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S7809

Sigma-Aldrich

SKF-96365

≥98% (HPLC), solid

Sinónimos:

1-[β-(3-(4-Methoxyphenyl)propoxy)-4-methoxyphenethyl]-1H-imidazole hydrochloride, 1-[2-(4-Methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]imidazole

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About This Item

Fórmula empírica (notación de Hill):
C22H26N2O3 · HCl
Número de CAS:
130495-35-1
Peso molecular:
402.91
MDL number:
MFCD00236407
UNSPSC Code:
12352200
PubChem Substance ID:
24278710
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL
H2O: >20 mg/mL

SMILES string

Cl.COc1ccc(CCCOC(Cn2ccnc2)c3ccc(OC)cc3)cc1

InChI

1S/C22H26N2O3.ClH/c1-25-20-9-5-18(6-10-20)4-3-15-27-22(16-24-14-13-23-17-24)19-7-11-21(26-2)12-8-19;/h5-14,17,22H,3-4,15-16H2,1-2H3;1H

InChI key

FWLPKVQUECFKSW-UHFFFAOYSA-N

Application

SKF-96365 has been used as :
  • a nonselective transient receptor potential 6 (TRPC6) blocker in human podocytes
  • an antagonist of store-operated Ca2+ influx in neurons
  • an inhibitor for transient receptor potential 3 (TRPC3) in mice

Biochem/physiol Actions

SKF-96365 with an alkylated imidazole ring is a selective inhibitor of receptor-mediated Ca2+ entry and voltage-gated Ca2+ entry . SKF-96365 mediated depolarization of smooth cardiac muscle membrane and had no impact on the acetylcholine (ACh)-induced depolarization. It is an inhibitor for SOCE (store-operated calcium entry). It also inhibits Homer1 protein expression. SKF-96365 elicits protective functionality in 1-methyl-4-phenylpyridinium(MPP) mediated cytotoxicity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Effects of inhibitors of nonselective cation channels on the acetylcholine-induced depolarization of circular smooth muscle from the guinea-pig stomach antrum
Hotta A, et al.
Journal of Smooth Muscle Research = Nihon Heikatsukin Gakkai Kikanshi, 41(6), 313-327 (2005)
J E Merritt et al.
The Biochemical journal, 271(2), 515-522 (1990-10-15)
A novel inhibitor of receptor-mediated calcium entry (RMCE) is described. SK&F 96365 (1-(beta-[3-(4-methoxy-phenyl)propoxy]-4-methoxyphenethyl)-1H- imidazole hydrochloride) is structurally distinct from the known 'calcium antagonists' and shows selectivity in blocking RMCE compared with receptor-mediated internal Ca2+ release. Human platelets, neutrophils and endothelial
Protective effects of SKF-96365, a non-specific inhibitor of SOCE, against MPP+-induced cytotoxicity in PC12 cells: potential role of Homer1
Chen T, et al.
PLoS ONE, 8(1), e55601-e55601 (2013)
Arnaud Guilbert et al.
BMC cancer, 8, 125-125 (2008-05-03)
TRP channels have been shown to be involved in tumour generation and malignant growth. However, the expression of these channels in breast cancer remains unclear. Here we studied the expression and function of endogenous TRPC6 channels in a breast cancer
Enhanced expression of transient receptor potential channel 3 in uterine smooth muscle tissues of lipopolysaccharide-induced preterm delivery mice
Zheng D, et al.
Iranian Journal of Basic Medical Sciences, 19(5), 567-567 (2016)
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