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Merck
CN

SML2914

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:
35773-42-3
Molecular Weight:
334.37
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00489515

Key Documents

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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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

call penetrant and potent inhibitor of EGFR signaling in EGFR L858R/T790M/C797S triple mutants associated with drug-resistant NSCLC
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000109861
0000109862
0000105986

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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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