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    Cinnarizine

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

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    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 298-57-7, Stugeron, Stutgin, Cinarizine, Dimitronal, Stutgeron
    Molecular Formula
    C26H28N2
    Molecular Weight
    368.5  g/mol
    InChI Key
    DERZBLKQOCDDDZ-JLHYYAGUSA-N
    FDA UNII
    3DI2E1X18L
    A piperazine derivative having histamine H1-receptor and calcium-channel blocking activity with vasodilating and antiemetic properties but it induces PARKINSONIAN DISORDERS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-benzhydryl-4-[(E)-3-phenylprop-2-enyl]piperazine
    2.1.2 InChI
    InChI=1S/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2/b13-10+
    2.1.3 InChI Key
    DERZBLKQOCDDDZ-JLHYYAGUSA-N
    2.1.4 Canonical SMILES
    C1CN(CCN1CC=CC2=CC=CC=C2)C(C3=CC=CC=C3)C4=CC=CC=C4
    2.1.5 Isomeric SMILES
    C1CN(CCN1C/C=C/C2=CC=CC=C2)C(C3=CC=CC=C3)C4=CC=CC=C4
    2.2 Other Identifiers
    2.2.1 UNII
    3DI2E1X18L
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)piperazine

    2. Cinarizina Inkey

    3. Cinarizina Ratiopharm

    4. Cinarizine

    5. Cinazire

    6. Cinna

    7. Cinnarizin Al

    8. Cinnarizin Ratiopharm

    9. Cinnarizin Siegfried

    10. Cinnarizin Von Ct

    11. Cinnarizin-ratiopharm

    12. Cinnarizine L Tartrate

    13. Cinnarizine L-tartrate

    14. Cinnarizine L-tartrate (1:1)

    15. Cinnarizine, (e)-isomer

    16. Cinnarizine, Dihydrochloride

    17. Cinnipirine

    18. Cisaken

    19. Dihydrochloride Cinnarizine

    20. Dimitronal

    21. L-tartrate, Cinnarizine

    22. R 516

    23. R-516

    24. R516

    25. Stugeron

    26. Stugeron Forte

    27. Von Ct, Cinnarizin

    2.3.2 Depositor-Supplied Synonyms

    1. 298-57-7

    2. Stugeron

    3. Stutgin

    4. Cinarizine

    5. Dimitronal

    6. Stutgeron

    7. Dimitron

    8. Folcodal

    9. Labyrin

    10. Midronal

    11. Mitronal

    12. Glanil

    13. Sepan

    14. Cinazyn

    15. Aplactan

    16. Cinnageron

    17. Lazeta

    18. Marisan

    19. Toliman

    20. Cinaperazine

    21. Cinnipirine

    22. Cerepar

    23. Cinnarizinum

    24. Cerebolan

    25. Cinarizina

    26. Cinnacet

    27. Corathiem

    28. Giganten

    29. Hilactan

    30. Katoseran

    31. Processine

    32. Sedatromin

    33. Siptazin

    34. Spaderizine

    35. Aplexal

    36. Artate

    37. Carecin

    38. Denapol

    39. Ixertol

    40. Olamin

    41. Eglen

    42. 1-benzhydryl-4-cinnamylpiperazine

    43. 16699-20-0

    44. R 516

    45. 1-cinnamyl-4-(diphenylmethyl)piperazine

    46. R 1575

    47. 516 Md

    48. Piperazine, 1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)-

    49. 1-benzhydryl-4-cinnamylpiperazin

    50. 1-benzhydryl-4-[(e)-3-phenylprop-2-enyl]piperazine

    51. Stunarone

    52. 1-(diphenylmethyl)-4-[(2e)-3-phenylprop-2-en-1-yl]piperazine

    53. (e)-1-benzhydryl-4-cinnamylpiperazine

    54. 1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)piperazine

    55. R-516

    56. 1-trans-cinnamyl-4-diphenylmethylpiperazine

    57. 1-benzhydryl-4-[(e)-cinnamyl]piperazine

    58. Chembl43064

    59. Mls000028498

    60. 3di2e1x18l

    61. Piperazine, 1-cinnamyl-4-(diphenylmethyl)-

    62. Chebi:31403

    63. R-1575

    64. 516-md

    65. Nsc-758400

    66. 1-(diphenylmethyl)-4-(3-phenyl-2-propen-1-yl)piperazine

    67. Libotasin

    68. Senoger

    69. Smr000058307

    70. Votegol

    71. Zepamol

    72. Cero-aterin

    73. Dsstox_cid_2821

    74. Dsstox_rid_76744

    75. Dsstox_gsid_22821

    76. Cinarizina [inn-spanish]

    77. Cinnarizinum [inn-latin]

    78. Apotomin

    79. Stonoron

    80. Cinnarizine [usan:inn:ban:jan]

    81. Sr-01000003093

    82. Einecs 206-064-8

    83. Md 516

    84. Brn 0626121

