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    Also known as: Mepyramine maleate, 59-33-6, Histatex, Histan, Anisopyradamine, Histosol
    Molecular Formula
    C21H27N3O5
    Molecular Weight
    401.5  g/mol
    InChI Key
    JXYWFNAQESKDNC-BTJKTKAUSA-N
    FDA UNII
    R35D29L3ZA
    Pyrilamine Maleate
    A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.
    1 2D Structure

    Pyrilamine Maleate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
    2.1.2 InChI
    InChI=1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
    2.1.3 InChI Key
    JXYWFNAQESKDNC-BTJKTKAUSA-N
    2.1.4 Canonical SMILES
    CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    R35D29L3ZA
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anthisan

    2. Boots Bite And Sting Relief

    3. Kriptin

    4. Maleate, Mepyramine

    5. Maleate, Pyrilamine

    6. Mepyramine

    7. Mepyramine Maleate

    8. Pyranisamine

    9. Pyrilamine

    2.3.2 Depositor-Supplied Synonyms

    1. Mepyramine Maleate

    2. 59-33-6

    3. Histatex

    4. Histan

    5. Anisopyradamine

    6. Histosol

    7. Minihist

    8. Pyrilamine Maleate Salt

    9. Diaminide Maleate

    10. Paraminyl Maleate

    11. Antihist

    12. Enrumay

    13. Histine

    14. Paramal

    15. Pymafed

    16. Pyraninyl

    17. Renstamin

    18. Pyramal Maleate

    19. Stangen Maleate

    20. Anthisan Maleate

    21. Statomin Maleate

    22. Thylogen Maleate

    23. Pyra-maleate

    24. Neoantergan Maleate

    25. Pyranilamine Maleate

    26. Pyranisamine Maleate

    27. Neo-antergan Maleate

    28. 2786 R.p. Maleate

    29. Stamine

    30. Neo-antergan

    31. Nsc-3604

    32. 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)pyridine Maleate (1:1)

    33. Mls000069668

    34. R35d29l3za

    35. 1,2-ethanediamine, N-((4-methoxyphenyl)methyl)-n',n'-dimethyl-n-2-pyridinyl-, (z)-2-butenedioate (1:1)

    36. Kriptin Maleate

    37. Pyra Maleate

    38. Prefrin A

    39. Dorantamin Maleate

    40. (z)-but-2-enedioic Acid;n'-[(4-methoxyphenyl)methyl]-n,n-dimethyl-n'-pyridin-2-ylethane-1,2-diamine

    41. 1,2-ethanediamine,n-[(4-methoxyphenyl)methyl]-n',n'-dimethyl-n-2-pyridinyl-,(2z)-2-butenedioate (1:1)

    42. Smr000058495

    43. Histavet-p (veterinary)

    44. (e)-but-2-enedioic Acid;n'-[(4-methoxyphenyl)methyl]-n,n-dimethyl-n'-pyridin-2-ylethane-1,2-diamine

    45. N,n-dimethyl-n'-{[4-(methyloxy)phenyl]methyl}-n'-pyridin-2-ylethane-1,2-diamine (2z)-but-2-enedioate

    46. Mepyramine Hydrogen Maleinate

    47. Pyma

    48. Histavet-p

    49. Mepiramine Maleate

    50. N1-(4-methoxybenzyl)-n2,n2-dimethyl-n1-(pyridin-2-yl)ethane-1,2-diamine Maleate

    51. Component Of Pyrdex

    52. Pymafed (tn)

    53. Ccris 1330

    54. Cas-59-33-6

    55. Sr-01000000225

    56. Nsc 3604

    57. Einecs 200-422-7

    58. Mfcd00069333

    59. Pyrilamine Maleate (usp)

    60. Component Of Endotussin-nn

    61. Unii-r35d29l3za

    62. N-dimethylaminoethyl-n-p-methoxy-alpha-aminopyridine Maleate

    63. Pyrilamine Maleate [usan:usp]

    64. N,n-dimethyl-n'-(4-methoxybenzyl)-n'-(2-pyridyl)ethylenediamine Maleate

    65. N-p-methoxybenzyl-n',n'-dimethyl-n-alpha-pyridylethylenediamine Maleate

    66. Prestwick_634

    67. Opera_id_1702

    68. 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine Bimaleate

    69. Dsstox_cid_1216

    70. P 5514

    71. Pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-, Maleate (1:1)

    72. Dsstox_rid_76015

    73. Dsstox_gsid_21216

    74. Schembl27430

    75. 1,2-ethanediamine, N-((4-methoxyphenyl)methyl)-n',n'-dimethyl-n-2-pyridinyl-, (2z)-2-butenedioate (1:1)

