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
• 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
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Quality Segment: 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

Description

Application

(E/Z)-BCI hydrochloride has been used:

• to evaluate the role of the Duox-H₂O₂-Dusp6 derepression signaling pathway in heart regeneration[1]
• 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[2]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable