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Merck

SML0715

Sigma-Aldrich

PF-8380

≥98% (HPLC)

Sinónimos:

4-[3-(2,3-Dihydro-2-oxo-6-benzoxazolyl)-3-oxopropyl]-1-piperazinecarboxylic acid (3,5-dichlorophenyl)methyl ester, 4-[3-Oxo-3-(2-oxo-2,3-dihydrobenzoxazol-6-yl)propyl]piperazine-1-carboxylic acid 3,5-dichlorobenzyl ester

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About This Item

Fórmula empírica (notación de Hill):
C22H21Cl2N3O5
Número de CAS:
Peso molecular:
478.33
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 5 mg/mL, clear (warmed)

temp. de almacenamiento

−20°C

cadena SMILES

Clc1cc(cc(c1)COC(=O)N2CCN(CC2)CCC(=O)c3cc4[o][c]([nH]c4cc3)=O)Cl

InChI

1S/C22H21Cl2N3O5/c23-16-9-14(10-17(24)12-16)13-31-22(30)27-7-5-26(6-8-27)4-3-19(28)15-1-2-18-20(11-15)32-21(29)25-18/h1-2,9-12H,3-8,13H2,(H,25,29)

Clave InChI

JMSUDQYHPSNBSN-UHFFFAOYSA-N

Aplicación

PF-8380 has been used in biological assays. It has also been used to estimate the role of intestinally-derived lysophosphatidic acid in dyslipidemia and atherosclerosis.

Acciones bioquímicas o fisiológicas

PF-8380 [6-(3-(piperazin-1-yl)propanoyl)benzo[d]oxazol-2(3H)-one] has the ability to change the resistant and invasive features of glioblastoma and helps to improve the response to radiation therapy.
PF-8380 is a potent orally bioavailable inhibitor of autotaxin (ATX), the enzyme that synthesize lysophosphatidic acid (LPA) from lysophosphatidyl choline, and is an emerging target for treatment of inflammatory conditions, including cancer, arthritis and multiple sclerosis. PF-8380 blocks inflammation-induced LPA synthesis. PF-8380 works both in vitro and in vivo through direct inhibition of autotaxin. In human whole blood PF-8380 inhibited autotaxin with an IC50 of 101 nM.
PF-8380 is a potent orally bioavailable inhibitor of autotaxin (ATX).

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Design, synthesis, and biological evaluation of 2, 4-dihydropyrano [2, 3-c] pyrazole derivatives as autotaxin inhibitors.
Pantsar T, et al.
European Journal of Pharmaceutical Sciences, 107, 97-111 (2017)
Source and role of intestinally-derived lysophosphatidic acid in dyslipidemia and atherosclerosis.
Navab M, et al.
Journal of Lipid Research, 59(11) (2015)
Sandeep R Bhave et al.
Frontiers in oncology, 3, 236-236 (2013-09-26)
Glioblastoma multiforme (GBM) is an aggressive primary brain tumor that is radio-resistant and recurs despite aggressive surgery, chemo, and radiotherapy. Autotaxin (ATX) is over expressed in various cancers including GBM and is implicated in tumor progression, invasion, and angiogenesis. Using
Tatu Pantsar et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 107, 97-111 (2017-07-09)
Inhibition of Autotaxin (ATX) is a potential treatment strategy for several diseases, including tumors with elevated ATX-lysophosphatidic acid (LPA) signaling. Combining structure-based virtual screening together with hen egg-white Autotaxin (ewATX) activity assays enabled the discovery of novel small-molecule ATX inhibitors

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