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B4313

Sigma-Aldrich

(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
MDL number:
MFCD16875416
UNSPSC Code:
51111800
PubChem Substance ID:
329773232
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

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

InChI key

JPATUDRDKCLPTI-UHFFFAOYSA-N

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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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