2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride

Base Information

• Chemical Name: 2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride
• CAS No.: 83881-52-1
• Molecular Formula: C21H25ClN2O3^.2(HCl)
• Molecular Weight: 461.816
• Hs Code.: 29339900
• NSC Number: 759102
• DSSTox Substance ID: DTXSID301016667
• NCI Thesaurus Code: C28920
• RXCUI: 203150
• ChEMBL ID: CHEMBL1201113
• Mol file: 83881-52-1.mol

Synonyms:CETIRIZINE HYDROCHLORIDE;2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride;798544-25-9;2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid hydrochloride;SMR000145214;CETIRIZINE HYDROCHLORIDE/ CETIRIZINE DIHYDROCHLORIDE;C21H26Cl2N2O3;MLS000551288;cetirizinhydrochlorid;SCHEMBL41108;Cetirizine Hydrochloride,(S);MLS002222268;CHEMBL1201113;CUSPGNDCPOVPBA-UHFFFAOYSA-N;DTXSID301016667;Pharmakon1600-01505371;Cetirizine monohydrochloride (1:1);NSC759102;AKOS016002146;EN300-306235;2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)aceticacidhydrochloride

Chemical Property of 2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline solid
• Vapor Pressure: 1.39E-12mmHg at 25°C
• Melting Point: 110-115 °C
• Boiling Point: 542.1 °C at 760 mmHg
• Flash Point: 281.6 °C
• PSA: 53.01000
• Density: 1.237 g/cm3
• LogP: 3.82600
• Storage Temp.: Desiccate at RT
• Solubility.: H2O: soluble5mg/mL, clear
• Water Solubility.: Soluble in water, DMSO, ethanol, and methanol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 424.1320481
• Heavy Atom Count: 28
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

Cetirizine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCOCC(=O)O)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl
• Recent ClinicalTrials: Mast Cells in Male Pelvic Pain and and Lower Urinary Tract Dysfunction
• Description: Cetirizine hydrochloride is an orally-active and selective histamine (H1)-receptor antagonist. It is a second-generation antihistamine and a human metabolite of hydroxyzine. Three important features of cetirizine are: a high specificity fort he H1-receptor; a low need for metabolism, and the existence of non-H1-dependent activities on cells involved in the pathogenesis of allergy. Cetirizine is used to treat seasonal allergic rhinitis (SAR), perennial allergic rhinitis, useful in treating urticaria and atopic dermatitis. Cetirizine possesses also mild anti-inflammatory effects. Cetirizine hydrochloride is a once-daily, non-sedating antihistamine useful in the treatment of allergic rhinitis, urticaria and conjunctivitis. It is reported to be more effective than most other agents in this category such as terfenadine and astemizole.
• Uses: Cetirizine hydrochloride is a nonsedating type histamine H1-receptor antagonist. A major metabolite of Hydroxyzine. Pharmacological activity resides primarily in the (R)-isomer. It is Cetirizine is an antihistamine medicine that is effective in the treatment of allergic rhinitis, chronic urticaria, and pollen-induced asthma. Unlike many traditional antihistamines, it does not cause drowsiness or anticholinergic side effects.
• Indications: Cetirizine HCl (Zyrtec) is the carboxylic acid metabolite of hydroxyzine. It is a selective, peripheral H1 receptor antagonist. It is a long-lasting antihistamine. It does not appear to have the same adverse cardiac effects as the other nonsedating H1 antihistamines; however, additional data are required. Indicated for allergic rhinitis and chronic urticaria.
• Therapeutic Function: Antihistaminic; Antiallergic
• Drug interactions: Potentially hazardous interactions with other drugs Antivirals: concentration possibly increased by ritonavir.

Technology Process of 2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride

There total 18 articles about 2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetic acid hydrochloride 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: 87.9%

cetirizine (83881-51-0) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 - 50 ℃; for 2h;

Reference yield: 87.4%

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol (109806-71-5) + sodium monochloroacetic acid (3926-62-3) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid; With sodium hydroxide; In water; dimethyl sulfoxide; toluene; at 30 - 35 ℃; for 14 - 18h;

With hydrogenchloride; In water; acetone; at 20 ℃;

Reference yield: 86.0%

C21H25ClN2O2 (770697-99-9) → cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7)

Guidance literature:

C₂₁H₂₅ClN₂O₂; With potassium dihydrogenphosphate; phosphoric acid; dihydrogen peroxide; In dichloromethane; dimethyl sulfoxide; at 5 - 25 ℃; for 8h; pH=4 - 5;

With hydrogenchloride; In butanone; at 60 ℃;

upstream raw materials:

2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide

cetirizine

cetirizine hydrochloride

(RS)-N,N-diethyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide

Downstream raw materials:

cetirizine hydrochloride

difluorovanadium(IV)(2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy acetate)

(2-piperazin-1-yl-ethoxy)-acetic acid

4-chlorobenzophenone

Refernces

• 1、 Reiter, Jozsef,Trinka, Peter,Bartha, Ferenc L.,Pongo, Laszlo,Volk, Balazs,Simig, Gyula. "New manufacturing procedure of cetirizine". experimental part. p. 1279 - 1282. Retrieved 2012/09/08.
• 2、 -. "Crystalline cetirizine monohydrochloride". Page 5-6. . Retrieved 2008/06/13.