Osi-930

Base Information

• Chemical Name: Osi-930
• CAS No.: 728033-96-3
• Molecular Formula: C22H16F3N3O2S
• Molecular Weight: 443.449
• UNII: G1PEG5Q9Y2
• DSSTox Substance ID: DTXSID60993606
• Wikidata: Q27163281
• NCI Thesaurus Code: C70981
• Pharos Ligand ID: GHZB9DU5V2Z3
• Metabolomics Workbench ID: 149589
• ChEMBL ID: CHEMBL1614710
• Mol file: 728033-96-3.mol

Synonyms:N-(4-trifluoromethoxyphenyl)3-((quinolin-4-ylmethyl)amino)thiophene-2-carboxamide;OSI 930;OSI-930;OSI930

Chemical Property of Osi-930

Chemical Property:

• Boiling Point: 517.449 °C at 760 mmHg
• PKA: 11.36±0.70(Predicted)
• Flash Point: 266.743 °C
• PSA: 91.49000
• Density: 1.451 g/cm³
• LogP: 6.20530
• Solubility.: ≥22.15 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 443.09153242
• Heavy Atom Count: 31
• Complexity: 601

Purity/Quality:

98%,99%, ^*data from raw suppliers

OSI930 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=N2)CNC3=C(SC=C3)C(=O)NC4=CC=C(C=C4)OC(F)(F)F
• Recent ClinicalTrials: Phase 1 Study of OSI-930 in Cancer Patients
• Uses: OSI-930 is an inhibitor of the receptor tyrosine kinases c-Kit (IC50:9.5nM) and VEGFR-2 (IC50:10.1nM).

Technology Process of Osi-930

There total 5 articles about Osi-930 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:

Reference yield:

quinoline-4-carboxaldehyde (4363-93-3) + 3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide (728033-97-4) → OSI-930 (728033-96-3)

Guidance literature:

quinoline-4-carboxaldehyde; 3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide; With trifluoroacetic acid; In dichloromethane; for 2h; Heating / reflux;

With triethylsilane; In dichloromethane; for 16h; Heating / reflux;

Reference yield:

4-(trifluoromethoxy)aniline (461-82-5) → OSI-930 (728033-96-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trimethylaluminum / toluene / 16 h / 20 °C / Inert atmosphere

1.2: 24 h / 130 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere; Reflux

3.1: triethylsilane / dichloromethane / 16 h / Inert atmosphere; Reflux

With triethylsilane; trimethylaluminum; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1039/c5ob00233h

Reference yield:

3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide (728033-97-4) → OSI-930 (728033-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere; Reflux

2: triethylsilane / dichloromethane / 16 h / Inert atmosphere; Reflux

With triethylsilane; trifluoroacetic acid; In dichloromethane;

DOI:10.1039/c5ob00233h

upstream raw materials:

quinoline-4-carboxaldehyde

3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide

Methyl 3-aminothiophene-2-carboxylate

4-(trifluoromethoxy)aniline

Refernces

• 1、 -. "(2-carboxamido)(3-amino) thiophene compounds". . . Retrieved 2008/06/13.