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Merck
CN

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:
Molecular Weight:
353.89
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Quality Level

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

(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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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)
Ok-Seon Kwon et al.
Cancers, 12(4) (2020-04-12)
The role of Situin 1 (SIRT1) in tumorigenesis is still controversial due to its wide range of substrates, including both oncoproteins and tumor suppressors. A recent study has demonstrated that SIRT1 interferes in the Kirsten rat sarcoma viral oncogene homolog



Global Trade Item Number

SKUGTIN
B4313-5MG04061833217535
B4313-25MG04061833217528