Verapamil structural formula

CAS Number 52-53-9
Molecular Formula C27H38N2O4
Molecular Weight 454.611 g/mol
LogP 3.79
  • Verapamil
  • 2-(3,4-Dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
  • Benzeneacetonitrile, alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl)-
  • 52-53-9
  • Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-
  • (.+-.)-Verapamil
  • 5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxy phenyl)-2-isopropylvaleronitrile
  • dl-Verapamil
  • Iproveratril
  • NSC 272306NA
  • R,S-Verapamil
  • Valeronitrile, 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropyl-
  • verapamilo
  • α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrile
  • Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino) propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-
  • Dilacoran
  • 5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
  • alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)-methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile
  • EINECS 200-145-1
  • alpha-Isopropyl-alpha-((N-methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile
  • alpha-((N-Methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile
  • Vasolan
  • Isoptimo
  • Verapamilum
  • UNII-CJ0O37KU29
  • EINECS 260-462-6
  • 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile


HPLC Analysis of Basic Drugs and Acidic Counter-Ions by Mixed-Mode Chromatography
The majority of drugs in the pharmaceutical industry are administered in salt form. The presence of two counter-ions very often necessitates the use of two methods. The nature of these counterparts in drugs can be an inorganic cation and organic acid, inorganic anion and organic base, and organic cation and organic anion. Furthermore, the properties of the molecules will result in a differing stoichiometry. The task of simultaneous quantitation of counter-ions can be achieved by using mixed-mode columns. The general approach for analysis is based on properties of corresponding counter-ions. Hydrophobic basic drugs, like dextromethorphan, verapamil, trimipramine, and corresponding acidic counter-ions (chloride, chlorate, bromide, bromate, perchlorate, maleate, fumarate,tartrate, succinate, phosphate, citrate, benzosulfonate, toleuensulfonate) can be separated and quantitated in the same run on reversed-phase anion-exchange column. Basic hydrophobic drugs are retained by the reversed-phase mechanism, and counter-ions are retained by the reversed-phase and anion-exchange mechanism. Some polar counter-ions are retained only by the anion-exchange mechanism. Retention time and selectivity of HPLC separation of drugs and counter-ions can be achieved by changing the amount of acetonitrile and the amount of ions in the mobile phase. The detection technique depends on the properties of the counter-ions. In case of low or no UV activity, ELSD can be employed if the counter-ion forms a non-volatile salt with the mobile phase additive (ammonium formate). This HPLC method can be used for simultaneous quantitation of other basic drugs and counter-ions. The presence of two mechanisms of retention allows control over retention times of drug and counter-ion independently, and even allows a change of order of elution when necessary.


Column Primesep D , 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN/H2O
Buffer AmFm pH 3.0
Flow Rate 1.0 ml/min
Detection ELSD, UV 270


Class of Compounds Ions, Hydrophilic, Hydrophobic, Base, Acids, Ionizable
Analyzing Compounds Sodium Chloride, Sodium chloride, Sodium Chlorate, Sodium bromide, Sodium bromate, Perchloric Acid, Maleic Acid, Fumaric Acid, Tartaric Acid, Succinic Acid, Phosphoric Acid, Citric acid, Benzosulfonic acid,  Dextromethorphan, Verapamil, Trimipramine

Application Analytes:

Benzenesulfonic Acid
Citric Acid
Fumaric Acid
Maleic Acid
Organic Acids
Phosphoric Acid
Succinic Acid
Tartaric Acid
p-Toluenesulfonic Acid (PTSA)

HPLC Method for Analysis of Verapamil

Verapamil is a phenylalkylamine calcium channel blocker that is a class IV anti-arrhythmia agent. It is used to treat high blood pressure, as well as hypertension, angina pectoris and superventricular tachyarrhythmias. The drug also helps prevent strokes, heart attacks, and kidney problems. Primesep 200, a reverse phase column, contains embedded acidic ionizable groups and can retain Verapamil. The method is UV compatible and can be used as a general approach for analyzing similar compounds.

Application Analytes:

Verapamil hydrochloride