Tpl2 Kinase Inhibitor

Base Information

• Chemical Name: Tpl2 Kinase Inhibitor
• CAS No.: 871307-18-5
• Molecular Formula: C₂₁H₁₄ClFN₆
• Molecular Weight: 404.834
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00429555
• Nikkaji Number: J2.794.792A
• Wikidata: Q27089015
• Pharos Ligand ID: MAN4KP1NSC5J
• ChEMBL ID: CHEMBL200381
• Mol file: 871307-18-5.mol

Synonyms:Tpl2 Kinase Inhibitor;871307-18-5;4-((3-Chloro-4-fluorophenyl)amino)-6-((pyridin-3-ylmethyl)amino)-1,7-naphthyridine-3-carbonitrile;Tpl2 Kinase Inhibitor 1;TC-S 7006;4-[(3-CHLORO-4-FLUOROPHENYL)AMINO]-6-[(3-PYRIDINYLMETHYL)AMINO]-1,7-NAPHTHYRIDINE-3-CARBONITRILE;CHEMBL200381;Tpl2 Kinase;K00599a;4-[(3-chloro-4-fluorophenyl)amino]-6-[(pyridin-3-ylmethyl)amino]-1,7-naphthyridine-3-carbonitrile;Tpl2-IN-2p;D06KSF;4-(3-Chloro-4-fluorophenylamino)-6-(pyridin-3-yl-methylamino)-3-cyano-[1,7]-naphthyridine;GTPL6051;SCHEMBL2369872;DTXSID00429555;HMS3229O22;BCP16321;BDBM50173832;TC-S-7006;AKOS015917405;CCG-206888;4-(3-chloro-4-fluoro-anilino)-6-(3-pyridylmethylamino)-1,7-naphthyridine-3-carbonitrile;NCGC00387471-01;HY-12358;MS-26924;CS-0011091;Q27089015;TC S 7006;TCS 7006;4-(3-chloro-4-fluoroanilino)-6-(pyridin-3-ylmethylamino)-1,7-naphthyridine-3-carbonitrile;4-(3-Chloro-4-fluorophenylamino)-6-(3-pyridylmethylamino)-1,7-naphthyridine-3-carbonitrile;4-(3-chloro-4-fluorophenylamino)-6-(pyridin-3-ylmethylamino)-[1,7]naphthyridine-3-carbonitrile;4-(3-chloro-4-fluorophenylamino)-6-(pyridin-3-ylmethylamino)-1,7-naphthyridine-3-carbonitrile;4-[(3-chloro-4-fluorophenyl)amino]-6-{[(1R)-1-phenylethyl]amino}-[1,7]naphthyridine-3-carbonitril

Chemical Property of Tpl2 Kinase Inhibitor

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.71
• Boiling Point: 616.318 °C at 760 mmHg
• Flash Point: 326.537 °C
• PSA: 86.52000
• Density: 1.45g/cm³
• LogP: 5.19068
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 404.0952503
• Heavy Atom Count: 29
• Complexity: 585

Purity/Quality:

98%Min ^*data from raw suppliers

TC-S 7006 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)CNC2=NC=C3C(=C2)C(=C(C=N3)C#N)NC4=CC(=C(C=C4)F)Cl
• Description: Tpl2 kinase inhibitor is an inhibitor of tumor progression locus 2 (Tpl2; IC50 = 0.05 μM). It is selective for Tpl2 over MEK, p38 MAPK, Src, MK2, and PKC (IC50s = >40, 180, >400, 110, and >400 μM, respectively). Tpl2 kinase inhibitor inhibits LPS-induced TNF-α production in isolated human monocytes and whole blood (IC50s = 0.7 and 8.5 μM, respectively). It enhances differentiation induced by 1,25-dihydroxy vitamin D3 (calcitriol; ) in HL-60 and U937 leukemia cells when used at a concentration of 5 μM. Tpl2 kinase inhibitor (5 μM) inhibits the proliferation of KG-1a leukemia cells.
• Uses: TC-S 7006 is a Tpl2 kinase inhibitor.

Technology Process of Tpl2 Kinase Inhibitor

There total 3 articles about Tpl2 Kinase Inhibitor 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: 24.0%

3-Aminomethylpyridine (3731-52-0) + 4-(3-chloro-4-fluorophenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile (305371-33-9) → Tpl2 Kinase Inhibitor (871307-18-5)

Guidance literature:

at 190 ℃; for 0.0833333h; Microwave irradiation in sealed vial;

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → Tpl2 Kinase Inhibitor (871307-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 150 °C / microwave irradiation

In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.08.029

Reference yield:

4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile (305371-18-0) → Tpl2 Kinase Inhibitor (871307-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 150 °C / microwave irradiation

In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.08.029

upstream raw materials:

3-Aminomethylpyridine

4-(3-chloro-4-fluorophenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile

3-chloro-4-fluorophenylamine

4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile

Refernces

• 1、 -. "4, 6-DIAMINO-[1,7] NAPHTHYRIDINE-3-CARBONITRILE INHIBITORS OF TPL2 KINASE AND METHODS OF MAKING AND USING THE SAME". Page/Page column 18-19. . Retrieved 2010/11/25.