Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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 Code

11 - Combustible Solids

WGK

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Bexarotent attenuated CCI-induced spinal neuroinflammation and neuropathic pain by targeting MKP-1
Gui Y, et al.
The Journal of Pain : Official Journal of the American Pain Society (2019)
HE4 Compromises Cytotoxic Mononuclear Cells via Inducing Dual Specificity Phosphatase 6
James NE, et al.
Frontiers in Pharmacology, 10, 216-216 (2019)
Guifang Gan et al.
Theranostics, 11(12), 6006-6018 (2021-04-27)
Objectives: Sorafenib is the only FDA-approved first-line target drug for HCC patients. However, sorafenib merely confers 3-5 months of survival benefit with less than 30% of HCC patients sensitive to sorafenib therapy. Thus, it's necessary to develop a sensitizer for
Yulong Gui et al.
The journal of pain, 21(11-12), 1149-1159 (2019-01-21)
It is widely accepted that neuroinflammation in the spinal cord contributes to the development of central sensitization in neuropathic pain. Mitogen-activated protein kinase (MAPK) activation plays a vital role in the development of neuroinflammation in the spinal cord. In this
Nicole E James et al.
Frontiers in pharmacology, 10, 216-216 (2019-04-04)
While selective overexpression of serum clinical biomarker Human epididymis secretory protein 4 (HE4) is indicative of ovarian cancer tumorigenesis, much is still known about the mechanistic role of the HE4 gene or gene product. Here, we examine the role of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service