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2D Structure
Also known as: 111470-99-6, Amlodipine besilate, Amlodipine benzenesulfonate, Antacal, Monopina, Istin
Molecular Formula
C26H31ClN2O8S
Molecular Weight
567.1  g/mol
InChI Key
ZPBWCRDSRKPIDG-UHFFFAOYSA-N
FDA UNII
864V2Q084H

A long-acting dihydropyridine calcium channel blocker. It is effective in the treatment of ANGINA PECTORIS and HYPERTENSION.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzenesulfonic acid;3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
2.1.2 InChI
InChI=1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)
2.1.3 InChI Key
ZPBWCRDSRKPIDG-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
864V2Q084H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Amlodipine

2. Amlodipine Maleate

3. Amlodipine Maleate (1:1)

4. Amlodipine, (+-)-isomer

5. Amlodipine, (+-)-isomer, Maleate (1:1)

6. Amlodipine, (r)-isomer

7. Amlodipine, (s)-isomer, Maleate (1:1)

8. Amlodis

9. Amlor

10. Astudal

11. Istin

12. Norvasc

2.3.2 Depositor-Supplied Synonyms

1. 111470-99-6

2. Amlodipine Besilate

3. Amlodipine Benzenesulfonate

4. Antacal

5. Monopina

6. Istin

7. Amlodipine (besylate)

8. Amdepin

9. Amdipin

10. Amlodin

11. Pelmec

12. 3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate Benzenesulfonate

13. Lodipressin

14. Amlor

15. Amlodipine (as Besilate)

16. Nsc-758922

17. (s)-amlodipine;levoamlodipine

18. Amlodipine Besylate (norvasc)

19. Chebi:2669

20. Cardiorex

21. Uk-48,340-26

22. 111470-99-6 (besylate)

23. 864v2q084h

24. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (+-)-, Monobenzenesulfonate

25. Ncgc00095835-01

26. Amlogard

27. Amlopin

28. Amlosyn

29. Astudar

30. Cordarene

31. Myodura

32. Norlopin

33. Norvask

34. Tensivask

35. Amcard

36. Norvas

37. Terloc

38. Norvasc (tn)

39. Uk-48340-26

40. (s)-amlodipine Besylate;levoamlodipine Besylate

41. Dsstox_cid_23909

42. Dsstox_rid_80087

43. Dsstox_gsid_43909

44. Benzenesulfonic Acid;3-o-ethyl 5-o-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

45. Stamlo

46. Amlodipine Besylate [usan]

47. Cas-111470-99-6

48. C20h25cln2o5.c6h6o3s

49. Ncgc00165957-04

50. Amlodipine 100 Microg/ml In Acetonitrile

51. Unii-864v2q084h

52. Amlodipine Besylate [usan:usp]

53. Uk 48340-26

54. 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate Benzenesulfonate

55. Mfcd00887594

56. Norliqva

57. Spectrum_000573

58. Amlodipine Benzenesulphonate

59. Amlodipine Besylate (usp)

60. Amlodipine Besylate- Bio-x

61. Amlodipine Besilate (jp17)

62. Schembl41282

63. Kbioss_001053

64. 3-ethyl 5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, Monobenzenesulfonate

