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    Amlodipine Besylate

    ACTIVE PHARMA INGREDIENTS

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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