SML0202

DPH

Name: DPH
Brand: SIGMA
Price: 114 GBP

≥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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£396.00

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₃FN₄O₂

CAS Number:

484049-04-9

Molecular Weight:

336.32

NACRES:

NA.77

PubChem Substance ID:

329825226

UNSPSC Code:

12352200

MDL number:

MFCD03268950

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Key Documents

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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)

SMILES string

Fc1ccc(cc1)-c2nn(cc2C3NC(=O)NC3=O)-c4ccccc4

InChI key

MPQWYPLPWGUMJE-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Bioactive Small Molecule Inhibitors

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This Item	SML0235	SML1693	SML2226
Sigma-Aldrich SML0202 DPH	Sigma-Aldrich SML0235 CDPPB	Sigma-Aldrich SML1693 Pz-1	Sigma-Aldrich SML2226 BC-LI-0186
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level -
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: ≥10 mg/mL	solubility DMSO: ≥5 mg/mL at warmed to 60 °C	solubility DMSO: 1 mg/mL, clear (warmed)	solubility DMSO: 2 mg/mL, clear
color white to tan	color white to beige	color white to beige	color white to beige

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.[1]

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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Hyperventilation in Patients With Focal Epilepsy: Electromagnetic Tomography, Functional Connectivity and Graph Theory - A Possible Tool in Epilepsy Diagnosis?

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

Toxic Amyloid Tape: A Novel Mixed Antiparallel/Parallel β-Sheet Structure Formed by Amyloid β-Protein on GM1 Clusters.

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.

Discovery and characterization of a cell-permeable, small-molecule c-Abl kinase activator that binds to the myristoyl binding site.

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

Stability of peatland carbon to rising temperatures.

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

Interaction of Selected Phenylpropenes with Dipalmitoylphosphatidylcholine Membrane and Their Relevance to Antibacterial Activity.

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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DPH