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    Chemistry

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    Also known as: 147-24-0, Diphenhydramine hcl, Dimedrol, Allergival, Carphenamine, Bendylate
    Molecular Formula
    C17H22ClNO
    Molecular Weight
    291.8  g/mol
    InChI Key
    PCHPORCSPXIHLZ-UHFFFAOYSA-N
    FDA UNII
    TC2D6JAD40
    Diphenhydramine Hydrochloride
    A histamine H1 antagonist used as an antiemetic, antitussive, for dermatoses and pruritus, for hypersensitivity reactions, as a hypnotic, an antiparkinson, and as an ingredient in common cold preparations. It has some undesired antimuscarinic and sedative effects.
    1 2D Structure

    Diphenhydramine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-benzhydryloxy-N,N-dimethylethanamine;hydrochloride
    2.1.2 InChI
    InChI=1S/C17H21NO.ClH/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;/h3-12,17H,13-14H2,1-2H3;1H
    2.1.3 InChI Key
    PCHPORCSPXIHLZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    TC2D6JAD40
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-diphenylmethoxy-n,n-dimethylethylamine

    2. Allerdryl

    3. Benadryl

    4. Benhydramin

    5. Benylin

    6. Benzhydramine

    7. Citrate, Diphenhydramine

    8. Dimedrol

    9. Diphenhydramine

    10. Diphenhydramine Citrate

    11. Diphenhydramine Citrate (1:1)

    12. Diphenylhydramin

    13. Diphenylhydramine

    14. Dormin

    15. Hydrochloride, Diphenhydramine

    2.3.2 Depositor-Supplied Synonyms

    1. 147-24-0

    2. Diphenhydramine Hcl

    3. Dimedrol

    4. Allergival

    5. Carphenamine

    6. Bendylate

    7. Carphenex

    8. Cathejell

    9. Denydryl

    10. Diphamine

    11. Eldadryl

    12. Fenylhist

    13. Noctomin

    14. Ambenyl

    15. Felben

    16. Prodryl

    17. Bena

    18. Diphenhydramine.hcl

    19. Diphenhydramine (hydrochloride)

    20. Allergan

    21. Benylin

    22. Dibenil

    23. Hydramine

    24. Paradryl

    25. Restamin

    26. Silphen

    27. Vicks Formula 44

    28. Beldin

    29. Benzhydramine Hydrochloride

    30. Diphen

    31. Belix

    32. Dobacen Hydrochloride

    33. Dimedrol Hydrochloride

    34. Benzantin Hydrochloride

    35. Difenhydramine Hydrochloride

    36. 2-(benzhydryloxy)-n,n-dimethylethanamine Hydrochloride

    37. Benzantin

    38. Dimedrolum

    39. Diphenylhydramine Hydrochloride

    40. Nci-c56075

    41. Ethanamine, 2-(diphenylmethoxy)-n,n-dimethyl-, Hydrochloride

    42. 2-(benzhydryloxy)-n,n-dimethylethylamine Hydrochloride

    43. Mfcd00012479

    44. Diphenhydramine Hcl (benadryl)

    45. 2-(diphenylmethoxy)-n,n-dimethylethylamine Hydrochloride

    46. N-(2-diphenylmethoxyethyl)-n,n-dimethylamine Hydrochloride

    47. Nsc-33299

    48. Tc2d6jad40

    49. Mls000028428

    50. 2-benzhydryloxy-n,n-dimethylethanamine;hydrochloride

    51. 147-24-0 (hcl)

