T9652

Terfenadine

≥97.5% (HPLC), powder, H1 histamine receptor antagonist

• Synonyme(s) : α-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
• Formule empirique (notation de Hill): C₃₂H₄₁NO₂
• Numéro CAS: 50679-08-8
• Poids moléculaire : 471.67
• Numéro CE : 256-710-8
• Numéro MDL: MFCD00079622
• Code UNSPSC : 12161501
• ID de substance PubChem : 24277779
• Nomenclature NACRES : NA.77

Propriétés

• product name: Terfenadine,
• Solubilité: chloroform: soluble 250 mg plus 5 ml of solvent, clear to very slightly hazy, colorless to faintly yellow; H₂O: soluble 0.01 mg/mL at 30 °C; 1 M HCl: soluble 0.12 mg/mL at 30 °C; hexane: soluble 0.34 mg/mL at 30 °C; 0.1 M tartaric acid: soluble 0.45 mg/mL; 0.1 M citric acid: soluble 1.1 mg/mL; methanol: soluble 37.5 mg/mL at 30 °C; ethanol: soluble in salt form 37.8 mg/mL at 30 °C
• Auteur: Sanofi Aventis
• Température de stockage: 2-8°C
• Chaîne SMILES: CC(C)(C)c1ccc(cc1)C(O)CCCN2CCC(CC2)C(O)(c3ccccc3)c4ccccc4
• InChI: 1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3
• Clé InChI: GUGOEEXESWIERI-UHFFFAOYSA-N
• Informations sur le gène: human ... ABCB1(5243) , CYP2C8(1558) , CYP3A4(1576) , HRH1(3269) , IL4(3565) , IL5(3567) , KCNH1(3756) , KCNH2(3757) ; mouse ... Abcb1a(18671) , Abcb1b(18669) ; rat ... Hrh1(24448)

Description

Application

Terfenadine has been used as a positive control in electrophysiology recordings. It has also been used as a constituent of internal standard solution in liquid chromatography-mass spectrometry (LC-MS).

Terfenadine has been used to study the role of histamine in itch related to proteinase-activated receptors (PARs) in mice. Terfenadine has also been used to block histamine receptor type 1 to study the pathogenesis of 2,4-dinitrobenzene sulfonic acid (DNBS)-induced ulcerative colitis in rats.

Actions biochimiques/physiologiques

Non-sedating second generation H1 histamine receptor antagonist. Mainly metabolized by Cyp3A4, 5, 7. Inhibits CYP2C8.

Terfenadine acts a potential anti-histamine and is used in the treatment of allergic rhinitis and chronic urticaria.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Notes préparatoires

250 mg of Terfenadine dissolves in 5ml of chloroform to yield a clear, colorless solution. Terfenadine is also soluble at 30^° C in 0.1 M citric acid (1.1 mg/ml), water (0.01 mg/ml), methanol (37.5 mg/ml), hexane (0.34 mg/ml), ethanol (37.8 mg/ml), 1 M hydrochloric acid (0.12 mg/ml), and 0.1 M tartaric acid (0.45 mg/ml).

Informations sur la sécurité

• Mentions de danger: H413
• Conseils de prudence: P273 - P501
• Classification des risques: Aquatic Chronic 4
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable