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130495-35-1

130495-35-1 Structure

130495-35-1 Structure
IdentificationMore
[Name]

SKF 96365 HYDROCHLORIDE
[CAS]

130495-35-1
[Synonyms]

CS-2170
SKF 96365
SKF 96365 HCI
SKF-96365, HC
SKF-96365, HCl
SK AND F 96365
SKF-96365;SKF 96365
SKF 96365 hydrochlor
SKF 96365 HYDROCHLORIDE
SKF-96365, Hydrochloride - CAS 130495-35-1 - Calbiochem
1-[2-(4-Methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]imidazole
1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1H-imidazole
1-[BETA-[3-(4-METHOXYPHENYL)PROPOXY]-4-METHOXYPHENETHYL]-1H-IMIDAZOLE HCL
1-[β-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenethyl]-1h-imidazole hydrochloride
1-(2-(3-(4-Methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1H-imidazole hydrochloride
1-(BETA-[3-(4-METHOXYPHENYL)PROPOXY]-4-METHOXYPHENETHYL)-1H-IMIDAZOLE HYDROCHLORIDE
1-[2-(4-METHOXYPHENYL)-2-[3-(4-METHOXYPHENYL)PROPOXY]ETHYL]-1H-IMIDAZOLE HYDROCHLORIDE
1-[2-(4-Methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]-1H-imidazole monohydrochloride
1H-Imidazole, 1-(2-(4-methoxyphenyl)-2-(3-(4-methoxyphenyl)propoxy)ethyl)-, monohydrochloride
[Molecular Formula]

C22H27ClN2O3
[MDL Number]

MFCD00236407
[Molecular Weight]

402.91
[MOL File]

130495-35-1.mol
Chemical PropertiesBack Directory
[Melting point ]

119 °C
[RTECS ]

NI6823500
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

H2O: >20 mg/mL
[form ]

solid
[color ]

white
[Water Solubility ]

Soluble to 100mM in water
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
[CAS DataBase Reference]

130495-35-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HS Code ]

2933.29.4300
Hazard InformationBack Directory
[Description]

SKF-96365 (130495-35-1) is an inhibitor of receptor-mediated calcium entry (RMCE) with IC50‘s of 8.5 μM for ADP stimulated platelets and 11.7 μM for thrombin stimulated platelets. Also inhibits Voltage-gated Ca2+ but not ATP-gated Ca2+ entry.1 It has also been shown to block transient receptor potential canonical type (TRPC) channels2, high-voltage-activated (HVA) L-type channels1, K channels3, sarcoplasmic reticulum Ca-ATPase4 and voltage-gated sodium channels5. SKF-96365 is a potent blocker of LVA T-type Ca channels, in particular Ca(V)3.1 (IC50 = 0.56 μM).6
[Uses]

SKF 96365 Hydrochloride is a novel inhibitor of receptor-mediated calcium entry.
[Definition]

ChEBI: SKF-96365 hydrochloride is the hydrochloride salt of SKF-96365. It is a TRP channel blocker. It has a role as a TRP channel blocker, an apoptosis inducer, an autophagy inducer, a GABA antagonist, an antineoplastic agent, a calcium channel blocker and a platelet aggregation inhibitor. It contains a SKF-96365 free base(1+).
[General Description]

Inhibits receptor-mediated Ca2+ entry in stimulated platelets (IC50 = 8-12 μM in intact platelets), neutrophils, and endothelial cells (IC50 = 30 μM for human endothelial cells) at concentrations that do not affect internal Ca2+ release. Also inhibits voltage-gated Ca2+ entry in excitable cells. Inhibits the histamine-induced formation of nitric oxide in human endothelial cells.
[Biological Activity]

Store-operated Ca 2+ entry (SOCE) inhibitor that inhibits STIM1. Also inhibits TRP channels, voltage-gated Ca 2+ channels and potassium channels.
[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]

Store at RT
[References]

1) Merritt et al.,(1990) SKF96365, a novel inhibitor of receptor-mediated calcium entry; Biochem. J. 271 515 2) Kiselyov et al., (1998) Functional interaction between InsP3 receptors and store-operated Htrp3 channels; Nature, 396 478 3) Schwarz et al., (1994) Multiple effects of SKF96365 on ionic currents and intracellular calcium in human endothelial cells; Cell Calcium, 15 45 4) Mason et al., (1993) Inhibition of Ca2+ transport pathways in thymic lymphocytes by econazole, miconazole and SKF96365; Am. J. Physiol., 264 C654 5) Hong et al. (1994) Inhibition of the sodium channel by SKF96365, an inhibitor of the receptor-operated calcium channel, in mouse diaphragm; J. Biomed. Sci., 1 172 6) Singh et al.,(2010) The transient receptor potential channel antagonist SKF96365 is a potent blocker of low-voltage-activated T-type calcium channels; Br. J. Pharmacol., 160 1464
Spectrum DetailBack Directory
[Spectrum Detail]

SKF 96365 HYDROCHLORIDE(130495-35-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

130495-35-1(sigmaaldrich)
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