    52. Sedopretten

    53. Halbmond

    54. Histacyl

    55. Smr000058353

    56. Wehydryl

    57. Resmin

    58. Vena

    59. Dsstox_cid_537

    60. Sekundal-d

    61. 2-diphenylmethoxy-n,n-dimethylethylamine Hydrochloride

    62. Beta-dimethylaminoethyl Benzhydryl Ether Hydrochloride

    63. Dsstox_rid_75646

    64. Dsstox_gsid_20537

    65. Alpha-hydroxydiphenylmethane-beta-dimethylaminoethyl Ether Hydrochloride

    66. Diphenhydramine Hydrochloride 100 Microg/ml In Acetonitrile

    67. Dipjemhist

    68. 2-[(diphenylmethyl)oxy]-n,n-dimethylethanamine Hydrochloride

    69. Banophen

    70. Asdrin

    71. Benadryl Preservative Free

    72. Chebi:4637

    73. Sk-diphenhydramine

    74. Sleep-eze-3

    75. Benadryl Hydrochloride

    76. Ccris 2383

    77. Sr-01000003069

    78. Ncgc00015335-09

    79. Cas-147-24-0

    80. Einecs 205-687-2

    81. Nsc 33299

    82. Unii-tc2d6jad40

    83. Tylenol Pm Tablets/caplets

    84. Tylenol Cold Night Time Liquid

    85. Antitussive Agents

    86. Benadryl (tn)

    87. Prestwick_177

    88. Bayer Select Night Time Pain Relief

    89. Component Of Caladryl

    90. Benadril Hydrochloride

    91. Benzhydrol, Beta-dimethylaminoethyl Ether Hydrochloride

    92. Dimedrol-hydrochloride

    93. Difenidramina Cloridrato

    94. Cpd000058353

    95. Opera_id_152

    96. Component Of Bena-fedrin

    97. Dimethylamine Benzhydryl Ester Hydrochloride

    98. Diphenhydramine Hydrochloride [usp:ban:jan]

    99. Diphenhydramine Hydrochloride Preservative Free

    100. Cloridrato De Difenidramina

    101. Diphenydramine Hydrochloride

    102. Chembl1620

    103. Regid_for_cid_8980

    104. Schembl17071

    105. Mls000758216

    106. Mls001148114

    107. Mls001423951

    108. Mls002222180

    109. Spectrum1500256

    110. Dtxsid4020537

    111. Hy-b0303a

    112. Diphenhydramine Hydrochloride,(s)

    113. Diphenhydramine Hcl [inci]

    114. Hms1568m11

    115. Hms1920i06

    116. Pharmakon1600-01500256

    117. Bcp13546

    118. Nsc33299

    119. Tox21_112991

    120. Tox21_201472

    121. Tox21_300611

    122. Tox21_500377

    123. Ccg-39755

    124. Nsc756729

    125. S1866

    126. Akos005287308

    127. Ac-3449

    128. Lp00377

    129. Nc00060

    130. Nsc-756729

    131. Ncgc00024414-05

    132. Ncgc00093809-01

    133. Ncgc00093809-02

    134. Ncgc00093809-03

    135. Ncgc00093809-04

    136. Ncgc00093809-05

    137. Ncgc00254264-01

    138. Ncgc00259023-01

    139. Ncgc00261062-01

    140. As-12088

    141. Diphenhydramine Hydrochloride (jp17/usp)

    142. Diphenhydramine Hydrochloride [mi]

    143. Sy010546

    144. 2-benzhydryloxy-n,n-dimethylethanamine Hcl

    145. Diphenhydramine Hydrochloride [jan]

    146. Wln: 1n1 & 2oyr & R & Gh

    147. 4-acetoxy-3,5-dimethoxybenzoicacid

    148. D0423

    149. Diphenhydramine Hydrochloride [mart.]

    150. Diphenhydramine Hydrochloride [vandf]

    151. Eu-0100377

    152. Ft-0652576

    153. Sw198731-2

    154. Diphenhydramine Hydrochloride [usp-rs]

    155. Diphenhydramine Hydrochloride [who-dd]

    156. Diphenhydramine Hydrochloride, >=98% (hplc)

    157. C07784

    158. D 3630

    159. D00669

    160. Diphenhydramine Hydrochloride, Analytical Standard

    161. N-(2-diphenylmethoxyethyl)-n,n-dimethylamine Hcl

    162. Diphenhydramine Hydrochloride [ep Impurity]

    163. Diphenhydramine Hydrochloride [orange Book]

    164. Diphenhydramine Hydrochloride [ep Monograph]

    165. Diphenhydramine Hydrochloride [usp Monograph]

    166. Q-201003

    167. Sr-01000003069-2

    168. 2-(benzhydryloxy)-n,n-dimethylethanaminehydrochloride

    169. 2-benzhydryloxy-n,n-dimethylethanamine;hydron;chloride

    170. 2-diphenylmethoxy-n,n-dimethylethanamine Hydrochloride

    171. Q26841258

    172. Sr-01000003069-10

    173. .beta.-dimethylaminoethyl Benzhydryl Ether Hydrochloride

