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Pyrilamine Maleate

Pyrilamine Maleate

Synopsis, Chemistry

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Also known as: Mepyramine maleate, 59-33-6, Histatex, Histan, Anisopyradamine, Histosol

Molecular Formula

C₂₁H₂₇N₃O₅

Molecular Weight

401.5 g/mol

InChI Key

JXYWFNAQESKDNC-BTJKTKAUSA-N

FDA UNII

R35D29L3ZA

A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.

1 2D Structure

Pyrilamine Maleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine

2.1.2 InChI

InChI=1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

JXYWFNAQESKDNC-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O

2.2 Other Identifiers

2.2.1 UNII

R35D29L3ZA

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Anthisan

2. Boots Bite And Sting Relief

3. Kriptin

4. Maleate, Mepyramine

5. Maleate, Pyrilamine

6. Mepyramine

7. Mepyramine Maleate

8. Pyranisamine

9. Pyrilamine

2.3.2 Depositor-Supplied Synonyms

1. Mepyramine Maleate

2. 59-33-6

3. Histatex

4. Histan

5. Anisopyradamine

6. Histosol

7. Minihist

8. Pyrilamine Maleate Salt

9. Diaminide Maleate

10. Paraminyl Maleate

11. Antihist

12. Enrumay

13. Histine

14. Paramal

15. Pymafed

16. Pyraninyl

17. Renstamin

18. Pyramal Maleate

19. Stangen Maleate

20. Anthisan Maleate

21. Statomin Maleate

22. Thylogen Maleate

23. Pyra-maleate

24. Neoantergan Maleate

25. Pyranilamine Maleate

26. Pyranisamine Maleate

27. Neo-antergan Maleate

28. 2786 R.p. Maleate

29. Stamine

30. Neo-antergan

31. Nsc-3604

32. 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)pyridine Maleate (1:1)

33. Mls000069668

34. R35d29l3za

35. 1,2-ethanediamine, N-((4-methoxyphenyl)methyl)-n',n'-dimethyl-n-2-pyridinyl-, (z)-2-butenedioate (1:1)

36. Kriptin Maleate

37. Pyra Maleate

38. Prefrin A

39. Dorantamin Maleate

40. (z)-but-2-enedioic Acid;n'-[(4-methoxyphenyl)methyl]-n,n-dimethyl-n'-pyridin-2-ylethane-1,2-diamine

41. 1,2-ethanediamine,n-[(4-methoxyphenyl)methyl]-n',n'-dimethyl-n-2-pyridinyl-,(2z)-2-butenedioate (1:1)

42. Smr000058495

43. Histavet-p (veterinary)

44. (e)-but-2-enedioic Acid;n'-[(4-methoxyphenyl)methyl]-n,n-dimethyl-n'-pyridin-2-ylethane-1,2-diamine

45. N,n-dimethyl-n'-{[4-(methyloxy)phenyl]methyl}-n'-pyridin-2-ylethane-1,2-diamine (2z)-but-2-enedioate

46. Mepyramine Hydrogen Maleinate

47. Pyma

48. Histavet-p

49. Mepiramine Maleate

50. N1-(4-methoxybenzyl)-n2,n2-dimethyl-n1-(pyridin-2-yl)ethane-1,2-diamine Maleate

51. Component Of Pyrdex

52. Pymafed (tn)

53. Ccris 1330

54. Cas-59-33-6

55. Sr-01000000225

56. Nsc 3604

57. Einecs 200-422-7

58. Mfcd00069333

59. Pyrilamine Maleate (usp)

60. Component Of Endotussin-nn

61. Unii-r35d29l3za

62. N-dimethylaminoethyl-n-p-methoxy-alpha-aminopyridine Maleate

63. Pyrilamine Maleate [usan:usp]

64. N,n-dimethyl-n'-(4-methoxybenzyl)-n'-(2-pyridyl)ethylenediamine Maleate

65. N-p-methoxybenzyl-n',n'-dimethyl-n-alpha-pyridylethylenediamine Maleate

66. Prestwick_634

67. Opera_id_1702

68. 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine Bimaleate

69. Dsstox_cid_1216

70. P 5514

71. Pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-, Maleate (1:1)

72. Dsstox_rid_76015

73. Dsstox_gsid_21216

74. Schembl27430

75. 1,2-ethanediamine, N-((4-methoxyphenyl)methyl)-n',n'-dimethyl-n-2-pyridinyl-, (2z)-2-butenedioate (1:1)

