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2192-20-3

2192-20-3

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Also known as: 2192-20-3, Hydroxyzine hydrochloride, Hydroxyzine 2hcl, 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanol dihydrochloride, Orgatrax, Alamon

Molecular Formula

C₂₁H₂₉Cl₃N₂O₂

Molecular Weight

447.8 g/mol

InChI Key

ANOMHKZSQFYSBR-UHFFFAOYSA-N

FDA UNII

GF8H55RPZ9

A histamine H1 receptor antagonist that is effective in the treatment of chronic urticaria, dermatitis, and histamine-mediated pruritus. Unlike its major metabolite CETIRIZINE, it does cause drowsiness. It is also effective as an antiemetic, for relief of anxiety and tension, and as a sedative.

1 2D Structure

2192-20-3

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;dihydrochloride

2.1.2 InChI

InChI=1S/C21H27ClN2O2.2ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;;/h1-9,21,25H,10-17H2;2*1H

2.1.3 InChI Key

ANOMHKZSQFYSBR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

GF8H55RPZ9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)ethanol

2. Atarax

3. Durrax

4. Hydroxyzine

5. Hydroxyzine Hydrochloride

6. Hydroxyzine Pamoate

7. Orgatrax

8. Pamoate, Hydroxyzine

9. Vistaril

2.3.2 Depositor-Supplied Synonyms

1. 2192-20-3

2. Hydroxyzine Hydrochloride

3. Hydroxyzine 2hcl

4. 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanol Dihydrochloride

5. Orgatrax

6. Alamon

7. Atarax

8. Aterax

9. Hydroxyzine Hcl

10. Durrax

11. Atranine A

12. Hydroxyzine Dihcl

13. Hydroxyzine (dihydrochloride)

14. Atarax Dihydrochloride

15. Hydroxizine Chloride

16. 5aq4kxb9u4

17. Gf8h55rpz9

18. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;dihydrochloride

19. Hydroxyzine Dihydrochloride, (+)-

20. Hydroxyzine Dihydrochloride, (-)-

21. Disron

22. 2192-20-3 (2hcl)

23. 163837-38-5

24. 76755771u3

25. Arcanax

26. Neurolax

27. Vistaject

28. Vistarex

29. Vistazine

30. Quiess

31. 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanol 2hcl

32. Chebi:5819

33. Vistaril Steraject

34. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Dihydrochloride

35. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Hydrochloride (1:2)

36. Ethanol, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-,dihydrochloride

37. Vistaril Parenteral

38. 163837-37-4

39. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Dihydrochloride, (+)-

40. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Dihydrochloride, (-)-

41. Qys

42. Tran-q Dihydrochloride

43. Hydroxyzine-d4 2hcl (2-hydroxyethoxy-d4)

44. Ataraxoid Dihydrochloride

45. Mfcd00058200

46. Tranquizine Dihydrochloride

47. Ethanol, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-, Dihydrochloride

48. Vistaril (tn)

49. Prestwick_272

50. Einecs 218-586-3

51. Atarax (tn)

52. Ai3-50162

53. Unii-5aq4kxb9u4

54. Unii-gf8h55rpz9

55. Hydroxyzine Hydrochloride,(s)

56. Schembl491323

57. Chembl3186993

58. Dtxsid2040737

59. Hy-b0548a

60. Hms1568k08

61. Bcp08800

62. Hydroxyzine Dihydrochloride, >=98%

63. Hydroxyzine Hydrochloride [usp:jan]

64. S4026

65. Unii-76755771u3

66. Akos015846478

67. Hydroxyzine Hydrochloride (jp17/usp)

68. Ac-8086

69. Ccg-220133

70. Hs-0097

71. Hydroxyzine Hydrochloride [jan]

72. (+-)-2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol Dihydrochloride

73. 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol Dihydrochloride

74. Dichlorhydrate De 1-p.chlorbenzhydryl-4-(2-(2-hydroxyethoxy)ethyl)piperazine [french]

75. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Dihydrochloride

76. Hydroxyzine Dihydrochloride [mi]

77. Hydroxyzine Hydrochloride [mart.]

78. Hydroxyzine Hydrochloride [vandf]

79. Ncgc00089816-02

80. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Dihydrochloride, (+-)-

81. Hydroxyzine Hydrochloride [usp-rs]

82. Hydroxyzine Hydrochloride [who-dd]

83. Sw196577-3

84. Vu0239818-5

85. D00672

86. Hydroxyzine Hydrochloride [ep Monograph]

87. Hydroxyzine Hydrochloride [orange Book]

88. O10449

89. Hydroxyzine Hydrochloride [usp Monograph]

90. 192h203

91. A815756

92. Sr-01000003137

93. Sr-01000003137-2

94. W-107513

95. Hydroxyzine Dihydrochloride 100 Microg/ml In Methanol

96. Q27106898

97. Hydroxyzine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

98. Hydroxyzine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

99. (+/-)-2-(2-{4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl}ethoxy)ethanol Hydrochloride

100. 1-(p-chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)diethylenediamine Dihydrochloride

101. 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethan-1-ol Dihydrochloride

102. 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanoldihydrochloride

103. Dichlorhydrate De 1-p.chlorbenzhydryl-4-(2-(2-hydroxyethoxy)ethyl)piperazine

104. Hydroxyzine Dihydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

105. Hydroxyzine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

106. (+/-)-2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol Dihydrochloride

107. 2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol Dihydrochloride

108. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Dihydrochloride, (+/-)-

109. Ethanol, 2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)-, Dihydrochloride

110. Hydroxyzine Dihydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₉Cl₃N₂O₂
Molecular Weight	447.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	8
Exact Mass	446.129461 g/mol
Monoisotopic Mass	446.129461 g/mol
Topological Polar Surface Area	35.9 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	376
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	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antipruritics

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

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.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Histamine Receptor Antagonists [MoA]; Antihistamine [EPC]