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    Chemistry

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    Also known as: 39562-70-4, Bayotensin, Baypress, Nidrel, Deiten, Bay-e-5009
    Molecular Formula
    C18H20N2O6
    Molecular Weight
    360.4  g/mol
    InChI Key
    PVHUJELLJLJGLN-UHFFFAOYSA-N
    FDA UNII
    9B627AW319
    Nitrendipine
    A calcium channel blocker with marked vasodilator action. It is an effective antihypertensive agent and differs from other calcium channel blockers in that it does not reduce glomerular filtration rate and is mildly natriuretic, rather than sodium retentive.
    1 2D Structure

    Nitrendipine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-O-ethyl 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
    2.1.2 InChI
    InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
    2.1.3 InChI Key
    PVHUJELLJLJGLN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C1=C(NC(=C(C1C2=CC(=CC=C2)[N+](=O)[O-])C(=O)OC)C)C
    2.2 Other Identifiers
    2.2.1 UNII
    9B627AW319
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Balminil

    2. Bay E 5009

    3. Bayotensin

    4. Baypresol

    5. Baypress

    6. Gericin

    7. Jutapress

    8. Nidrel

    9. Niprina

    10. Nitre Abz

    11. Nitre Puren

    12. Nitre-puren

    13. Nitregamma

    14. Nitren 1a Pharma

    15. Nitren Acis

    16. Nitren Lich

    17. Nitrend Ksk

    18. Nitrendepat

    19. Nitrendi Biochemie

    20. Nitrendidoc

    21. Nitrendimerck

    22. Nitrendipin Al

    23. Nitrendipin Apogepha

    24. Nitrendipin Atid

    25. Nitrendipin Basics

    26. Nitrendipin Beta

    27. Nitrendipin Corax

    28. Nitrendipin Heumann

    29. Nitrendipin Jenapharm

    30. Nitrendipin Lindo

    31. Nitrendipin Ratiopharm

    32. Nitrendipin Stada

    33. Nitrendipin Von Ct

    34. Nitrendipin-corax

    35. Nitrendipin-ratiopharm

    36. Nitrendipincorax

    37. Nitrendipino Bayvit

    38. Nitrendipino Ratiopharm

    39. Nitrendipinratiopharm

    40. Nitrensal

    41. Nitrepress

    42. Nitrepuren

    43. Tensogradal

    44. Trendinol

    45. Vastensium

    2.3.2 Depositor-Supplied Synonyms

    1. 39562-70-4

    2. Bayotensin

    3. Baypress

    4. Nidrel

    5. Deiten

    6. Bay-e-5009

    7. Nitrendipinum

    8. Nitrepin

    9. Bay E 5009

    10. Nitrendipino

    11. Bylotensin

    12. 3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    13. Nitrendipinum [inn-latin]

    14. Nitrendipino [inn-spanish]

    15. 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Ethyl Methyl Ester

    16. Chebi:7582

    17. Nitrendipin

    18. Mfcd00082255

    19. Nsc-758466

    20. Mls000069349

    21. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, Ethyl Methyl Ester

    22. 5-o-ethyl 3-o-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    23. Ethyl Methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    24. 9b627aw319

    25. Ncgc00015713-07

    26. Smr000058366

    27. Dsstox_cid_3373

    28. Dsstox_rid_77001

    29. Dsstox_gsid_23373

    30. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, Ethyl Methyl Ester, (+/-)-

