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Verapamil-d3 (hydrochloride)

CAT: 0804-HY-A0064S-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-A0064S-01Size:1 mg
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Description
Verapamil-d3 (hydrochloride) is the deuterium labeled Verapamil hydrochloride. Verapamil hydrochloride ((±) -Verapamil hydrochloride) is a calcium channel blocker and a potent and orally active first-generation P-glycoprotein (P-gp) inhibitor. Verapamil hydrochloride also inhibits CYP3A4. Verapamil hydrochloride has the potential for high blood pressure, heart arrhythmias and angina research[1][2][3].
CAS Number
2714485-49-9
Product Name Alternative
(±) -Verapamil-d3 (hydrochloride) ; CP-16533-1-d3 (hydrochloride)
UNSPSC
12352005
Hazard Statement
H301
Target
Calcium Channel; Cytochrome P450; Isotope-Labeled Compounds; P-glycoprotein
Type
Isotope-Labeled Compounds
Related Pathways
Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; Others
Field of Research
Cardiovascular Disease
Purity
99.57
Solubility
10 mM in DMSO|H2O : 50mg/mL (ultrasonic)
Smiles
[H]Cl.COC1=CC=C(C(C#N)(C(C)C)CCCN(CCC2=CC=C(OC)C(OC)=C2)C([2H])([2H])[2H])C=C1OC
Molecular Formula
C27H36D3ClN2O4
Molecular Weight
494.08
Precautions
H301
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[2]Krikler DM. Verapamil in arrhythmia. Br J Clin Pharmacol. 1986;21 Suppl 2:183S-189S.|[3]Rehnqvist N, et al. Effects of metoprolol vs verapamil in patients with stable angina pectoris. The Angina Prognosis Study in Stockholm (APSIS) . Eur Heart J. 1996 Jan;17 (1) :76-81.|[4]Kubo Y, et al. Blood-to-Retina Transport of Fluorescence-Labeled Verapamil at the Blood-Retinal Barrier. Pharm Res. 2018 Mar 12;35 (5) :93.|[5]Gowarty JL, et al. Verapamil as a culprit of palbociclib toxicity. J Oncol Pharm Pract. 2019 Apr;25 (3) :743-746.|[6]Zhou P, et al. Anti-arrhythmic effect of Verapamil is accompanied by preservation of cx43 protein in rat heart. PLoS One. 2013 Aug 12;8 (8) :e71567.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

Verapamil-d3 Hydrochloride
CAS Number2714485-49-9
PubChem CID137699848
IUPAC Name2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-(trideuteriomethyl)amino]-2-propan-2-ylpentanenitrile;hydrochloride
Molecular FormulaC27H39ClN2O4
Molecular Weight494.1
Topological Polar Surface Area64
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Heavy Atom Count34
Formal Charge0
Complexity606
SMILES
[2H]C([2H])([2H])N(CCCC(C#N)(C1=CC(=C(C=C1)OC)OC)C(C)C)CCC2=CC(=C(C=C2)OC)OC.Cl
InChI
InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H/i3D3;
InChIKey
DOQPXTMNIUCOSY-FJCVKDQNSA-N
Chemical Structure
2D Structure
2D structure of Verapamil-d3 Hydrochloride
CAS: 2714485-49-9
CID: 137699848
Formula: C27H39ClN2O4
MW: 494.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight494.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Exact Mass493.2786657
Monoisotopic Mass493.2786657
Topological Polar Surface Area64 Ų
Heavy Atom Count34
Formal Charge0
Complexity606
Isotope Atom Count3
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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