76. Mls001148634

77. Pyrilamine Maleate; Mepyramine

78. Spectrum1500519

79. Pyrilamine Maleate [mi]

80. Chembl1201006

81. Dtxsid4021216

82. Hms500i17

83. Nsc3604

84. Hms1568j20

85. Hms1920n10

86. Hms2092e11

87. Hms2095j20

88. Hms2234i23

89. Hms2234i24

90. Hms3262b22

91. Hms3411m20

92. Hms3675m20

93. Hms3712j20

94. Pharmakon1600-01500519

95. Pyrilamine Maleate [vandf]

96. Mepyramine Maleate [mart.]

97. Hy-b1281

98. Mepyramine Maleate [who-dd]

99. Pyrilamine Maleate [usp-rs]

100. Tox21_200514

101. Tox21_500890

102. 2-[[2-(dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine Maleate

103. Ccg-39244

104. N-(dimethylamino)ethyl-n-(p-methoxy)-.alpha.-aminopyridine Maleate

105. Nsc757305

106. S4382

107. Akos015950805

108. N-(p-methoxybenzyl)-n',n'-dimethyl-n-.alpha.-pyridylethylenediamine Maleate

109. Lp00890

110. Nsc-757305

111. Pyrilamine Maleate [green Book]

112. Pyrilamine Maleate [orange Book]

113. Mepyramine Maleate [ep Monograph]

114. Ncgc00094209-01

115. Ncgc00094209-02

116. Ncgc00094209-03

117. Ncgc00094209-04

118. Ncgc00094209-05

119. Ncgc00258068-01

120. Ncgc00261575-01

121. 1,2-ethanediamine, N1-((4-methoxyphenyl)methyl)-n2,n2-dimethyl-n1-2-pyridinyl-, (2z)-2-butenedioate (1:1)

122. Pyrilamine Maleate [usp Monograph]

123. Smr000653462

124. B6396

125. Cs-0013057

126. Eu-0100890

127. P2369

128. Prefrin-a Component Pyrilamine Maleate

129. D05660

130. Pyrilamine Maleate Component Of Prefrin-a

131. Wln: T6nj Bn1r Do1&2n1&1 &ov1u1vo

132. Sr-01000000225-2

133. Sr-01000000225-4

134. Sr-01000000225-5

135. Sr-01000000225-8

136. Q27287732

137. N-(p-methoxybenzyl)-n,2-ethanediamine, Maleic Acid Salt

138. 2-[(2-dimethylaminoethyl)(p-methoxybenzyl)amino]pyridine Maleate

139. Mepyramine Maleate, European Pharmacopoeia (ep) Reference Standard

140. 2-[[2-(dimethylamino)ethyl]( P-methoxybenzyl)amino]pyridine Maleate (1:1)

141. Pyrilamine Maleate, United States Pharmacopeia (usp) Reference Standard

142. 1, N-[(4-methoxyphenyl)methyl]-n',n'-dimethyl-n-2-pyridinyl-, (z)-2-butenedioate (1:1)

143. N-(4-methoxyphenyl)methyl-n',n'-dimethyl-n-(2-pyridinyl)-1,2-ethanediamine Maleate

144. N1-(4-methoxybenzyl)-n2,n2-dimethyl-n1-(pyridin-2-yl)ethane-1,2-diaminemaleate

145. Pyrilamine Maleate, Pharmaceutical Secondary Standard; Certified Reference Material

146. N-(4-methoxybenzyl)-n',n'-dimethyl-n-pyridin-2-ylethane-1,2-diamine (2z)-but-2-enedioate

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₇N₃O₅
Molecular Weight	401.5 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	9
Exact Mass	401.19507097 g/mol
Monoisotopic Mass	401.19507097 g/mol
Topological Polar Surface Area	103 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	396
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 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

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.)

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