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V108

Sigma-Aldrich

(±)-Norverapamil hydrochloride

≥98% (HPLC)

Synonym(s):

N-Nor-(±)-verapamil hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C26H36N2O4 · HCl
CAS Number:
67812-42-4
Molecular Weight:
477.04
MDL number:
MFCD00078605
UNSPSC Code:
12352200
PubChem Substance ID:
24900707
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 15 mg/mL, clear

SMILES string

CC(C)C(CCCNCCC1=CC=C(OC)C(OC)=C1)(C#N)C2=CC(OC)=C(OC)C=C2.Cl

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

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Biochem/physiol Actions

Norverapamil is an N-demethylated metabolite of verapamil. It has significantly less calcium channel blocking ability and exhibit therapeutic activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yong-Ji Piao et al.
Archives of pharmacal research, 31(4), 518-522 (2008-05-02)
The aim of this study was to investigate the effects of hesperidin on the pharmacokinetics of verapamil and its major metabolite, norverapamil, in rats. The pharmacokinetic parameters of verapamil and norverapamil in rats were measured after the oral administration of
M A Garcia et al.
Journal of chromatography. B, Biomedical sciences and applications, 693(2), 377-382 (1997-06-06)
In this paper we develop an high-performance liquid chromatographic method with ultraviolet detection for the determination of verapamil and its primary metabolite norverapamil in biological samples. Both compounds, as well as the internal standard, imipramine, were extracted from alkalinised blood
Stereoselective determination of verapamil and norverapamil by capillary electrophoresis
Dethy J M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 654(1), 121-127 (1994)
Young Sun Lee et al.
Xenobiotica; the fate of foreign compounds in biological systems, 42(8), 766-774 (2012-02-04)
In this study, the pharmacokinetics of verapamil and its active metabolite norverapamil were evaluated following intravenous and oral administration of 10 mg/kg verapamil to rats with hyperlipidaemia (HL) induced by poloxamer 407 (HL rats). The total area under the plasma
Comparative cardiovascular actions of verapamil and its major metabolites in the anaesthetised dog.
G Neugebauer
Cardiovascular research, 12(4), 247-254 (1978-04-01)
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