N-tert-butyl-3-[(5-methyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]benzenesulfonamide

Base Information

• Chemical Name: N-tert-butyl-3-[(5-methyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]benzenesulfonamide
• CAS No.: 936091-14-4
• Molecular Formula: C₂₆H₃₅N₇O₂S
• Molecular Weight: 509.676
• ChEMBL ID: CHEMBL1995703
• DSSTox Substance ID: DTXSID80587364
• Pharos Ligand ID: 8D8CF4459J8K
• Wikidata: Q27162453
• Mol file: 936091-14-4.mol

Synonyms:N-tert-butyl-3-(5-methyl-2-(4-(4-methyl-piperazin-1-yl)phenylamino)pyrimidin-4-ylamino)benzenesulfonamide;SAR317461;TG101209

Chemical Property of N-tert-butyl-3-[(5-methyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]benzenesulfonamide

Chemical Property:

• Melting Point: 243 °C
• Boiling Point: 703.1 °C at 760 mmHg
• PKA: 11.95±0.50(Predicted)
• Flash Point: 379 °C
• PSA: 114.10000
• Density: 1.250g/cm³
• LogP: 5.07030
• Solubility.: ≥25.5 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 509.25729456
• Heavy Atom Count: 36
• Complexity: 783

Purity/Quality:

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

TG101209 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(N=C1NC2=CC(=CC=C2)S(=O)(=O)NC(C)(C)C)NC3=CC=C(C=C3)N4CCN(CC4)C
• Uses: TG101209 is an effective tyrosine kinase inhibitor of tyrosine kinases JAK2 and JAK3 (janus kinase 2/3), inducing cell arrest and apoptosis in leukemia cell lines.

Technology Process of N-tert-butyl-3-[(5-methyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]benzenesulfonamide

There total 8 articles about N-tert-butyl-3-[(5-methyl-2-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]benzenesulfonamide 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: 97.0%

N-tert-butyl-3-(5-methyl-2-[4-(4-methyl-1)anilino]-4-aminopyrimidine) benzenesulfonamide trifluoroacetate → TG101209 (936091-14-4)

Guidance literature:

With triethylamine; In dichloromethane; for 3h;

Reference yield: 92.0%

N-tert-butyl-3-(5-methyl-2-[4-(4-methyl-1)anilino]-4-aminopyrimidine)-benzsulfamide hydrochloride → TG101209 (936091-14-4)

Guidance literature:

With ammonium hydroxide; pH=7 - 8;

Reference yield: 90.0%

N-tert-butyl-3-(5-methyl-2-[4-(4-methyl-1)anilino]-4aminopyrimidine)-benzsulfamide acetate → TG101209 (936091-14-4)

Guidance literature:

With sodium hydroxide; In water; for 0.05h;

upstream raw materials:

3-bromo-(N-tert-butyl)benzenesulfonamide

5-methyl-N₂-(4-(4-methylpiperazin-1-yl)phenyl)pyrimidine-2,4-diamine

N-(tert-butyl)-3-((2-chloro-5-methylpyrimidin-4-yl)amino)benzenesulfonamide

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR INHIBITION OF THE JAK PATHWAY". Page/Page column 129. . Retrieved 2008/12/04.