65. Mls001361394

66. Spectrum1505202

67. Chembl1200402

68. Chembl3193637

69. Chembl3207778

70. Dtxsid2043909

71. Hy-b0317b

72. Kbio2_001053

73. Kbio2_003621

74. Kbio2_006189

75. Amlodipine Besilate [jan]

76. Amlodipine Besylate [hsdb]

77. Hms2094e13

78. Hms2232d22

79. Hms2235b19

80. Hms3269b19

81. Hms3372o18

82. Hms3373f15

83. Hms3413h11

84. Hms3677h11

85. Hms3884m10

86. Pharmakon1600-01505202

87. Amlodipine Besylate [vandf]

88. Amlodipine Besilate [mart.]

89. Bcp21993

90. Tox21_111525

91. Tox21_113476

92. Ac-079

93. Amlodipine Besilate [who-dd]

94. Amlodipine Besylate [usp-rs]

95. Ccg-39531

96. Nsc758922

97. S1813

98. Akos001260256

99. Akos016340493

100. Amlodipine Besylate [ema Epar]

101. Amlodipine Besylate, >=98% (hplc)

102. Bcp9000059

103. Cs-3988

104. Ks-1029

105. Nsc 758922

106. Amlodipine Benzenesulfonate [mi]

107. Amlodipine Besylate [orange Book]

108. Azor Component Amlodipine Besylate

109. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl-5-methyl Ester, Monobenzenesulfonate

110. Amlodipine Besilate [ep Monograph]

111. Amlodipine Besylate [usp Impurity]

112. Ba164162

113. Smr000875356

114. Amlodipine Besylate [usp Monograph]

115. Caduet Component Amlodipine Besylate

116. Dafiro Component Amlodipine Besilate

117. Lotrel Component Amlodipine Besylate

118. Amlessa Component Amlodipine Besylate

119. Copalia Component Amlodipine Besylate

120. Exforge Component Amlodipine Besilate

121. Exforge Component Amlodipine Besylate

122. Imprida Component Amlodipine Besilate

123. Onduarp Component Amlodipine Besylate

124. Tekamlo Component Amlodipine Besylate

125. Twynsta Component Amlodipine Besylate

126. Amlodipine Besylate Component Of Azor

127. Consensi Component Amlodipine Besylate

128. Ft-0622301

129. Sw198880-2

130. Amlodipine Besilate Component Of Dafiro

131. Amlodipine Besylate Component Of Caduet

132. Amlodipine Besylate Component Of Lotrel

133. Amturnide Component Amlodipine Besylate

134. Tribenzor Component Amlodipine Besylate

135. Vu0244594-3

136. Amlodipine Besilate Component Of Exforge

137. Amlodipine Besylate Component Of Copalia

138. Amlodipine Besylate Component Of Exforge

139. Amlodipine Besylate Component Of Onduarp

140. Amlodipine Besylate Component Of Tekamlo

141. Amlodipine Besylate Component Of Twynsta

142. D00615

143. Dafiro-hct Component Amlodipine Besilate

144. F17340

145. Amlodipine Besylate [ema Epar Veterinary]

146. Amlodipine Besylate Component Of Amturnide

147. Amlodipine Besylate Component Of Consensi

148. Amlodipine Besylate Component Of Tribenzor

149. Exforge Hct Component Amlodipine Besylate

150. Exforge-hct Component Amlodipine Besilate

151. Imprida-hct Component Amlodipine Besilate

152. 470a996

153. A802368

154. Amlodipine Besilate Component Of Dafiro-hct

155. Amlodipine Besilate Component Of Exforge-hct

156. Amlodipine Besilate Component Of Imprida-hct

157. Amlodipine Besylate Component Of Exforge Hct

158. Q-101934

159. Q-200627

160. Sr-05000001461-2

161. Q27105760

162. F6170-0024

163. Amlodipine Besylate, European Pharmacopoeia (ep) Reference Standard

164. Amlodipine Besylate, United States Pharmacopeia (usp) Reference Standard

165. Amlodipine Besylate, Pharmaceutical Secondary Standard; Certified Reference Material

166. Amlodipine For Peak Identification, European Pharmacopoeia (ep) Reference Standard

167. (+/-)-3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate Monobenzenesulfonate

168. 2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic Acid 3-ethyl 5-methyl Ester Benzenesulfona

169. 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic Acid O3-ethyl Ester O5-methyl Ester; Benzenesulfonic Acid

170. 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarbo Xylic Acid 3-ethyl 5-methyl Ester Benzenesulfonate

171. 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic Acid 3-ethyl 5-methyl Ester Benzenesulfonate

