MP-A08

Base Information

• Chemical Name: MP-A08
• CAS No.: 219832-49-2
• Molecular Formula: C27H25N3O4S2
• Molecular Weight: 519.64
• Mol file: 219832-49-2.mol

Synonyms:

Chemical Property of MP-A08

Chemical Property:

• Boiling Point: 717.1±70.0 °C(Predicted)
• PKA: 7.88±0.10(Predicted)
• Density: 1.28±0.1 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

NSC122314 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: MP-A08 is an ATP-competitive inhibitor of sphingosine kinases SPHK1 and SPHK2 (Kis = 27 and 6.9 μM, respectively). It is selective for SPHK1/2 over a panel of 140 human protein kinases at concentrations up to 25 μM. MP-A08 (15 μM) reduces generation of cellular sphingosine-1-phosphate (S1P; ) without inducing degradation of SPHK1 in Jurkat cells. It induces a 3.7-, 3.5-, and 5.8-fold increase in C-18 ceramide , C-20 ceramide , and C20:1-ceramide levels, respectively, and dose-dependently activates the apoptosis-associated p38 and JNK pathways in vitro. MP-A08 reduces proliferation of a variety of human cancer cell lines (EC50s = 8-44.9 μM). MP-A08 also reduces tumor vasculature, as determined by CD31 staining, and volume as well as S1P protein levels in A549 human lung adenocarcinoma xenografts in mice.
• Uses: NSC 122314 is selective ATP competitive sphingosine kinase 2 and 1 inhibitor. Also it induces mitochondrial-associated apoptosis.

Technology Process of MP-A08

There total 4 articles about MP-A08 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: 60.0%

N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide (6590-65-4) + N-tosyl-1,2-diaminobenzene (3624-90-6) → 4-methyl-N-{2-[(2-{[(4-methylphenyl)sulfonyl]amino}benzylidene)amino]phenyl}benzenesulfonamide (219832-49-2)

Guidance literature:

In ethanol; at 0 ℃; for 3h; Reflux;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 4-methyl-N-{2-[(2-{[(4-methylphenyl)sulfonyl]amino}benzylidene)amino]phenyl}benzenesulfonamide (219832-49-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / 20 °C

3: ethanol / 3 h / 0 °C / Reflux

With pyridine; diisobutylaluminium hydride; In tetrahydrofuran; ethanol;

Reference yield:

2-carbomethoxyaniline (134-20-3) → 4-methyl-N-{2-[(2-{[(4-methylphenyl)sulfonyl]amino}benzylidene)amino]phenyl}benzenesulfonamide (219832-49-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / 20 °C

3: ethanol / 3 h / 0 °C / Reflux

With pyridine; diisobutylaluminium hydride; In tetrahydrofuran; ethanol;

upstream raw materials:

N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide

N-tosyl-1,2-diaminobenzene

1,2-diamino-benzene

p-toluenesulfonyl chloride

Downstream raw materials:

Co(C₆H₄)2NCH(NSO₂C₆H₄CH₃)2(CH₃OH)2

Ni(C₆H₄)2NCH(NSO₂C₆H₄CH₃)2(CH₃OH)

Refernces