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Doxylamine Succinate

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Pharm-Rx Doxylamine Succinate

Synopsis

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Chemistry

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Also known as: 562-10-7, Decapryn, Doxylamine (succinate), Gittalun, Unisom, Doxylamine hydrogen succinate

Molecular Formula

C₂₁H₂₈N₂O₅

Molecular Weight

388.5 g/mol

InChI Key

KBAUFVUYFNWQFM-UHFFFAOYSA-N

FDA UNII

V9BI9B5YI2

Doxylamine Succinate is a pyridine derivate histamine H1 antagonist with pronounced sedative properties. Doxylamine succinate competitively blocks the histamine H1 receptor and limits the typical allergic and anaphylactic responses, including bronchoconstriction, vasodilation, increased capillary permeability, and spasmodic contraction of gastrointestinal smooth muscle, caused by actions of histamine on bronchial and gastrointestinal smooth muscles, and on capillaries. This drug also prevents histamine-induced pain and itching of the skin and mucous membranes.

1 2D Structure

Doxylamine Succinate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

butanedioic acid;N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine

2.1.2 InChI

InChI=1S/C17H22N2O.C4H6O4/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16;5-3(6)1-2-4(7)8/h4-12H,13-14H2,1-3H3;1-2H2,(H,5,6)(H,7,8)

2.1.3 InChI Key

KBAUFVUYFNWQFM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C1=CC=CC=C1)(C2=CC=CC=N2)OCCN(C)C.C(CC(=O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

V9BI9B5YI2

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 562-10-7

2. Decapryn

3. Doxylamine (succinate)

4. Gittalun

5. Unisom

6. Doxylamine Hydrogen Succinate

7. Doxylamine Succinate Salt

8. Hoggar N

9. Doxy-sleep-aid

10. Evigoa D

11. A-h Injection

12. Decapryn Succinate

13. Doxylamine Succinate (1:1)

14. Alsadorm

15. Mereprine

16. Decapryn Succinate (1:1)

17. Alsodorm

18. Donormil

19. Donormyl

20. Dormidina

21. Meraprina

22. Nsc-74772

23. Doxylamine Succinate [usp]

24. V9bi9b5yi2

25. Butanedioic Acid;n,n-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine

26. Mls000028417

27. 2-dimethylaminoethoxyphenylmethyl-2-picoline Succinate (1:1)

28. Chebi:82461

29. N,n-dimethyl-2-(1-phenyl-1-(pyridin-2-yl)ethoxy)ethanamine Succinate

30. Sedaplus

31. Smr000058436

32. Decapryn (tn)

33. Dsstox_cid_552

34. Doxylamine Succinate (usp)

35. Butanedioic Acid, Compd. With N,n-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine (1:1)

36. Dsstox_rid_75656

37. Ethanamine, N,n-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)-, Butanedioate (1:1)

38. Dsstox_gsid_20552

39. Butanedioic Acid, Compd. Withn,n-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine (1:1)other Ca Index Names:ethanamine, N,n-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]-,butanedioate (1:1)

40. N,n-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine Succinate

41. Topcare Sleep Aid

42. Butanedioic Acid, Compd. With N,n-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine (1:1)

43. Ccris 4811

44. Sr-01000003036

45. Einecs 209-228-7

46. Equaline Sleep Aid

47. Mfcd00056168

48. Nsc 74772

49. Doxylamine Succinate Liquid

50. Unii-v9bi9b5yi2

51. Safetussin

52. Ai3-23993

53. Ncgc00017028-02

54. Cas-562-10-7

55. Prestwick_887

56. Dimethylaminoethoxy-methyl-benzyl-pyridine Succinate

57. Decamium

58. 2-dimethylaminoethoxyphenylmethyl-2-picoline Succinate

59. Opera_id_566

60. Phenyl2-pyridylmethyl-beta-n,n-dimethylaminoethyl Ether Succinate

61. 2-(alpha-(2-dimethylaminoethoxy)-alpha-methylbenzyl)pyridine Succinate

62. 2-(alpha(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine Succinate (1:1)

