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Carbinoxamine

Synopsis, Chemistry

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Also known as: 3505-38-2, Carbinoxamine maleate salt, Lergefin, Clistin, Ciberon, Cliston

Molecular Formula

C₂₀H₂₃ClN₂O₅

Molecular Weight

406.9 g/mol

InChI Key

GVNWHCVWDRNXAZ-BTJKTKAUSA-N

FDA UNII

02O55696WH

Carbinoxamine Maleate is an ethanolamine class of H1 antihistamines with mild antimuscarinic and sedative properties. Carbinoxamine diminishes the typical histaminergic effects on H1-receptors in bronchial smooth muscle, capillaries, and gastrointestinal smooth muscle, including vasodilation, bronchoconstriction, increased vascular permeability, pain, itching, and spasmodic contractions of gastrointestinal smooth muscle. Carbinoxamine maleate is used to provide symptomatic relieve of allergic symptoms.

1 2D Structure

Carbinoxamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(Z)-but-2-enedioic acid;2-[(4-chlorophenyl)-pyridin-2-ylmethoxy]-N,N-dimethylethanamine

2.1.2 InChI

InChI=1S/C16H19ClN2O.C4H4O4/c1-19(2)11-12-20-16(15-5-3-4-10-18-15)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-10,16H,11-12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

2.1.3 InChI Key

GVNWHCVWDRNXAZ-BTJKTKAUSA-N

2.1.4 Canonical SMILES

CN(C)CCOC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

CN(C)CCOC(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

02O55696WH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Carbinoxamine

2. Histex Ct

3. Histex I-e

4. Histex Pd

2.3.2 Depositor-Supplied Synonyms

1. 3505-38-2

2. Carbinoxamine Maleate Salt

3. Lergefin

4. Clistin

5. Ciberon

6. Cliston

7. P-carbinoxamine Maleate

8. Allergefon Maleate

9. Paracarbinoxamine Maleate

10. Nsc-62362

11. Chebi:31353

12. 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine Maleate

13. Ethanamine, 2-((4-chlorophenyl)-2-pyridinylmethoxy)-n,n-dimethyl-, (z)-2-butenedioate (1:1)

14. 02o55696wh

15. 3505-38-2 (carbinoxamine Maleate)

16. Hislosine

17. Ziriton

18. Histine Sirup

19. Polistin T-caps

20. 2-((4-chlorophenyl)(pyridin-2-yl)methoxy)-n,n-dimethylethan-1-amine Maleate

21. Polistine T-caps

22. Dsstox_cid_27805

23. Dsstox_rid_82573

24. Dsstox_gsid_47828

25. Carbinoxamine Hydrogen Maleate

26. Arbinoxa

27. {2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]ethyl}dimethylamine Maleate

28. Clistine Maleate

29. Clistin-d

30. Karbinal Er

31. (z)-but-2-enedioic Acid;2-[(4-chlorophenyl)-pyridin-2-ylmethoxy]-n,n-dimethylethanamine

32. Ethanamine, 2-((4-chlorophenyl)-2-pyridinylmethoxy)-n,n-dimethyl-, (2z)-2-butenedioate (1:1)

33. Ethanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-n,n-dimethyl-, (2z)-2-butenedioate (1:1)

34. Component Of Clistin-d

35. Sr-01000736676

36. Ncgc00166141-01

37. Einecs 222-498-0

38. Nsc 62362

39. Clistin Maleate

40. Unii-02o55696wh

41. Carbinoxamine Maleate [usp:jan]

42. Prestwick_238

43. Arbinoxamine Maleate

44. Clistin (tn)

45. Karbinal Er (tn)

46. 2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]-n,n-dimethylethanamine Maleate

47. Carbinoxamine (maleate)

48. Carbinoxaminemaleate

49. 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine Bimaleate

50. 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)pyridine Maleate (1:1)

51. Cas-3505-38-2

52. Schembl97703

53. Spectrum1500161

54. Chembl1200974

55. Dtxsid0047828

56. Hms502i21

57. Hy-b1589a

58. Carbinoxamine Maleate (jan/usp)

59. Carbinoxamine Maleate [mi]

60. Hms1570b03

61. Hms1920i21

62. Hms2091a04

63. Hms2097b03

64. Hms3259g22

65. Hms3714b03

66. Hms3885f18

67. Pharmakon1600-01500161

68. Carbinoxamine Maleate [jan]

69. Bcp28449

70. Nsc62362

71. Tox21_112336

72. Carbinoxamine Maleate [vandf]

73. Ccg-40113

74. Mfcd00050923

75. Nsc756670

76. S4696

77. Carbinoxamine Maleate [mart.]

78. Wln: Qv1u1vq -c &621

79. Akos015962162

80. Carbinoxamine Maleate [usp-rs]

81. Carbinoxamine Maleate [who-dd]

82. Tox21_112336_1

83. Ac-5508

84. Cs-8018

85. Nc00602

86. Nsc-756670

87. Ethanamine, 2-[(4-chlorophenyl)-2-pyridinylmethoxy]-n,n-dimethyl-,(2z)-2-butenedioate (1:1)

88. Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethoxy)benzyl)-, Maleate (1:1)

