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Luotonin A

Base Information
  • Chemical Name:Luotonin A
  • CAS No.:205989-12-4
  • Molecular Formula:C18H11N3O
  • Molecular Weight:285.305
  • Hs Code.:
  • European Community (EC) Number:687-298-1
  • DSSTox Substance ID:DTXSID501347723
  • Nikkaji Number:J929.389B
  • Wikidata:Q104251453
  • ChEMBL ID:CHEMBL19163
  • Mol file:205989-12-4.mol
Luotonin A

Synonyms:luotonin A

Suppliers and Price of Luotonin A
Supply Marketing:
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
  • TRC
  • LuotonineA
  • 1mg
  • $ 45.00
  • TRC
  • LuotonineA
  • 25mg
  • $ 175.00
  • Medical Isotopes, Inc.
  • LuotonineA
  • 10 mg
  • $ 610.00
  • Cayman Chemical
  • Luotonin A ≥98%
  • 25mg
  • $ 188.00
  • Cayman Chemical
  • Luotonin A ≥98%
  • 1mg
  • $ 25.00
  • Cayman Chemical
  • Luotonin A ≥98%
  • 10mg
  • $ 95.00
  • Cayman Chemical
  • Luotonin A ≥98%
  • 5mg
  • $ 63.00
  • ApexBio Technology
  • LuotoninA
  • 25mg
  • $ 261.00
  • ApexBio Technology
  • LuotoninA
  • 5mg
  • $ 88.00
  • ApexBio Technology
  • LuotoninA
  • 10mg
  • $ 131.00
Total 7 raw suppliers
Chemical Property of Luotonin A
Chemical Property:
  • Melting Point:283-285 °C 
  • Boiling Point:530.9±60.0 °C(Predicted) 
  • PKA:1.61±0.20(Predicted) 
  • PSA:47.78000 
  • Density:1.44±0.1 g/cm3(Predicted) 
  • LogP:2.97340 
  • Solubility.:≤3mg/ml in DMSO;3mg/ml in dimethyl formamide 
  • XLogP3:2.7
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:285.090211983
  • Heavy Atom Count:22
  • Complexity:517
Purity/Quality:

≥98% *data from raw suppliers

LuotonineA *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1C2=CC3=CC=CC=C3N=C2C4=NC5=CC=CC=C5C(=O)N41
  • Description Luotonin A is an alkaloid originally isolated from a plant used in traditional Chinese medicine. It inhibits the growth of mouse leukemia P388 cells (IC50 = 1.8 μg/ml). Luotonin A is structurally similar to the alkaloid camptothecin and, like camptothecin, it binds to and stabilizes the topoisomerase I-DNA binary complex, leading to DNA breakage and cell death (IC50 = 5.07-12.6 μM). Also like camptothecin, luotonin A forms non-covalent complexes with double-stranded DNA in the minor groove and this association can be followed by native fluorescence associated with the aromatic and heterocyclic ring structure. Luotonin A also selectively inhibits the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2 (IC50 = ~6 μM for each) in human liver microsomes.
Technology Process of Luotonin A

There total 5 articles about Luotonin A 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 palladium diacetate; tri-tert-butyl phosphine; caesium carbonate; In N,N-dimethyl-formamide; for 9h; Further Variations:; Reagents; Product distribution; Heating;
DOI:10.1016/j.tet.2004.09.016
Guidance literature:
Multi-step reaction with 2 steps
1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / Inert atmosphere
2: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) cyanide; potassium carbonate; tetraethylammoniumcyanide / 1,4-dioxane / 12 h / 130 °C / Autoclave; Inert atmosphere
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); tetraethylammoniumcyanide; copper(l) cyanide; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In 1,4-dioxane; dichloromethane; 2: |Diels-Alder Cycloaddition;
DOI:10.3987/COM-17-S(T)6
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