Skip to Content
Merck
All Photos(1)

Key Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C18H13FN4O2
CAS Number:
Molecular Weight:
336.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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.
Federica Rinaldi et al.
Pharmaceutics, 12(7) (2020-07-28)
Brain infections as meningitis and encephalitis are attracting a great interest. Challenges in the treatment of these diseases are mainly represented by the blood brain barrier (BBB) that impairs the efficient delivery of even very potent drugs to reach the

Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service