Verapamil

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2-(3,4-dimethoxyphenyl)-2-isopropyl-5-oxopentanenitrile

  • CAT Number DCTI-C-1090
  • CAS Number 27339-25-9
  • Molecular Formula C16H21NO3
  • Molecular Weight 275.35

2-(3,4-dimethoxyphenyl)-5-((4-hydroxy-3-methoxyphe...

  • CAT Number DCTI-C-1189
  • CAS Number 77326-93-3
  • Molecular Formula C26H36N2O4
  • Molecular Weight 440.58

2-chloro-N-(3,4-dimethoxyphenethyl)-N-methylethan-1-amine

  • CAT Number DCTI-C-1051
  • CAS Number 190850-48-7
  • Molecular Formula C13H21Cl2NO2 (HCl Salt) C13H20ClNO2 (Free base)
  • Molecular Weight 294.22 (HCl Salt) 257.76 (Free base)

3-bromo-N-(3,4-dimethoxyphenethyl)-N-methylpropan-1-amine

  • CAT Number DCTI-C-1050
  • CAS Number 66618-12-0
  • Molecular Formula C14H22BrNO2
  • Molecular Weight 316.24

5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3-hyd...

  • CAT Number DCTI-C-1188
  • CAS Number 114847-42-6
  • Molecular Formula C26H36N2O4
  • Molecular Weight 440.58

5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(4-hyd...

  • CAT Number DCTI-C-1187
  • CAS Number 67018-80-8
  • Molecular Formula C26H36N2O4
  • Molecular Weight 440.58

N-Nitroso Verapamil EP Impurity F

  • CAT NUMBER DCTI-C-3999
  • CAS NUMBER NA
  • MOLECULAR FORMULA C17H25N3O3
  • MOLECULAR WEIGHT 319.4

N-Nitroso Verapamil EP Impurity-B

  • CAT NUMBER DCTI-C-4107
  • CAS NUMBER 3036886-78-6
  • MOLECULAR FORMULA C11H16N2O3
  • MOLECULAR WEIGHT 224.26

Nor- Verapamil.HCl

  • CAT Number DCTI-A-134
  • CAS Number 67018-85-3
  • Molecular Formula C26H37ClN2O4 (HCl Salt) C26H36N2O4 (Free base)
  • Molecular Weight 477.04 (HCl Salt) 440.58 (Free base)

Nor-Verapamil D6 HCl

  • CAT Number DCTI-A-133
  • CAS Number 67018-85-3 (Unlabelled)
  • Molecular Formula C26H31D6ClN2O4 (HCl Salt) C26H30D6N2O4 (Free base)
  • Molecular Weight 483.08 (HCl Salt) 446.62 (Free base)

R-Nor Verapamil-D6 .HCl

  • CAT Number DCTI-A-163
  • CAS Number 147158-71-2(Unlabelled)
  • Molecular Formula C26H31D6ClN2O4 (HCl Salt) C26H30D6N2O4 (Free base)
  • Molecular Weight 483.08 (HCl Salt) 446.62 (Free base)

R-Nor Verapamil.HCl

  • CAT Number DCTI-A-159
  • CAS Number 147158-71-2
  • Molecular Formula C26H37ClN2O4 (HCl Salt) C26H36N2O4 (Free base)
  • Molecular Weight 477.04 (HCl Salt) 440.58 (Free base)

R-Verapamil-D6 .HCl

  • CAT Number DCTI-A-161
  • CAS Number NA
  • Molecular Formula C27H33D6ClN2O4 (HCl Salt) C27H32D6N2O4 (Free base)
  • Molecular Weight 497.11 (HCl Salt) 460.65 (Free base)

R-Verapamil.HCl

  • CAT Number DCTI-A-157
  • CAS Number 38176-02-2
  • Molecular Formula C27H39ClN2O4 (HCl Salt) C27H38N2O4 (Free base)
  • Molecular Weight 491.07 (HCl Salt) 454.61 (Free base)

S-Nor Verapamil.HCl

  • CAT Number DCTI-A-160
  • CAS Number 147158-72-3
  • Molecular Formula C26H37ClN2O4 (HCl Salt) C26H36N2O4 (Free base)
  • Molecular Weight 477.04 (HCl Salt) 440.58 (Free base)

S-Nor Verapamil.HCl-D6

  • CAT Number DCTI-A-164
  • CAS Number 147158-72-3 (Unlabelled)
  • Molecular Formula C26H31D6ClN2O4 (HCl Salt) C26H30D6N2O4 (Free base)
  • Molecular Weight 483.08 (HCl Salt) 446.62 (Free base)

S-Verapamil.HCl

  • CAT Number DCTI-A-158
  • CAS Number 36622-28-3
  • Molecular Formula C27H39ClN2O4 (HCl Salt) C27H38N2O4 (Free base)
  • Molecular Weight 491.07 (HCl Salt) 454.61 (Free base)

S-Verapamil.HCl-D6

  • CAT Number DCTI-A-162
  • CAS Number 36622-28-3
  • Molecular Formula C27H33D6ClN2O4 (HCl Salt) C27H32D6N2O4 (Free base)
  • Molecular Weight 497.11 (HCl Salt) 460.65 (Free base)

Verapamil D6.HCl

  • CAT Number DCTI-A-132
  • CAS Number 152-11-4(Unlabelled)
  • Molecular Formula C27H33D6ClN2O4 (HCl Salt) C27H32D6N2O4 (Free base)
  • Molecular Weight 497.11 (HCl Salt) 460.65 (Free base)

Verapamil EP Impurity C HCl

  • CAT NUMBER DCTI-C-4303
  • CAS NUMBER 51012-67-0
  • MOLECULAR FORMULA C12H19NO2 (Free base) C12H20ClNO2 (HCl Salt)
  • MOLECULAR WEIGHT 209.29 (Free base) 245.75 (HCl Salt)

Verapamil EP Impurity F HCl

  • CAT NUMBER DCTI-C-3998
  • CAS NUMBER 67775-97-7
  • MOLECULAR FORMULA C17H26N2O2 (Free Base); C17H27ClN2O2 (HCl Salt)
  • MOLECULAR WEIGHT 290.41 (Free Base); 326.87 (HCl Salt)

Verapamil EP Impurity H

  • CAT NUMBER DCTI-C-4304
  • CAS NUMBER 67018-83-1
  • MOLECULAR FORMULA C26H36N2O4
  • MOLECULAR WEIGHT 440.58

Verapamil EP Impurity H HCl

  • CAT NUMBER DCTI-C-4305
  • CAS NUMBER 190850-49-8
  • MOLECULAR FORMULA C26H36N2O4 (Free base) C26H37ClN2O4 (HCl Salt)
  • MOLECULAR WEIGHT 440.58 (Free base) 477.04 (HCl Salt)

Verapamil EP Impurity-I

  • CAT Number DCTI-C-165
  • CAS Number 1794-55-4
  • Molecular Formula C26H37ClN2O4 (HCl Salt) C26H36N2O4 (Free base)
  • Molecular Weight 477.04 (HCl Salt) 440.58 (Free base)

Verapamil EP Impurity-M Hydrochloride

  • CAT Number DCTI-C-1418
  • CAS Number 190850-50-1
  • Molecular Formula C42H57N3O6 (Free base) C42H58N3O6Cl (HCl Salt)
  • Molecular Weight 699.93 (Free base) 736.39 (HCl Salt)

Verapamil EP-Impurity A

  • CAT Number DCTI-C-166
  • CAS Number 141991-88-0
  • Molecular Formula C25H38N2O4
  • Molecular Weight 430.59

Verapamil EP-Impurity B

  • CAT Number DCTI-C-167
  • CAS Number 3490-06-0
  • Molecular Formula C11H17NO2
  • Molecular Weight 195.26

Verapamil EP-Impurity C

  • CAT Number DCTI-C-168
  • CAS Number 5/9/3490
  • Molecular Formula C12H19NO2
  • Molecular Weight 209.29

Verapamil EP-Impurity D

  • CAT Number DCTI-C-169
  • CAS Number 36770-74-8 
  • Molecular Formula C14H22ClNO2
  • Molecular Weight 271.79

Verapamil EP-Impurity E

  • CAT Number DCTI-C-249
  • CAS Number 93-03-8
  • Molecular Formula C9H12O3
  • Molecular Weight 168.19

Verapamil EP-Impurity G

  • CAT Number DCTI-C-259
  • CAS Number 120-14-9
  • Molecular Formula C9H10O3
  • Molecular Weight 166.18

Verapamil EP-Impurity K

  • CAT Number DCTI-C-170
  • CAS Number 20850-49-1
  • Molecular Formula C13H17NO2
  • Molecular Weight 219.28

Verapamil EP-impurity-A HCl Salt

  • CAT NUMBER DCTI-C-3442
  • CAS NUMBER NA
  • MOLECULAR FORMULA C25H39ClN2O4(HCl salt);C25H38N2O4(Free base)
  • MOLECULAR WEIGHT 467.05(HCl salt); 430.59(Free base)

