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2D Structure
Also known as: 113-92-8, Chlorphenamine maleate, Neorestamin, Synistamin, Piriton, Chlor-trimeton
Molecular Formula
C20H23ClN2O4
Molecular Weight
390.9  g/mol
InChI Key
DBAKFASWICGISY-BTJKTKAUSA-N
FDA UNII
V1Q0O9OJ9Z

A histamine H1 antagonist used in allergic reactions, hay fever, rhinitis, urticaria, and asthma. It has also been used in veterinary applications. One of the most widely used of the classical antihistaminics, it generally causes less drowsiness and sedation than PROMETHAZINE.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-but-2-enedioic acid;3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
2.1.2 InChI
InChI=1S/C16H19ClN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
2.1.3 InChI Key
DBAKFASWICGISY-BTJKTKAUSA-N
2.1.4 Canonical SMILES
CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
V1Q0O9OJ9Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aller-chlor

2. Antihistaminico Llorens

3. Chlo-amine

4. Chlor-100

5. Chlor-trimeton

6. Chlor-tripolon

7. Chlorphenamine

8. Chlorpheniramine

9. Chlorpheniramine Tannate

10. Chlorpro

11. Chlorprophenpyridamine

12. Chlorspan 12

13. Chlortab-4

14. Cloro-trimeton

15. Efidac 24

16. Kloromin

17. Maleate, Chlorpheniramine

18. Piriton

19. Tannate, Chlorpheniramine

20. Teldrin

2.3.2 Depositor-Supplied Synonyms

1. 113-92-8

2. Chlorphenamine Maleate

3. Neorestamin

4. Synistamin

5. Piriton

6. Chlor-trimeton

7. Antagonate

8. Kloromin

9. Chlorphenamine Hydrogen Maleate

10. Histaspan

11. Pyridamal

12. Efidac

13. Chlorpheniramine (maleate)

14. Nci-c55265

15. Polaronil

16. Chlorphenamine Maleates

17. V1q0o9oj9z

18. Chlorpheniramine Maleate Salt

19. Chlorprophenpyridamine Maleate

20. Chloropheniramine Maleate

21. Chebi:3645

22. 3-(4-chlorophenyl)-n,n-dimethyl-3-(pyridin-2-yl)propan-1-amine Maleate

23. Nsc-756684

24. Chlortrimeton

25. Allerclor

26. Allergin

27. Chlormene

28. Ibioton

29. Lorphen

30. Alunex

31. Dehist

32. Piriex

33. Chlor-tripolon

34. C-meton

35. (z)-but-2-enedioic Acid;3-(4-chlorophenyl)-n,n-dimethyl-3-pyridin-2-ylpropan-1-amine

36. Histadur Dura-tabs

37. Chlor-trimeton Od

38. Pyridamal 100

39. Pyridamal-100

40. Polaronil [german]

41. Carbinoxamide Maleate

42. Chlor-trimeton Allergy

43. Phenalin

44. Chlor-trimeton Injection

45. Histaspan-plus

46. Histaspan-d

47. Medique Chlorphen

48. Dl-chlorpheniramine Maleate

49. Ru-tuss Capsules

50. Smr000466271

51. Chloroprophenpyridamine Maleate

52. Ccris 1418

53. 3-(4-chlorophenyl)-n,n-dimethyl-3-pyridin-2-ylpropan-1-aminium (2z)-3-carboxyprop-2-enoate

54. Chlor-trimeton 12 Hour

55. Efidac 24 Chlorpheniramine Maleate

56. Sr-01000075261

57. M.p. Chlorcaps T.d.

58. Einecs 204-037-5

59. Mfcd00069225

60. Chlorpheniramine Maleate Oros Tablets

61. Unii-v1q0o9oj9z

62. Nasohist

63. Puermin

64. Corfen

65. Lohist

66. Chlor-trimeton Repetabs, Syrup, And Tablets

67. Sine Off

68. Sildec Pe

69. Alka-seltzer Plus

70. Prestwick_57

71. Chlorphenaminemaleate

72. Chlorpheniramine Maleate [usp:jan]

73. Teldrin (tn)

74. (+/-)-chlorpheniramine Maleate Salt

75. Chlorophenaminemaleate

76. Zodryl Ac 25

77. Zodryl Ac 30

78. Zodryl Ac 40

79. Zodryl Ac 50

80. Zodryl Ac 60

81. Zodryl Ac 80

82. Chlor-trimeton (tn)

83. 1-p-chlorophenyl-1-(2-pyridyl)-3-dimethylaminopropane Maleate

84. Dl-2-(p-chloro-alpha-2-(dimethylamino)ethylbenzyl)pyridine Maleate

85. 1-(n,n-dimethylamino)-3-(p-chlorophenyl-3-alpha-pyridyl)propane Maleate

86. 1-(p-chlorphenyl)-1-(2-pyridyl)-3-dimethylaminopropan Maleat [german]

87. 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine Maleate (1:1)

