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219832-49-2

219832-49-2 Structure

219832-49-2 Structure
IdentificationBack Directory
[Name]

MP-A08
[CAS]

219832-49-2
[Synonyms]

MP-A08
4-Methyl-N-[2-[[[2-[[(4-methylphenyl)sulfonyl]amino]phenyl]imino]methyl]phenyl]benzenesulfonamide
Benzenesulfonamide, 4-methyl-N-[2-[[[2-[[(4-methylphenyl)sulfonyl]amino]phenyl]imino]methyl]phenyl]-
[Molecular Formula]

C27H25N3O4S2
[MOL File]

219832-49-2.mol
[Molecular Weight]

519.64
Chemical PropertiesBack Directory
[Boiling point ]

717.1±70.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3(Predicted)
[solubility ]

DMF: 33 mg/ml; DMF:PBS(pH7.2) (1:2): 0.3 mg/ml; DMSO: 12 mg/ml
[form ]

A crystalline solid
[pka]

7.88±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[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.
[Definition]

ChEBI: MP-A08 is a sulfonamide that consists of two moieties of 4-methyl-N-phenylbenzenesulfonamide connected to each other at position 2 by an aldimine linker. It is a ATP-competitive inhibitor of sphingosine kinase that targets both SK1 and SK2 (Ki values of 27 muM and 6.9 muM, respectively) and exhibits anti-cancer properties. It has a role as an antineoplastic agent, an apoptosis inducer, an angiogenesis inhibitor and an EC 2.7.1.91 (sphingosine kinase) inhibitor. It is a sulfonamide, a member of toluenes and an aldimine.
[storage]

Store at -20°C
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