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D3943

Sigma-Aldrich

DAPH

≥98% (HPLC), solid

Synonym(s):

4,5-Dianilinophthalimide, 5,6-Bis(phenylamino)-1H-isoindole-1,3(2H)-dione, CGP 52411

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About This Item

Empirical Formula (Hill Notation):
C20H15N3O2
CAS Number:
145915-58-8
Molecular Weight:
329.35
MDL number:
MFCD00236442
UNSPSC Code:
51111800
PubChem Substance ID:
24724461
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

orange

solubility

DMSO: >20 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

O=C1NC(=O)c2cc(Nc3ccccc3)c(Nc4ccccc4)cc12

InChI

1S/C20H15N3O2/c24-19-15-11-17(21-13-7-3-1-4-8-13)18(12-16(15)20(25)23-19)22-14-9-5-2-6-10-14/h1-12,21-22H,(H,23,24,25)

InChI key

AAALVYBICLMAMA-UHFFFAOYSA-N

Gene Information

human ... EGFR(1956)

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Biochem/physiol Actions

DAPH is an inhibitor of Aβ fibril formation; Protein tyrosine kinase inhibitor, specific for EGFR.

Features and Benefits

This compound is featured on the EGFR 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Barbara J Blanchard et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(40), 14326-14332 (2004-09-25)
The Abeta1-42 peptide that is overproduced in Alzheimer's disease (AD) from a large precursor protein has a normal amino acid sequence but, when liberated, misfolds at neutral pH to form "protofibrils" and fibrils that are rich in beta-sheets. We find
M Slevin et al.
Journal of cellular and molecular medicine, 9(1), 85-102 (2005-03-24)
Current understanding of the patho-physiological events that follow acute ischaemic stroke suggests that treatment regimens could be improved by manipulation of gene transcription and protein activation, especially in the penumbra region adjacent to the infarct. An immediate reduction in excitotoxicity
Wei Zhang et al.
International immunopharmacology, 72, 195-203 (2019-04-17)
The bacterial pneumonia caused by methicillin-resistant Staphylococcus aureus (MRSA) is a potentially fatal disease, featured with extensive infection, inflammation, and airway dysfunction. With the increasing emerging of drug-resistant strains, new therapeutic strategies beyond canonical antibiotic treatment are pressingly needed. Daphnetin
Marco Breinig et al.
Molecular systems biology, 11(12), 846-846 (2015-12-25)
Small molecules often affect multiple targets, elicit off-target effects, and induce genotype-specific responses. Chemical genetics, the mapping of the genotype dependence of a small molecule's effects across a broad spectrum of phenotypes can identify novel mechanisms of action. It can
Mohamed R Mohamed et al.
Environmental toxicology and pharmacology, 38(2), 531-541 (2014-08-30)
Among various phytochemicals, coumarins comprise a very large class of plant phenolic compounds that have good nutritive value, in addition to their antioxidant effects. The purpose of the present study was to investigate the protective effects of two coumarin derivatives

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