63. Alpha-(2-dimethylaminoethoxy)-alpha-methyl-alpha-phenyl-2-picoline Acid Succinate

64. Pyridine, Succinate (1:1)

65. Mls000758288

66. Mls001076141

67. Mls001424137

68. Mls002222274

69. Schembl160443

70. Spectrum1500267

71. Chembl1200392

72. Dtxsid7020552

73. Doxylamine For System Suitability

74. Hms502k03

75. Doxylamine Succinate [mi]

76. Hms1568e15

77. Hms1920k04

78. Hms2051f14

79. Hms2091b09

80. Hms2095e15

81. Hms2231g05

82. Hms3261e17

83. Hms3370k04

84. Hms3393f14

85. Hms3652h19

86. Hms3712e15

87. Hms3885d13

88. Pharmakon1600-01500267

89. Doxylamine Succinate [iarc]

90. Bcp24067

91. Hy-a0069

92. Nsc74772

93. Doxylamine Succinate [vandf]

94. Tox21_113515

95. Tox21_202078

96. Tox21_302861

97. Tox21_500348

98. Ccg-38929

99. Doxylamine Succinate [mart.]

100. Nsc756752

101. S4240

102. Doxylamine Succinate [usp-rs]

103. Doxylamine Succinate [who-dd]

104. Akos025310916

105. Butanedioic Acid,n,n-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine

106. Tox21_113515_1

107. Ac-4487

108. Ccg-101033

109. Cs-3232

110. Lp00348

111. Nc00283

112. Nsc-756752

113. Pyridine, 2-(alpha-(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)-, Succinate (1:1)

114. Doxylamine Succinate [green Book]

115. Ncgc00016140-02

116. Ncgc00016140-03

117. Ncgc00016140-04

118. Ncgc00021147-11

119. Ncgc00089789-03

120. Ncgc00093785-01

121. Ncgc00093785-02

122. Ncgc00093785-03

123. Ncgc00256517-01

124. Ncgc00259627-01

125. Ncgc00261033-01

126. As-13661

127. Doxylamine Succinate [orange Book]

128. Succinic Acid, Compd. With 2-(alpha-(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine (1:1)

129. Db-052868

130. Doxylamine Succinate [usp Monograph]

131. D5583

132. Eu-0100348

133. Ft-0625595

134. Ft-0667789

135. Sw197008-4

136. Wln: T6nj Bx1&r&o2n1&1 &ov2vo

137. Bonjesta Component Doxylamine Succinate

138. Diclegis Component Doxylamine Succinate

139. Bendectin Component Doxylamine Succinate

140. C19414

141. D 3775

142. D-9200

143. D02327

144. D81886

145. Diclectin Component Doxylamine Succinate

146. Doxylamine Succinate Component Of Bonjesta

147. Doxylamine Succinate Component Of Diclegis

148. Doxylamine Hydrogen Succinate [ep Impurity]

149. Doxylamine Succinate Component Of Bendectin

150. Doxylamine Hydrogen Succinate [ep Monograph]

151. Sr-01000003036-2

152. Sr-01000003036-6

153. Sr-01000003036-9

154. (dimethylamino)ethoxy-methyl-benzyl-pyridine Succinate

155. F2173-1155

156. [[[(2-dimethylamino)ethoxy]phenyl]methyl]-2-picoline Succinate

157. 2-[a-[2-(dimethylamino)ethoxy]-a-methylbenzyl]pyridine Succinate

158. Doxylamine Hydrogen Succinate 1.0 Mg/ml In Methanol (as Free Base)

159. Doxylamine Succinate, United States Pharmacopeia (usp) Reference Standard

160. N,n-dimethyl-2-(1-phenyl-1-(pyridin-2-yl)ethoxy)ethanaminesuccinate

161. Phenyl2-pyridylmethyl-(.beta.-n,n-dimethylamino)ethyl Ether Succinate

162. 2-(.alpha.(2-(dimethylamino)ethoxy)-.alpha.-methylbenzyl)pyridine Succinate (1:1)

163. 2-[[.alpha.-(2-dimethylamino)ethoxy]-.alpha.-methylbenzyl]pyridine Succinate