88. Chembl1659

89. (y)-chlorpheniramine Maleate

90. Chlorphenamini Hydrogenomaleas

91. Schembl33357

92. (?)-chlorpheniramine Maleate

93. Mls000758311

94. Mls001148230

95. Mls001424173

96. (+/-)-chlorpheniramine Maleate

97. Hms501n18

98. Hy-b0286a

99. (a+/-)-chlorpheniramine Maleate

100. Amf0009

101. 1-(p-chlorphenyl)-1-(2-pyridyl)-3-dimethylaminopropan Maleat

102. Hms1568g16

103. Hms2051l14

104. Hms2093n19

105. Hms2095g16

106. Hms2230f21

107. Hms2232b23

108. Hms3260f04

109. Hms3712g16

110. Hms3884o10

111. Pharmakon1600-01505530

112. Tox21_500261

113. Ac-267

114. Chlorpheniramine Maleate [mi]

115. Nsc759156

116. S1816

117. Chlorpheniramine Maleate (jp17/usp)

118. Chlorpheniramine Maleate [jan]

119. Akos015951220

120. Chlorphenamine Maleate [mart.]

121. Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-, Maleate (1:1)

122. Ccg-101036

123. Ccg-220117

124. Ccg-221565

125. Chlorphenamine Maleate [who-dd]

126. Lp00261

127. Nc00286

128. Nsc 756684

129. 2-pyridinepropanamine, .gamma.-(4-chlorophenyl)-n,n-dimethyl-, (z)-2-butenedioate (1:1)

130. 2-pyridinepropanamine, Gamma-(4-chlorophenyl)-n,n-dimethyl-, (z)-2-butenedioate (1:1)

131. Chlorpheniramine Maleate [vandf]

132. Chlorpheniramine Maleate [usp-rs]

133. Ncgc00093720-01

134. Ncgc00093720-02

135. Ncgc00260946-01

136. As-13167

137. Smr000653461

138. Chlorphenamine Maleate [ep Monograph]

139. Eu-0100261

140. Sw196372-4

141. Chlorpheniramine Maleate [orange Book]

142. C 3025

143. C07780

144. Chlorpheniramine Maleate [usp Monograph]

145. Contac Component Chlorpheniramine Maleate

146. D00665

147. D70131

148. Drize Component Chlorpheniramine Maleate

149. Ornade Component Chlorpheniramine Maleate

150. Chlorphenamine Hydrogen Maleate [who-ip]

151. Demazin Component Chlorpheniramine Maleate

152. Isoclor Component Chlorpheniramine Maleate

153. ( Inverted Question Mark)-chlorpheniramine Maleate

154. Chlorpheniramine Maleate Component Of Contac

155. Chlorpheniramine Maleate Component Of Drize

156. Chlorpheniramine Maleate Component Of Ornade

157. Triaminic Component Chlorpheniramine Maleate

158. Chlorphenamini Hydrogenomaleas [who-ip Latin]

159. Chlorpheniramine Maleate 100 Microg/ml In Methanol

160. Chlorpheniramine Maleate Component Of Demazin

161. Chlorpheniramine Maleate Component Of Isoclor

162. Sr-01000075261-1

163. Sr-01000075261-9

164. W-108612

165. Chlorpheniramine Maleate Component Of Triaminic

166. Q27106157

167. F2173-0923

168. Codimal-l.a. 12 Component Chlorpheniramine Maleate

169. Advil Allergy Sinus Component Chlorpheniramine Maleate

170. Chlorpheniramine Maleate Component Of Advil Allergy Sinus

171. Chlorpheniramine Maleate Component Of Codimal-l.a. 12

172. (+/-)-chlorpheniramine Maleate Salt >=99% (perchloric Acid Titration)

173. (+/-)-chlorpheniramine Maleate Salt, >=99% (perchloric Acid Titration)

174. [3-(4-chloro-phenyl)-3-pyridin-2-yl-propyl]-dimethyl-amine Maleate

175. Chlorphenamine Maleate, European Pharmacopoeia (ep) Reference Standard

176. 2-(p-chloro-.alpha.-(2-(dimethylamino)ethyl)benzyl)pyridine Maleate (1:1)

177. 2-pyridinepropanamine, Gamma-(4-chlorophenyl)-n,n-dimethyl-, (2z)-2-butenedioate (1:1)

178. Chlorphenamine Maleate (chlorpheniramine Maleate) 1.0 Mg/ml In Methanol (as Free Base)

179. Chlorpheniramine Maleate, Pharmaceutical Secondary Standard; Certified Reference Material

180. Chlorpheniramine Maleate, United States Pharmacopeia (usp) Reference Standard

181. Chlorpheniramine Maleate Salt Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.3.3 Other Synonyms

1. Chlorpheniaramine Maleate

2. Chloropheniramine Maleate

3. Chlorphenamine Maleate

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 390.9 g/mol
Molecular Formula C20H23ClN2O4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass390.1346349 g/mol
Monoisotopic Mass390.1346349 g/mol
Topological Polar Surface Area90.7 Ų
Heavy Atom Count27
Formal Charge0
Complexity368
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameChlorpheniramine maleate
Drug LabelEd Chlortan Tablets are yellow, round, plain bottom, debossed "PH above 012" on top....
Active IngredientChlorpheniramine maleate
Dosage FormTablet, extended release
RouteOral
Strength12mg
Market StatusOver the Counter
CompanyAvanthi

2 of 2  
Drug NameChlorpheniramine maleate
Drug LabelEd Chlortan Tablets are yellow, round, plain bottom, debossed "PH above 012" on top....
Active IngredientChlorpheniramine maleate
Dosage FormTablet, extended release
RouteOral
Strength12mg
Market StatusOver the Counter
CompanyAvanthi

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


Antipruritics

Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)


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.)


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