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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

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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Experimental evaluation of ebastine, a second-generation anti-histamine, as a supportive medication for alopecia areata.
Manabu Ohyama et al.
Journal of dermatological science, 58(2), 154-157 (2010-04-15)
N V Tsiskarishvili et al.
Georgian medical news, (167)(167), 52-56 (2009-03-12)
The clinical efficacy of antihistaminic preparation "Kestine" (Ebastine) in combined treatment of 50 patients suffering from photo-allergic dermatosis (15 - solar urticaria, 20 - solar erythema and 15 - solar eczema) are evaluated. Kestine in dosage of 10 mg a
Daniel Aguilar et al.
Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993), 56(2), 36-40 (2009-06-17)
Allergic rhinitis is an inflammatory disease of the nasal mucosa, with common symptoms, which is essentially characterized by nasal itching, nasal congestion, sneezing, hyaline rhinorrhea and repetitive sneezing. The disease is very common, 15% of the population worldwide suffers it.
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2015)
G Ciprandi et al.
Journal of biological regulators and homeostatic agents, 23(1), 31-36 (2009-03-27)
Nasal obstruction is a leading symptom in patients with allergic rhinitis and depends on inflammation characterized by Th2 polarization. Thus, IFN-gamma is typically deficient in allergic patients. It has been previously reported that ebastine is able to reduce Th2-dependent cytokines.
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