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Merck

T9652

Sigma-Aldrich

Terfenadine

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

Sinónimos:

α-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol

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About This Item

Fórmula empírica (notación de Hill):
C32H41NO2
Número de CAS:
Peso molecular:
471.67
Número CE:
Número MDL:
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
NACRES:
NA.77

Nombre del producto

Terfenadine,

Nivel de calidad

solubilidad

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

emisor

Sanofi Aventis

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

GUGOEEXESWIERI-UHFFFAOYSA-N

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Aplicación

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.

Acciones bioquímicas o fisiológicas

Non-sedating second generation H1 histamine receptor antagonist.
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.

Características y beneficios

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.

Nota de preparación

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).

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Aquatic Chronic 4

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Visite la Librería de documentos

Naoki Inagaki et al.
European journal of pharmacology, 448(2-3), 175-183 (2002-07-30)
Compound 48/80 induced scratching behavior in BALB/c mice, and the role of mast cell mediators in this behavior was examined. Mouse scratching behavior was detected and evaluated using a new apparatus, MicroAct. Compound 48/80 increased the incidence of scratching behavior
Hiroyuki Kusuhara et al.
Drug metabolism and disposition: the biological fate of chemicals, 41(1), 206-213 (2012-11-02)
The effect of rifampicin on the pharmacokinetics of fexofenadine enantiomers was examined in healthy subjects who received fexofenadine alone or with single or multiple doses of rifampicin (600 mg). A single coadministered dose of rifampicin significantly decreased the oral clearance
Terfenadine
McTavish D, et al.
Drugs, 39, 552-574 (1990)
H Ohtani et al.
The Journal of pharmacy and pharmacology, 51(9), 1059-1063 (1999-10-21)
We examined and compared the inhibitory effects of three non-sedating antihistamines, terfenadine, ebastine, and epinastine, on delayed rectifier potassium current (IK) and transient outward potassium current (Ito) of rat isolated ventricular myocytes, using a patch clamp technique. Terfenadine, ebastine and
Marine algal toxin azaspiracid is an open-state blocker of hERG potassium channels
Twiner MJ, et al.
Chemical Research in Toxicology, 25(9), 1975-1984 (2012)

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