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    Chemistry

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    Also known as: 152-11-4, Verapamil hcl, Manidon, Cordilox, Calcan hydrochloride, Verelan
    Molecular Formula
    C27H39ClN2O4
    Molecular Weight
    491.1  g/mol
    InChI Key
    DOQPXTMNIUCOSY-UHFFFAOYSA-N
    FDA UNII
    V3888OEY5R
    Verapamil Hydrochloride
    A calcium channel blocker that is a class IV anti-arrhythmia agent.
    1 2D Structure

    Verapamil Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride
    2.1.2 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
    2.1.3 InChI Key
    DOQPXTMNIUCOSY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    V3888OEY5R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Calan

    2. Cordilox

    3. Dexverapamil

    4. Falicard

    5. Finoptin

    6. Hydrochloride, Verapamil

    7. Iproveratril

    8. Isoptin

    9. Isoptine

    10. Izoptin

    11. Lekoptin

    12. Verapamil

    2.3.2 Depositor-Supplied Synonyms

    1. 152-11-4

    2. Verapamil Hcl

    3. Manidon

    4. Cordilox

    5. Calcan Hydrochloride

    6. Verelan

    7. (+/-)-verapamil Hydrochloride

    8. Cardibeltin

    9. Isoptin

    10. Calan

    11. 23313-68-0

    12. Verapamil (hydrochloride)

    13. Cardiabeltin

    14. Cardioprotect

    15. Veroptinstada

    16. Berkatens

    17. Calaptin

    18. Cardiagutt

    19. Caveril

    20. Civicor

    21. Coraver

    22. Corpamil

    23. Dignover

    24. Durasoptin

    25. Geangin

    26. Harteze

    27. Hexasoptin

    28. Hormitol

    29. Ikapress

    30. Inselon

    31. Isoptino

    32. Izoptin

    33. Jenapamil

    34. Lodixal

    35. Magotiron

    36. Praecicor

    37. Robatelan

    38. Vasomil

    39. Vasopten

    40. Verabeta

    41. Veracor

    42. Verahexal

    43. Veraloc

    44. Veramex

    45. Veramil

    46. Verapin

    47. Verasal

    48. Verasifar

    49. Veratensin

    50. Verdilac

    51. Vetrimil

    52. Akilen

    53. Elthon

    54. Flamon

    55. Ikacor

    56. Quasar

    57. Univer

    58. Univex

    59. Vortac

    60. Anpec

    61. Ormil

    62. Rapam

    63. Verapamil Ebewe

    64. Verapamil Riker

    65. Verapamil Verla

    66. Civicor Retard

    67. Isoptin Retard

    68. Manidon Retard

    69. Vera-sanorania

    70. Verapamil Acis

    71. Verapamil Atid

    72. Novo-veramil

    73. Verapamil Basics

    74. Verapamil Nordic

    75. Verapamil-abz

    76. Novapamyl Lp

    77. Verapamil Al

    78. Verapamil Nm

    79. Verapamil Pb

    80. Verapamil Sr

    81. Verapamyl Hydrochloride

    82. Apo-verap

    83. Cordilox Sr

    84. Dilacoran Hta

    85. Veracaps Sr

    86. Verapamil Msd

    87. Arpamyl Lp

    88. Hexasoptin Retard

    89. Isoptin Sr

    90. Nu-verap

    91. Verapamil Henning

    92. Verelan Sr

    93. Covera-hs

    94. Covera

    95. Calan Sr

    96. Verapamil Injection

    97. Verapamil Nm Pharma

    98. Calaptin 240 Sr

    99. Verapress 240 Sr

    100. Mfcd00055208

    101. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile Hydrochloride

    102. Nsc-272366

    103. Nsc-657799

    104. Mls000069485

    105. V3888oey5r

    106. Nsc657799

    107. Lu-20175

    108. Smr000059109

    109. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Hydrochloride

    110. 5-[n-(3,4-dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Hydrochloride

    111. ( Inverted Exclamation Marka)-verapamil Hydrochlorid

    112. Verapamil Chloridrate

    113. D-365 Hydrochloride

    114. Iproveratril Hydrochloride

    115. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride

    116. 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxy Phenyl)-2-isopropylvaleronitrile Hydrochloride

