| Identification | More | [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 Properties | Back 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. | [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 | [SMILES]
Cl.COc1ccc(CCCOC(Cn2ccnc2)c3ccc(OC)cc3)cc1 | [CAS DataBase Reference]
130495-35-1(CAS DataBase Reference) |
| Safety Data | Back 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 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back 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 |
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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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