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Key Documents

S7809

Sigma-Aldrich

SKF-96365

≥98% (HPLC), solid

Synonyme(s) :

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

Formule empirique (notation de Hill):
C22H26N2O3 · HCl
Numéro CAS:
Poids moléculaire :
402.91
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

solid

Couleur

white

Solubilité

DMSO: >20 mg/mL
H2O: >20 mg/mL

Chaîne SMILES 

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

Clé InChI

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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
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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