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Hydroxyzine Pamoate

Hydroxyzine Pamoate

Synopsis, Chemistry

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CAPSULE;ORAL - EQ 25MG HYDROCHLORIDE, CAPSULE;ORAL - EQ 50MG HYDROCHLORIDE

CAPSULE;ORAL - EQ 25MG HYDROCHLORIDE
CAPSULE;ORAL - EQ 50MG HYDROCHLORIDE

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Also known as: 10246-75-0, Hydroxyzine embonate, Bobsule, Hydroxyzine (pamoate), Equipose, Hydroxyzine pamoate salt

Molecular Formula

C₄₄H₄₃ClN₂O₈

Molecular Weight

763.3 g/mol

InChI Key

ASDOKGIIKXGMNB-UHFFFAOYSA-N

FDA UNII

M20215MUFR

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

Hydroxyzine Pamoate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid;2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol

2.1.2 InChI

InChI=1S/C23H16O6.C21H27ClN2O2/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-10,24-25H,11H2,(H,26,27)(H,28,29);1-9,21,25H,10-17H2

2.1.3 InChI Key

ASDOKGIIKXGMNB-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.C1=CC=C2C(=C1)C=C(C(=C2CC3=C(C(=CC4=CC=CC=C43)C(=O)O)O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

M20215MUFR

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 Dihydrochloride

6. Hydroxyzine Hydrochloride

7. Orgatrax

8. Pamoate, Hydroxyzine

9. Vistaril

2.3.2 Depositor-Supplied Synonyms

1. 10246-75-0

2. Hydroxyzine Embonate

3. Bobsule

4. Hydroxyzine (pamoate)

5. Equipose

6. Hydroxyzine Pamoate Salt

7. Hy-pam

8. Nsc-757063

9. Mls000028605

10. M20215mufr

11. Masmoran

12. Paxisitil

13. Smr000058728

14. Atarax P

15. 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic Acid;2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol

16. Sr-01000003149

17. Einecs 233-582-1

18. Unii-m20215mufr

19. Hydroxyzine Pamoate [usp:jan]

20. Atarax-p (tn)

21. Spectrum_000911

22. Vistaril Pamoate (tn)

23. Spectrum2_001000

24. Spectrum3_000463

25. Spectrum4_000013

26. Spectrum5_000838

27. Hyydroxyzine Pamoate

28. 6-ethylthiomorpholin-3-one

29. Schembl41333

30. Bspbio_002166

31. Kbiogr_000385

32. Kbioss_001391

33. 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol 4,4'-methylenebis(3-hydroxy-2-naphthoate) (1:1)

34. Divk1c_000503

35. Spectrum1500345

36. Spbio_001099

37. Chembl1200467

38. Hydroxyzine Pamoate [mi]

39. Hms501j05

40. Kbio1_000503

41. Kbio2_001391

42. Kbio2_003959

43. Kbio2_006527

44. Kbio3_001386

45. Dtxsid00907580

46. Hydroxyzine Pamoate [jan]

47. Hydroxyzine Pamoate (jp17/usp)

48. Ninds_000503

49. Hms1920f11

50. Hms2091l19

51. Hms2235o19

52. Hms3886g14

53. Pharmakon1600-01500345

54. Hydroxyzine Pamoate [vandf]

55. Hy-b0895

56. Ccg-40218

57. Hydroxyzine Embonate [mart.]

58. Hydroxyzine Pamoate [usp-rs]

59. Mfcd00058051

60. Nsc757063

61. S5649

62. Hydroxyzine Embonate [who-dd]

63. Akos015914218

64. Nsc 757063

65. Idi1_000503

66. Hydroxyzine Pamoate [orange Book]

67. Ncgc00021152-02

68. Ncgc00021152-03

69. Ncgc00094698-01

70. Ncgc00094698-02

71. (+-)-2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol 4,4'-methylenebis(3-hydroxy-2-naphthoate) (1:1)

72. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, (+-)-, Compd. With 4,4'-methylenebis(3-hydroxy-2-naphthalenecarboxylic Acid) (1:1)

73. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Compd. With 4,4'-methylenebis(3-hydroxy-2-naphthalenecarboxylic Acid) (1:1)

74. Hydroxyzine Pamoate [usp Monograph]

75. Sbi-0051413.p003

76. Ft-0697190

77. Hydroxyzine Pamoate Salt, Analytical Standard

78. D01096

79. F15112

80. J-000695

81. Sr-01000003149-2

82. Sr-01000003149-4

83. Q27114645

84. Hydroxyzine Pamoate, United States Pharmacopeia (usp) Reference Standard

85. (+/-)-2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)ethanol 4,4'-methylenebis(3-hydroxy-2-naphthoate) (1:1)

86. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, (+/-)-, Compd. With 4,4'-methylenebis(3-hydroxy-2-naphthalenecarboxylic Acid) (1:1)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₄₄H₄₃ClN₂O₈
Molecular Weight	763.3 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	12
Exact Mass	762.2707940 g/mol
Monoisotopic Mass	762.2707940 g/mol
Topological Polar Surface Area	151 Å²
Heavy Atom Count	55
Formal Charge	0
Complexity	945
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 2
Drug Name	Hydroxyzine pamoate
PubMed Health	Hydroxyzine Pamoate (By mouth)
Drug Classes	Antianxiety, Antiemetic, Respiratory Agent
Drug Label	Hydroxyzine pamoate is designated chemically as 1-(p-chlorobenzhydryl) 4-[2-(2-hydroxyethoxy) ethyl] diethylenediamine salt of 1,1'-methylene bis (2 hydroxy-3-naphthalene carboxylic acid). It has the following structural formula: C21H27ClN2O2C23H1...
Active Ingredient	Hydroxyzine pamoate
Dosage Form	Capsule
Route	Oral
Strength	eq 50mg hydrochloride; eq 50mg hcl; eq 100mg hcl; eq 25mg hcl; eq 25mg hydrochloride
Market Status	Prescription
Company	Sandoz; Watson Labs; Emcure Pharms Usa; Barr

2 of 2
Drug Name	Hydroxyzine pamoate
PubMed Health	Hydroxyzine Pamoate (By mouth)
Drug Classes	Antianxiety, Antiemetic, Respiratory Agent
Drug Label	Hydroxyzine pamoate is designated chemically as 1-(p-chlorobenzhydryl) 4-[2-(2-hydroxyethoxy) ethyl] diethylenediamine salt of 1,1'-methylene bis (2 hydroxy-3-naphthalene carboxylic acid). It has the following structural formula: C21H27ClN2O2C23H1...
Active Ingredient	Hydroxyzine pamoate
Dosage Form	Capsule
Route	Oral
Strength	eq 50mg hydrochloride; eq 50mg hcl; eq 100mg hcl; eq 25mg hcl; eq 25mg hydrochloride
Market Status	Prescription
Company	Sandoz; Watson Labs; Emcure Pharms Usa; Barr

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.)

Antipruritics

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

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Histamine Receptor Antagonists [MoA]; Antihistamine [EPC]