164. Butanedioic Acid,n-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine (1:1)

165. Doxylamine For System Suitability, European Pharmacopoeia (ep) Reference Standard

166. Doxylamine Hydrogen Succinate, European Pharmacopoeia (ep) Reference Standard

167. Doxylamine Succinate, Pharmaceutical Secondary Standard; Certified Reference Material

168. Doxylamine Succinate Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

169. N,n-dimethyl-2-((1rs)-1-phenyl-1-(pyridin-2-yl)ethoxy(ethanamine Hydrogen Butanedioate

170. Succinic Acid, Compd. With 2-[.alpha.-[2-(dimethylamino)ethoxy]-.alpha.-methylbenzyl]pyridine (1:1)

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₈N₂O₅
Molecular Weight	388.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	9
Exact Mass	388.19982200 g/mol
Monoisotopic Mass	388.19982200 g/mol
Topological Polar Surface Area	100 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	369
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Doxylamine succinate
Drug Label	TAMPER EVIDENT: Do not use if printed foil inner seal under bottle cap is broken or missing. Failure to follow these warnings could result in serious consequences.www.sambrosadreams.comProcessed in the United States with Foreign IngredientsDist. by S...
Active Ingredient	Doxylamine succinate
Dosage Form	Tablet
Route	Oral
Strength	25mg
Market Status	Over the Counter
Company	Perrigo; Lnk

2 of 4
Drug Name	Unisom
PubMed Health	Doxylamine (By mouth)
Drug Classes	Respiratory Agent
Active Ingredient	Doxylamine succinate
Dosage Form	Tablet
Route	Oral
Strength	25mg
Market Status	Over the Counter
Company	Chattem

3 of 4
Drug Name	Doxylamine succinate
Drug Label	TAMPER EVIDENT: Do not use if printed foil inner seal under bottle cap is broken or missing. Failure to follow these warnings could result in serious consequences.www.sambrosadreams.comProcessed in the United States with Foreign IngredientsDist. by S...
Active Ingredient	Doxylamine succinate
Dosage Form	Tablet
Route	Oral
Strength	25mg
Market Status	Over the Counter
Company	Perrigo; Lnk

4 of 4
Drug Name	Unisom
PubMed Health	Doxylamine (By mouth)
Drug Classes	Respiratory Agent
Active Ingredient	Doxylamine succinate
Dosage Form	Tablet
Route	Oral
Strength	25mg
Market Status	Over the Counter
Company	Chattem

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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Histamine Receptor Antagonists [MoA]; Antihistamine [EPC]

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2 Pharm-RX Chemical

9 Boai NKY Pharmaceuticals Ltd

15 Gangwal Healthcare

11 Nanjing Well Pharmaceutical

2 Pfanstiehl

4 ACG Worldwide

14 Actylis

1 Aeon Procare

2 Alcedo Pharmachem

10 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

37 BASF

8 Beneo

1 Bioplus Life Sciences

5 Clariant

14 Corel Pharma Chem

4 DFE Pharma

2 Finar

15 Gangwal Chemicals

11 Ideal Cures Pvt Ltd

5 Ingredion Pharma Solutions

19 Kerry

5 Kima Chemical

6 Lonza Capsugel

18 Microlex e.U

1 Nanjing Bold Chemical

2 Nomisma Healthcare

4 Novo Excipients

4 Pharmatrans-Sanaq

10 Pluviaendo

4 Prachin Chemical

1 Qianhao Chemical (Hebei) Co., Ltd

2 Qualicaps

36 Roquette

15 Seppic

7 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

1 Shanghai Welltone Material Technology Co., Ltd

2 Shijiazhuang Huaxu Pharmaceutical

11 Sigachi Industries

4 The Dow Chemical Company

3 Ulanqab Kema New Material

2 Valens Pharmachem

4 Vasa Pharmachem

1 Vertellus

2 Zhejiang Huakang Pharmaceutical

EXCIPIENTS BY APPLICATIONS

92 Fillers, Diluents & Binders

76 Coating Systems & Additives

47 Taste Masking

46 Direct Compression

45 Controlled & Modified Release