ChemicalBook >> CAS DataBase List >>Verapamil hydrochloride

Verapamil hydrochloride

CAS No.
23313-68-0
Chemical Name:
Verapamil hydrochloride
Synonyms
CALAN;ISOPTIN;Veracim;Veramex;Zolvera;Dignover;Berkatens;Cardibeltin;IPROVERATRIL;VERAPAMIL HCL
CBNumber:
CB9460012
Molecular Formula:
C27H39ClN2O4
Molecular Weight:
491.06
MDL Number:
MFCD00055208
MOL File:
23313-68-0.mol
MSDS File:
SDS
Last updated:2024-05-07 14:42:03

Verapamil hydrochloride Properties

Melting point 142 °C (dec.)(lit.)
storage temp. 0-6°C
solubility methanol: 50 mg/mL, clear, colorless
form powder
color white
BCS Class 1,2
CAS DataBase Reference 23313-68-0(CAS DataBase Reference)
FDA UNII V3888OEY5R

Pharmacokinetic data

Protein binding 90%
Excreted unchanged in urine <4%
Volume of distribution 3-6(L/kg)
Biological half-life 4.5-12 / Increased

SAFETY

Risk and Safety Statements

Hazard Codes  T,Xi
Risk Statements  23/24/25-36/37/38
Safety Statements  36/37-45-37/39-26
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  YV8320000
8-10

Verapamil hydrochloride price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Tocris 0654 Verapamil hydrochloride ≥99%(HPLC) 23313-68-0 1G $103 2021-12-16 Buy
Usbiological 257041 Verapamil hydrochloride 23313-68-0 1g $347 2021-12-16 Buy
Usbiological V2121-49L Verapamil Hydrochloride 23313-68-0 5g $403 2021-12-16 Buy
Usbiological 291917 Verapamil hydrochloride 23313-68-0 50g $425 2021-12-16 Buy
Medical Isotopes, Inc. 14158 VerapamilHCl 23313-68-0 25g $1760 2021-12-16 Buy
Product number Packaging Price Buy
0654 1G $103 Buy
257041 1g $347 Buy
V2121-49L 5g $403 Buy
291917 50g $425 Buy
14158 25g $1760 Buy

Verapamil hydrochloride Chemical Properties,Uses,Production

Description

Verapamil hydrochloride (VRP) is a phenylalkylamine calcium ion influx inhibitor (calcium antagonist). Verapamil hydrochloride exerts its pharmacologic effects by modulating the influx of ionic through the slow channels of vascular smooth muscle and cardiac cell membranes. It is widely used for the treatment of hypertension, angina pectoris, supraventricular tachycardia, myocardial infraction, and vascular headaches. Verapamil has also been used in cell biology as an inhibitor of drug efflux pump proteins such as P-glycoprotein, which are often over-expressed in certain tumor cell lines The plasma half-life of verapamil hydrochloride is 2–7 hours, which necessitates multiple dosing. After oral administration of VRP to humans, the drug is rapidly absorbed and widely distributed. It is approximately 90% absorbed from the gastrointestinal tract but is subject to considerable first pass metabolism and its bioavailability is around 20–30%. The low bioavailability is owing to the rapid biotransformation in the liver with a biological half-life of 4.0±1.5 hours.

References

[1] https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=3bee2d26-138c-4641-a217-a38d3d657461
[2] V. Kusum Devi, S. Saisivam, G. R. Maria, P. U. Deepti (2003) Design and Evaluation of Matrix Diffusion Controlled Transdermal Patches of Verapamil Hydrochloride, 29, 495-503.
[3] https://www.caymanchem.com/product/14288
[4] Yuveraj Singh Tanwar, Pushpendra Singh Naruka, Garima Rani Ojha (2007) Development and evaluation of floating microspheres of verapamil hydrochloride, 43, 529-534

Chemical Properties

White Powder

Uses

A calcium channel blocker. Antihypertensive; antianginal; antiarrhythmic (class IV)

Uses

Calcium antagonists

brand name

Calan (Searle); Covera (Searle); Isoptin (FSC); Isoptin (Par); Verelan (Elan).

