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Sparsomycin

Base Information Edit
  • Chemical Name:Sparsomycin
  • CAS No.:1404-64-4
  • Molecular Formula:C13H19N3O5S2
  • Molecular Weight:361.443
  • Hs Code.:
  • UNII:6C940P63E7
  • Wikipedia:Sparsomycin
  • Wikidata:Q7573806
  • NCI Thesaurus Code:C152413
  • Metabolomics Workbench ID:105026
  • ChEMBL ID:CHEMBL105720
  • Mol file:1404-64-4.mol
Sparsomycin

Synonyms:Sparsomycin

Suppliers and Price of Sparsomycin
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
  • Cayman Chemical
  • Sparsomycin
  • 1mg
  • $ 145.00
  • Cayman Chemical
  • Sparsomycin
  • 5mg
  • $ 580.00
  • American Custom Chemicals Corporation
  • SPARSOMYCIN 95.00%
  • 5MG
  • $ 500.41
Total 50 raw suppliers
Chemical Property of Sparsomycin Edit
Chemical Property:
  • Melting Point:208-209° (dec) 
  • Refractive Index:1.656 
  • PKA:8.67 in water, 9.05 in 40% ethanol 
  • PSA:176.63000 
  • Density:1.466 g/cm3 
  • LogP:0.18770 
  • Storage Temp.:2-8°C 
  • XLogP3:-1.7
  • Hydrogen Bond Donor Count:4
  • Hydrogen Bond Acceptor Count:7
  • Rotatable Bond Count:8
  • Exact Mass:361.07661306
  • Heavy Atom Count:23
  • Complexity:574
Purity/Quality:

99% *data from raw suppliers

Sparsomycin *data from reagent suppliers

Safty Information:
  • Pictogram(s): VeryT+ 
  • Hazard Codes:T+ 
  • Statements: 28 
  • Safety Statements: 28-36/37-45 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1=C(C(=O)NC(=O)N1)C=CC(=O)NC(CO)CS(=O)CSC
  • Isomeric SMILES:CC1=C(C(=O)NC(=O)N1)/C=C/C(=O)N[C@@H](CO)C[S@@](=O)CSC
  • Description Sparsomycin is a bacterial metabolite and a nucleoside analog of uracil that has been found in S. sparsogenes and has diverse biological activities. It is active against KB carcinoma cells, Gram-positive and Gram-negative bacteria, and fungi. Sparsomycin is an inhibitor of peptidyl transferase that interferes with tRNA binding to the A-site of the peptidyl transfer center and increases the binding of peptidyl-tRNA to the P-site. It inhibits protein synthesis in bacteria, archaea, and eukaryotes. Sparsomycin reduces tumor growth in a P388 mouse leukemia model and in a Walker 256 carcinosarcoma rat model.
  • Uses Research tool for studying protein biosynthesis. Sparsomycin is an antibiotic that binds to active site and exit tunnel hydrophobic crevices of peptidyltransferase center of Haloarcula marismortui large ribosomal subunit.
Technology Process of Sparsomycin

There total 14 articles about Sparsomycin 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:
With Dowex(R) 50W H(1+) form; In methanol; at 50 ℃; for 2h;
DOI:10.1271/bbb.67.2556
Guidance literature:
Multi-step reaction with 2 steps
1: 88 percent / dicyclohexyl carbodiimide; 1-hydroxy-7-azabenzotriazole / dimethylformamide / 12 h / 20 °C
2: 74 percent / Dowex(R) 50W H(1+) form / methanol / 2 h / 50 °C
With 1-hydroxy-7-aza-benzotriazole; Dowex(R) 50W H(1+) form; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;
DOI:10.1271/bbb.67.2556
Guidance literature:
Multi-step reaction with 6 steps
1: 60 percent / ceric ammonium nitrate / H2O / 25 °C
2: 75 percent / dimethylsulfoxide / 50 h / 25 °C
3: 90 percent / 3 N aq. NaOH / methanol; dioxane / 24 h / 25 °C
4: 1.) triethylamine / 1.) DMF, THF, 0 deg C, 5 min, 2.) RT, 4 h
5: tetrahydrofuran; dimethylformamide / 36 h / Ambient temperature
6: 65 percent / 1 N HCl / methanol / 5 h / 50 °C
With hydrogenchloride; sodium hydroxide; ammonium cerium(IV) nitrate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00208a022
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