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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

Quality Level

100

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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Marc-Etienne Castella et al.
Pharmaceutical research, 23(7), 1543-1553 (2006-06-17)
The aims of the study are to develop and evaluate an in vitro rat intestine segmental perfusion model for the prediction of the oral fraction absorbed of compounds and to assess the ability of the model to study intestinal metabolism.
Jun Shik Choi et al.
Archives of pharmacal research, 31(9), 1200-1204 (2008-09-23)
Pioglitazone, a thiazolidinedione antidiabetic drug, inhibits cytochrome P450 (CYP) 2C8 and CYP3A4 enzymes in vitro. This study investigated the effect of pioglitazone on the pharmacokinetics of verapamil and its major metabolite, norverapamil, in rats, after oral administration of verapamil (9
Puran Singhal et al.
Journal of chromatographic science, 50(9), 839-848 (2012-06-09)
A simple, selective and high-throughput liquid chromatography-tandem mass spectrometry method has been developed and validated for the chromatographic separation and quantification of (R)- and (S)-enantiomers of verapamil and its active metabolite, norverapamil, in human plasma. All four analytes along with
S R Hamann et al.
Pharmacology, 27(1), 1-8 (1983-01-01)
The relative distribution of verapamil and its demethylated metabolite, norverapamil, was studied in rats at intervals after intraperitoneal injection of the parent drug (30 mg/kg). This route of drug administration simulated oral drug dosing, and the highest concentrations of both
Shan-Shan Xie et al.
The Journal of pharmacy and pharmacology, 62(4), 440-447 (2010-07-08)
The aim was to investigate the effect of Huang-Lian-Jie-Du-Decoction (HLJDD) on the pharmacokinetic behaviour of verapamil in rats. Rats orally received 3.33 g/kg of HLJDD extract for 14 days, and pharmacokinetics of verapamil was investigated after oral and intravenous verapamil.
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