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MedKoo Cat#: 527497 | Name: Bepridil free base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bepridil is a calcium antagonist and class IV anti-arrhythmic agent. Bepridil hydrochloride blocks calcium entry through membranous calcium channels of coronary and peripheral vascular smooth muscle, thereby dilating coronary arteries and peripheral arterioles. This drug is used to treat chronic stable and variant angina pectoris. Bepridil hydrochloride has antihypertensive and selective anti-arrhythmia activities and acts as a calmodulin antagonist.

Chemical Structure

Bepridil free base
Bepridil free base
CAS#64706-54-3 (free base)

Theoretical Analysis

MedKoo Cat#: 527497

Name: Bepridil free base

CAS#: 64706-54-3 (free base)

Chemical Formula: C24H34N2O

Exact Mass: 366.2671

Molecular Weight: 366.55

Elemental Analysis: C, 78.64; H, 9.35; N, 7.64; O, 4.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
64706-54-3 (free base) 68099-86-5 (HCl) 74764-40-2 (HCl hydrate) 99239-96-0 (S-isomer HCl) 110143-75-4 (S-isomer) 110143-74-3 (R-isomer)
Synonym
Bepridil free base, CERM 1978; CERM-1978; CERM1978; Angopril, Bepadin.
IUPAC/Chemical Name
N-Benzyl-N-[3-(2-methylpropoxy)-2-pyrrolidin-1-ylpropyl]aniline
InChi Key
UIEATEWHFDRYRU-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H34N2O/c1-21(2)19-27-20-24(25-15-9-10-16-25)18-26(23-13-7-4-8-14-23)17-22-11-5-3-6-12-22/h3-8,11-14,21,24H,9-10,15-20H2,1-2H3
SMILES Code
CC(C)COCC(N1CCCC1)CN(CC2=CC=CC=C2)C3=CC=CC=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 366.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ren J, Zhao Y, Fry EE, Stuart DI. Target identification and mode of action of four chemically divergent drugs against Ebola virus infection. J Med Chem. 2017 Dec 22. doi: 10.1021/acs.jmedchem.7b01249. [Epub ahead of print] PubMed PMID: 29272110. 2: Aprahamian ML, Tikunova SB, Price MV, Cuesta AF, Davis JP, Lindert S. Successful Identification of Cardiac Troponin Calcium Sensitizers Using a Combination of Virtual Screening and ROC Analysis of Known Troponin C Binders. J Chem Inf Model. 2017 Dec 26;57(12):3056-3069. doi: 10.1021/acs.jcim.7b00536. Epub 2017 Nov 16. PubMed PMID: 29144742; PubMed Central PMCID: PMC5743627. 3: Abbate E, Boulakia M, Coudière Y, Gerbeau JF, Zitoun P, Zemzemi N. In silico assessment of the effects of various compounds in MEA/hiPSC-CM assays: Modeling and numerical simulations. J Pharmacol Toxicol Methods. 2018 Jan - Feb;89:59-72. doi: 10.1016/j.vascn.2017.10.005. Epub 2017 Oct 21. PubMed PMID: 29066291. 4: Sheng J, Tran PN, Li Z, Dutta S, Chang K, Colatsky T, Wu WW. Characterization of loperamide-mediated block of hERG channels at physiological temperature and its proarrhythmia propensity. J Pharmacol Toxicol Methods. 2017 Nov - Dec;88(Pt 2):109-122. doi: 10.1016/j.vascn.2017.08.006. Epub 2017 Aug 19. PubMed PMID: 28830713. 5: Ok SH, Shin IW, Lee SH, Park J, Woo MS, Hong JM, Kim J, Sohn JT. Lipid emulsion alleviates the vasodilation and mean blood pressure decrease induced by a toxic dose of verapamil in isolated rat aortae and an in vivo rat model. Hum Exp Toxicol. 2017 Jan 1:960327117721963. doi: 10.1177/0960327117721963. [Epub ahead of print] PubMed PMID: 28741374. 6: Sherkhane P, Kapfhammer JP. Chronic pharmacological blockade of the Na(+) /Ca(2+) exchanger modulates the growth and development of the Purkinje cell dendritic arbor in mouse cerebellar slice cultures. Eur J Neurosci. 2017 Sep;46(5):2108-2120. doi: 10.1111/ejn.13649. Epub 2017 Aug 21. PubMed PMID: 28715135. 7: Bai JP, Sakellaropoulos T, Alexopoulos LG. A Biologically-Based Computational Approach to Drug Repurposing for Anthrax Infection. Toxins (Basel). 2017 Mar 10;9(3). pii: E99. doi: 10.3390/toxins9030099. PubMed PMID: 28287432; PubMed Central PMCID: PMC5371854. 8: Jin H, Iribe G, Naruse K. Effects of bepridil on stretch-activated BKca channels and stretch-induced extrasystoles in isolated chick hearts. Physiol Res. 2017 Jul 18;66(3):459-465. Epub 2017 Feb 28. PubMed PMID: 28248537. 