    85. Unii-3di2e1x18l

    86. Cinnarizine (jan/usan/inn)

    87. 1-cinnamyl-4-diphenylmethylpiperazine

    88. N-benzhydryl-n'-cinnamylpiperazine

    89. Ncgc00015246-02

    90. 1185242-27-6

    91. Cas-298-57-7

    92. Cinnarizine, Powder

    93. Prestwick_115

    94. Mfcd00056037

    95. Piperazine, (e)-

    96. Cinnarizine [mi]

    97. Opera_id_1776

    98. Prestwick2_000278

    99. Prestwick3_000278

    100. Cinnarizine [inn]

    101. Cinnarizine [jan]

    102. 1-(diphenylmethyl)-4-(3-phenylprop-2-enyl)piperazine

    103. Cinnarizine [usan]

    104. C 5270

    105. Cinnarizine [mart.]

    106. Lopac0_000314

    107. Schembl44957

    108. Schembl44958

    109. Bspbio_000156

    110. Cinnarizine [who-dd]

    111. Mls001148649

    112. Mls002207295

    113. Mls002222167

    114. Bpbio1_000172

    115. Gtpl9072

    116. 1-(diphenylmethyl)-4-(3-phenyl-2-propenyl)-piperazine

    117. Cid_1547484

    118. Cinnarizine [ep Impurity]

    119. Dtxsid80859311

    120. Chebi:131176

    121. 4-((2e)-3-phenylprop-2-enyl)-1-(diphenylmethyl)piperazine

    122. Cinnarizine [ep Monograph]

    123. Hms1568h18

    124. Hms2095h18

    125. Hms2234b20

    126. Hms3260p10

    127. Hms3712h18

    128. Hms3885f20

    129. Component Of Emesazine (salt/mix)

    130. Hy-b1090

    131. Tox21_110109

    132. Tox21_500314

    133. Bdbm50017657

    134. Nsc290687

    135. Nsc771642

    136. Stk216257

    137. Zinc19632891

    138. Akos002134299

    139. Stugeron

    140. Dimitronal

    141. Stutgin

    142. Cinarizine

    143. Tox21_110109_1

    144. Ccg-204409

    145. Cs-4656

    146. Ks-5155

    147. Lp00314

    148. Nsc 758400

    149. Nsc-290687

    150. Nsc-771642

    151. Sdccgsbi-0050302.p002

    152. Qtl1_000023

    153. Ncgc00018187-03

    154. Ncgc00018187-04

    155. Ncgc00018187-05

    156. Ncgc00018187-06

    157. Ncgc00018187-07

    158. Ncgc00018187-09

    159. Ncgc00018187-14

    160. Ncgc00021488-03

    161. Ncgc00021488-04

    162. Ncgc00021488-05

    163. Ncgc00260999-01

    164. Bc167081

    165. Ls-15144

    166. Eu-0100314

    167. S4727

    168. A16455

    169. D01295

    170. D89561

    171. 298c577

    172. A820077

    173. L001227

    174. Q775073

    175. 1-benzhydryl-4-[3-phenyl-2-propenyl]piperazine #

    176. Sr-01000003093-2

    177. Sr-01000003093-6

    178. W-106970

    179. W-110442

    180. 1-benzhydryl-4-[(2e)-3-phenylprop-2-enyl]piperazine

    181. Brd-k07220430-001-03-6

    182. Brd-k74927006-001-01-2

    183. 1-[di(phenyl)methyl]-4-(3-phenylprop-2-enyl)piperazine

    184. 1-(diphenylmethyl)-4-(3-phenylprop-2-en-1-yl)piperazine

    185. Cinnarizine, European Pharmacopoeia (ep) Reference Standard

    186. Piperazine, 1-(diphenylmethyl)-4-(3-phenyl-2-propen-1-yl)-

    187. N90

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 368.5 g/mol
    Molecular Formula C26H28N2
    XLogP35.8
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count6
    Exact Mass368.225248902 g/mol
    Monoisotopic Mass368.225248902 g/mol
    Topological Polar Surface Area6.5 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity429
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    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.)

    Histamine H1 Antagonists

    Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

    4.2 ATC Code

    N - Nervous system

    N07 - Other nervous system drugs

    N07C - Antivertigo preparations

    N07CA - Antivertigo preparations

    N07CA02 - Cinnarizine

    4.3 Metabolism/Metabolites

    Cinnarizine has known human metabolites that include 1-Benzhydrylpiperazine, 1-Cinnamylpiperazine, 4-{3-[4-(diphenylmethyl)piperazin-1-yl]prop-1-en-1-yl}phenol, 4-{phenyl[4-(3-phenylprop-2-en-1-yl)piperazin-1-yl]methyl}phenol, Benzophenone, and Cinnamaldehyde.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560