An L-type calcium channel blocker
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Norverapamil (hydrochloride)

Item No. 20950

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-benzeneacetonitrile, monohydrochloride
CAS Number
67812-42-4
Synonyms
  • D 591
Molecular Formula
C26H36N2O4 • HCl
Formula Weight
477.0
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 0.25 mg/ml
λmax
231, 279 nm
SMILES
COC1=C(OC)C=CC(C(C(C)C)(C#N)CCCNCCC2=CC(OC)=C(OC)C=C2)=C1.Cl
InChi Code
InChI=1S/C26H36N2O4.ClH/c1-19(2)26(18-27,21-9-11-23(30-4)25(17-21)32-6)13-7-14-28-15-12-20-8-10-22(29-3)24(16-20)31-5;/h8-11,16-17,19,28H,7,12-15H2,1-6H3;1H
InChi Key
OEAFTRIDBHSJDC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Norverapamil is the N-demethylated metabolite of verapamil (Item No. 14288), an L-type calcium channel blocker and P-glycoprotein inhibitor. It is the major active metabolite of verapamil with approximately 20% efficacy of its parent with regard to vasodilatory activity.1 Norverapamil has been shown to inhibit mycobacterial efflux pumps and the expansion of M. tuberculosis-specific T cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tracy, T.S., Korzekwa, K.R., Gonzalez, F.J., et al. Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil. Br. J. Clin. Pharmacol. 47(5), 545-552 (1999).

    2. Abate, G., Ruminiski, P.G., Kumar, M., et al. New verapamil analogs inhibit intracellular mycobacteria without affecting the functions of Mycobacterium-specific T cells. Antimicrob. Agents Chemother. 60(3), 1216-1225 (2015).