Clinical Use

Calcium-channel blocker:
Supraventricular arrhythmias
Angina
Hypertension
Cluster headaches (unlicensed)

Veterinary Drugs and Treatments

Veterinary experience with this agent is somewhat limited, but in dogs and cats verapamil may be useful for supraventricular tachycardias and, possibly, treatment of atrial flutter or fibrillation.

Drug interactions

Potentially hazardous interactions with other drugs
Aminophylline and theophylline: enhanced effect of aminophylline and theophylline.
Anaesthetics: increased hypotensive effect.
Anti-arrhythmics: increased risk of amiodaroneinduced bradycardia, AV block and myocardial depression; increased risk of myocardial depression and asystole with disopyramide and flecainide; increased risk of bradycardia and myocardial depression with dronedarone.
Antibacterials: metabolism increased by rifampicin; metabolism possibly inhibited by erythromycin, clarithromycin and telithromycin (increased risk of toxicity).
Anticoagulants: possibly increases dabigatran concentration - reduce dabigatran dose.
Antidepressants: enhanced hypotensive effect with MAOIs; concentration of imipramine and possibly other trycyclics increased; concentration significantly reduced by St John’s wort.
Antiepileptics: effect probably reduced by barbiturates, phenytoin and primidone; enhanced effect of carbamazepine.
Antifungals: negative inotropic effect possibly increased with itraconazole.
Antihypertensives: enhanced hypotensive effect, increased risk of first dose hypotensive effect of postsynaptic alpha-blockers.
Antipsychotics: possibly increases concentration of lurasidone.
Antivirals: concentration possibly increased by atazanavir and ritonavir; use telaprevir with caution.
Avanafil: concentration of avanafil increased.
Beta-blockers: enhanced hypotensive effect; risk of asystole, severe hypotension and heart failure if coprescribed with beta-blockers.
Cardiac glycosides: increased levels of digoxin. Increased AV block and bradycardia.
Ciclosporin: variable reports of decreased nephrotoxicity and potentiated effect; may also increase ciclosporin levels.
Colchicine: possibly increased risk of colchicine toxicity - suspend or reduce colchicine, avoid concomitant use in renal or hepatic failure.
Cytotoxics: possibly increased bosutinib, doxorubicin, ibrutinib concentration - reduce dose of bosutinib and ibrutinib; possibly increased risk of bradycardia with crizotinib; concentration of both drugs may be increased in combination with everolimus - consider reducing everolimus dose; concentration of olaparib possibly increased - avoid or reduce olaparib dose.
Fingolimod: increased risk of bradycardia.
Grapefruit juice: concentration increased - avoid concomitant use.
Ivabradine: concentration of ivabradine increased - avoid concomitant use.
Lenalidomide: possibly increases lenalidomide concentration.
Lipid-lowering agents: increased myopathy with atorvastatin and simvastatin - reduce dose of atorvastatin, do not exceed 20 mg of simvastatin1 , concentration of verapamil increased by atorvastatin; concentration of lomitapide increased - avoid.
Sirolimus: concentration of both drugs increased.
Tacrolimus: may increase tacrolimus levels.

Metabolism

Verapamil undergoes considerable first pass loss and is extensively metabolised in the liver. 12 metabolites have been identified. Of these only norverapamil has any significant activity (approximately 20
% that of the parent compound). Norverapamil represents about 6
% of the dose eliminated in urine and reaches steady-state plasma concentrations approximately equal to those of verapamil. About 70
% of a dose is excreted by the kidneys in the form of its metabolites but about 16
% is excreted in the bile into the faeces. Less than 4
% is excreted unchanged.

