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T9652

Terfenadine

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

Synonym(s):

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

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5 g

Available to ship TODAYfromMILWAUKEE

$127.00
25 g

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$483.00

About This Item

Empirical Formula (Hill Notation):
C32H41NO2
CAS Number:
50679-08-8
Molecular Weight:
471.67
NACRES:
NA.77
PubChem Substance ID:
24277779
UNSPSC Code:
12161501
EC Number:
256-710-8
MDL number:
MFCD00079622

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Product Name

Terfenadine,

Quality Segment

solubility

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

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

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

InChI key

GUGOEEXESWIERI-UHFFFAOYSA-N

Gene Information

Application

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.
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).

Biochem/physiol Actions

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.

Features and Benefits

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.

Preparation Note

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).

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This Item
T0071000T4182T5648
Terfenadine

Sigma-Aldrich

T9652

Terfenadine

Terfenadine European Pharmacopoeia (EP) Reference Standard

T0071000

Terfenadine

Tyrphostin AG 1478 ≥98%

Sigma-Aldrich

T4182

Tyrphostin AG 1478

Tamoxifen ≥99%

Sigma-Aldrich

T5648

Tamoxifen

description

-

description

European Pharmacopoeia (EP) Reference Standard

description

≥98%

description

≥99%

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

methanol: soluble 37.5 mg/mL at 30 °C, ethanol: soluble in salt form 37.8 mg/mL at 30 °C, hexane: soluble 0.34 mg/mL at 30 °C, chloroform: soluble 250 mg plus 5 ml of solvent, clear to very slightly hazy, colorless to faintly yellow, 0.1 M tartaric acid: soluble 0.45 mg/mL, 1 M HCl: soluble 0.12 mg/mL at 30 °C, 0.1 M citric acid: soluble 1.1 mg/mL, H2O: soluble 0.01 mg/mL at 30 °C

solubility

-

solubility

H2O: insoluble, DMSO:methanol (1:1): soluble 10 mg/mL, clear, colorless, ethanol: soluble 10 mg/mL, methylene chloride: soluble 10 mg/mL, 0.1 M NaOH: insoluble, 2-hydroxypropyl-β-cyclodextrin: insoluble, 0.1 M HCl: soluble <0.4 mg/mL

solubility

methanol: soluble, chloroform: soluble 50 mg/mL, clear, colorless to faintly yellow, 2-propanol: soluble, DMSO: soluble, propylene glycol: soluble, H2O: insoluble <0.1% at 20 °C

originator

Sanofi Aventis

originator

-

originator

-

originator

AstraZeneca

Gene Information

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)

Gene Information

human ... HRH1(3269)

Gene Information

human ... EGFR(1956)
mouse ... Egfr(13649)

Gene Information

human ... CYP1A2(1544), EBP(10682), ESR1(2099), ESR2(2100), ESRRA(2101)
rat ... Ar(24208), Esr1(24890)

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Hazard Codes

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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