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SML0202

Sigma-Aldrich

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:
484049-04-9
Molecular Weight:
336.32
MDL number:
MFCD03268950
UNSPSC Code:
12352200
PubChem Substance ID:
329825226
NACRES:
NA.77

Quality Level

100

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.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Yuki Okada et al.
ACS chemical neuroscience, 10(1), 563-572 (2018-10-23)
The abnormal aggregation of amyloid β-protein (Aβ) is considered central in the pathogenesis of Alzheimer's disease. We focused on membrane-mediated amyloidogenesis and found that amyloid fibrils formed on monosialoganglioside GM1 clusters were more toxic than those formed in aqueous solution.
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
R M Wilson et al.
Nature communications, 7, 13723-13723 (2016-12-14)
Peatlands contain one-third of soil carbon (C), mostly buried in deep, saturated anoxic zones (catotelm). The response of catotelm C to climate forcing is uncertain, because prior experiments have focused on surface warming. We show that deep peat heating of
Riham Gharib et al.
The Journal of membrane biology, 250(3), 259-271 (2017-04-24)
The effect of structurally closely related phenylpropenes (PPs), estragole, anethole, eugenol, and isoeugenol, on the fluidity of dipalmitoyl phosphatidyl choline (DPPC) liposome membrane was investigated by DSC, Raman, and fluorescence anisotropy of 1,6-diphenyl-1,3,5-hexatriene (DPH). Liposomes were prepared by thin-film hydration
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