Chemistry:Emopamil
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| IUPAC name
2-isopropyl-5-(methyl- (2-phenylethyl)amino)- 2-phenylpentanenitrile
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3D model (JSmol)
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| Properties | |
| C23H30N2 | |
| Molar mass | 334.50 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Emopamil is a calcium channel blocker and a high-affinity ligand of human sterol isomerase.[1]
Structure
Emopamil's structure consists of an organic amino compound, nitrile compound and a member of two benzene rings.
Applications
Emopamil also known as EMP is a phenylalkylamine and inhibitor of 5-hydroxytryptamine 5-HT2 receptors.[2] EMP includes a chiral quaternary carbon center, and research has indicated that its optical isomers have different biological effects.[3] It interacts in an extracellular site of the nerve cell to inhibit calcium channel responses while other phenylalkylamines act at an intracellular site. The interaction site of emopamil suggests to its greater neuroprotective efficacy in research related to ischaemia.[4]
See also
- EBP (gene)
- Voltage-dependent calcium channels
- Verapamil
References
- ↑ Paul, Raymond; Silve, Sandra; De Nys, Nathalie; Dupuy, Pascal-Henry; Labit-Le Bouteiller, Christine; Rosenfeld, Jorge; Ferrara, Pascual; Le Fur, Gérard et al. (1998). "Both the Immunosuppressant SR31747 and the Antiestrogen Tamoxifen Bind to an Emopamil-Insensitive Site of Mammalian Δ8-Δ7 Sterol Isomerase". Journal of Pharmacology and Experimental Therapeutics 285 (3): 1296–302. PMID 9618436.
- ↑ "Emopamil - an overview | ScienceDirect Topics". https://www.sciencedirect.com/topics/pharmacology-toxicology-and-pharmaceutical-science/emopamil.
- ↑ Toyohara, J.; Okamoto, M.; Aramaki, H.; Zaitsu, Y.; Shimizu, I.; Ishiwata, K. (2016). "(R)-¹¹CEmopamil as a novel tracer for imaging enhanced P-glycoprotein function". Nuclear Medicine and Biology 43 (1): 52–62. doi:10.1016/j.nucmedbio.2015.09.001. PMID 26429767.
- ↑ Keith, R. A.; Mangano, T. J.; Defeo, P. A.; Ernst, G. E.; Warawa, E. J. (1994). "Differential inhibition of neuronal calcium entry and 3H-D-aspartate release by the quaternary derivatives of verapamil and emopamil". British Journal of Pharmacology 113 (2): 379–384. doi:10.1111/j.1476-5381.1994.tb16999.x. PMID 7834187.
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