3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide

Base Information

• Chemical Name: 3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide
• CAS No.: 778270-11-4
• Molecular Formula: C18H13 F3 N4 O2
• Molecular Weight: 374.322
• European Community (EC) Number: 636-077-8
• UNII: 6D7Q9Z2W7T
• DSSTox Substance ID: DTXSID40228443
• Nikkaji Number: J2.814.635C
• Wikidata: Q27074949
• Pharos Ligand ID: ZAV5AHN1TT7C
• ChEMBL ID: CHEMBL483847
• Mol file: 778270-11-4.mol

Synonyms:GNF-2;778270-11-4;3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide;GNF 2;GNF2;3-[6-[4-(trifluoromethoxy)anilino]pyrimidin-4-yl]benzamide;3-[6-[[4-(Trifluoromethoxy)phenyl]amino]-4-pyrimidinyl]benzamide;UNII-6D7Q9Z2W7T;6D7Q9Z2W7T;CHEMBL483847;3-(6-{[4-(Trifluoromethoxy)phenyl]amino}pyrimidin-4-Yl)benzamide;3-(6-(4-(trifluoromethoxy)phenylamino)pyrimidin-4-yl)benzamide;Benzamide, 3-(6-((4-(trifluoromethoxy)phenyl)amino)-4-pyrimidinyl)-;SMR000463555;Bcr-abl;MFCD09265253;3k5v;Bcr-abl inhibitor GNF-2;D05UJT;MLS000911539;MLS003105943;MLS006010254;SCHEMBL925002;GTPL5935;CHEBI:91337;DTXSID40228443;EX-A100;HMS2043N17;HMS2220E13;HMS3229A19;HMS3265C23;HMS3265C24;HMS3265D23;HMS3265D24;HMS3333I20;HMS3651P06;BCP06315;BDBM50325999;s2899;AKOS024458139;CCG-206737;SB19395;GNF-2, >=98% (HPLC), solid;NCGC00346808-01;NCGC00346808-12;AC-32816;AS-16705;HY-11007;Bcr-abl Inhibitor - CAS 778270-11-4;FT-0701979;SW219739-1;A865149;Q27074949;[3-(6)-(4-Trifluoromethoxy-phenylamino)-pyrimidin-4-yl]-benzamide];3-[6-(4-trifluoromethoxy-phenylamino)-pyrimidin-4-yl]-benzamide;3-[6-(4-trifluoromethoxyphenyl-amino)-pyrimidin-4-yl]-benzamide;STJ

Chemical Property of 3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide

Chemical Property:

• Vapor Pressure: 1.41E-11mmHg at 25°C
• Refractive Index: 1.611
• Boiling Point: 536.4°C at 760 mmHg
• Flash Point: 278.2°C
• Density: 1.405g/cm³
• Storage Temp.: 2-8°C
• Solubility.: H2O:
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 374.09906016
• Heavy Atom Count: 27
• Complexity: 498

Purity/Quality:

97% ^*data from raw suppliers

GNF 2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)N)C2=CC(=NC=N2)NC3=CC=C(C=C3)OC(F)(F)F
• Description: GNF-2 is an allosteric inhibitor of Bcr-Abl (IC50 = 267 nM). It is selective for Bcr-Abl over c-Abl and a panel of 63 additional kinases at 10 μM. It inhibits proliferation of Ba/F3 cells (IC50 = 138 nM). GNF-2 (10 μM) reduces viral titers in Vero cells infected with infectious bronchitis virus (IBV), a coronavirus, via inhibition of IBV surface glycoprotein-induced syncytia formation and virus-cell fusion. It inhibits LPS-induced production of nitric oxide (NO) and TNF-α in BV-2 microglia when used at concentrations of 10 and 20 μM. GNF-2 (1 and 10 mg/kg) reduces paw edema and increases the latency to paw withdrawal in a mouse model of inflammatory pain induced by complete Freund’s adjuvant (CFA). It also decreases mechanical and thermal hyperalgesia in a mouse model of diabetic neuropathy induced by streptozotocin (STZ; ).
• Uses: Bcr-abl Inhibitor is an inhibitor of c-Abl and Bcr-abl activity. It is a COVID19-related research product.

Technology Process of 3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide

There total 2 articles about 3-(6-((4-(Trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzamide 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: 80.0%

(6-chloropyrimidin-4-yl)-(3-trifluoromethoxyphenyl)-amine (714962-04-6) + (3-(aminocarbonyl)phenyl)boronic acid (351422-73-6) → GNF-2 (778270-11-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; acetonitrile; at 90 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.chembiol.2018.05.011

Reference yield:

4,6-dichloropyrimidine (1193-21-1) + (6-chloropyrimidin-4-yl)-(3-trifluoromethoxyphenyl)-amine (714962-04-6) + 4-(trifluoromethoxy)aniline (461-82-5) + (3-(aminocarbonyl)phenyl)boronic acid (351422-73-6) → GNF-2 (778270-11-4)

Guidance literature:

With DIEA; triphenylphosphine; In ethanol; sodium carbonate; acetonitrile;

upstream raw materials:

(6-chloropyrimidin-4-yl)-(3-trifluoromethoxyphenyl)-amine

(3-(aminocarbonyl)phenyl)boronic acid

4,6-dichloropyrimidine

4-(trifluoromethoxy)aniline