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E9531

Sigma-Aldrich

Ebastine

≥98% (HPLC), solid

Synonym(s):

1-[4-(1,1-Dimethylethyl)phenyl]-4-[4-(diphenylmethoxy)-1-piperidinyl]-1-butanone

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About This Item

Empirical Formula (Hill Notation):
C32H39NO2
CAS Number:
90729-43-4
Molecular Weight:
469.66
MDL number:
MFCD00865661
UNSPSC Code:
12352200
PubChem Substance ID:
329799086
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

room temp

SMILES string

CC(C)(C)c1ccc(cc1)C(=O)CCCN2CCC(CC2)OC(c3ccccc3)c4ccccc4

InChI

1S/C32H39NO2/c1-32(2,3)28-18-16-25(17-19-28)30(34)15-10-22-33-23-20-29(21-24-33)35-31(26-11-6-4-7-12-26)27-13-8-5-9-14-27/h4-9,11-14,16-19,29,31H,10,15,20-24H2,1-3H3

InChI key

MJJALKDDGIKVBE-UHFFFAOYSA-N

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General description

Ebastine is metabolised by cytochrome P450 3A (CYP3A4) to carebastine. It is used to treat allergic rhinitis and chronic idiopathic urticaria.

Application

Ebastine has been used as a cationic amphiphilic drug (CAD) in sensitizing cancerous cells to chemotherapy and revert multidrug resistance.

Biochem/physiol Actions

Ebastine is a non-sedating histamine H1 receptor antagonist, which inhibits allergen-induced bronchospasm in conscious guinea pigs. Unlike other compounds in this category, ebastine does not prolong the QT interval at up to five times the recommended therapeutic dose.

Features and Benefits

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Magerl et al.
Clinical and experimental dermatology, 34(5), e137-e140 (2009-03-28)
In dermographic urticaria (DU), shearing forces on the skin result in weals and itching. Second-generation antihistamines are recommended as the first-line treatment, but to date only a few have ever been tested for this condition. The objective of this pilot
Alexander H Schmidt et al.
Journal of pharmaceutical and biomedical analysis, 78-79, 65-74 (2013-03-05)
A stability-indicating ultra high performance liquid chromatographic (UHPLC) method has been developed for purity testing of ebastine and its pharmaceutical formulations. Successful chromatographic separation of the API from impurities was achieved on a Waters Acquity UPLC BEH C18, 50 mm
Yong Ju Jang et al.
Auris, nasus, larynx, 39(2), 175-179 (2011-05-17)
Maxillary sinus hypoplasia (MSH) is a radiologically detectable abnormality of the maxillary sinus that can be associated with sinusitis. Symptomatic MSH patients with a patent ostiomeatal complex (MSHPO) constitute a particular therapeutic challenge. Ostiomeatal unit CT scans of 1293 patients
Piperidine-Based Drug Discovery (2017)
L Sánchez Morillas et al.
Journal of investigational allergology & clinical immunology, 21(1), 66-68 (2011-03-05)
H1-antihistamines are probably the most frequently used drugs in allergic diseases, with widely established efficacy, tolerance, and safety. We report a patient with urticaria due to ingestion of ebastine and fexofenadine. Skin prick tests, patch tests, and basophil activation tests
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