38176-02-2
Chemical Structure
(R)-Verapamil hydrochloride
Synonym(s): (R)-(+)-Verapamil hydrochloride
- CAS No.: 38176-02-2
- Formula:C27H39ClN2O4
- Molecular Weight:491.06
IUPAC Name: (R)-5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile hydrochloride
InChIKey: DOQPXTMNIUCOSY-HZPIKELBSA-N
SMILES: COC1=C(OC)C=CC(CCN(C)CCC[C@](C#N)(C2=CC(OC)=C(OC)C=C2)C(C)C)=C1.Cl
Biological Activity: (R)-Verapamil hydrochloride ((R)-(+)-Verapamil hydrochloride) is an orally active P-Glycoprotein inhibitor. (R)-Verapamil hydrochloride blocks MRP1 mediated transport. (R)-Verapamil hydrochloride induces Apoptosis and inhibits L-type calcium channels BZPcc, DHPcc and PLLcc. (R)-Verapamil hydrochloride has anti-septic shock and anti-diabetic effects[1][2][3][4][5][6][7].
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(R)-Verapamil hydrochloride | 99.37% | (R)-Verapamil hydrochloride ((R)-(+)-Verapamil hydrochloride) is an orally active P-Glycoprotein inhibitor. (R)-Verapamil hydrochloride blocks MRP1 mediated transport. (R)-Verapamil hydrochloride induces Apoptosis and inhibits L-type calcium channels BZPcc, DHPcc and PLLcc. (R)-Verapamil hydrochloride has anti-septic shock and anti-diabetic effects. | ||||||||||||||||||||
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(R)-(+)-Verapamil-d6 hydrochloride | (R)-(+)-Verapamil-d6 (hydrochloride) is deuterium labeled (R)-Verapamil (hydrochloride). (R)-Verapamil hydrochloride ((R)-(+)-Verapamil hydrochloride) is a P-Glycoprotein inhibitor. (R)-Verapamil hydrochloride blocks MRP1 mediated transport, resulting in chemosensitization of MRP1-overexpressing cells to anticancer agents. | |||||||||||||||||||||
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(R)-Verapamil-d7 (hydrochloride) | (R)-Verapamil-d7 (hydrochloride) is a deuterium labeled (R)-Verapamil hydrochloride. (R)-Verapamil hydrochloride ((R)-(+)-Verapamil hydrochloride) is a P-Glycoprotein inhibitor. (R)-Verapamil hydrochloride blocks MRP1 mediated transport, resulting in chemosensitization of MRP1-overexpressing cells to anticancer agents. | |||||||||||||||||||||
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References
- [1]. Plumb JA, et al. The activity of verapamil as a resistance modifier in vitro in drug resistant human tumour cell lines is not stereospecific. Biochem Pharmacol. 1990 Feb 15;39(4):787-92. [Content Brief]
- [2]. Perrotton T, et al. (R)- and (S)-verapamil differentially modulate the multidrug-resistant protein MRP1. J Biol Chem. 2007 Oct 26;282(43):31542-8. Epub 2007 Jul 22. [Content Brief]
- [3]. Faude F, et al. R-(+)-verapamil, S-(-)-verapamil, and racemic verapamil inhibit human retinal pigment epithelial cell contraction. Graefes Arch Clin Exp Ophthalmol. 2000 Jun;238(6):537-41. [Content Brief]
- [4]. Karwatsky J, et al. A mechanism for P-glycoprotein-mediated apoptosis as revealed by verapamil hypersensitivity. Biochemistry. 2003 Oct 28;42(42):12163-73. [Content Brief]
- [5]. Chen YS, et al. Evaluating the antidiabetic effects of R-verapamil in type 1 and type 2 diabetes mellitus mouse models. PLoS One. 2021 Aug 6;16(8):e0255405. [Content Brief]
- [6]. Visani G, et al. Comparative effects of racemic verapamil vs R-verapamil on normal and leukemic progenitors. Ann Hematol. 1993 Jun;66(6):273-6. [Content Brief]
- [7]. Wyska E. Pretreatment with R(+)-verapamil significantly reduces mortality and cytokine expression in murine model of septic shock. Int Immunopharmacol. 2009 Apr;9(4):478-90. [Content Brief]
