138452-21-8

Basic information

• Product Name: FEXOFENADINE HYDROCHLORIDE
• Synonyms: terfenidine carboxylate hydrochloride;ALPHA,ALPHA-DIMETHYL-4-[1-HYDROXY-4-[4-(HYDROXYDIPHENYLMETHYL)-1-PIPERIDINYL]BUTYL]-BENZENEACETIC ACID HYDROCHLORIDE;2-[4-[1-hydroxy-4-[4-(hydroxy-diphenyl-methyl)-1-piperidyl]-butyl]phenyl]-2-methyl-propanoic acid hydrochloride;FEXOFENADINE HCL;CARBOXYTERFENADINE,TERFENADINECARBOXYLATE;Fexofendine Hcl;Fexofenadine Hydrochloride (200 mg);Fexofenadine Hydrochloride (200 mg)F1E2890.996mg/mg(ai)
• CAS NO: 138452-21-8
• Molecular Formula: C₃₂H₃₉NO₄*ClH
• Molecular Weight: 538.12
• Mol File: 138452-21-8.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 697.3 °C at 760 mmHg
• Flash Point: 375.5 °C
• Appearance: white/solid
• Storage Temp.: −20°C
• Solubility: DMSO: 32 mg/mL, soluble
• Water Solubility: DMSO: 32 mg/mL, soluble
• CAS DataBase Reference: FEXOFENADINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FEXOFENADINE HYDROCHLORIDE(138452-21-8)
• EPA Substance Registry System: FEXOFENADINE HYDROCHLORIDE(138452-21-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 138452-21-8(Hazardous Substances Data)

Usage

Description

The metabolite of seldane (terfenadine), fexofenadine, was launched in the USA. A histamine H1 receptor antagonist, fexofenadine is more effect than its parent compound without the associated side-effects.

Originator

Sepracor (USA)

Uses

Different sources of media describe the Uses of 138452-21-8 differently. You can refer to the following data:
1. Anti-histamine
2. Fexofenadine HCl (Allegra) is a selective, specific H1 antagonist that is structurally related to the butyrophenone tranquilizer haloperidol. It is the active carboxylic acid metabolite of terfenadine (no longer commercially available in the United States). It binds mainly to the peripheral H1 receptors, with minimal crossing of the blood–brain barrier and hence minimal sedative effects. Fexofenadine lacks the cardiotoxic effects of its parent drug, terfenadine. However, it has been associated with increased QT interval, syncope, and ventricular arrhythmia in at least one susceptible patient with preexisting cardiovascular risk. To date, no significant interactions have been demonstrated with fexofenadine when administered concomitantly with azole antifungals or macrolide antibiotics. Indicated for seasonal allergic rhinitis and chronic idiopathic urticaria.

Brand name

Allegra

Dosage forms

60 mg PO b.i.d.

InChI:InChI=1/C32H39NO4.ClH/c1-31(2,30(35)36)25-17-15-24(16-18-25)29(34)14-9-21-33-22-19-28(20-23-33)32(37,26-10-5-3-6-11-26)27-12-7-4-8-13-27;/h3-8,10-13,15-18,28-29,34,37H,9,14,19-23H2,1-2H3,(H,35,36);1H/p-1

Upstream product

• 1133879-72-7 4-(4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)-1-hydroxybutyl)-α,α-dimethylphenylacetic acid, salt with formic acid 
• 154825-95-3 4-<4-<4-(Hydroxydiphenylmethyl)-1-piperidinyl>-1-butynyl>-α,α-dimethylbenzeneacetic acid methyl ester 
• 1352802-40-4 methyl 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)but-1-ynyl)phenyl)-2-methyl propionate oxalate 
• 826-55-1 2-methyl-2-phenylpropionic acid 
• 2901-13-5 ethyl 2-methyl-2-phenylpropionate 
• 76811-97-7 4-(4-chloro-1-oxobutyl)-α,α-dimethylbenzeneacetic acid ethyl ester 
• 1448311-89-4 4-(4-chloro-1-hydroxyl-butyl)-α,α-dimethyl phenyl acetic acid ethyl ester 
• 169280-32-4 2-(4-{1-hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl}phenyl)-2-methyl-1-(pyrrolidin-1-yl)propan-1-one 
• 169280-18-6 4-chloro-1-[4-(1,1-dimethyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-phenyl]-butan-1-one 
• 32454-35-6 2-(4-bromophenyl)-2-methylpropionic acid 
• 169280-22-2 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionamide 
• 115-46-8 C₁₈H₂₁NO 
• 394222-36-7 2-(4-(4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanenitrile 
• 169280-06-2 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionitrile 

Downstream Products

• 83799-24-0 fexofenadine 

Related news

Effect of FEXOFENADINE HYDROCHLORIDE (cas 138452-21-8) on cedar pollinosis08/28/2019

