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PZ0285

Sigma-Aldrich

PD168393

≥98% (HPLC)

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Synonym(s):
4-[(3-Bromophenyl)amino]-6-acrylamidoquinazoline; N-[4-[(3-Bromophenyl)amino]-6-quinazolinyl]-2-propenamide, PD 168393
Empirical Formula (Hill Notation):
C17H13BrN4O
CAS Number:
Molecular Weight:
369.22
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 25 mg/mL, clear

storage temp.

room temp

SMILES string

C=CC(NC1=CC2=C(NC3=CC=CC(Br)=C3)N=CN=C2C=C1)=O

InChI

1S/C17H13BrN4O/c1-2-16(23)21-13-6-7-15-14(9-13)17(20-10-19-15)22-12-5-3-4-11(18)8-12/h2-10H,1H2,(H,21,23)(H,19,20,22)

InChI key

HTUBKQUPEREOGA-UHFFFAOYSA-N

Application

PD168393 has been used in the acute inhibition of ErbB4.

Biochem/physiol Actions

PD168393 is a 6-acrylamido-4-anilinoquinazoline compound. It increases apoptosis in malignant peripheral nerve sheath tumor cells, stimulated by lysosomal dysfunction.
PD168393 is potent, cell-permeable, irreversible and selective inhibitor of EGF receptor (EGFR) tyrosine kinase and ErbB2. PD168393 has an IC50 value of 0.70 nM for EGFR, and is inactive against insulin, PDGFR, FGFR and PKC.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Zhibing Tan et al.
Neuron, 98(2), 380-393 (2018-04-10)
Top-down attention is crucial for meaningful behaviors and impaired in various mental disorders. However, its underpinning regulatory mechanisms are poorly understood. We demonstrate that the hippocampal-prefrontal synchrony associates with levels of top-down attention. Both attention and synchrony are reduced in
Dynamic ErbB4 Activity in Hippocampal-Prefrontal Synchrony and Top-Down Attention in Rodents
Tan Z, et al.
Neuron, 98(2), 380-393 (2018)
The pan erbB inhibitor PD168393 enhances lysosomal dysfunction-induced apoptotic death in malignant peripheral nerve sheath tumor cells.
Kohli L, et al.
Neuro-Oncology, 14(3), 266-277 (2012)
Su Jin Kim et al.
Cell death & disease, 9(9), 877-877 (2018-08-31)
Many stress conditions including chemotherapy treatment is known to activate Src and under certain condition Src can induce the apoptotic signal via c-Jun N-terminal kinase (JNK) activation. Here we report that the newly synthesized β-phenylacrylic acid derivatives, MHY791 and MHY1036

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