Basic information Safety Supplier Related

NORVERAPAMIL

Basic information Safety Supplier Related

NORVERAPAMIL Basic information

Product Name:
NORVERAPAMIL
Synonyms:
  • NORVERAPAMIL
  • Benzeneacetonitrile, a-[3-[[2-(3,4-dimethoxyphenyl)-ethyl]amino]propyl]-3,4-dimethoxy-a-(1-methylethyl)-
  • D591
  • 2-(3,4-Dimethoxyphenyl)-2-isopropyl-5-(3,4-dimethoxyphenethylamino)valeronitrile
  • α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-α-isopropylbenzeneacetonitrile
  • Verapamil Impurity J
  • Norverapamil D6
  • 5-[(3,4-dimethoxyphenethyl)amino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
CAS:
67018-85-3
MF:
C26H36N2O4
MW:
440.58
EINECS:
266-544-8
Mol File:
67018-85-3.mol
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NORVERAPAMIL Chemical Properties

Boiling point:
586.1±50.0 °C(Predicted)
Density 
1.063±0.06 g/cm3(Predicted)
pka
9.79±0.19(Predicted)
CAS DataBase Reference
67018-85-3
EPA Substance Registry System
Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)- (67018-85-3)
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NORVERAPAMIL Usage And Synthesis

Chemical Properties

Yellowish to brownish oil

Uses

Norverapamil ((±)-Norverapamil), an N-demethylated metabolite of Verapamil, is a L-type calcium channel blocker and a P-glycoprotein (P-gp) function inhibitor[1][2].

Definition

ChEBI: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(propan-2-yl)pentanenitrile is a secondary amino compound that is 3,4-dimethoxyphenylethylamine in which one of the hydrogens attached to the nitrogen has been replaced by a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group. It is an aromatic ether, a nitrile, a polyether and a secondary amino compound.

in vivo

Norverapamil (9 mg/kg; p.o.), a major metabolite of verapamil, has terminal half-life, AUC and Cmax values of 9.4 hours, 260 ng?h/ml, and 41.6 ng/mL, respectively[4].

Animal Model:Male Sprague-Dawley rats[4]
Dosage:9 mg/kg (Pharmacokinetic Study)
Administration:Oral administration
Result:t1/2=9.4 hours; AUC=260 ng?h/mL; Cmax=41.6 ng/mL.

IC 50

L-type calcium channel

References

[1] Adams KN, et al. Verapamil, and its metabolite norverapamil, inhibit macrophage-induced, bacterial efflux pump-mediated tolerance to multiple anti-tubercular drugs. J Infect Dis. 2014 Aug 1;210(3):456-66. DOI:10.1093/infdis/jiu095
[2] Pauli-Magnus C, et al. Characterization of the major metabolites of verapamil as substrates and inhibitors of P-glycoprotein. J Pharmacol Exp Ther. 2000 May;293(2):376-82. PMID:10773005
[3] Wang J et al. A semi-physiologically-based pharmacokinetic model characterizing mechanism-based auto-inhibition to predict stereoselective pharmacokinetics of verapamil and its metabolite norverapamil in human. Eur J Pharm Sci. 2013 Nov 20;50(3-4):290-302. DOI:10.1016/j.ejps.2013.07.012
[4] Choi DH, et al. Effects of simvastatin on the pharmacokinetics of verapamil and its main metabolite, norverapamil, in rats. Eur J Drug Metab Pharmacokinet. 2009 Jul-Sep;34(3-4):163-8. DOI:10.1007/BF03191168

NORVERAPAMILSupplier

Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Email
han_yajun@dctc.daicel.com
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Email
info@yuhaochemical.com
Artis Chemistry (Shanghai) Co. Ltd.
Tel
86-21-60936353
Hubei Yangxin Medical Technology Co., Ltd.
Tel
15374522761
Email
3003392093@yongstandards.com
Shenzhen SUNGENING Bio-Medical Co., Ltd.
Tel
0755-0755-28967200-8062 13631290199
Email
wxf@sungening.com
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