89. Ncgc00095302-01

90. Ncgc00166141-06

91. Bs-43784

92. Carbinoxamine Maleate [orange Book]

93. Carbinoxamine Maleate [usp Monograph]

94. Carbinoxamine Maleate Salt, Analytical Standard

95. D01336

96. Ethanamine,n-dimethyl-, (z)-2-butenedioate (1:1)

97. Sr-01000736676-2

98. Sr-01000736676-3

99. Q27114280

100. 2-[p-chloro-.alpha.-[2-(dimethylamino)ethoxy]benzyl]pyridine Bimaleate

101. 2-[p-chloro-.alpha.-[2-(dimethylamino)ethoxy]benzyl]pyridine Maleate

102. Carbinoxamine Maleate, United States Pharmacopeia (usp) Reference Standard

103. 2-(p-chloro-.alpha.-(2-(dimethylamino)ethoxy)benzyl)pyridine Maleate (1:1)

104. 2-[(4-chlorophenyl)(pyridin-2-yl)methoxy]-n,n-dimethylethanamine (2z)-but-2-enedioate

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₃ClN₂O₅
Molecular Weight	406.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	8
Exact Mass	406.1295495 g/mol
Monoisotopic Mass	406.1295495 g/mol
Topological Polar Surface Area	100 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	386
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Carbinoxamine maleate
Drug Label	Carbinoxamine maleate is a histamine-H1 receptor blocking agent.Each 5 mL (teaspoonful) of oral solution contains 4 mg carbinoxamine maleate and the following inactive ingredients: artificial bubble gum flavor, citric acid (anhydrous), glycerin, meth...
Active Ingredient	Carbinoxamine maleate
Dosage Form	Tablet; Solution
Route	oral; Oral
Strength	4mg; 4mg/5ml
Market Status	Prescription
Company	Vintage Pharms; Cypress Pharm; Lynrose Labs; Mikart; Invagen Pharms

2 of 4
Drug Name	Karbinal er
PubMed Health	Carbinoxamine (By mouth)
Drug Classes	Cold/Cough Agent, Respiratory Agent
Drug Label	Each 5 mL of Karbinal ER Extended-release Oral Suspension contains carbinoxamine complexed with polistirex equivalent to 4 mg carbinoxamine maleate and the following inactive ingredients: citric acid anhydrous, strawberry-banana flavor, glycerin, hig...
Active Ingredient	Carbinoxamine maleate
Dosage Form	Suspension, extended release
Route	Oral
Strength	4mg/5ml
Market Status	Prescription
Company	Tris Pharma

3 of 4
Drug Name	Carbinoxamine maleate
Drug Label	Carbinoxamine maleate is a histamine-H1 receptor blocking agent.Each 5 mL (teaspoonful) of oral solution contains 4 mg carbinoxamine maleate and the following inactive ingredients: artificial bubble gum flavor, citric acid (anhydrous), glycerin, meth...
Active Ingredient	Carbinoxamine maleate
Dosage Form	Tablet; Solution
Route	oral; Oral
Strength	4mg; 4mg/5ml
Market Status	Prescription
Company	Vintage Pharms; Cypress Pharm; Lynrose Labs; Mikart; Invagen Pharms

4 of 4
Drug Name	Karbinal er
PubMed Health	Carbinoxamine (By mouth)
Drug Classes	Cold/Cough Agent, Respiratory Agent
Drug Label	Each 5 mL of Karbinal ER Extended-release Oral Suspension contains carbinoxamine complexed with polistirex equivalent to 4 mg carbinoxamine maleate and the following inactive ingredients: citric acid anhydrous, strawberry-banana flavor, glycerin, hig...
Active Ingredient	Carbinoxamine maleate
Dosage Form	Suspension, extended release
Route	Oral
Strength	4mg/5ml
Market Status	Prescription
Company	Tris Pharma

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-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]