Bepotastine

Base Information

• Chemical Name: Bepotastine
• CAS No.: 125602-71-3
• Molecular Formula: C21H25ClN2O3
• Molecular Weight: 547.072
• UNII: HYD2U48IAS
• DSSTox Substance ID: DTXSID90904947
• Nikkaji Number: J824.035C
• Wikipedia: Bepotastine
• Wikidata: Q4890915
• NCI Thesaurus Code: C77431
• RXCUI: 863035
• Pharos Ligand ID: 8YZ8YFWVB2U1
• Metabolomics Workbench ID: 65513
• ChEMBL ID: CHEMBL1201758
• Mol file: 125602-71-3.mol

Synonyms:(S)-4-(4-((4-chlorophenyl)(2-pyridil)methoxy)piperidino)butylic acid monobenzenesulfonate;bepotastine;betotastine;betotastine besilate;TAU 284;TAU-284

Chemical Property of Bepotastine

Chemical Property:

• Vapor Pressure: 8.63E-13mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 546.819 °C at 760 mmHg
• PKA: 4.44±0.10(Predicted)
• Flash Point: 284.506 °C
• PSA: 62.66000
• Density: 1.269 g/cm³
• LogP: 4.10810
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 388.1553704
• Heavy Atom Count: 27
• Complexity: 449

Purity/Quality:

99% ^*data from raw suppliers

Bepotastine>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1OC(C2=CC=C(C=C2)Cl)C3=CC=CC=N3)CCCC(=O)O
• Isomeric SMILES: C1CN(CCC1O[C@@H](C2=CC=C(C=C2)Cl)C3=CC=CC=N3)CCCC(=O)O
• Recent ClinicalTrials: Effects of Second-generation Antihistamine Bepotastine on Cough Outcomes in Cough Patients With Allergic Rhinitis
• Recent NIPH Clinical Trials: A study evaluating efficacy of non-sedative antihistamine up-titration in patients with chronic urticaria who did not respond to standard therapy.
• Uses: Bepotastine is a histamine H1 receptor antagonist. Bepotastine suppresses some allergic inflammatory processes such as allergic rhinitis, chronic urticaria or pruritus associated with skin conditions (eczema/dermatitis, prurigo or pruritus cutaneus).

Technology Process of Bepotastine

There total 65 articles about Bepotastine 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: 99.9%

benzenesulfonic acid (98-11-3) + Bepotastine (125602-71-3,190786-43-7,190730-41-7) → [14C]-Bepotastine besilate (125602-71-3,190786-44-8,190730-42-8)

Guidance literature:

In ethanol; at 50 ℃;

DOI:10.1080/00304948.2020.1868930

Reference yield: 96.5%

(S)-(+)-4-[4-[(4-chlorophenyl)-(2-pyridyl)methoxy]piperidino]butanoic acid ethyl ester → Bepotastine (125602-71-3,190786-43-7,190730-41-7)

Guidance literature:

With ethanol; sodium hydroxide; at 30 ℃; for 8h; Reagent/catalyst;

Reference yield: 96.0%

(S)-4-[4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidin-1-yl]butyramide → Bepotastine (125602-71-3,190786-43-7,190730-41-7)

Guidance literature:

With water; sodium hydroxide; In ethanol; Reagent/catalyst; Reflux;

upstream raw materials:

benzenesulfonic acid

Bepotastine

bepotastine besilate

4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidine

Downstream raw materials:

[14C]-Bepotastine besilate

(S)-(-)-2-((4-chlorophenyl)(piperidin-4-yloxy)methyl)pyridine

(S)-(+)-(4-chlorophenyl)-(2-pyridyl)methanol

(S)-4-[4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidin-1-yl]butyric acid p-toluenesulfonate

Refernces

• 1、 Han,Xia,Sun,Zou. "Improved Synthesis of Bepotastine Besilate". . p. 206 - 210. Retrieved 2021.
• 2、 -. "IMPROVED PROCESS FOR THE MANUFACTURE OF BEPOTASTINE AND ITS BESILATE SALT". . . Retrieved 2019/05/02.