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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]

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Certificate Number : R0-CEP 2019-120 - Rev 00

Status : Valid

Issue Date : 2022-09-27

Type : Chemical

Substance Number : 23

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Issue Date : 2021-03-22

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06-Jan-2021
25-Sep-2024
KGS
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DRUG PRODUCT COMPOSITIONS

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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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