    117. Nsc272366

    118. Sr-01000000050

    119. Einecs 205-800-5

    120. Nsc 272366

    121. Unii-v3888oey5r

    122. Lu 20175

    123. C27h38n2o4.hcl

    124. Verapamil, Hcl

    125. Verapamil-d7 Hcl

    126. Prestwick_440

    127. Vasolan (tn)

    128. Verelan (tn)

    129. Covera-hs (tn)

    130. Calan (tn)

    131. Isotopin Hydrochloride

    132. Verapamil Hydrochloride [usan:usp:jan]

    133. Verapamili Hydrochloridum

    134. Opera_id_1210

    135. ()-verapamil Hydrochlorid

    136. Cas-152-11-4

    137. (y)-verapamil Hydrochloride

    138. (?)-verapamil Hydrochloride

    139. Chembl1280

    140. Dsstox_cid_14095

    141. Dsstox_rid_79114

    142. Verapamil Hydrochloride,(s)

    143. Dsstox_gsid_34095

    144. Schembl33296

    145. 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

    146. Benzeneacetonitrile, Alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, Monohydrochloride

    147. Mls001055442

    148. Mls002222213

    149. (+-)-verapamil Hydrochloride

    150. Spectrum2300307

    151. Dtxsid2034095

    152. Hms1568m04

    153. Hms1922j16

    154. Pharmakon1600-02300307

    155. Bcp06465

    156. Hy-a0064

    157. Tox21_201180

    158. Tox21_501237

    159. Verapamil Hydrochloride [mi]

    160. Ccg-39491

    161. Nsc759589

    162. S4202

    163. Verapamil Hydrochloride (jp17/usp)

    164. Verapamil Hydrochloride [jan]

    165. Verapamil Hydrochloride [hsdb]

    166. Verapamil Hydrochloride [usan]

    167. Akos005267117

    168. Ac-8483

    169. Cs-1685

    170. Lp01237

    171. Nsc-759589

    172. Verapamil Hydrochloride [mart.]

    173. Verapamil Hydrochloride [vandf]

    174. Verapamil Hydrochloride [usp-rs]

    175. Verapamil Hydrochloride [who-dd]

    176. Verapamil Hydrochloride [who-ip]

    177. Ncgc00024710-03

    178. Ncgc00094479-01

    179. Ncgc00094479-02

    180. Ncgc00094479-03

    181. Ncgc00094479-04

    182. Ncgc00094479-05

    183. Ncgc00258732-01

    184. Ncgc00261922-01

    185. (+-)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

    186. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile Hydrochloride

    187. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]methylamino}-2-(methy Lethyl)pentanenitrile, Chloride

    188. Ac-16228

    189. As-16018

    190. Benzeneacetonitrile, Alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, Monohydrochloride, (+-)-

    191. Bv164516

    192. Sy073165

    193. Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl-, Monohydrochloride

    194. Eu-0101237

    195. Ft-0603360

    196. Ft-0630593

    197. Ft-0655647

    198. Ft-0675800

    199. Sw196662-4

    200. V0118

    201. Verapamil Hydrochloride [ep Impurity]

    202. Verapamil Hydrochloride [orange Book]

    203. Tarka Component Verapamil Hydrochloride

    204. Verapamil Hydrochloride [ep Monograph]

    205. D00619

    206. D78147

    207. D88195

    208. V 4629

    209. Verapamil Hydrochloride [usp Monograph]

    210. ( Inverted Question Mark)-verapamil Hydrochloride

    211. Verapamil Hydrochloride Component Of Tarka

    212. Verapamili Hydrochloridum [who-ip Latin]

    213. 152v114

    214. A816666

    215. Q-201923

    216. Sr-01000000050-2

    217. Sr-01000000050-4

    218. (+/-)-verapamil, Hydrochloride - Cas 152-11-4

    219. Q27291481

    220. Sr-01000000050-11

    221. Z2210978706

    222. (+/-)-verapamil Hydrochloride, >=99% (titration), Powder

    223. Verapamil Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    224. Verapamil Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    225. Verapamil Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    226. (+/-)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

    227. (+/-)-verapamil Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    228. 2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)-ethyl](methyl)amino]-2-isopropylpentanenitrile Hydrochloride

    229. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-propan-2-yl-pentanenitrile Hydrochloride

