1329611-24-6
Chemical Structure
(S)-Verapamil-d6 (hydrochloride)
Synonym(s): (S)-(-)-Verapamil-d6 (hydrochloride)
- CAS No.: 1329611-24-6
- Formula:C27H33D6ClN2O4
- Molecular Weight:497.10
IUPAC Name: (S)-5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-(propan-2-yl-1,1,1,3,3,3-d6)pentanenitrile hydrochloride
InChIKey: DOQPXTMNIUCOSY-VVIKVEIGSA-N
SMILES: COC(C=C1CCN(C)CCC[C@@](C#N)(C2=CC(OC)=C(C=C2)OC)C(C([2H])([2H])[2H])C([2H])([2H])[2H])=C(C=C1)OC.Cl
Biological Activity: (S)-Verapamil-d6 ((S)-(-)-Verapamil-d6) hydrochloride is the deuterium labeled (S)-Verapamil hydrochloride. (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport by MRP1. (S)-Verapamil hydrochloride leads to the death of potentially resistant tumor cells[1][2].
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(S)-Verapamil-d6 (hydrochloride) | (S)-Verapamil-d6 ((S)-(-)-Verapamil-d6) hydrochloride is the deuterium labeled (S)-Verapamil hydrochloride. (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport by MRP1. (S)-Verapamil hydrochloride leads to the death of potentially resistant tumor cells. | |||||||||||||||||||||
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(S)-Verapamil-d3 (hydrochloride) | (S)-(-)-Verapamil-d3 (hydrochloride) is the deuterium labeled (S)-(-)-Verapamil hydrochloride. | |||||||||||||||||||||
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(S)-Verapamil | (S)-Verapamil ((S)-(-)-Verapamil) is an orally active MRP1 (ABCC1) modulator with a Kd value of 113 nM for hamster MRP1. (S)-Verapamil regulates MRP1, promotes MRP1-mediated glutathione efflux and the transport of calcein and leukotriene C4, reverses glutathione-activated MRP1 ATPase activity, and ultimately depletes intracellular glutathione and induces cell death. (S)-Verapamil specifically induces apoptosis in MRP1-overexpressing tumor cells. (S)-Verapamil can be used in research related to cancer, cardiac diseases such as supraventricular arrhythmia, and hypertension. | |||||||||||||||||||||
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References
- [1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216. [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]
