817194-38-0

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817194-38-0 Structure

Identification	Back Directory
[Name] 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
[CAS] 817194-38-0
[Synonyms] CS-2541 GSK180736 GSK180736A GSK180736A (GSK180736) GSK180736A >=98% (HPLC) GRK2 inhibitor GS180736A 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide 5-Pyrimidinecarboxamide, 4-(4-fluorophenyl)-1,2,3,4-tetrahydro-N-1H-indazol-5-yl-6-methyl-2-oxo-
[Molecular Formula] C19H16FN5O2
[MDL Number] MFCD30533616
[MOL File] 817194-38-0.mol
[Molecular Weight] 365.36

Chemical Properties	Back Directory
[storage temp. ] Store at -20°C
[solubility ] DMSO:57.67(Max Conc. mg/mL);157.83(Max Conc. mM) Ethanol:3.0(Max Conc. mg/mL);8.21(Max Conc. mM)
[form ] A crystalline solid
[color ] Light yellow to khaki

Safety Data	Back Directory
[Symbol(GHS) ] GHS07
[Signal word ] Warning
[Hazard statements ] H302-H315-H319-H335
[Precautionary statements ] P261-P305+P351+P338

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[Uses]

GSK180736A is potent Rho-associated coiled-coil kinase 1 (ROCK1) inhibitor with an IC50 of 100 nM. GSK180736A is also a selective and ATP-competitive G protein-coupled receptor kinase 2 (GRK2) inhibitor with an IC50 of 0.77 μM.

[Biological Activity]

GSK180736A (GSK180736) is a Rho-related, coiled-coil protein kinase inhibitor that binds to GRK2 (G protein-coupled receptor kinase 2) with logIC50 of -6.6. The selectivity for GRK2 is more than 400-fold higher than that for GRK1 and GRK5.

[in vitro]

GSK180736A inhibits GRK2 with IC50 of 770 nM, 300-fold more potent than GRK5. It is a weak PKA inhibitor with IC50=30 μM; it is a potent ROCK1 inhibitor (IC50=100 nM).

[target]

Target	Value
ROCK (Cell-free assay)	100 nM
GRK2 (Cell-free assay)	6.6(pIC50)
[IC 50] ROCK1: 100 nM (IC₅₀); GRK2: 770 nM (IC₅₀)
[storage] Store at -20°C
[References] [1] Waldschmidt HV, et al. Structure-Based Design, Synthesis, and Biological Evaluation of Highly Selective and Potent G Protein-Coupled Receptor Kinase 2 Inhibitors. J Med Chem. 2016 Apr 28;59(8):3793-807. DOI:10.1021/acs.jmedchem.5b02000

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