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Merck

B4313

(E/Z)-BCI hydrochloride

≥98% (HPLC)

Synonym(s):

(E)-2-benzylidene-3-(cyclohexylamino)-2,3-dihydro-1H-inden-1-one; 3-(cyclohexylamino)-2,3-dihydro-2-(phenylmethylene)-1Hinden-1-one; 2-benzylidene-3-(cyclohexylamino)-1-Indanone hydrochloride, NSC 150117 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H23NO · HCl
CAS Number:
95130-23-7
Molecular Weight:
353.89
NACRES:
NA.77
PubChem Substance ID:
329773232
UNSPSC Code:
51111800
MDL number:
MFCD16875416

Key Documents

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Product Name

(E/Z)-BCI hydrochloride, ≥98% (HPLC)

InChI key

JPATUDRDKCLPTI-UHFFFAOYSA-N

SMILES string

Cl.O=C1C(=Cc2ccccc2)C(NC3CCCCC3)c4ccccc14

InChI

1S/C22H23NO.ClH/c24-22-19-14-8-7-13-18(19)21(23-17-11-5-2-6-12-17)20(22)15-16-9-3-1-4-10-16;/h1,3-4,7-10,13-15,17,21,23H,2,5-6,11-12H2;1H

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Application

(E/Z)-BCI hydrochloride has been used:
  • to evaluate the role of the Duox-H2O2-Dusp6 derepression signaling pathway in heart regeneration
  • as an MKP-1 inhibitor to investigate the role of MKP-1 on bexarotent-induced effects
  • as a dual specificity phosphatase 6 (DUSP6) inhibitor to study its effects on the proliferation of SKOV3 cells

Biochem/physiol Actions

(E/Z)-BCI Hydrochloride is an inhibitor of dual-specificity phosphatase 6 (Dusp6) and Dusp1; hyperactivates FGF signaling.
BCI is an allosteric inhibitor of Dusp6 that acts within the phosphatase domain to prevent the catalytic stimulation of phosphatase activity induced by ERK2 substrate binding. BCI also hyperactivates FGF signaling, since Dusp6 functions as a feedback regulator of FGF signaling.

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
057M4611V
114M4620V
031M4603V
119K46231
119K4623

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