Purification Methods

The salt is purified by dissolving it in EtOH, filtering (if insoluble particles are present) and adding Et2O, filtering the salt, washing it with Et2O and drying it in vacuo. It has the following solubilities: hexane (0.001%), CH2Cl2 (~10%), MeOH (~10%), EtOH (20%) and H2O (8.3%). It has UV max at 232 and 278nm. The free base is a viscous yellow oil b 243-246o/0.01mm (n 25D 1.5448) and is almost insoluble in H2O but soluble in organic solvents. It is a Ca channel antagonist and is a coronary vasodilator. [Ramuz Helv Chim Acta 58 2050 1975, Harvey et al. Biochem J 257 95 1989.]

52-53-9
23313-68-0
Synthesis of Verapamil hydrochloride from Verapamil

Verapamil hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 148)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618740459177 sarah@tnjone.com China 1143 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29825 58
Longyan Tianhua Biological Technology Co., Ltd
0086 18039857276 18039857276 CHINA 2783 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34571 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 8840 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850 info@fortunachem.com China 5989 58
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616 gksales1@gk-bio.com China 9319 58
Wuhan Golt Biotech Co., Ltd.
+8615389281203 maria@goltbiotech.com China 980 58
SUZHOU SENFEIDA CHEMICAL CO.,LTD
+86-0512-83500002 +8615195660023 sales@senfeida.com China 23053 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58

View Lastest Price from Verapamil hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Verapamil hydrochloride pictures 2024-09-06 Verapamil hydrochloride
23313-68-0
US $0.00 / KG 1KG 99%,USP 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Verapamil Hydrochloride pictures 2024-05-07 Verapamil Hydrochloride
23313-68-0
US $0.00 / kg 1kg 99% 10000kg Shaanxi TNJONE Pharmaceutical Co., Ltd
Verapamil hydrochloride pictures 2021-07-10 Verapamil hydrochloride
23313-68-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
CALAN IPROVERATRIL (+/-)-5-[N-(3,4-DIMETHOXYPHENYLETHYL)-METHYLAMINO]-2-(3,4-DIMETHOXYPHENYL)-2-ISOPROPYLVALERONITRILE HYDROCHLORIDE 5-[N-(3,4-DIMETHOXYPHENYLETHYL)METHYLAMINO]-2-(3,4-DIMETHOXYPHENYL)-2-ISOPROPYLVALERONITRILE HYDROCHLORIDE alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-benzeneacetonitrile hydrochloride ALPHA-[3-[[2-(3,4-DIMETHOXYPHENYL)ETHYL]METHYLAMINO]PROPYL]-3,4-DIMETHOXY-ALPHA-(1-METHYLETHYL)BENZENEACETONITRILE HYDROCHLORIDE 5-[(3,4-DIMETHOXYPHENETHYL)METHYLAMINO]-2-(3,4-DIMETHOXYPHENYL)-2-ISOPROPYL-VALERONITRILE HYDROCHLORIDE (+/-)-VERAPAMIL HYDROCHLORIDE VERAPAMIL HYDROCHLORIDE VERAPAMIL HCL ISOPTIN a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-a-(1-methylethyl)-benzeneacetonitrile Hydrochloride Berkatens Cardibeltin Dignover Veracim Veramex Zolvera (±)-[3-cyano-3-(3,4-dimethoxyphenyl)hex-6-yl](5,6-dimethoxyphenethyl)methylammonium chloride dl-Verapamil hydrochloride alpha-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha(1-methylethyl)benzeneacetonitrile monohydrochloride 5-((3,4-diMethoxyphenethyl)(Methyl)aMino)-2-(3,4-diMethoxyphenyl)-2-isopropylpentanenitrile hydrochloride Verapamil hydrochloride USP/EP/BP 23313-68-0 C27H38N2O4.HCl Voltage-gated Ion Channels Other Enzymes, Inhibitors, and Substrates Enzyme Inhibitors by Type Enzyme Inhibitors Ion Channels BioChemical Biochemicals and Reagents Cell Biology Cell Signaling and Neuroscience Calcium Channel Modulators Intermediates & Fine Chemicals Pharmaceuticals