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Merck
CN

SML2914

Sigma-Aldrich

EMI1

≥98% (HPLC)

Synonym(s):

3-(1,3-benzoxazol-2-yl)-7-(diethylamino)-2H-chromen-2-one, 3-(2-Benzoxazolyl)-7-(diethylamino)coumarin, 3-(Benzoxazol-2-yl)-7-diethylamino-2H-benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C20H18N2O3
CAS Number:
Molecular Weight:
334.37
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

N(CC)(CC)c1cc2[o][c](c(cc2cc1)c3nc4c([o]3)cccc4)=O

InChI

1S/C20H18N2O3/c1-3-22(4-2)14-10-9-13-11-15(20(23)25-18(13)12-14)19-21-16-7-5-6-8-17(16)24-19/h5-12H,3-4H2,1-2H3

InChI key

UJOQSHCJYVRZKJ-UHFFFAOYSA-N

Biochem/physiol Actions

EMI1 (ChemBridge 5213777) is a call penetrant and potent inhibitor of EGFR signaling in EGFR L858R/T790M/C797S and ex19del/T790M/C797S triple mutants associated with drug-resistant NSCLC. Additionally, EMI1 potently depolymerized interphase microtubules, disrupts spindle formation and induced mitotic block in PC9 EGFR ex19del/T790M/C797S cells. EMI1 exhibits potent anti-proliferative activity against various cancer cell lines.
call penetrant and potent inhibitor of EGFR signaling in EGFR L858R/T790M/C797S triple mutants associated with drug-resistant NSCLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Su-Nam Kim et al.
Biochemical pharmacology, 77(12), 1773-1779 (2009-05-12)
Microtubules are a proven target for anticancer drug development because they are critical for mitotic spindle formation and the separation of chromosomes at mitosis. We here report a novel synthetic microtubule inhibitor 7-diethylamino-3(2'-benzoxazolyl)-coumarin (DBC). DBC causes destabilization of microtubules, leading
Punit Saraon et al.
Nature chemical biology, 16(5), 577-586 (2020-02-26)
Receptor tyrosine kinases (RTKs) are transmembrane receptors of great clinical interest due to their role in disease. Historically, therapeutics targeting RTKs have been identified using in vitro kinase assays. Due to frequent development of drug resistance, however, there is a

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