Ebastine

  • CAT Number: A000166
  • CAS Number: 90729-43-4
  • Molecular Formula: C32H39NO2
  • Molecular Weight: 469.7
  • Purity: ≥95%
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Ebastine, is a H1 antihistamine with low potential for causing drowsiness. It does not penetrate the blood–brain barrier to a significant amount and thus combines an effective block of the H1 receptor in peripheral tissue with a low incidence of central side effects, i.e. seldom causing sedation or drowsiness. After oral administration, ebastine undergoes extensive first-pass metabolism by hepatic cytochrome P450 3A4 into its active carboxylic acid metabolite, carebastine. This conversion is practically complete. Ebastine is a second-generation H1 receptor antagonist that is indicated mainly for allergic rhinitis and chronic idiopathic urticaria.

Catalog Number A000166
CAS Number 90729-43-4
Molecular Formula

C32H39NO2

Purity 95%
Target Histamine H1 receptor
Storage -20°C
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
InChIKey MJJALKDDGIKVBE-UHFFFAOYSA-N
SMILES CC(C)(C)C1=CC=C(C=C1)C(=O)CCCN2CCC(CC2)OC(C3=CC=CC=C3)C4=CC=CC=C4
Reference

1: Goyal V, Gupta A, Gupta O, Lal D, Gill M. Comparative Efficacy and Safety of
Ebastine 20 mg, Ebastine 10 mg and Levocetirizine 5 mg in Acute Urticaria. J Clin
Diagn Res. 2017 Mar;11(3):WC06-WC09. doi: 10.7860/JCDR/2017/23961.9550. Epub 2017
Mar 1. PubMed PMID: 28511488; PubMed Central PMCID: PMC5427414.

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2: Pecoraro L, Paiola G, Pietrobelli A. Ebastine overdose in a child. Clin Case
Rep. 2017 Feb 22;5(4):403-405. doi: 10.1002/ccr3.845. eCollection 2017 Apr.
PubMed PMID: 28396756; PubMed Central PMCID: PMC5378857.
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3: Ibrahim F, Wahba ME. Simultaneous Liquid Chromatographic Determination of
Ebastine with Two Sympathomimetic Drugs Using a Monolithic Column. J Chromatogr
Sci. 2017 Mar 1;55(3):258-266. doi: 10.1093/chromsci/bmw180. PubMed PMID:
27884871.
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4: Uehara S, Uno Y, Yuki Y, Inoue T, Sasaki E, Yamazaki H. A New Marmoset P450
4F12 Enzyme Expressed in Small Intestines and Livers Efficiently Metabolizes
Antihistaminic Drug Ebastine. Drug Metab Dispos. 2016 Jun;44(6):833-41. doi:
10.1124/dmd.116.070367. Epub 2016 Apr 4. PubMed PMID: 27044800.

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5: Jung HS, Park CH, Park YT, Bae MA, Lee YI, Kang BJ, Jegal Y, Ahn JJ, Lee T.
Gynecomastia induced by H1-antihistamine (ebastine) in a patient with idiopathic
anaphylaxis. Asia Pac Allergy. 2015 Jul;5(3):187-90. doi:
10.5415/apallergy.2015.5.3.187. Epub 2015 Jul 29. PubMed PMID: 26240797; PubMed
Central PMCID: PMC4521169.
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6: Rapolu R, Pandey AK, Raju ChK, Ghosh K, Srinivas K, Awasthi A, Navalgund SG,
Surendranath KV. A novel UV degradation product of Ebastine: isolation and
characterization using Q-TOF, NMR, IR and computational chemistry. J Pharm Biomed
Anal. 2015 Mar 25;107:488-94. doi: 10.1016/j.jpba.2015.01.039. Epub 2015 Jan 29.
PubMed PMID: 25679093.

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7: Ibrahim FA, Wahba ME. Orthogonal projection to latent structures combined with
artificial neural networks in non-destructive analysis of ebastine powder. Acta
Chim Slov. 2014;61(1):11-8. PubMed PMID: 24664321.
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8: Rana NS, Rajesh KS, Patel NN, Patel PR, Limbachiya U, Pasha TY. Development
and Validation of RP-HPLC Method for the Simultaneous Estimation of Montelukast
Sodium and Ebastine in Tablet Dosage Form. Indian J Pharm Sci. 2013
Sep;75(5):599-602. PubMed PMID: 24403662; PubMed Central PMCID: PMC3877523.
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9: Schmidt AH, Molnár I. Using an innovative Quality-by-Design approach for
development of a stability indicating UHPLC method for ebastine in the API and
pharmaceutical formulations. J Pharm Biomed Anal. 2013 May 5;78-79:65-74. doi:
10.1016/j.jpba.2013.01.032. Epub 2013 Jan 31. PubMed PMID: 23454599.
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10: Haggag RS, Belal TS. Gradient HPLC-DAD determination of two pharmaceutical
mixtures containing the antihistaminic drug ebastine. J Chromatogr Sci. 2012
Nov-Dec;50(10):862-8. doi: 10.1093/chromsci/bms082. Epub 2012 Jun 7. PubMed PMID:
22677488.

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