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    Diphenylpyraline

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

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    $ API Ref.Price (USD/KG) : 38Xls

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    2D Structure
    Also known as: 147-20-6, Hispril, Diphenylpyrilene, Allergen, Diphenylpyralamine, Lyssipoll
    Molecular Formula
    C19H23NO
    Molecular Weight
    281.4  g/mol
    InChI Key
    OWQUZNMMYNAXSL-UHFFFAOYSA-N
    FDA UNII
    33361OE3AV
    Diphenylpyraline is an antihistamine. Antihistamines used in the treatment of allergy act by competing with histamine for H 1-receptor sites on effector cells. Antihistamines prevent, but do not reverse, responses mediated by histamine alone. Antihistamines antagonize, in varying degrees, most of the pharmacological effects of histamine, including urticaria and pruritus.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-benzhydryloxy-1-methylpiperidine
    2.1.2 InChI
    InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3
    2.1.3 InChI Key
    OWQUZNMMYNAXSL-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1CCC(CC1)OC(C2=CC=CC=C2)C3=CC=CC=C3
    2.2 Other Identifiers
    2.2.1 UNII
    33361OE3AV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-diphenylmethoxy-1-methylpiperidine

    2. Diphenylpyraline Hydrochloride

    3. Diphenylpyraline Maleate (2:1)

    4. Lergobine

    2.3.2 Depositor-Supplied Synonyms

    1. 147-20-6

    2. Hispril

    3. Diphenylpyrilene

    4. Allergen

    5. Diphenylpyralamine

    6. Lyssipoll

    7. Belfene

    8. Dayfen

    9. Histryl

    10. Histyn

    11. Mepiben

    12. Neargal

    13. 4-(diphenylmethoxy)-1-methylpiperidine

    14. 4-(benzhydryloxy)-1-methylpiperidine

    15. Difenilpiralina

    16. Diphenylpyralinum

    17. 1-methyl-4-piperidyl Benzhydryl Ether

    18. An 1041

    19. 4-benzhydryloxy-1-methylpiperidine

    20. Diphenylpyraline (inn)

    21. 4-(benzhydryloxy)-n-methylpiperidine

    22. Piperidine, 4-(diphenylmethoxy)-1-methyl-

    23. Chembl1492

    24. 4-diphenylmethoxy-1-methylpiperidine

    25. N-methylpiperidyl-(4)-benzhydrylaether Salzsauren Salze

    26. P 253

    27. 1-methyl-4-hydroxypiperidine Benzhydryl Ether

    28. Chebi:59788

    29. 33361oe3av

    30. 4-benzhydryloxy-1-methyl-piperidine

    31. Hystryl

    32. Diphenylpyraline [inn]

    33. Diphenylpyraline [inn:ban]

    34. Difenilpiralina [inn-spanish]

    35. Diphenylpyralinum [inn-latin]

    36. Nsc61825

    37. Ncgc00016395-01

    38. Cas-132-18-3

    39. Einecs 205-686-7

    40. Brn 0245467

    41. Unii-33361oe3av

    42. N-methylpiperidyl-(4)-benzhydrylaether Salzsauren Salze [german]

    43. Diafen (salt/mix)

    44. Spectrum_001002

    45. 4-[(diphenylmethyl)oxy]-1-methylpiperidine

    46. Prestwick0_000707

    47. Prestwick1_000707

    48. Prestwick2_000707

    49. Prestwick3_000707

    50. Spectrum2_000982

    51. Spectrum3_000401

    52. Spectrum4_000521

    53. Spectrum5_000917

    54. Nciopen2_007716

    55. Oprea1_289175

    56. Bspbio_000893

    57. Bspbio_001922

    58. Diphenylpyraline [mi]

    59. Kbiogr_001121

    60. Kbioss_001482

    61. 5-21-01-00053 (beilstein Handbook Reference)

    62. Divk1c_000851

    63. Schembl119077

    64. Spbio_001043

    65. Spbio_002814

    66. Bpbio1_000983

    67. Gtpl7165

    68. Diphenylpyraline [vandf]

    69. Dtxsid3022952

    70. Kbio1_000851

    71. Kbio2_001482

    72. Kbio2_004050

    73. Kbio2_006618

    74. Kbio3_001142

    75. Zinc56643

    76. Diphenylpyraline [who-dd]

    77. Ninds_000851

    78. Bdbm50241333

    79. N-methyl-4-(benzhydryloxy)piperidine

    80. Akos015889312

    81. Ac-9855

    82. Db01146

    83. Idi1_000851

    84. Ncgc00016395-02

    85. Ncgc00016395-03

    86. Ncgc00178908-01

    87. Ncgc00178908-02

    88. 4-(diphenylmethoxy)-1-(methyl)piperidine

    89. Sbi-0051354.p003

    90. Hy-107431

    91. Ab00053461

    92. Cs-0028462

    93. Ft-0657213

    94. D07862

    95. Ab00053461_14

    96. Ab00053461_15

    97. A808623

    98. L001180

    99. Piperidine, 4-(diphenylmethoxy)-1-methyl

    100. Q411150

    101. Brd-k22936972-003-05-3

    102. Brd-k22936972-003-15-2

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 281.4 g/mol
    Molecular Formula C19H23NO
    XLogP33.9
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count4
    Exact Mass281.177964357 g/mol
    Monoisotopic Mass281.177964357 g/mol
    Topological Polar Surface Area12.5 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity268
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For use in the treatment of allergic rhinitis, hay fever, and allergic skin disorders.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Diphenylpyraline is an antihistamine that prevents, but does not reverse, responses mediated by histamine alone. Diphenylpyraline antagonizes most of the pharmacological effects of histamine, including urticaria and pruritus. Also, diphenylpyraline may exhibit anticholinergic actions (as do most of the antihistamines) and may thus provide a drying effect on the nasal mucosa.

    5.2 ATC Code

    R - Respiratory system

    R06 - Antihistamines for systemic use

    R06A - Antihistamines for systemic use

    R06AA - Aminoalkyl ethers

    R06AA07 - Diphenylpyraline

    5.3 Absorption, Distribution and Excretion

    Absorption

    Well absorbed after oral administration.

    5.4 Metabolism/Metabolites

    Hepatic

    5.5 Mechanism of Action

    Antihistamines such as diphenylpyraline used in the treatment of allergy act by competing with histamine for H1-receptor sites on effector cells. This reduces the effects of histamine, leading to a temporary reduction of allergy symptoms.