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S7809

Sigma-Aldrich

SKF-96365

≥98% (HPLC), solid

Synonym(e):

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

Empirische Formel (Hill-System):
C22H26N2O3 · HCl
CAS-Nummer:
130495-35-1
Molekulargewicht:
402.91
MDL-Nummer:
MFCD00236407
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278710
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

white

Löslichkeit

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

InChIKey

FWLPKVQUECFKSW-UHFFFAOYSA-N

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
The transient receptor potential channel antagonist SKF96365 is a potent blocker of low-voltage-activated T-type calcium channels
Singh A, et al.
British Journal of Pharmacology, 160(6), 1464-1475 (2010)
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)
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
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)
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