    76. Mls001148634

    77. Pyrilamine Maleate; Mepyramine

    78. Spectrum1500519

    79. Pyrilamine Maleate [mi]

    80. Chembl1201006

    81. Dtxsid4021216

    82. Hms500i17

    83. Nsc3604

    84. Hms1568j20

    85. Hms1920n10

    86. Hms2092e11

    87. Hms2095j20

    88. Hms2234i23

    89. Hms2234i24

    90. Hms3262b22

    91. Hms3411m20

    92. Hms3675m20

    93. Hms3712j20

    94. Pharmakon1600-01500519

    95. Pyrilamine Maleate [vandf]

    96. Mepyramine Maleate [mart.]

    97. Hy-b1281

    98. Mepyramine Maleate [who-dd]

    99. Pyrilamine Maleate [usp-rs]

    100. Tox21_200514

    101. Tox21_500890

    102. 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine Maleate

    103. Ccg-39244

    104. N-(dimethylamino)ethyl-n-(p-methoxy)-.alpha.-aminopyridine Maleate

    105. Nsc757305

    106. S4382

    107. Akos015950805

    108. N-(p-methoxybenzyl)-n',n'-dimethyl-n-.alpha.-pyridylethylenediamine Maleate

    109. Lp00890

    110. Nsc-757305

    111. Pyrilamine Maleate [green Book]

    112. Pyrilamine Maleate [orange Book]

    113. Mepyramine Maleate [ep Monograph]

    114. Ncgc00094209-01

    115. Ncgc00094209-02

    116. Ncgc00094209-03

    117. Ncgc00094209-04

    118. Ncgc00094209-05

    119. Ncgc00258068-01

    120. Ncgc00261575-01

    121. 1,2-ethanediamine, N1-((4-methoxyphenyl)methyl)-n2,n2-dimethyl-n1-2-pyridinyl-, (2z)-2-butenedioate (1:1)

    122. Pyrilamine Maleate [usp Monograph]

    123. Smr000653462

    124. B6396

    125. Cs-0013057

    126. Eu-0100890

    127. P2369

    128. Prefrin-a Component Pyrilamine Maleate

    129. D05660

    130. Pyrilamine Maleate Component Of Prefrin-a

    131. Wln: T6nj Bn1r Do1&2n1&1 &ov1u1vo

    132. Sr-01000000225-2

    133. Sr-01000000225-4

    134. Sr-01000000225-5

    135. Sr-01000000225-8

    136. Q27287732

    137. N-(p-methoxybenzyl)-n,2-ethanediamine, Maleic Acid Salt

    138. 2-[(2-dimethylaminoethyl)(p-methoxybenzyl)amino]pyridine Maleate

    139. Mepyramine Maleate, European Pharmacopoeia (ep) Reference Standard

    140. 2-[[2-(dimethylamino)ethyl]( P-methoxybenzyl)amino]pyridine Maleate (1:1)

    141. Pyrilamine Maleate, United States Pharmacopeia (usp) Reference Standard

    142. 1, N-[(4-methoxyphenyl)methyl]-n',n'-dimethyl-n-2-pyridinyl-, (z)-2-butenedioate (1:1)

    143. N-(4-methoxyphenyl)methyl-n',n'-dimethyl-n-(2-pyridinyl)-1,2-ethanediamine Maleate

    144. N1-(4-methoxybenzyl)-n2,n2-dimethyl-n1-(pyridin-2-yl)ethane-1,2-diaminemaleate

    145. Pyrilamine Maleate, Pharmaceutical Secondary Standard; Certified Reference Material

    146. N-(4-methoxybenzyl)-n',n'-dimethyl-n-pyridin-2-ylethane-1,2-diamine (2z)-but-2-enedioate

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 401.5 g/mol
    Molecular Formula C21H27N3O5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count9
    Exact Mass401.19507097 g/mol
    Monoisotopic Mass401.19507097 g/mol
    Topological Polar Surface Area103 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity396
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Allergic Agents

    Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)

    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.)

    Sleep Aids, Pharmaceutical

    Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS. (See all compounds classified as Sleep Aids, Pharmaceutical.)

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    12-Jan-2021
    30-Aug-2024
    KGS
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