Hydroxyzine

Base Information

• Chemical Name: Hydroxyzine
• CAS No.: 68-88-2
• Molecular Formula: C₂₁H₂₇ClN₂O₂
• Molecular Weight: 374.911
• Hs Code.: 2933599090
• European Community (EC) Number: 200-693-1
• NSC Number: 169188
• UNII: 30S50YM8OG
• DSSTox Substance ID: DTXSID8023137
• Nikkaji Number: J4.860G
• Wikipedia: Hydroxyzine
• Wikidata: Q421937
• NCI Thesaurus Code: C29103
• RXCUI: 5553
• Pharos Ligand ID: SG8F7RTDBHGV
• Metabolomics Workbench ID: 42893
• ChEMBL ID: CHEMBL896
• Mol file: 68-88-2.mol

Synonyms:2-(2-(4-((4-Chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)ethanol;Atarax;Durrax;Hydroxyzine;Hydroxyzine Dihydrochloride;Hydroxyzine Hydrochloride;Hydroxyzine Pamoate;Orgatrax;Pamoate, Hydroxyzine;Vistaril

Chemical Property of Hydroxyzine

Chemical Property:

• Appearance/Colour: Yellow Oil
• Melting Point: 190 ºC
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 250 °C(Press: 0.1 Torr)
• PKA: pKa 1.96± 0.05；7.40± 0.03(H2O,t =24.5±0.5)(Approximate)
• PSA: 35.94000
• Density: 1.1020 (rough estimate)
• LogP: 2.93170
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Sparingly), Ethanol (Slightly), Methanol (Slightly,
• Water Solubility.: < 700 mg/mL
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 374.1761058
• Heavy Atom Count: 26
• Complexity: 376

Purity/Quality:

98% ^*data from raw suppliers

Hydroxyzine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antihistamines
• Canonical SMILES: C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Recent ClinicalTrials: Efficacy of Hydroxyzine for Patients With Panic Disorder
• Recent EU Clinical Trials: A pilot, multicentre, single-blind, randomized, placebo-controlled, parallel-group clinical trial, to assess the safety of Bilastine treatment regarding psychomotor performance using a virtual reality tool (AULA?), in 9 to 11 years old children with allergic rhinitis and/or urticaria.
• Recent NIPH Clinical Trials: The effects of hydroxyzine on the emergence delirium in pediatric patients after laser treatment for hemangiomas
• Description: Hydroxyzine is an antihistamine drug with M-cholinoblocking properties and expressed action on the CNS. It suppresses subcortical regions of the CNS including the limbic system and reticular formation. It potentiates the effect of narcotic analgesics and exhibits sedative effects.
• Uses: Hydroxyzine is intended for the symptomatic treatment of anxiety and stress associated with neurosis as well as with conditions of organic illness. This drug has muscle relaxant, antihistimine, analgesic, local anesthetic, and antiemetic action as well as a wide therapeutic effect. It is mainly used in premedication and following general anesthesia, during which it potentiates the action of meperidine and barbiturates. It is frequently used in pediatrics as a mild sedative drug. It is used as a sympthomatic drug for atopic dermatitis as a sedative drug before and after operational interventions, for preventing vomiting and diarrhea, and for relieving agitation and emotional disorders. Synonyms of this drug are atarax, durrax, and vistaril.
• Indications: Drugs of choice for the treatment of dermatographism and cholinergic urticaria. They are also effective alone or in combination with other antihistamines in the management of acute and chronic urticaria, atopic and contact dermatoses, and histamine-induced pruritus. It may be used alone or with other antihistamines, and dosage should be pushed to the limit of tolerance or to subsidence of symptoms.
• Therapeutic Function: Tranquilizer

Technology Process of Hydroxyzine

There total 4 articles about Hydroxyzine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

p-chlorobenzhydrylamine (28022-43-7) + 2,2'-iminobis[ethanol] (111-42-2) + diethylene glycol (111-46-6) → hydroxizine (68-88-2,147152-22-5,147152-23-6,189298-46-2)

Guidance literature:

p-chlorobenzhydrylamine; 2,2'-iminobis[ethanol]; With iridium graphene nanostructured catalyst; at 110 ℃; Schlenk technique; Inert atmosphere; Green chemistry;

diethylene glycol; at 110 ℃; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1039/d1ra09052f

Reference yield:

oxirane (75-21-8,99932-75-9) → hydroxizine (68-88-2,147152-22-5,147152-23-6,189298-46-2)

Guidance literature:

With toluene; at 170 ℃;

Reference yield:

→ hydroxizine (68-88-2,147152-22-5,147152-23-6,189298-46-2)

Guidance literature:

With thionyl chloride; benzene; anschl. Erwaermen mit der Mononatrium-Verbindung des Aethylenglykols auf 100grad;

upstream raw materials:

oxirane

p-chlorobenzhydrylamine

2,2'-iminobis[ethanol]

diethylene glycol

Downstream raw materials:

C₂₁H₂₅ClN₂O₂

Refernces