ChemicalBook--->CAS DataBase List--->216163-53-0

216163-53-0

216163-53-0 Structure

216163-53-0 Structure
IdentificationBack Directory
[Name]

4-[(3-BROMOPHENYL)AMINO]-6-PROPIONYLAMIDOQUINAZOLINE
[CAS]

216163-53-0
[Synonyms]

PD 174265
PD 174265 - CAS 216163-53-0 - Calbiochem
N-[4-(3-bromoanilino)quinazolin-6-yl]propanamide
4-[(3-BROMOPHENYL)AMINO]-6-PROPIONYLAMIDOQUINAZOLINE
Propanamide, N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-
[Molecular Formula]

C17H15BrN4O
[MDL Number]

MFCD02179208
[MOL File]

216163-53-0.mol
[Molecular Weight]

371.23
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 10 mg/ml; Ethanol: 1 mg/ml
[form ]

Yellow solid
[color ]

Light yellow to yellow
[InChI]

1S/C17H15BrN4O/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/h3-10H,2H2,1H3,(H,21,23)(H,19,20,22)
[InChIKey]

WUPUZEMRHDROEO-UHFFFAOYSA-N
[SMILES]

Brc1cc(ccc1)Nc2ncnc3c2cc(cc3)NC(=O)CC
Safety DataBack Directory
[WGK Germany ]

WGK 1
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

PD 174265 is a potent, cell-permeable inhibitor of the tyrosine kinase activity of the epidermal growth factor (EGF) receptor (IC50 = 0.45 nM). It is effective in cells, blocking tyrosine phosphorylation induced by either EGF or heregulin (IC50s = 39 and 220 nM, respectively). The action of PD 174265 is reversible, which makes it a useful tool for comparative studies with irreversible inhibitors of EGFR kinase activity.
[Uses]

PD 174265 is a potent, cell-permeable, reversible, and selective inhibitor of EGFR tyrosine kinase activity.
[General Description]

A potent, cell-permeable, reversible, ATP-competitive and selective inhibitor of EGF receptor (EGFR) tyrosine kinase activity (IC50 = 450 pM). The reversible nature of this compound makes it a less effective antitumor agent than PD 168393 (Cat. No. 513033).
[Biochem/physiol Actions]

Target IC50: 450 pM against EGF receptor (EGFR) tyrosine kinase activity
[Enzyme inhibitor]

This substituted quinazoline (FWfree-base = 371.24 g/mol), also known as 4- [(3-bromophenyl)amino]-6-propionylamidoquinazoline, inhibits epidermal growth factor receptor (EGFR) protein-tyrosine kinase, IC50 = 0.45 nM. PD 174265 selectively targets and irreversibly inactivates the epidermal growth factor receptor tyrosine kinase through specific, covalent modification of a Cys-773. See also PD 168393
[References]

[1] D W FRY. Specific, irreversible inactivation of the epidermal growth factor receptor and erbB2, by a new class of tyrosine kinase inhibitor.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1998, 95 20: 12022-12027. DOI: 10.1073/pnas.95.20.12022
Spectrum DetailBack Directory
[Spectrum Detail]

4-[(3-BROMOPHENYL)AMINO]-6-PROPIONYLAMIDOQUINAZOLINE(216163-53-0)1HNMR
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