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Chemistry

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Also known as: 132-20-7, Inhiston, Trimetose, Daneral, Naphcon a, Pheniramine hydrogen maleate
Molecular Formula
C20H24N2O4
Molecular Weight
356.4  g/mol
InChI Key
SSOXZAQUVINQSA-BTJKTKAUSA-N
FDA UNII
NYW905655B

Pheniramine Maleate
One of the HISTAMINE H1 ANTAGONISTS with little sedative action. It is used in treatment of hay fever, rhinitis, allergic dermatoses, and pruritus.
1 2D Structure

Pheniramine Maleate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-but-2-enedioic acid;N,N-dimethyl-3-phenyl-3-pyridin-2-ylpropan-1-amine
2.1.2 InChI
InChI=1S/C16H20N2.C4H4O4/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16;5-3(6)1-2-4(7)8/h3-10,12,15H,11,13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
2.1.3 InChI Key
SSOXZAQUVINQSA-BTJKTKAUSA-N
2.1.4 Canonical SMILES
CN(C)CCC(C1=CC=CC=C1)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O
2.1.5 Isomeric SMILES
CN(C)CCC(C1=CC=CC=C1)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
2.2 Other Identifiers
2.2.1 UNII
NYW905655B
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Avil

2. Bimaleate, Pheniramine

3. Daneral

4. Histapyridamine

5. Maleate, Pheniramine

6. Pheniramine

7. Pheniramine Bimaleate

8. Propheniramine

9. Prophenpyridamine

2.3.2 Depositor-Supplied Synonyms

1. 132-20-7

2. Inhiston

3. Trimetose

4. Daneral

5. Naphcon A

6. Pheniramine Hydrogen Maleate

7. Pheniramine Maleate Salt

8. Prophenpyridamine Maleate

9. Antolozine

10. Fervex

11. Pheniramine (maleate)

12. 1-phenyl-1-(2-pyridyl)-3-dimethylaminopropane Maleate

13. Nsc-757270

14. Chebi:31990

15. Nyw905655b

16. Pm-241

17. Avil-retard

18. N,n-dimethyl-3-phenyl-3-(2-pyridyl)propylamine Hydrogen Maleate

19. 2-pyridinepropanamine, N,n-dimethyl-gamma-phenyl-, (2z)-2-butenedioate (1:1)

20. Pheniramine Maleate [usan]

21. Ccris 6265

22. Sr-01000075263

23. Einecs 205-051-4

24. Ho 11513

25. N,n-dimethyl-3-phenyl-3-(pyridin-2-yl)propan-1-amine Maleate

26. Unii-nyw905655b

27. Pheniramine Maleate [usan:usp]

28. Prestwick_769

29. Mfcd00079250

30. 2-(alpha-(2-(dimethylamino)ethyl)benzyl)pyridine, Maleate

31. 2-(alpha-(2-(dimethylamino)ethyl)benzyl)pyridine, Bimaleate

32. Phenyl(2-pyridyl)(beta-n,n-dimethylaminomethyl) Methane Maleate

33. 1-(n,n-dimethylamino)-3-(phenyl-3-alpha-pyridyl)propane Maleate

34. 2-pyridinepropanamine, N,n-dimethyl-gamma-phenyl-, (z)-2-butenedioate (1:1)

35. Chembl1653

36. Schembl25318

37. Mls001148181

38. Spectrum1500478

39. Pheniramine Maleate (jan/usp)

40. 2-(alpha-(2-dimethylaminoethyl)benzyl)pyridine Bimaleate

41. Pheniramine Maleate [mi]

42. Hms500l17

43. Pheniramine Maleate [jan]

44. (z)-but-2-enedioic Acid;n,n-dimethyl-3-phenyl-3-pyridin-2-ylpropan-1-amine

45. Hms1568k19

46. Hms1920f22

47. Hms2091p04

48. Hms2095k19

49. Hms2232i20

50. Hms3263e03

51. Hms3712k19

52. Hms3885m20

53. Pharmakon1600-01500478

54. Pheniramine Maleate [vandf]

55. Hy-b0971

56. Pheniramine Maleate [mart.]

57. Tox21_500981

58. Ccg-39109

59. Nsc757270

60. Pheniramine Maleate [usp-rs]

61. Pheniramine Maleate [who-dd]

62. Pyridine, 2-(alpha-(2-(dimethylamino)ethyl)benzyl)-, Maleate (1:1)

63. (2z)-but-2-enedioic Acid; Dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine

64. Akos026749878

65. Cs-4460

66. Lp00981

67. Nsc 757270

68. 2-pyridinepropanamine, N,n-dimethyl-.gamma.-phenyl-, (2z)-2-butenedioate (1:1)

69. 2-pyridinepropanamine, N,n-dimethyl-.gamma.-phenyl-, (z)-2-butenedioate (1:1)

70. Ncgc00094281-01

71. Ncgc00094281-02

72. Ncgc00094281-03

73. Ncgc00094281-04

74. Ncgc00094281-05

75. Ncgc00261666-01

76. Pheniramine Maleate [ep Impurity]

77. Pheniramine Maleate [orange Book]

78. Ac-15941

79. As-12971

80. Bp166247

81. Pheniramine Maleate [ep Monograph]

82. Smr000653458

83. Pheniramine Maleate [usp Monograph]

84. Eu-0100981

85. P2271

86. S4045

87. Sw196908-3

88. Visine-a Component Pheniramine Maleate

89. Naphcon-a Component Pheniramine Maleate

90. D01174

91. P 6902

92. Pheniramine Maleate Component Of Opcon-a

93. Pheniramine Maleate Component Of Visine-a

94. Pheniramine Maleate Component Of Naphcon-a

95. J-006144

96. Sr-01000075263-1

97. Sr-01000075263-4

98. Sr-01000075263-7

99. Q27114744

100. Benzenepropanoic Acid, 4-(1-methylethyl)-.alpha.-oxo-

101. 1-phenyl-1-(2-pyridyl)-3-dimethaminopropane Maleinate

102. 2-(.alpha.-(2-dimethylaminoethyl)benzyl)pyridine Bimaleate

103. Pheniramine Maleate, European Pharmacopoeia (ep) Reference Standard

104. 2-(.alpha.-(2-(dimethylamino)ethyl)benzyl)pyridine Bimaleate

105. Pheniramine Maleate, United States Pharmacopeia (usp) Reference Standard

106. Pyridine, 2-(.alpha.-(2-(dimethylamino)ethyl)benzyl)-, Maleate (1:1)

107. 155683-11-7

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 356.4 g/mol
Molecular Formula C20H24N2O4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass356.17360725 g/mol
Monoisotopic Mass356.17360725 g/mol
Topological Polar Surface Area90.7 Ų
Heavy Atom Count26
Formal Charge0
Complexity340
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


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.)


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