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Chemistry

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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

Nicardipine Hydrochloride
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

Nicardipine Hydrochloride

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]

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02-Feb-2021
03-Oct-2024
KGS
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DOSAGE - INJECTABLE;INTRAVENOUS - 20MG/200ML ...DOSAGE - INJECTABLE;INTRAVENOUS - 20MG/200ML (0.1MG/ML)

USFDA APPLICATION NUMBER - 19734

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DOSAGE - INJECTABLE;INJECTION - 25MG/10ML (2....DOSAGE - INJECTABLE;INJECTION - 25MG/10ML (2.5MG/ML) **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19734

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DOSAGE - INJECTABLE;INTRAVENOUS - 40MG/200ML ...DOSAGE - INJECTABLE;INTRAVENOUS - 40MG/200ML (0.2MG/ML)

USFDA APPLICATION NUMBER - 19734

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