N-Methyl-N-[2-[[[2-[(2-oxo-2,3-dihydro-1H-indol-5-YL)amino]-5-trifluoromethylpyrimidin-4-YL]amino]methyl]phenyl]methanesulfonamide

Base Information

• Chemical Name: N-Methyl-N-[2-[[[2-[(2-oxo-2,3-dihydro-1H-indol-5-YL)amino]-5-trifluoromethylpyrimidin-4-YL]amino]methyl]phenyl]methanesulfonamide
• CAS No.: 717906-29-1
• Molecular Formula: C₂₂H₂₁F₃N₆O₃S
• Molecular Weight: 506.508
• European Community (EC) Number: 694-668-6
• ChEMBL ID: CHEMBL472212
• DSSTox Substance ID: DTXSID50469204
• Nikkaji Number: J2.713.758J
• Pharos Ligand ID: BKT3JJB4PYBF
• Wikidata: Q27163248
• Mol file: 717906-29-1.mol

Synonyms:717906-29-1;PF-431396;PF 431396;PF431396;N-METHYL-N-[2-[[[2-[(2-OXO-2,3-DIHYDRO-1H-INDOL-5-YL)AMINO]-5-TRIFLUOROMETHYLPYRIMIDIN-4-YL]AMINO]METHYL]PHENYL]METHANESULFONAMIDE;N-Methyl-N-(2-(((2-((2-oxoindolin-5-yl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)amino)methyl)phenyl)methanesulfonamide;CHEMBL472212;N-methyl-N-[2-[[[2-[(2-oxo-1,3-dihydroindol-5-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl]amino]methyl]phenyl]methanesulfonamide;N-methyl-N-(2-((2-(2-oxoindolin-5-ylamino)-5-(trifluoromethyl)pyrimidin-4-ylamino)methyl)phenyl)methanesulfonamide;N-Methyl-N-[2-[[[2-[(2,3-dihydro-2-oxo-1H-indol-5-yl)amino]-5-(trifluoromethyl)-4-pyrimidinyl]amino]methyl]phenyl]methanesulfonamide;N-methyl-N-{2-[({2-[(2-oxo-2,3-dihydro-1H-indol-5-yl)amino]-5-(trifluoromethyl)pyrimidin-4-yl}amino)methyl]phenyl}methanesulfonamide;C22H21F3N6O3S;3fzr;POJZIZBONPAWIV-UHFFFAOYSA-N;N-METHYL-N-{2-[({2-[(2-OXO-1,3-DIHYDROINDOL-5-YL)AMINO]-5-(TRIFLUOROMETHYL)PYRIMIDIN-4-YL}AMINO)METHYL]PHENYL}METHANESULFONAMIDE;CID 11598628;SCHEMBL3144824;CHEBI:91388;DTXSID50469204;EX-A787;BCPP000115;HMS3244D04;HMS3244D08;HMS3244D12;HMS3295C21;HMS3750E11;BCP01974;BDBM50246060;MFCD16038300;s7644;AKOS022184299;CCG-221509;CS-0250;NCGC00370948-06;AC-33053;AS-16219;HY-10460;N-[2-[[[2-[(2,3-Dihydro-2-oxo-1H-indol-5-yl)amino]-5-(trifluoromethyl)-4-pyrimidinyl]amino]methyl]phenyl]-N-methyl-methanesulfonamide;FT-0673545;A866364;J-523689;BRD-K93788137-001-01-7;Q27163248;PF-431396|717906-29-1|PF431396;N-Methyl-n-(2-((2-(2-oxondoln-5-ylamno)-5-(trfluoromethyl)pyrmdn-4-ylamno)methyl)phenyl)methanesulfonamde;N-methyl-N-[2-[[[2-[(2-oxo-1,3-dihydroindol-5-yl)amino]-5-(trifluoromethyl)-4-pyrimidinyl]amino]methyl]phenyl]methanesulfonamide

Chemical Property of N-Methyl-N-[2-[[[2-[(2-oxo-2,3-dihydro-1H-indol-5-YL)amino]-5-trifluoromethylpyrimidin-4-YL]amino]methyl]phenyl]methanesulfonamide

Chemical Property:

• PKA: 13.66±0.20(Predicted)
• PSA: 127.93000
• Density: 1.506 g/cm³
• LogP: 4.45520
• Storage Temp.: 2-8°C
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 506.13479421
• Heavy Atom Count: 35
• Complexity: 854

Purity/Quality:

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

PF431396 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1CNC2=NC(=NC=C2C(F)(F)F)NC3=CC4=C(C=C3)NC(=O)C4)S(=O)(=O)C
• Description: Proline-rich tyrosine kinase 2 (PYK2) and focal adhesion kinase (FAK) are nonreceptor tyrosine kinases that constitute the focal adhesion kinase subfamily. PYK2 is expressed in both bone-forming osteoblasts and bone-resorbing osteoclasts where it has a positive role in osteoclast maturation and bone resorption. PF-431396 is a pyrimidine-based dual inhibitor of FAK and PYK2 (IC50s = 2 and 11 nM, respectively). In ovariectomized rats, it has been shown to increase bone formation, promoting osteoblast recruitment and activity.
• Uses: PF 431396 is a dual focal adhesion kinase (FAK) and proline-rich tyrosine kinase 2 (PYK2) inhibitor (IC50 values are 2 and 11 nM respectively). Promotes osteoblast recruitment and activity, and stimulates bone formation in ovariectomized rats. PF-431396 hydrate has been used as a dual inhibitor of proline-rich tyrosine kinase 2 (PYK2) / focal adhesion kinase (FAK) inhibitor to study its effects on phosphorylation of Yes-associated protein (YAP) at Ser127 and steady state of transcriptional coactivator with PDZ-binding motif (TAZ) . It has also been used as a PYK2/FAK inhibitor to study its effects on protein kinase A activation in human sperm samples .

Technology Process of N-Methyl-N-[2-[[[2-[(2-oxo-2,3-dihydro-1H-indol-5-YL)amino]-5-trifluoromethylpyrimidin-4-YL]amino]methyl]phenyl]methanesulfonamide

There total 2 articles about N-Methyl-N-[2-[[[2-[(2-oxo-2,3-dihydro-1H-indol-5-YL)amino]-5-trifluoromethylpyrimidin-4-YL]amino]methyl]phenyl]methanesulfonamide 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:

5-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2,3-dihydro-1H-indol-2-one (717907-76-1) + N-[2-(aminomethyl)phenyl]-N-methylmethanesulfonamide (869371-40-4) → PF-431396 (717906-29-1)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 85 ℃;

DOI:10.1016/j.bmcl.2008.10.030

Reference yield:

→ PF-431396 (717906-29-1)

Guidance literature:

upstream raw materials:

5-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2,3-dihydro-1H-indol-2-one

N-[2-(aminomethyl)phenyl]-N-methylmethanesulfonamide

Refernces

• 1、 -. "Pyrimidine derivatives for the treatment of abnormal cell growth". Page/Page column 44; 48. . Retrieved 2008/06/13.