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    Nicardipine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 54527-84-3, Nicardipine hcl, Cardene, Perdipine, Loxen, Nicodel
    Molecular Formula
    C26H30ClN3O6
    Molecular Weight
    516.0  g/mol
    InChI Key
    AIKVCUNQWYTVTO-UHFFFAOYSA-N
    FDA UNII
    K5BC5011K3
    A potent calcium channel blockader with marked vasodilator action. It has antihypertensive properties and is effective in the treatment of angina and coronary spasms without showing cardiodepressant effects. It has also been used in the treatment of asthma and enhances the action of specific antineoplastic agents.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;hydrochloride
    2.1.2 InChI
    InChI=1S/C26H29N3O6.ClH/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19;/h5-12,15,24,27H,13-14,16H2,1-4H3;1H
    2.1.3 InChI Key
    AIKVCUNQWYTVTO-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C(C(=C(N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    K5BC5011K3
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Antagonil

    2. Cardene

    3. Cardene I.v.

    4. Cardene Sr

    5. Dagan

    6. Flusemide

    7. Hydrochloride, Nicardipine

    8. La, Nicardipine

    9. Lecibral

    10. Lincil

    11. Loxen

    12. Lucenfal

    13. Nicardipine

    14. Nicardipine La

    15. Nicardipino Ratiopharm

    16. Nicardipino Seid

    17. Perdipine

    18. Ridene

    19. Vasonase

    20. Y 93

    21. Y-93

    22. Y93

    2.3.2 Depositor-Supplied Synonyms

    1. 54527-84-3

    2. Nicardipine Hcl

    3. Cardene

    4. Perdipine

    5. Loxen

    6. Nicodel

    7. Perdipina

    8. Yc-93

    9. Nicardipine (hydrochloride)

    10. Dagan

    11. Lecibral

    12. Vasonase

    13. Ridene

    14. Yc-93 Hydrochloride

    15. Nicardipinehydrochloride

    16. Barizin

    17. Cardepine

    18. Dacarel

    19. Lecibra

    20. Lescodil

    21. Nerdipina

    22. Nicapress

    23. Nicardal

    24. Nicarpin

    25. Nimicor

    26. Rycarden

    27. Vasodin

    28. Nicant

    29. Ranvil

    30. Rydene

    31. Rs-69216

    32. Rs-69216-xx-07-0

    33. Nsc-757855

    34. Mls000069782

    35. 2-(benzylmethylamino)ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylatemonohydrochloride

    36. Lincil

    37. K5bc5011k3

    38. Cardene Sr

    39. 2-(benzylmethylamino)ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate Monohydrochloride

    40. 3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride

    41. Rs-69216xx07-0

    42. Angioglebil

    43. Bionicard

    44. Nicardil

    45. Smr000058487

    46. Dafil

    47. Cardene (tn)

    48. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, Methyl 2-(methyl(phenylmethyl)amino)ethyl Ester, Monohydrochloride

    49. 3-(2-(benzyl(methyl)amino)ethyl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride

    50. 5-o-[2-[benzyl(methyl)amino]ethyl] 3-o-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;hydrochloride

    51. Yc 93

    52. Sr-01000075333

    53. Einecs 259-198-4

    54. Nicardipine Hydrochloride [usan:jan]

    55. Nerdipine

    56. Unii-k5bc5011k3

    57. Ccris 8508

    58. 69441-18-5

    59. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl 5-(2-(methyl(phenylmethyl)amino)ethyl) Ester, Hydrochloride (1:1)

    60. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl 5-[2-[methyl(phenylmethyl)amino]ethyl] Ester, Hydrochloride (1:1)

    61. Prestwick_590

    62. Einecs 274-007-4

    63. Mfcd00057327

    64. Opera_id_357

    65. Cardene In 4.8% Dextrose In Plastic Container

    66. Cardene In 5.0% Dextrose In Plastic Container

    67. Cas-54527-84-3

    68. Dsstox_cid_26992

    69. Dsstox_rid_82040

    70. Dsstox_gsid_46992

    71. Schembl41845

    72. 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)methyl-2-[methyl(phenylmethyl)amino]-3,5-pyridinedicarboxylic Acid Ethyl Ester Hydrochloride

    73. Mls001146898

    74. Mls002153279

    75. Mls002153794

    76. Nicardipine Hydrochloride,(s)

    77. Spectrum1501135

    78. Chebi:7551

    79. Cardene In 0.83% Sodium Chloride In Plastic Container

    80. Cardene In 0.86% Sodium Chloride In Plastic Container

    81. Chembl1200326

    82. Chembl3199626

    83. Dtxsid9046992

    84. Hms1569m07

    85. Hms1921h21

    86. Pharmakon1600-01501135

    87. Bcp05610

    88. Tox21_301832

    89. Tox21_500809

    90. Ccg-39033

    91. Hy-12515a

    92. Nsc757855

    93. S4181

    94. Tn-901

    95. Nicardipine Hydrochloride [mi]

    96. Akos015994734

    97. Bcp9000988

    98. Cs-3684

    99. Ks-1276

    100. Lp00809

    101. Nc00578

    102. Nicardipine Hydrochloride [jan]

    103. Nsc 757855

    104. Rs-69216-xx-07-o

    105. Nicardipine Hydrochloride (jp17/usan)

    106. Nicardipine Hydrochloride [usan]

    107. Ncgc00094142-01

    108. Ncgc00094142-02

    109. Ncgc00094142-03

    110. Ncgc00094142-04

    111. Ncgc00094142-05

    112. Ncgc00256289-01

    113. Ncgc00261494-01

    114. Nicardipine Hydrochloride [mart.]

    115. Nicardipine Hydrochloride [vandf]

    116. 2-(benzyl(methyl)amino)ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)pyridine-3,5-dicarboxylate Hydrochloride

