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S7809

SKF-96365

≥98% (HPLC), SOCE inhibitor, solid

Synonym(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

Empirical Formula (Hill Notation):
C22H26N2O3 · HCl
CAS Number:
130495-35-1
Molecular Weight:
402.91
UNSPSC Code:
12352200
PubChem Substance ID:
24278710
NACRES:
NA.77
MDL number:
MFCD00236407
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
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Product Name

SKF-96365, ≥98% (HPLC), solid

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000386438
0000361572
0000361572
0000386438
0000064236

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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)
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
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Global Trade Item Number

SKUGTIN
S780904053252616969