Objective: To investigate the therapeutic efficacy of fexofenadine hydrochloride (Allegra® tablets), an antihistaminic launched in 2001, in patients with cedar pollinosis by dividing them into two groups for comparison, i.e. the early-treatment group in which treatment was started before the ini...detailed

ORIGINAL ARTICLESpectrofluorimetric determination of FEXOFENADINE HYDROCHLORIDE (cas 138452-21-8) in pharmaceutical preparation using silver nanoparticles08/26/2019

A novel sensitive fluorimetric method was investigated for the assay of fexofenadine hydrochloride (FEX) using silver nanoparticles (NPs) as a fluorescence probe. The NPs, which were prepared by chemical reduction of silver nitrate with sodium borohydride (reducing agent) in aqueous solution (wi...detailed

Original ArticleDevelopment and validation of RP-HPLC method for simultaneous estimation of Montelukast Sodium and FEXOFENADINE HYDROCHLORIDE (cas 138452-21-8) in combined dosage form08/25/2019

A simple, fast and precise reverse phase high performance liquid chromatographic method has been developed for the simultaneous determination of Montelukast Sodium (MONT) and Fexofenadine hydrochloride (FEXO). The chromatographic separation was achieved on X-bridge C18 column (250 mm × 4.6 mm, ...detailed

Formulation and evaluation of FEXOFENADINE HYDROCHLORIDE (cas 138452-21-8) orally disintegrating tablets for pediatric use08/24/2019

Allergic rhinitis is a common disease in children which has considerable negative effects on the quality of life. Fexofenadine hydrochloride (FFH) is a second-generation oral antihistamine which has been widely perscribed for alleviating symptoms of AR in children. The aim of this study was to t...detailed

Relevant articles and documents

Fexofenadine hydrochloride of synthetic method

The invention discloses a fexofenadine hydrochloride synthesizing method. The fexofenadine hydrochloride synthesizing method comprises the steps of taking 2-(4-bromophenyl)-2-methylpropionate (2) as a raw material, enabling the 2-(4-bromophenyl)-2-methylpropionate (2) to react with nafoxidine to protect a carboxyl, and then reacting with [gamma]-butyrolactone to generate a compound 6, enabling the compound 6 to react with paratoluensulfonyl chloride, condensing a product and a [alpha], [alpha]-diphenyl-4-(Hydroxymethyl)-piperidine, and finally obtaining a target compound 1 through reduction and deprotection. The raw materials selected by the way are cheap to obtain; furthermore, the synthesizing method is mild in reaction condition, convenient to operate and smaller in environmental pollution, therefore the fexofenadine hydrochloride synthesizing method is an industrial way with a better application prospect.

A fexofenadine hydrochloride process for synthesizing

The invention discloses a synthetic process of fexofenadine hydrochloride. The synthetic process of fexofenadine hydrochloride comprises the following steps of: with alpha, alpha-dimethyl phenylacetic acid as a raw material, carrying out an esterification reaction on alpha, alpha-dimethyl phenylacetic acid and absolute ethyl alcohol under the catalysis of a silica gel loaded phosphotungstic acid (PW12/SiO2) solid acid catalyst to obtain alpha, alpha-dimethyl ethyl phenylacetate; carrying out Friedel-Grafts reaction on alpha, alpha-dimethyl ethyl phenylacetate and 4-chlorobutyryl chloride to obtain alpha, alpha-dimethyl-4-(4-chloro-1-oxo butyl) ethyl phenylacetate; reducing by virtue of sodium borohydride in 95% ethyl alcohol to obtain alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate; and carrying out N-alkylation reaction on alpha, alpha-dimethyl-4-(4-chloro-1-hydroxyl butyl) ethyl phenylacetate and alpha, alpha-dimethyl-4-piperidine methyl alcohol in DMF (dimethyl formamide) for 24 hours at the temperature of 80 DEG C to obtain alpha, alpha-dimethyl-4-[1-hydroxyl-4-[4-(hydroxyl diphenylmethyl)-1-piperidyl]-butyl] ethyl phenylacetate, and then carrying out alkali hydrolysis and salification by virtue of hydrochloric acid, so that fexofenadine hydrochloride is obtained. The synthetic process of fexofenadine hydrochloride is high in yield and low in cost, produces less pollution and is applicable to industrial mass production.

Fexofenadine polymorphs

A process for the preparation of crystalline fexofenadine hydrochloride anhydrous Form I, comprising: a) dispersing crystalline fexofenadine hydrochloride monosolvate with acetonitrile in an acetonitrile and water mixture; b) seeding with crystalline fexofenadine hydrochloride anhydrous Form I; c) refluxing the reaction mixture; d) cooling the mixture; e) separating and collecting the precipitate.