ChemicalBook > CAS DataBase List > 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

Product Name
4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
CAS No.
817194-38-0
Chemical Name
4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
Synonyms
GSK180736A;CS-2541;GSK180736;GSK180736A (GSK180736);GSK180736A >=98% (HPLC);GRK2 inhibitor GS180736A;GSK-180736A (GSK 180736A;GSK180736A, 10 mM in DMSO;5-Pyrimidinecarboxamide, 4-(4-fluorophenyl)-1,2,3,4-tetrahydro-N-1H-indazol-5-yl-6-methyl-2-oxo-;4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
CBNumber
CB23163890
Molecular Formula
C19H16FN5O2
Formula Weight
365.36
MOL File
817194-38-0.mol
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4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
26182
Product name
GSK180736A
Packaging
5mg
Price
$93
Updated
2024/03/01
Cayman Chemical
Product number
26182
Product name
GSK180736A
Packaging
50mg
Price
$502
Updated
2024/03/01
Cayman Chemical
Product number
26182
Product name
GSK180736A
Packaging
10mg
Price
$146
Updated
2024/03/01
Cayman Chemical
Product number
26182
Product name
GSK180736A
Packaging
25mg
Price
$343
Updated
2024/03/01
ChemScene
Product number
CS-6388
Product name
GSK180736A
Purity
97.03%
Packaging
50mg
Price
$400
Updated
2021/12/16
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4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide Chemical Properties,Usage,Production

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

IC 50

ROCK1: 100 nM (IC50); GRK2: 770 nM (IC50)

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

4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide Suppliers

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817194-38-0, 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamideRelated Search:

daprodustat N-((S)-1-(4-((S)-2-(2,4-dichlorophenylsulfonaMido)-3-hydroxypropanoyl)piperazin-1-yl)-4-Methyl-1-oxopentan-2-yl)benzo[b]thiophene-2-carboxaMide GSK-2126458 ABT 702 Dihydrochloride Danirixin GSK1940029 GSK 189254A GSK2110183 gsk2200150a 4-Methoxy-N-(2,4,6-triMethylphenyl)benzenesulfonaMide, 97%

  • 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
  • GSK180736A
  • CS-2541
  • GRK2 inhibitor GS180736A
  • GSK180736
  • GSK180736A (GSK180736)
  • 5-Pyrimidinecarboxamide, 4-(4-fluorophenyl)-1,2,3,4-tetrahydro-N-1H-indazol-5-yl-6-methyl-2-oxo-
  • GSK180736A >=98% (HPLC)
  • inhibit,ROCK,Inhibitor,ROK,Rho-kinase,Rho-associated kinase,Rho-associated protein kinase,GSK180736A,GSK-180736A
  • GSK180736A, 10 mM in DMSO
  • GSK-180736A (GSK 180736A
  • 817194-38-0
  • API
    • TargetValue
    ROCK
    (Cell-free assay)    		 100 nM
    GRK2
    (Cell-free assay)    		 6.6(pIC50)