Fexofenadine hydrochloride

Base Information

• Chemical Name: Fexofenadine hydrochloride
• CAS No.: 153439-40-8
• Deprecated CAS: 138452-21-8
• Molecular Formula: C₃₂H₃₉NO₄*ClH
• Molecular Weight: 538.127
• Hs Code.: 2933399090
• NSC Number: 758678
• UNII: 2S068B75ZU
• DSSTox Substance ID: DTXSID5048716
• Wikidata: Q27255526
• NCI Thesaurus Code: C29050
• RXCUI: 236474
• ChEMBL ID: CHEMBL1200618
• Mol file: 153439-40-8.mol

Synonyms:Allegra;alpha-(4-(1-carboxy-1-methylethyl)phenyl)-4-hydroxydiphenylmethyl-1-piperidinebutanol;fexofenadine;fexofenadine hydrochloride;MDL 16,455A;MDL 16.455;MDL 16455;MDL-16455;Telfast

Chemical Property of Fexofenadine hydrochloride

Chemical Property:

• Appearance/Colour: off-white crystalline solid
• Melting Point: 148-150 °C
• Boiling Point: 697.3 °C at 760 mmHg
• Flash Point: 375.5 °C
• PSA: 81.00000
• LogP: 6.25040
• Storage Temp.: −20°C
• Solubility.: Soluble in Dimethyl sulfoxide (50 mM), and methanol.
• Water Solubility.: DMSO: 32 mg/mL, soluble
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 537.2645865
• Heavy Atom Count: 38
• Complexity: 678

Purity/Quality:

99% ^*data from raw suppliers

Fexofenadine hydrochloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC=C(C=C1)C(CCCN2CCC(CC2)C(C3=CC=CC=C3)(C4=CC=CC=C4)O)O)C(=O)O.Cl
• Recent ClinicalTrials: Bioavailability and Tolerability of Fexofenadine Hydrochloride Topical Lotion 1%
• Recent EU Clinical Trials: Master protocol of two randomized, double blind, placebo-controlled, multicenter, parallel group studies to evaluate the efficacy and safety of dupilumab in adult patients with chronic pruritus of unknown origin (CPUO)
• Recent NIPH Clinical Trials: Pilot Study of efficacy and safety of nalfurafine hydrochloride for jaundice associated pruritus
• Description: Fexofenadine hydrochloride (trade name: Allegra) belongs to a second-generation antihistamine pharmaceutical drug. It is mainly used for the treatment of allergy symptoms including watery eyes, hay fever, nasal congestion, urticaria, runny nose, itching eyes/nose, sneezing, hives, and itching. It is a kind of selectively peripheral H1 blocker. Its mechanism of action in vivo is through preventing the histamine-mediated activation of the H1 receptors, thus alleviating the symptoms related to allergy. Compared to the first-generation antihistamine drug, it is less prone to penetrate the blood-brain barrier, reducing the possibility to cause side effects such as drowsiness. Fexofenadine is a histamine H1 receptor antagonist (Ki = 10 nM). It reverses contraction of isolated rat tracheal strips induced by acetyl-β-methylcholine . Fexofenadine inhibits expression of IL-8 in TNF-α-stimulated HCT116 and COLO 205 cells. Oral administration of fexofenadine (2 and 10 mg/kg) reduces severity of colitis and phospho-IκB kinase activation in a mouse model of colitis induced by dextran sulfate sodium (DSS; ).
• Indications: Seasonal Allergic RhinitisFexofenadine hydrochloride(ALLEGRA) is indicated for the relief of symptoms associated with seasonal allergic rhinitis in adults and children 6 years of age and older. Symptoms treated effectively were sneezing, rhinorrhea, itchy nose/palate/throat, itchy/watery/red eyes.Chronic Idiopathic UrticariaALLEGRA is indicated for treatment of uncomplicated skin manifestations of chronic idiopathic urticaria in adults and children 6 years of age and older. It significantly reduces pruritus and the number of wheals.CONTRAINDICATIONSALLEGRA is contraindicated in patients with known hypersensitivity to any of its ingredients.
• Uses: A metabolite of of terfenadine, a H1-Histamine receptor antagonist Antihistaminic;histamine H1-receptor antagonist Fexofenadine is a non-sedating antihistamine that selectively antagonizes the histamine H1 receptor with a Ki value of 10 nM and exhibits anti-inflammatory effects. It is devoid of central nervous system effects in part because it is a good substrate for the P-glycoprotein efflux pump situated within the blood-brain barrier.[Cayman Chemical] Fexofenadine hydrochloride is used as an antihistamine that inhibits Cox-1, Cox-2, and is a histamine H1 receptor agonist.
• Therapeutic Function: Antihistaminic
• Clinical Use: Antihistamine:Symptomatic relief of rhinitis and urticaria
• Drug interactions: Potentially hazardous interactions with other drugs Antibacterials: effects possibly reduced by rifampicin. Antivirals: concentration possibly increased by ritonavir. Aluminium/magnesium containing antacids: reduced absorption - avoid for 2 hours.

Technology Process of Fexofenadine hydrochloride

There total 1 articles about Fexofenadine 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: 72.0%

→ fexofenadine (83799-24-0,139965-11-0) + fexofenadine hydrochloride (138452-21-8,153439-40-8)

Guidance literature:

Refernces