Enpiperate

• CAT Number: I026886
• CAS Number: 3608-67-1
• Molecular Formula: C20H23NO3
• Molecular Weight: 325.408
• Purity: 98%
• Solubility: Soluble in DMSO
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 1-Methyl-4-piperidyl diphenylglycolate
• InChI: InChI=1S/C20H23NO3/c1-21-14-12-18(13-15-21)24-19(22)20(23,16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18,23H,12-15H2,1H3
• InChIKey: UGYPGJCVNPPUPE-UHFFFAOYSA-N
• SMILES: OC(C1=CC=CC=C1)(C2=CC=CC=C2)C(OC3CCN(C)CC3)=O

Enpiperate is a Calcium Channel Blocker.

Reference

1: Du YL, Lou YQ. [Calcium antagonism of enpiperate on isolated rabbit aorta strips and guinea pig ileum]. Zhongguo Yao Li Xue Bao. 1989 Mar;10(2):114-7. Chinese. PubMed PMID: 2816410.
2: Michaelson DM, Korczyn AD, Sokolovsky M. Antibodies to muscarinic acetylcholine receptors in myasthenia gravis. Biochem Biophys Res Commun. 1982 Jan 15;104(1):52-7. PubMed PMID: 7073682.
3: Bian CF, Xing SH, Xu PC. [The interactions between dihydroetorphine, L-tetrahydropalmatine, B-7601 and diazepam]. Yao Xue Xue Bao. 1986 Aug;21(8):561-5. Chinese. PubMed PMID: 2880449.
4: Soreq H, Gurwitz D, Eliyahu D, Sokolovsky M. Altered ontogenesis of muscarinic receptors in agranular cerebellar cortex. J Neurochem. 1982 Sep;39(3):756-63. PubMed PMID: 7097282.
5: Sudo Y, Suhara T, Suzuki K, Okubo Y, Yoshikawa K, Uchida S, Sassa T, Okauchi T, Sasaki Y, Matsushita M. Muscarinic receptor occupancy by biperiden in living human brain. Life Sci. 1999;64(8):PL99-104. PubMed PMID: 10069534.
6: Galron R, Avissar S, Sokolovsky M. Temperature dependence of agonist binding to muscarinic receptors in rat hypothalamic regions. Biochem Biophys Res Commun. 1981 Sep 30;102(2):791-8. PubMed PMID: 7306184.
7: Järv J, Hedlund B, Bartfai T. Kinetic studies on muscarinic antagonist-agonist competition. J Biol Chem. 1980 Apr 10;255(7):2649-51. PubMed PMID: 7358694.
8: Pennell PB. PET: cholinergic neuroreceptor mapping. Adv Neurol. 2000;83:157-63. Review. PubMed PMID: 10999197.
9: Schreiber G, Henis YI, Sokolovsky M. Analysis of ligand binding to receptors by competition kinetics. Application to muscarinic antagonists in rat brain cortex. J Biol Chem. 1985 Jul 25;260(15):8789-94. PubMed PMID: 4019453.
10: Avissar S, Egozi Y, Sokolovsky M. Studies on muscarinic receptors in mouse and rat hypothalamus: a comparison of sex and cyclical differences. Neuroendocrinology. 1981 May;32(5):295-302. PubMed PMID: 7242856.
11: Nishiyama S, Sato K, Harada N, Kakiuchi T, Tsukada H. Development and evaluation of muscarinic cholinergic receptor ligands N-[11C]ethyl-4-piperidyl benzilate and N-[11C]propyl-4-piperidyl benzilate: a PET study in comparison with N-[11C]methyl-4-piperidyl benzilate in the conscious monkey brain. Nucl Med Biol. 2000 Nov;27(8):733-40. PubMed PMID: 11150704.
12: Danielsson E, Peterson LL, Grundin R, Ogren SO, Bartfai T. Anticholinergic potency of psychoactive drugs in human and rat cerebral cortex and striatum. Life Sci. 1985 Apr 15;36(15):1451-7. PubMed PMID: 2858803.
13: Zubieta JK, Koeppe RA, Frey KA, Kilbourn MR, Mangner TJ, Foster NL, Kuhl DE. Assessment of muscarinic receptor concentrations in aging and Alzheimer disease with [11C]NMPB and PET. Synapse. 2001 Mar 15;39(4):275-87. PubMed PMID: 11169777.
14: Suhara T, Inoue O, Kobayashi K, Suzuki K, Tateno Y. Age-related changes in human muscarinic acetylcholine receptors measured by positron emission tomography. Neurosci Lett. 1993 Jan 12;149(2):225-8. PubMed PMID: 8474698.
15: Moscona-Amir E, Henis YI, Yechiel E, Barenholz Y, Sokolovsky M. Role of lipids in age-related changes in the properties of muscarinic receptors in cultured rat heart myocytes. Biochemistry. 1986 Dec 2;25(24):8118-24. PubMed PMID: 3801459.
16: Hosoi R, Kobayashi K, Watanabe Y, Inoue O. Evaluation of in vivo binding properties of 3H-NMPB and 3H-QNB in mouse brain. J Neural Transm (Vienna). 1999;106(7-8):583-92. PubMed PMID: 10907719.
17: Sihver S, Sihver W, Bergström M, Höglund AU, Sjöberg P, Lângström B, Watanabe Y. Quantitative autoradiography with short-lived positron emission tomography tracers: a study on muscarinic acetylcholine receptors with N-[(11)C]methyl-4-piperidylbenzilate. J Pharmacol Exp Ther. 1999 Aug;290(2):917-22. PubMed PMID: 10411609.
18: Mulholland GK, Kilbourn MR, Sherman P, Carey JE, Frey KA, Koeppe RA, Kuhl DE. Synthesis, in vivo biodistribution and dosimetry of [11C]N-methylpiperidyl benzilate ([11C]NMPB), a muscarinic acetylcholine receptor antagonist. Nucl Med Biol. 1995 Jan;22(1):13-7. PubMed PMID: 7735163.
19: Suhara T, Inoue O, Kobayashi K, Satoh T, Tateno Y. An acute effect of triazolam on muscarinic cholinergic receptor binding in the human brain measured by positron emission tomography. Psychopharmacology (Berl). 1994 Jan;113(3-4):311-7. PubMed PMID: 7862838.
20: Sokolovsky M, Gurwitz D, Galron R. Muscarinic receptor binding in mouse brain: regulation by guanine nucleotides. Biochem Biophys Res Commun. 1980 May 30;94(2):487-92. PubMed PMID: 7396912.