    31. Baylotensin

    32. Baypress (tn)

    33. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-ethyl 5-methyl Ester

    34. Sr-01000075334

    35. Einecs 254-513-1

    36. Brn 0498823

    37. Unii-9b627aw319

    38. Nitrendipine,(s)

    39. Nitrendipine [usan:inn:ban:jan]

    40. Cas-39562-70-4

    41. Spectrum_001901

    42. Opera_id_928

    43. Specplus_000742

    44. Prestwick0_000916

    45. Prestwick1_000916

    46. Prestwick2_000916

    47. Prestwick3_000916

    48. Spectrum2_001565

    49. Spectrum3_000968

    50. Spectrum4_001088

    51. Spectrum5_001655

    52. Nitrendipine [mi]

    53. N-144

    54. (.+/-.)-nitrendipine

    55. Nitrendipine [inn]

    56. Nitrendipine [jan]

    57. Nitrendipine [usan]

    58. (+-)-ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

    59. Ethyl 1,4-dihydro-5-(acetoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridincarboxylat

    60. Cbiol_001834

    61. Lopac0_000881

    62. Oprea1_472855

    63. Oprea1_703261

    64. Schembl38972

    65. Bspbio_000792

    66. Bspbio_001399

    67. Bspbio_002575

    68. Kbiogr_000119

    69. Kbiogr_001476

    70. Kbioss_000119

    71. Kbioss_002432

    72. Nitrendipine [mart.]

    73. Mls000759400

    74. Mls001148149

    75. Mls001424133

    76. Mls002153303

    77. Mls002154060

    78. (+/-)-nitrendipine

    79. Divk1c_006838

    80. Nitrendipine [who-dd]

    81. Nitrendipine, >95%, Powder

    82. Spectrum1503609

    83. Spbio_001470

    84. Spbio_002981

    85. Bpbio1_000872

    86. Gtpl2334

    87. Chembl3195219

    88. Dtxsid0023373

    89. Kbio1_001782

    90. Kbio2_000119

    91. Kbio2_002426

    92. Kbio2_002687

    93. Kbio2_004994

    94. Kbio2_005255

    95. Kbio2_007562

    96. Kbio3_000237

    97. Kbio3_000238

    98. Kbio3_001795

    99. Brd6392

    100. Nitrendipine (jp17/usan/inn)

    101. Bio1_000120

    102. Bio1_000609

    103. Bio1_001098

    104. Bio2_000119

    105. Bio2_000599

    106. Hms1361f21

    107. Hms1570h14

    108. Hms1791f21

    109. Hms1989f21

    110. Hms2051b04

    111. Hms2089h15

    112. Hms2093g17

    113. Hms2097h14

    114. Hms2230f04

    115. Hms3262b04

    116. Hms3266b03

    117. Hms3371j07

    118. Hms3393b04

    119. Hms3402f21

    120. Hms3411i14

    121. Hms3651f05

    122. Hms3675i14

    123. Hms3714h14

    124. Hms3884h21

    125. Nitrendipine [ep Impurity]

    126. Pharmakon1600-01503609

    127. Nitrendipine [ep Monograph]

    128. Bcp07540

    129. Brd-6392

    130. Hy-b0424

    131. Nitrendipine For Peak Identification

    132. Tox21_110201

    133. Tox21_500881

    134. Ac-648

    135. Bbl028163

    136. Bdbm50237611

    137. Ca-212

    138. Ccg-39343

    139. Nsc758466

    140. Stk368903

    141. Akos000622913

    142. Akos015894921

    143. Tox21_110201_1

    144. Ccg-100991

    145. Db01054

    146. Ks-1305

    147. Lp00881

    148. Nc00241

    149. Nsc 758466

    150. Sdccgsbi-0050856.p004

    151. Idi1_033869

    152. Nitrendipine 100 Microg/ml In Methanol

    153. Ncgc00015713-04

    154. Ncgc00015713-05

    155. Ncgc00015713-06

    156. Ncgc00015713-08

    157. Ncgc00015713-09

    158. Ncgc00015713-10

    159. Ncgc00015713-11

    160. Ncgc00015713-13

    161. Ncgc00015713-26

    162. Ncgc00024013-02

    163. Ncgc00024676-02

    164. Ncgc00024676-03

    165. Ncgc00024676-04

    166. Ncgc00024676-05

    167. Ncgc00024676-06

    168. Ncgc00024676-07

    169. Ncgc00261566-01

    170. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, Ethyl Methyl Ester, (+-)-

    171. 86052-02-0

    172. Sy058769

    173. (+/-)-bay-e-5009

    174. Sbi-0050856.p003

    175. Nitrendipine 100 Microg/ml In Acetonitrile

    176. Ab00513962

    177. Eu-0100881

    178. Ft-0601600

    179. N1186

    180. S2491

    181. Sw219737-1

    182. C07713

    183. D00629

    184. Ab00053154-03

    185. Ab00053154_04

    186. Ab00053154_05

    187. 562n704

    188. A824621

    189. Q416584

    190. Sr-01000075334-1

    191. Sr-01000075334-2

    192. Sr-01000075334-4

    193. Sr-01000075334-6

    194. W-106422

    195. Brd-a02006392-001-06-5

    196. Brd-a02006392-001-09-9

    197. Nitrendipine, European Pharmacopoeia (ep) Reference Standard

    198. (.+/-.)-ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

    199. 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinecarboxylic Acid Ethyl Methyl Ester

    200. 3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #

    201. 3-ethyl5-methyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    202. Ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

    203. Ethyl Methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate

    204. Methylethyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    205. Nitrendipine For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    206. O3-ethyl O5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

    207. (+/-)-ethyl Methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

    208. 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine Dicarboxylic Acid Ethyl Methyl Ester

    209. 3,5-pyridinedicarboxylic Acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, Ethyl Methyl Ester, (.+/-.)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 360.4 g/mol
    Molecular Formula C18H20N2O6
    XLogP32.9
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count6
    Exact Mass360.13213636 g/mol
    Monoisotopic Mass360.13213636 g/mol
    Topological Polar Surface Area110 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity661
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For the treatment of mild to moderate hypertension

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Nitrendipine, a dihydropyridine calcium-channel blocker, is used alone or with an angiotensin-converting enzyme inhibitor, to treat hypertension, chronic stable angina pectoris, and Prinzmetal's variant angina. Nitrendipine is similar to other peripheral vasodilators. Nitrendipine inhibits the influx of extra cellular calcium across the myocardial and vascular smooth muscle cell membranes possibly by deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum. The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.