    174. 2-(benzhydryloxy)-n,n-dimethylethan-1-amine Hydrochloride

    175. Ethylamine,n-dimethyl-2-(diphenylmethoxy)-, Hydrochloride

    176. Diphenhydramine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    177. Ethanamine, 2-(diphenylmethoxy)-n,n-dimethyl-, Hydrochloride (1:1)

    178. .alpha.-hydroxydiphenylmethane-.beta.-dimethylaminoethyl Ether Hydrochloride

    179. Diphenhydramine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    180. Diphenhydramine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    181. Diphenhydramine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    182. 8052-21-9

    183. Diphenhydramine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    184. Diphenhydramine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 291.8 g/mol
    Molecular Formula C17H22ClNO
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count6
    Exact Mass291.1389920 g/mol
    Monoisotopic Mass291.1389920 g/mol
    Topological Polar Surface Area12.5 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity211
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    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 NameDiphenhydramine hydrochloride
    Drug LabelDiphenhydramine Hydrochloride is an antihistamine drug having the chemical name 2-(diphenylmethoxy)-N, N-dimethylethylamine hydrochloride. It occurs as a white, odorless crystalline powder and is freely soluble in water and alcohol. The structural fo...
    Active IngredientDiphenhydramine hydrochloride
    Dosage FormElixir; Injectable; Capsule
    RouteInjection; Oral
    Strength50mg/ml; 50mg; 12.5mg/5ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple; Mylan Institutional; Pharm Assoc; App Pharms; Barr

    2 of 4  
    Drug NameDiphenhydramine hydrochloride preservative free
    Active IngredientDiphenhydramine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength50mg/ml
    Market StatusPrescription
    CompanyBd Rx

    3 of 4  
    Drug NameDiphenhydramine hydrochloride
    Drug LabelDiphenhydramine Hydrochloride is an antihistamine drug having the chemical name 2-(diphenylmethoxy)-N, N-dimethylethylamine hydrochloride. It occurs as a white, odorless crystalline powder and is freely soluble in water and alcohol. The structural fo...
    Active IngredientDiphenhydramine hydrochloride
    Dosage FormElixir; Injectable; Capsule
    RouteInjection; Oral
    Strength50mg/ml; 50mg; 12.5mg/5ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple; Mylan Institutional; Pharm Assoc; App Pharms; Barr

    4 of 4  
    Drug NameDiphenhydramine hydrochloride preservative free
    Active IngredientDiphenhydramine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength50mg/ml
    Market StatusPrescription
    CompanyBd Rx

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anesthetics, Local

    Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)

    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.)

    Hypnotics and Sedatives

    Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)

    Antiemetics

    Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

    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.)

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

    API Reference Price

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    05-Jan-2021
    31-Aug-2024
    KGS
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    DOSAGE - CAPSULE;ORAL - 25MG;EQ 200MG FREE AC...DOSAGE - CAPSULE;ORAL - 25MG;EQ 200MG FREE ACID AND POTASSIUM SALT

    USFDA APPLICATION NUMBER - 21393

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    DOSAGE - INJECTABLE;INJECTION - 50MG/ML

    USFDA APPLICATION NUMBER - 80817

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    DOSAGE - ELIXIR;ORAL - 12.5MG/5ML

    USFDA APPLICATION NUMBER - 87513

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