172. 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine Benzenesulfonate

173. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (+/-)-, Monobenzenesulfonate

174. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (+/-)-, Monobenzenesulphonate

175. 3,5-pyridinedicarboxylic Acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, Benzenesulfonate (1:1)

176. 3-ethyl 5-methyl (+/-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, Monobenzenesulfonate

177. 3-ethyl 5-methyl (+/-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, Monobenzenesulphonate

178. 3-ethyl 5-methyl 2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate Benzenesulfonate

179. 3-ethyl 5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methylpyridine-3,5-dicarboxylate Monobenzenesulphonate

180. 3-ethyl5-methyl2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylatebenzenesulfonate

181. Benzenesulfonic Acid; O3-ethyl O5-methyl 2-(2-azanylethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

2.3.3 Other Synonyms

1. Prestalia

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 567.1 g/mol
Molecular Formula C26H31ClN2O8S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count11
Exact Mass566.1489648 g/mol
Monoisotopic Mass566.1489648 g/mol
Topological Polar Surface Area163 Ų
Heavy Atom Count38
Formal Charge0
Complexity830
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 4  
Drug NameAmlodipine besylate
PubMed HealthAmlodipine (By mouth)
Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
Drug LabelAmlodipine besylate is the besylate salt of amlodipine, a long-acting calcium channel blocker. Amlodipine besylate is chemically described as 3-Ethyl-5-methyl ()-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarbox...
Active IngredientAmlodipine besylate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 2.5mg base; eq 10mg base
Market StatusPrescription
CompanyWatson Labs; Wockhardt; Ranbaxy; Amneal Pharms Ny; Upsher Smith; Secan Pharms; Matrix Labs; Epic Pharma; Macleods Pharms; Vivimed Labs; Teva; Apotex; Accord Hlthcare; Vintage; Alkem; Sun Pharm Inds; Aurobindo Pharma; Torrent Pharms; Zydus Pharms Usa; Lupi

2 of 4  
Drug NameNorvasc
Drug LabelNORVASC is the besylate salt of amlodipine, a long-acting calcium channel blocker.Amlodipine besylate is chemically described as 3-Ethyl-5-methyl ()-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, monobe...
Active IngredientAmlodipine besylate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 2.5mg base; eq 10mg base
Market StatusPrescription
CompanyPfizer

3 of 4  
Drug NameAmlodipine besylate
PubMed HealthAmlodipine (By mouth)
Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
Drug LabelAmlodipine besylate is the besylate salt of amlodipine, a long-acting calcium channel blocker. Amlodipine besylate is chemically described as 3-Ethyl-5-methyl ()-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarbox...
Active IngredientAmlodipine besylate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 2.5mg base; eq 10mg base
Market StatusPrescription
CompanyWatson Labs; Wockhardt; Ranbaxy; Amneal Pharms Ny; Upsher Smith; Secan Pharms; Matrix Labs; Epic Pharma; Macleods Pharms; Vivimed Labs; Teva; Apotex; Accord Hlthcare; Vintage; Alkem; Sun Pharm Inds; Aurobindo Pharma; Torrent Pharms; Zydus Pharms Usa; Lupi

4 of 4  
Drug NameNorvasc
Drug LabelNORVASC is the besylate salt of amlodipine, a long-acting calcium channel blocker.Amlodipine besylate is chemically described as 3-Ethyl-5-methyl ()-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, monobe...
Active IngredientAmlodipine besylate
Dosage FormTablet
RouteOral
Strengtheq 5mg base; eq 2.5mg base; eq 10mg base
Market StatusPrescription
CompanyPfizer

4.2 Drug Indication

Treatment of systemic arterial hypertension in cats.


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
Calcium Channel Blocker [EPC]; Cytochrome P450 3A Inhibitors [MoA]; Dihydropyridine Calcium Channel Blocker [EPC]; Dihydropyridines [CS]; Calcium Channel Antagonists [MoA]
5.3 ATC Code

QC08CA01