to investigate anticancer, antiviral, cardioprotective, and neuroprotective agents.
Technology Process of S-(4-Nitrobenzyl)-6-thioinosine

There total 7 articles about S-(4-Nitrobenzyl)-6-thioinosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
6-Chloropurine riboside; With pyridine; trityl resin; for 48h;
(p-nitrophenyl)methanethiol; With triethylamine; In methanol; at 55 ℃; for 5h;
With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; for 0.166667h;
DOI:10.1021/jm030537y
Guidance literature:
Multi-step reaction with 3 steps
1.1: 94 percent / hexamethyldisilazane; Me3SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating
2.1: 36 percent / NH3 / methanol / 20 °C
3.1: trityl resin; pyridine / 48 h
3.2: Et3N / methanol / 5 h / 55 °C
3.3: 94 percent / triisopropylsilane; trifluoroacetic acid / CH2Cl2 / 0.17 h
With pyridine; chloro-trimethyl-silane; trityl resin; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; acetonitrile;
DOI:10.1021/jm030537y
Guidance literature:
Multi-step reaction with 3 steps
1.1: 94 percent / hexamethyldisilazane; Me3SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating
2.1: 36 percent / NH3 / methanol / 20 °C
3.1: trityl resin; pyridine / 48 h
3.2: Et3N / methanol / 5 h / 55 °C
3.3: 94 percent / triisopropylsilane; trifluoroacetic acid / CH2Cl2 / 0.17 h
With pyridine; chloro-trimethyl-silane; trityl resin; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; acetonitrile;
DOI:10.1021/jm030537y
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