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    Fexofenadine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 153439-40-8, Fexofenadine hcl, Allegra, Telfast, 2-(4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride, Mdl 16,455a
    Molecular Formula
    C32H40ClNO4
    Molecular Weight
    538.1  g/mol
    InChI Key
    RRJFVPUCXDGFJB-UHFFFAOYSA-N
    FDA UNII
    2S068B75ZU
    Fexofenadine Hydrochloride is the hydrochloride salt form of fexofenadine, a carboxylated metabolic derivative of terfenadine and second generation, long-lasting selective histamine H1 receptor antagonist, with antihistaminic activity. Upon administration, fexofenadine competitively binds of peripheral H1-receptors in the gastrointestinal (GI) tract, blood vessels, and bronchial smooth muscle. This prevents binding of histamine to peripheral H1-receptors and prevents their activation. This prevents a histamine-mediated allergic reaction. Fexofenadine does not cross the blood-brain-barrier (BBB).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C32H39NO4.ClH/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27;/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36);1H
    2.1.3 InChI Key
    RRJFVPUCXDGFJB-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)(C1=CC=C(C=C1)C(CCCN2CCC(CC2)C(C3=CC=CC=C3)(C4=CC=CC=C4)O)O)C(=O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    2S068B75ZU
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Allegra

    2. Alpha-(4-(1-carboxy-1-methylethyl)phenyl)-4-hydroxydiphenylmethyl-1-piperidinebutanol

    3. Fexofenadine

    4. Mdl 16,455a

    5. Mdl 16.455

    6. Mdl 16455

    7. Mdl-16455

    8. Telfast

    2.3.2 Depositor-Supplied Synonyms

    1. 153439-40-8

    2. Fexofenadine Hcl

    3. Allegra

    4. Telfast

    5. 2-(4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic Acid Hydrochloride

    6. Mdl 16,455a

    7. 138452-21-8

    8. Fexofenadine (hydrochloride)

    9. Mdl 16455

    10. Mdl-16455a

    11. Terfenadine Carboxylate Hydrochloride

    12. 2s068b75zu

    13. Mdl 16455a

    14. 2-(4-{1-hydroxy-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butyl}phenyl)-2-methylpropanoic Acid Hydrochloride

    15. 2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic Acid;hydrochloride

    16. 153439-40-8 (hcl)

    17. Dsstox_cid_28642

    18. Dsstox_rid_82912

    19. Dsstox_gsid_48716

    20. Allegra Allergy

    21. Allegra Hives

    22. Smr000718798

    23. Cas-153439-40-8

    24. Ncgc00015453-05

    25. Children's Allegra Hives

    26. Fexofenidine Hydrochloride

    27. Children's Allegra Allergy

    28. Terfenidine

    29. Altiva

    30. Unii-2s068b75zu

    31. Carboxyterfenadine Hydrochloride

    32. Allegra Flash

    33. Sr-01000075889

    34. Allegra Od

    35. Fexofenadine Hydrochloride [usan]

    36. Fexofenadine, Hcl

    37. Allegra (tn)

    38. Terfenidine Carboxylate Hydrochloride

    39. Mfcd00865710

    40. Fexofenadine Hydrochloride [usan:usp]

    41. Fexofenadina Cloridrato

    42. Fexofenadine-d10 Hcl

    43. Cloridrato De Fexofenadina

    44. Clorhidrato De Fexofenadina

    45. Chlorhydrate De Fexofenadine

    46. Mdl-16455 Hydrochloride

    47. Schembl40914

    48. Mls001306422

    49. Mls001332493

    50. Mls001332494

    51. Fexofenadine Impurity Standard

    52. Spectrum1504179

    53. Chebi:5051

    54. Chembl1200618

    55. Dtxsid5048716

    56. Hy-b0801a

    57. Fexofenadine Hydrochloride- Bio-x

    58. Pharmakon1600-01504179

    59. Tox21_113125

    60. Nsc758678

    61. S3208

    62. Akos015907422

    63. Tox21_113125_1

    64. Ab07499

    65. Ccg-213275

    66. Cs-4483

    67. Fexofenadine Hydrochloride (jp17/usp)

    68. Fexofenadine Hydrochloride [mi]

    69. Ks-1057

    70. Nc00724

    71. Nsc 758678

    72. Nsc-758678

    73. Fexofenadine Hydrochloride [jan]

    74. Ncgc00015453-02

    75. Ncgc00015453-08

    76. Ncgc00092389-01

    77. Ncgc00095906-01

    78. Ncgc00095906-02

    79. (+-)-p-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidino)butyl)-alpha-methylhydratropic Acid Hydrochloride

    80. Ac-24745

    81. Bf164454

    82. Fexofenadine Hydrochloride [mart.]

    83. Fexofenadine Hydrochloride [vandf]

    84. Fexofenadine Hydrochloride [usp-rs]

    85. Fexofenadine Hydrochloride [who-dd]

    86. Fexofenadine Hydrochloride, >98% (hplc)

    87. Db-043190

    88. A3371

    89. F0698

    90. Ft-0631183

    91. M-016455-o

    92. Sw199568-2

    93. Bim-0050472.0001

    94. D00671

    95. Fexofenadine Hydrochloride [orange Book]

    96. Fexofenadine Hydrochloride [ep Monograph]

    97. Fexofenadine Hydrochloride [usp Impurity]

    98. 452f218

    99. Fexofenadine Hydrochloride [usp Monograph]

    100. J-505843

    101. Sr-01000075889-6

    102. Allegra-d Component Fexofenadine Hydrochloride

    103. Q27255526

    104. Fexofenadine Hydrochloride 100 Microg/ml In Acetonitrile

    105. Fexofenadine Hydrochloride Component Of Allegra-d

    106. Z2210694607

    107. Fexofenadine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    108. Fexofenadine Hcl, Pharmaceutical Secondary Standard; Certified Reference Material