Verapamil Metabolite/ rac D 617

  • CAT Number DCTI-C-596
  • CAS Number 34245-14-2
  • Molecular Formula C17H26N2O2
  • Molecular Weight 290.41

General Information

Verapamil Impurities and Verapamil

Daicel Pharma is a trusted provider of quality Verapamil impurity standards including, 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-oxopentanenitrile, 2-(3,4-dimethoxyphenyl)-5-((4-hydroxy-3-methoxyphenethyl)(methyl)amino)-2-isopropylpentanenitrile, 2-chloro-N-(3,4-dimethoxyphenethyl)-N-methylethan-1-amine, 3-bromo-N-(3,4-dimethoxyphenethyl)-N-methylpropan-1-amine and many more.

These impurities are crucial in meticulously evaluating the quality, stability, and safety of the active pharmaceutical ingredient, Verapamil. Furthermore, Daicel Pharma customizes Verapamil impurity standards, guaranteeing to meet individual client specifications. With global shipping capabilities, these impurities can be conveniently delivered to customers worldwide, offering unparalleled convenience.

Verapamil [CAS: 52-53-9] is a first-generation calcium channel blocker and treats hypertension, angina pectoris, and supraventricular tachyarrhythmias.

Verapamil: Use and Commercial Availability 

Verapamil treats various cardiovascular conditions. It is for vasospastic (Prinzmetal’s) angina, unstable, and chronic stable angina.  It effectively relaxes and widens blood vessels, reduces the workload on the heart, and helps regulate heart rhythm. Verapamil plays a vital role in controlling blood pressure, alleviating chest pain, and managing abnormal heart rhythms, ultimately improving the overall cardiovascular health of patients. Verapamil is available under the brand names Calan, Calan SR, Covera-HS, Verelan, Verelan PM and Isoptin.

Verapamil Structure and Mechanism of ActionVerapamil Structure and Mechanism of Action

The chemical name of Verapamil is α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrile. Its molecular formula is C27H38N2O4, and its molecular weight is approximately 454.6 g/mol.

Verapamil selectively blocks the transmembrane influx of calcium ions into arterial smooth muscle cells and myocardial cells.

Verapamil Impurities and Synthesis

Verapamil impurities can arise during synthesis1 due to the storage or use of specific raw materials and intermediates in manufacturing. These impurities encompass related compounds, degradation products, and process impurities. Stringent quality control measures and analytical methods are crucial to ensure the purity and safety of Verapamil for patient use.

Daicel provides a comprehensive Certificate of Analysis (CoA) for Verapamil impurity standards, such as 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-oxopentanenitrile, 2-(3,4-dimethoxyphenyl)-5-((4-hydroxy-3-methoxyphenethyl)(methyl)amino)-2-isopropylpentanenitrile, 2-chloro-N-(3,4-dimethoxyphenethyl)-N-methylethan-1-amine, 3-bromo-N-(3,4-dimethoxyphenethyl)-N-methylpropan-1-amine and many more.

The CoA includes detailed characterization data such as 1H NMR, 13C NMR, IR, MASS, and HPLC purity2. Additionally, upon delivery, 13C-DEPT is also provided. Daicel possesses the technology and expertise to synthesize any unknown Verapamil impurity or degradation product. We also offer labeled compounds to quantify the efficacy of generic Verapamil. For bioanalytical research and BA/BE studies, Daicel supplies highly pure Nor-Verapamil D6 HCl, R-Nor Verapamil-D6. HCl, R-Verapamil-D6. HCl,  S-Verapamil.HCl-D6, S-Nor Verapamil.HCl-D6, Verapamil D6.HCl,  deuterium-labeled impurity standards of Verapamil.

References
FAQ's

Frequently Asked Questions

Regulating impurities in Verapamil is crucial to maintain the drug's safety, effectiveness, and quality. They can impact the drug's potency, stability, and how it is absorbed in the body, potentially leading to adverse effects and reduced therapeutic outcomes.

 

Impurities in Verapamil can form during manufacturing, storage, and transportation. They can originate from starting materials, intermediates, or by-products of chemical reactions.

Impurities found in Verapamil can be classified into several categories, which include process-related contaminants, degradation products, residual solvents, and genotoxic impurities.

The recommendation is to store Verapamil impurities at room temperature, within 2-8 °C.

Note: Products protected by valid patents by a manufacturer are not offered for sale in countries having patent protection. The sale of such products constitutes a patent infringement, and its liability is at the buyer's risk.

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