9: Kitaguchi T, Moriyama Y, Taniguchi T, Maeda S, Ando H, Uda T, Otabe K, Oguchi M, Shimizu S, Saito H, Toratani A, Asayama M, Yamamoto W, Matsumoto E, Saji D, Ohnaka H, Miyamoto N. CSAHi study: Detection of drug-induced ion channel/receptor responses, QT prolongation, and arrhythmia using multi-electrode arrays in combination with human induced pluripotent stem cell-derived cardiomyocytes. J Pharmacol Toxicol Methods. 2017 May - Jun;85:73-81. doi: 10.1016/j.vascn.2017.02.001. Epub 2017 Feb 3. PubMed PMID: 28163191. 10: Bondarenko AI, Montecucco F, Panasiuk O, Sagach V, Sidoryak N, Brandt KJ, Mach F. GPR55 agonist lysophosphatidylinositol and lysophosphatidylcholine inhibit endothelial cell hyperpolarization via GPR-independent suppression of Na(+)-Ca(2+) exchanger and endoplasmic reticulum Ca(2+) refilling. Vascul Pharmacol. 2017 Feb;89:39-48. doi: 10.1016/j.vph.2017.01.002. Epub 2017 Jan 5. PubMed PMID: 28064014. 11: Stadler S, Nguyen CH, Schachner H, Milovanovic D, Holzner S, Brenner S, Eichsteininger J, Stadler M, Senfter D, Krenn L, Schmidt WM, Huttary N, Krieger S, Koperek O, Bago-Horvath Z, Brendel KA, Marian B, de Wever O, Mader RM, Giessrigl B, Jäger W, Dolznig H, Krupitza G. Colon cancer cell-derived 12(S)-HETE induces the retraction of cancer-associated fibroblast via MLC2, RHO/ROCK and Ca(2+) signalling. Cell Mol Life Sci. 2017 May;74(10):1907-1921. doi: 10.1007/s00018-016-2441-5. Epub 2016 Dec 24. PubMed PMID: 28013338; PubMed Central PMCID: PMC5390003. 12: Cai F, Li MX, Pineda-Sanabria SE, Gelozia S, Lindert S, West F, Sykes BD, Hwang PM. Structures reveal details of small molecule binding to cardiac troponin. J Mol Cell Cardiol. 2016 Dec;101:134-144. doi: 10.1016/j.yjmcc.2016.10.016. Epub 2016 Nov 5. Review. PubMed PMID: 27825981; PubMed Central PMCID: PMC5391171. 13: Sasaoka S, Matsui T, Hane Y, Abe J, Ueda N, Motooka Y, Hatahira H, Fukuda A, Naganuma M, Hasegawa S, Kinosada Y, Nakamura M. Time-to-Onset Analysis of Drug-Induced Long QT Syndrome Based on a Spontaneous Reporting System for Adverse Drug Events. PLoS One. 2016 Oct 10;11(10):e0164309. doi: 10.1371/journal.pone.0164309. eCollection 2016. PubMed PMID: 27723808; PubMed Central PMCID: PMC5056697. 14: Park SH, Chung YM, Ma J, Yang Q, Berek JS, Hu MC. Pharmacological activation of FOXO3 suppresses triple-negative breast cancer in vitro and in vivo. Oncotarget. 2016 Jul 5;7(27):42110-42125. doi: 10.18632/oncotarget.9881. PubMed PMID: 27283899; PubMed Central PMCID: PMC5173120. 15: Undem C, Luke T, Shimoda LA. Contribution of elevated intracellular calcium to pulmonary arterial myocyte alkalinization during chronic hypoxia. Pulm Circ. 2016 Mar;6(1):93-102. doi: 10.1086/685053. PubMed PMID: 27076907; PubMed Central PMCID: PMC4809666. 16: Matsukura S, Nakamura Y, Cao X, Wada T, Izumi-Nakaseko H, Ando K, Sugiyama A. Anti-atrial Fibrillatory Versus Proarrhythmic Potentials of Amiodarone: A New Protocol for Safety Evaluation In Vivo. Cardiovasc Toxicol. 2017 Apr;17(2):157-162. doi: 10.1007/s12012-016-9369-8. PubMed PMID: 27040813. 17: Chiba T, Kondo N, Takahara A. Influences of rapid pacing-induced electrical remodeling on pharmacological manipulation of the atrial refractoriness in rabbits. J Pharmacol Sci. 2016 Mar;130(3):170-6. doi: 10.1016/j.jphs.2016.02.007. Epub 2016 Mar 2. PubMed PMID: 27032905. 18: Ma F, Takanari H, Masuda K, Morishima M, Ono K. Erratum to: Short- and long-term inhibition of cardiac inward-rectifier potassium channel current by an antiarrhythmic drug bepridil. Heart Vessels. 2016 Jul;31(7):1185. PubMed PMID: 26915042. 19: Rizzo F, Ambrosino P, Guacci A, Chetta M, Marchese G, Rocco T, Soldovieri MV, Manocchio L, Mosca I, Casara G, Vecchi M, Taglialatela M, Coppola G, Weisz A. Characterization of two de novoKCNT1 mutations in children with malignant migrating partial seizures in infancy. Mol Cell Neurosci. 2016 Apr;72:54-63. doi: 10.1016/j.mcn.2016.01.004. Epub 2016 Jan 16. PubMed PMID: 26784557. 20: Antzelevitch C, Patocskai B. Brugada Syndrome: Clinical, Genetic, Molecular, Cellular, and Ionic Aspects. Curr Probl Cardiol. 2016 Jan;41(1):7-57. doi: 10.1016/j.cpcardiol.2015.06.002. Epub 2015 Jun 11. Review. PubMed PMID: 26671757; PubMed Central PMCID: PMC4737702.