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Hydroxyzine HCl

Hydroxyzine HCl

Synopsis, Chemistry

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INJECTABLE;INJECTION - 25MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, INJECTABLE;INJECTION - 50MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, SYRUP;ORAL - 10MG/5ML, INJECTABLE;INJECTION - 25MG/ML, INJECTABLE;INJECTION - 50MG/ML, TABLET;ORAL - 25MG, TABLET;ORAL - 50MG

INJECTABLE;INJECTION - 25MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
INJECTABLE;INJECTION - 50MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
SYRUP;ORAL - 10MG/5ML
INJECTABLE;INJECTION - 25MG/ML
INJECTABLE;INJECTION - 50MG/ML
TABLET;ORAL - 25MG
TABLET;ORAL - 50MG

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Also known as: Hydroxyzine hcl, 1244-76-4, Hydroxyzine monohydrochloride, Ca67jf5q4w, Mls000028602, Smr000058737

Molecular Formula

C₂₁H₂₈Cl₂N₂O₂

Molecular Weight

411.4 g/mol

InChI Key

IPSVAUIEEPSJRZ-UHFFFAOYSA-N

FDA UNII

CA67JF5Q4W

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 HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C21H27ClN2O2.ClH/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;1H

2.1.3 InChI Key

IPSVAUIEEPSJRZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

CA67JF5Q4W

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 Pamoate

7. Orgatrax

8. Pamoate, Hydroxyzine

9. Vistaril

2.3.2 Depositor-Supplied Synonyms

1. Hydroxyzine Hcl

2. 1244-76-4

3. Hydroxyzine Monohydrochloride

4. Ca67jf5q4w

5. Mls000028602

6. Smr000058737

7. 2-(2-(4-((4-chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)ethanol Hydrochloride

8. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydrochloride

9. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanol Hydrochloride

10. Einecs 214-989-3

11. Unii-ca67jf5q4w

12. Hydroxyzin Hydrochloride

13. Opera_id_1515

14. 1-(p-chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)diethylenediamine Hydrochloride

15. Dsstox_cid_27530

16. Dsstox_rid_82400

17. Dsstox_gsid_47530

18. Schembl41448

19. Mls002222192

20. Chembl1201007

21. Dtxsid5047530

22. Tox21_302563

23. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

24. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Hydrochloride

25. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

26. Ncgc00180974-01

27. Ncgc00256629-01

28. 14729-22-7

29. Cas-1244-76-4

30. Q27275377

31. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydron;chloride

32. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanolhydrochloride

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

34. Ethanol, 2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₂₈Cl₂N₂O₂
Molecular Weight	411.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	8
Exact Mass	410.1527835 g/mol
Monoisotopic Mass	410.1527835 g/mol
Topological Polar Surface Area	35.9 Å²
Heavy Atom Count	27
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	2

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]