    230. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile Hydrochloride

    231. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrilehydrochloride

    232. 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Hydrochloride

    233. Alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl) Benzeneacetonitrile Hydrochloride

    234. Alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile Hydrochloride (1:1)

    235. Benzeneacetonitrile, .alpha.-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-.alpha.-(1-methylethyl)-, Monohydrochloride, (+/-)-

    236. Benzeneacetonitrile,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, Monohydrochloride

    237. Verapamil Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 491.1 g/mol
    Molecular Formula C27H39ClN2O4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count13
    Exact Mass490.2598354 g/mol
    Monoisotopic Mass490.2598354 g/mol
    Topological Polar Surface Area64 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity606
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameVerapamil hydrochloride
    Drug LabelVerelan (verapamil hydrochloride capsules) is a calcium ion influx inhibitor (slow channel blocker or calcium ion antagonist). Verelan is available for oral administration as a 360 mg hard gelatin capsule (lavender cap/yellow body), a 240 mg hard g...
    Active IngredientVerapamil hydrochloride
    Dosage FormTablet, extended release; Tablet; Injectable; Capsule, extended release
    RouteInjection; Oral
    Strength180mg; 200mg; 2.5mg/ml; 120mg; 300mg; 100mg; 80mg; 40mg; 240mg
    Market StatusPrescription
    CompanyHospira; Apotex; Sun Pharm Inds; Par Pharm; Watson Labs; Glenmark Generics; Ivax Sub Teva Pharms; Mylan; Heritage Pharms

    2 of 2  
    Drug NameVerapamil hydrochloride
    Drug LabelVerelan (verapamil hydrochloride capsules) is a calcium ion influx inhibitor (slow channel blocker or calcium ion antagonist). Verelan is available for oral administration as a 360 mg hard gelatin capsule (lavender cap/yellow body), a 240 mg hard g...
    Active IngredientVerapamil hydrochloride
    Dosage FormTablet, extended release; Tablet; Injectable; Capsule, extended release
    RouteInjection; Oral
    Strength180mg; 200mg; 2.5mg/ml; 120mg; 300mg; 100mg; 80mg; 40mg; 240mg
    Market StatusPrescription
    CompanyHospira; Apotex; Sun Pharm Inds; Par Pharm; Watson Labs; Glenmark Generics; Ivax Sub Teva Pharms; Mylan; Heritage Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Calcium Channel Blockers

    A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)

    Anti-Arrhythmia Agents

    Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

    Vasodilator Agents

    Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Calcium Channel Blocker [EPC]; Cytochrome P450 3A Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]; P-Glycoprotein Inhibitors [MoA]; Calcium Channel Antagonists [MoA]

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    07-Jan-2021
    30-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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    Drugs in Development

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    • Deals
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    Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.

    Societal CDMO Announces Signing of Amendment to License and Supply Agreement With Lannett for Marketing of Verapamil PM and Verelan SR Products

    Details:

    Under terms of the amendment, Societal will now receive improved overall economics, including a 10% increase in the profit share component of revenue from Verapamil PM product sales, as well as immediate and scheduled increases in manufacturing prices.


    Lead Product(s): Verapamil Hydrochloride

    Therapeutic Area: Cardiology/Vascular Diseases Brand Name: Verelan PM

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Lannett Company, Inc.

    Deal Size: Undisclosed Upfront Cash: Undisclosed

    Deal Type: Licensing Agreement July 12, 2022

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    Societal CDMO

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    Societal CDMO

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    AES 2024
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    Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.

    Lead Product(s) : Verapamil Hydrochloride

    Therapeutic Area : Cardiology/Vascular Diseases

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Lannett Company, Inc.

    Deal Size : Undisclosed

    Deal Type : Licensing Agreement

    DEALS_DEV arrow-down

    Societal CDMO Announces Signing of Amendment to License and Supply Agreement With Lannett for Mark...

    Details : Under terms of the amendment, Societal will now receive improved overall economics, including a 10% increase in the profit share component of revenue from Verapamil PM product sales, as well as immediate and scheduled increases in manufacturing prices.

    Brand Name : Verelan PM

    Molecule Type : Small molecule

    Upfront Cash : Undisclosed

    July 12, 2022

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    DOSAGE - TABLET;ORAL - 120MG **Federal Regist...DOSAGE - TABLET;ORAL - 120MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 120M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 120MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 240M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 240MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    Patent Expiration Date : 2004-06-16

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    Verapamil Hydrochloride

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    Patent Number : 1222950

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