    5.2 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.)

    Vasodilator Agents

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

    5.3 ATC Code

    C - Cardiovascular system

    C08 - Calcium channel blockers

    C08C - Selective calcium channel blockers with mainly vascular effects

    C08CA - Dihydropyridine derivatives

    C08CA08 - Nitrendipine

    5.4 Mechanism of Action

    By deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, Nitrendipine inhibits the influx of extracellular calcium across the myocardial and vascular smooth muscle cell membranes The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.

    CEP/COS

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    Inke, S.A. Castellbisbal ES

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    R1-CEP 2000-132 - Rev 01
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    Certificate Number : R1-CEP 2000-132 - Rev 01

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    Issue Date : 2012-06-20

    Type : Chemical

    Substance Number : 1246

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    Certificate Number : R0-CEP 2019-209 - Rev 00

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    Substance Number : 1246

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    Japanese Pharmacopoeia Nitrendipine (for manufacturing only)

    Registration Number : 219MF10330

    Registrant's Address : 1-13-4 Uchikanda, Chiyoda-ku, Tokyo

    Initial Date of Registration : 2007-11-05

    Latest Date of Registration : 2007-11-05

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    Nitrendipine

    Registration Number : 217MF10717

    Registrant's Address : 1-10-11 Nihonbashi Horidomecho, Chuo-ku, Tokyo

    Initial Date of Registration : 2005-10-07

    Latest Date of Registration : 2007-10-24

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    Finished Drug Prices

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    01

    Brand Name : Baypress

    Germany
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    Antibody Engineering
    Not Confirmed

    Brand Name : Baypress

    Germany
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    Antibody Engineering
    Not Confirmed

    BAYER SpA

    Nitrendipine

    Dosage Form : Nitrendipine 20Mg 28 Combined Or...

    Dosage Strength : 28 CPR 20 mg

    Price Per Pack (Euro) : 13.9

    Published in :

    Country : Italy

    RX/OTC/DISCN : Class A

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    02

    Brand Name : Enit 10/20Mg 30 Tablets

    Country
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    Antibody Engineering
    Not Confirmed

    Brand Name : Enit 10/20Mg 30 Tablets

    Country
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    Antibody Engineering
    Not Confirmed

    Enalapril Maleate; Nitrendipine

    Dosage Form : Tablet

    Dosage Strength :

    Price Per Pack (Euro) : 23.59

    Published in :

    Country : Spain

    RX/OTC/DISCN :

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    03

    Brand Name : Aeneas 10/20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Brand Name : Aeneas 10/20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Enalapril Maleate; Nitrendipine

    Dosage Form : Tablet

    Dosage Strength :

    Price Per Pack (Euro) : 23.59

    Published in :

    Country : Spain

    RX/OTC/DISCN :

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    04

    Brand Name : Nitrendipino Stada 20Mg 30 T...

    Country
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    Antibody Engineering
    Not Confirmed

    Brand Name : Nitrendipino Stada 20Mg 30 T...

    Country
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    Antibody Engineering
    Not Confirmed

    Nitrendipine

    Dosage Form : Tablet

    Dosage Strength : 20 Mg/Tablet

    Price Per Pack (Euro) : 9.37

    Published in :

    Country : Spain

    RX/OTC/DISCN :

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    05

    Brand Name : Tensogradal 20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Brand Name : Tensogradal 20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Nitrendipine

    Dosage Form : Tablet

    Dosage Strength : 20 Mg/Tablet

    Price Per Pack (Euro) : 9.37

    Published in :

    Country : Spain

    RX/OTC/DISCN :

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    06

    Brand Name : Baypresol 20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Brand Name : Baypresol 20Mg 30 Tablets

    Country
    arrow
    Antibody Engineering
    Not Confirmed

    Nitrendipine

    Dosage Form : Tablet

    Dosage Strength : 20 Mg/Tablet

    Price Per Pack (Euro) : 9.37

    Published in :

    Country : Spain

    RX/OTC/DISCN :

    blank

    Portfolio PDF

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    Website

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    Full Screen ViewFULL SCREEN VIEW Click here to open all results in a new tab [this preview display 10 results]

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