Hydroxyzine

• Catalog No.: DB00557
• CAS Number: 68-88-2
• M. F.: C21H27ClN2O2
• M. W.: 374.90428

SYNONYMS

• IUPAC name: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethan-1-ol
• IUPAC Traditional name: hydroxyzine
• Brand Name: Quiess; Atarazoid; Neo-Calma; Vistaril; Ataraxoid; Atazina; Aterax; Equipoise; Equipose; Masmoran; Nevrolaks; Tranquizine; Vistaril Pamoate; Alamon; Atarox; Deinait; Fenarol; Hy-Pam 25; Hychotine; Neurozina; Orgatrax; Pamazone; Paxistil; Placidol; Plaxidol; Tran-Q; Traquizine; Vesparaz-Wirkstoff; Vistazine; Atara; Atarax; Durrax
• Synonyms: Hydroxyzin; Hydroxyzinum [INN-Latin]; Hydroxyzyne; Hidroxizina [INN-Spanish]; Hydroksyzyny [Polish]; Hydroxizinum; Hydroxyzine Pamoate; Hydroxyzine Hcl; Hydroxyzine Base; Hydroxycine; Idrossizina [Dcit]; Hydroxizine; Hydroxine

DATABASE IDS

• PubChem CID: 3658
• CAS Number: 68-88-2
• PubChem SID: 46508556

PROPERTIES

• Hydrophobicity(logP): 2.7
• Solubility: < 700 mg/mL

DETAILS

Description (English)

• Drug Groups: approved
• Description: 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. [PubChem]
• Indication: For symptomatic relief of anxiety and tension associated with psychoneurosis and as an adjunct in organic disease states in which anxiety is manifested. Useful in the management of pruritus due to allergic conditions such as chronic urticaria.
• Pharmacology: Hydroxyzine, a piperazine antihistamine structurally related to buclizine, cyclizine, and meclizine, is used to treat histamine-mediated pruritus or pruritus due to allergy, nausea and vomiting, and, in combination with an opiate agonist, anxiolytic pain. Hydroxyzine is also used as a perioperative sedative and anxiolytic and to manage acute alcohol withdrawal. Hydroxyzine's active metabolite, cetirizine, is also used as an H₁-antagonist.
• Toxicity: Oral, rat LD₅₀: 950 mg/kg. Symptoms of overexposure include hypersedation.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Rapidly absorbed from the gastrointestinal tract
• Half Life: 20 to 25 hours
• Protein Binding: 93%
• References: HUTCHEON DE, MORRIS DL, SCRIABINE A: Cardiovascular action of hydroxyzine (atarax). J Pharmacol Exp Ther. 1956 Dec;118(4):451-60. [Pubmed] ; DOLAN CM: Management of emotional disturbances; use of hydroxyzine (atarax) in general practice. Calif Med. 1958 Jun;88(6):443-4. [Pubmed] ; Clark BG, Araki M, Brown HW: Hydroxyzine-associated tardive dyskinesia. Ann Neurol. 1982 Apr;11(4):435. [Pubmed]
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

REFERENCES

• Clark BG, Araki M, Brown HW: Hydroxyzine-associated tardive dyskinesia. Ann Neurol. 1982 Apr;11(4):435. Pubmed
• HUTCHEON DE, MORRIS DL, SCRIABINE A: Cardiovascular action of hydroxyzine (atarax). J Pharmacol Exp Ther. 1956 Dec;118(4):451-60. Pubmed
• DOLAN CM: Management of emotional disturbances; use of hydroxyzine (atarax) in general practice. Calif Med. 1958 Jun;88(6):443-4. Pubmed