SML0202
DPH
≥98% (HPLC)
Synonym(s):
5-(1,3-diaryl-1H-pyrazol-4-yl)hydantoin, 5-[3-(4-fluorophenyl)-1-phenyl-1H-pyrazol-4-yl]-2,4-imidazolidinedione
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About This Item
Empirical Formula (Hill Notation):
C18H13FN4O2
CAS Number:
Molecular Weight:
336.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥10 mg/mL
storage temp.
2-8°C
SMILES string
Fc1ccc(cc1)-c2nn(cc2C3NC(=O)NC3=O)-c4ccccc4
InChI
1S/C18H13FN4O2/c19-12-8-6-11(7-9-12)15-14(16-17(24)21-18(25)20-16)10-23(22-15)13-4-2-1-3-5-13/h1-10,16H,(H2,20,21,24,25)
InChI key
MPQWYPLPWGUMJE-UHFFFAOYSA-N
Application
DPH may be used in c-Abl tyrosine kinase-mediated cell signaling studies.
Biochem/physiol Actions
DPH binds and alters the conformation of the myristoyl binding site of c-Abl tyrosine kinase. It exhibits potent enzymatic and cellular activity that stimulates the activation of c-Abl.
DPH is a potent cell permeable c-Abl activator. DPH binds to the myristoyl binding site and leads to activation of c-Abl kinase activity. The compound stimulates the phosphorylation of c-Abl and its downstream substrate Crk.
Potent cell permeable c-Abl activator
Features and Benefits
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Abl page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Jingsong Yang et al.
Chemistry & biology, 18(2), 177-186 (2011-02-23)
c-Abl kinase activity is regulated by a unique mechanism involving the formation of an autoinhibited conformation in which the N-terminal myristoyl group binds intramolecularly to the myristoyl binding site on the kinase domain and induces the bending of the αI
Suranjana Sen et al.
PloS one, 11(10), e0165300-e0165300 (2016-10-28)
The fatty acid composition of membrane glycerolipids is a major determinant of Staphylococcus aureus membrane biophysical properties that impacts key factors in cell physiology including susceptibility to membrane active antimicrobials, pathogenesis, and response to environmental stress. The fatty acids of
Edoardo Mazzucchi et al.
Journal of clinical neurophysiology : official publication of the American Electroencephalographic Society, 34(1), 92-99 (2016-08-05)
Hyperventilation (HV) is a commonly used electroencephalogram activation method. We analyzed EEG recordings in 22 normal subjects and 22 patients with focal epilepsy of unknown cause. We selected segments before (PRE), during (HYPER), and 5 minutes after (POST) HV. To