    117. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-, 2-(benzylmethylamino)ethyl Methyl Ester, Monohydrochloride

    118. Ac-36579

    119. Nicardipine Hydrochloride [usp-rs]

    120. Nicardipine Hydrochloride [who-dd]

    121. Nicardipine Hydrochloride, Powder, >=98%

    122. Db-052598

    123. Eu-0100809

    124. Ft-0630671

    125. N0635

    126. Sw196762-3

    127. D00617

    128. D91754

    129. N 7510

    130. Nicardipine Hydrochloride [ep Monograph]

    131. Nicardipine Hydrochloride [orange Book]

    132. Nicardipine Hydrochloride [usp Monograph]

    133. 527n843

    134. A830225

    135. Sr-01000075333-1

    136. Sr-01000075333-5

    137. W-105615

    138. Q27281986

    139. 12-(7-nitrobenzofurazan-4-ylamino)dodecanoicacid

    140. Nicardipine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    141. Nicardipine For System Suitability, European Pharmacopoeia (ep) Reference Standard

    142. Nicardipine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    143. 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic Acid 3-(2-(n-benzyl-n-methylamino))-ethyl Ester 5-methyl Ester Hydrochloride

    144. 2-(n-benzyl-n-methylamino)ethyl Methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride

    145. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,?methyl 2-[methyl(phenylmethyl)amino]ethyl Ester, Hydrochloride (1:1)

    146. O5-[2-[benzyl(methyl)amino]ethyl] O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride;nicardipine Hcl

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 516.0 g/mol
    Molecular Formula C26H30ClN3O6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count10
    Exact Mass515.1823134 g/mol
    Monoisotopic Mass515.1823134 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity856
    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 6  
    Drug NameCardene
    Drug LabelCardene (nicardipine HCI) is a calcium ion influx inhibitor (slow channel blocker or calcium channel blocker). Cardene I.V. for intravenous administration contains 2.5 mg/mL of nicardipine hydrochloride. Nicardipine hydrochloride is a dihydropy...
    Active IngredientNicardipine hydrochloride
    Dosage FormInjectable; Capsule
    RouteInjection; Oral
    Strength25mg/10ml (2.5mg/ml); 30mg; 20mg
    Market StatusPrescription
    CompanyChiesi Usa

    2 of 6  
    Drug NameCardene sr
    Drug LabelCARDENE SR is a sustained release formulation of CARDENE. CARDENE SR capsules for oral administration each contain 30 mg, 45 mg or 60 mg of nicardipine hydrochloride. Nicardipine hydrochloride is a calcium ion influx inhibitor (slow channel block...
    Active IngredientNicardipine hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength60mg; 30mg
    Market StatusPrescription
    CompanyChiesi Usa

    3 of 6  
    Drug NameNicardipine hydrochloride
    PubMed HealthNicardipine
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelNicardipine hydrochloride capsules for oral administration each contain 20 mg or 30 mg of nicardipine hydrochloride. Nicardipine hydrochloride is a calcium ion influx inhibitor (slow channel blocker or calcium channel blocker).Nicardipine hydrochlori...
    Active IngredientNicardipine hydrochloride
    Dosage FormCapsule; Injectable
    RouteInjection; Oral
    Strength30mg; 25mg/10ml (2.5mg/ml); 20mg
    Market StatusPrescription
    CompanyExela Pharma Science; Wockhardt; Navinta; Bedford; Ani Pharms; Epic Pharma; Sun Pharma Global; Mylan Institutional; Luitpold; Mylan

    4 of 6  
    Drug NameCardene
    Drug LabelCardene (nicardipine HCI) is a calcium ion influx inhibitor (slow channel blocker or calcium channel blocker). Cardene I.V. for intravenous administration contains 2.5 mg/mL of nicardipine hydrochloride. Nicardipine hydrochloride is a dihydropy...
    Active IngredientNicardipine hydrochloride
    Dosage FormInjectable; Capsule
    RouteInjection; Oral
    Strength25mg/10ml (2.5mg/ml); 30mg; 20mg
    Market StatusPrescription
    CompanyChiesi Usa

    5 of 6  
    Drug NameCardene sr
    Drug LabelCARDENE SR is a sustained release formulation of CARDENE. CARDENE SR capsules for oral administration each contain 30 mg, 45 mg or 60 mg of nicardipine hydrochloride. Nicardipine hydrochloride is a calcium ion influx inhibitor (slow channel block...
    Active IngredientNicardipine hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength60mg; 30mg
    Market StatusPrescription
    CompanyChiesi Usa

    6 of 6  
    Drug NameNicardipine hydrochloride
    PubMed HealthNicardipine
    Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
    Drug LabelNicardipine hydrochloride capsules for oral administration each contain 20 mg or 30 mg of nicardipine hydrochloride. Nicardipine hydrochloride is a calcium ion influx inhibitor (slow channel blocker or calcium channel blocker).Nicardipine hydrochlori...
    Active IngredientNicardipine hydrochloride
    Dosage FormCapsule; Injectable
    RouteInjection; Oral
    Strength30mg; 25mg/10ml (2.5mg/ml); 20mg
    Market StatusPrescription
    CompanyExela Pharma Science; Wockhardt; Navinta; Bedford; Ani Pharms; Epic Pharma; Sun Pharma Global; Mylan Institutional; Luitpold; Mylan

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    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.)

    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
    Cytochrome P450 2C19 Inhibitors [MoA]; Cytochrome P450 2C8 Inhibitors [MoA]; Cytochrome P450 2D6 Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]; Dihydropyridine Calcium Channel Blocker [EPC]; Dihydropyridines [CS]; Calcium Channel Antagonists [MoA]