    109. Fexofenadine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    110. (+/-)-p-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidino)butyl)-.alpha.-methylhydratropic Acid, Hydrochloride

    111. 2-(4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic Acid Hcl

    112. 2-(4-{1-hydroxy-4-[4-(hydroxy-diphenyl-methyl)-piperidin-1-yl]-butyl}-phenyl)-2-methyl-propionic Acid

    113. 2-(4-{1-hydroxy-4-[4-(hydroxy-diphenyl-methyl)-piperidin-1-yl]-butyl}-phenyl)-2-methyl-propionic Acid; Hydrochloride;fexofenadine Hcl

    114. 4-[(4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic Acid Hydrochloride

    115. 4-[4-[4-(hydroxydiphenylmethyl)-1-pieridinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic Acid Hydrochloride

    116. 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylbenzeneacetic Acid Hydrochloride

    117. Benzeneacetic Acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-.alpha.,.alpha.-dimethyl-, Hydrochloride, (+/-)-

    118. Benzeneacetic Acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-, Hydrochloride

    119. Benzeneacetic Acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-, Hydrochloride, (+-)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 538.1 g/mol
    Molecular Formula C32H40ClNO4
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count10
    Exact Mass537.2645865 g/mol
    Monoisotopic Mass537.2645865 g/mol
    Topological Polar Surface Area81 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity678
    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 NameAllegra
    PubMed HealthFexofenadine/Pseudoephedrine (By mouth)
    Drug ClassesAntihistamine, Less-Sedating/Decongestant Combination, Antihistamine/Decongestant Combination
    Drug LabelFexofenadine hydrochloride, the active ingredient of ALLEGRA Tablets, ALLEGRA ODT and ALLEGRA Oral Suspension, is a histamine H1-receptor antagonist with the chemical name ()-4-[1 hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl]-,-dim...
    Active IngredientFexofenadine hydrochloride
    Dosage FormSuspension
    RouteOral
    Strength30mg/5ml
    Market StatusPrescription
    CompanySanofi Aventis Us

    2 of 4  
    Drug NameFexofenadine hydrochloride
    Drug LabelFexofenadine hydrochloride is a histamine H1-receptor antagonist with the chemical name (benzeneacetic acid hydrochloride. It has the following chemical structure:C32H39NO4Molecular Weight: 538.13Fexofenadine hydrochloride is a white to off-white cry...
    Active IngredientFexofenadine hydrochloride
    Dosage FormTablet; Suspension
    Routeoral; Oral
    Strength180mg; 30mg/5ml; 60mg; 30mg; 30mg/ml
    Market StatusTentative Approval; Prescription
    CompanyRanbaxy; Aurolife Pharma; Actavis Mid Atlantic; Teva; Dr Reddys Labs; Sandoz; Mylan; Barr

    3 of 4  
    Drug NameAllegra
    PubMed HealthFexofenadine/Pseudoephedrine (By mouth)
    Drug ClassesAntihistamine, Less-Sedating/Decongestant Combination, Antihistamine/Decongestant Combination
    Drug LabelFexofenadine hydrochloride, the active ingredient of ALLEGRA Tablets, ALLEGRA ODT and ALLEGRA Oral Suspension, is a histamine H1-receptor antagonist with the chemical name ()-4-[1 hydroxy-4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl]-,-dim...
    Active IngredientFexofenadine hydrochloride
    Dosage FormSuspension
    RouteOral
    Strength30mg/5ml
    Market StatusPrescription
    CompanySanofi Aventis Us

    4 of 4  
    Drug NameFexofenadine hydrochloride
    Drug LabelFexofenadine hydrochloride is a histamine H1-receptor antagonist with the chemical name (benzeneacetic acid hydrochloride. It has the following chemical structure:C32H39NO4Molecular Weight: 538.13Fexofenadine hydrochloride is a white to off-white cry...
    Active IngredientFexofenadine hydrochloride
    Dosage FormTablet; Suspension
    Routeoral; Oral
    Strength180mg; 30mg/5ml; 60mg; 30mg; 30mg/ml
    Market StatusTentative Approval; Prescription
    CompanyRanbaxy; Aurolife Pharma; Actavis Mid Atlantic; Teva; Dr Reddys Labs; Sandoz; Mylan; Barr

    5 Pharmacology and Biochemistry
    5.1 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, Non-Sedating

    A class of non-sedating drugs that bind to but do not activate histamine receptors (DRUG INVERSE AGONISM), thereby blocking the actions of histamine or histamine agonists. These antihistamines represent a heterogenous group of compounds with differing chemical structures, adverse effects, distribution, and metabolism. Compared to the early (first generation) antihistamines, these non-sedating antihistamines have greater receptor specificity, lower penetration of BLOOD-BRAIN BARRIER, and are less likely to cause drowsiness or psychomotor impairment. (See all compounds classified as Histamine H1 Antagonists, Non-Sedating.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]