BILASTINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C28H37N3O3
Molecular Weight	463.6117
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOCCN1C(=NC2=CC=CC=C12)C3CCN(CCC4=CC=C(C=C4)C(C)(C)C(O)=O)CC3

InChI

InChIKey=ACCMWZWAEFYUGZ-UHFFFAOYSA-N

InChI=1S/C28H37N3O3/c1-4-34-20-19-31-25-8-6-5-7-24(25)29-26(31)22-14-17-30(18-15-22)16-13-21-9-11-23(12-10-21)28(2,3)27(32)33/h5-12,22H,4,13-20H2,1-3H3,(H,32,33)

HIDE SMILES / InChI

Description
Sources: https://www.medicines.org.uk/emc/PIL.24462.latest.pdf
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/25878559 | https://medical.azureedge.net/pdf/28433.pdf?v=636220857643656872 | https://www.faesfarma.com/wp-content/uploads/2015/07/AI-20110329-EN.pdf

Bilastine is a new second generation H1-antihistamine recently approved for the symptomatic treatment of allergic rhinitis (AR) and chronic urticaria (CU). Bilastine is an H1 receptor inverse agonist. Bilastine also exerts anti-inflammatory activity by inhibiting the release of histamine, IL-4 and tumor necrosis factor (TNF)-α from human mast cells and granulocytes. Common side effects are headache and drowsiness.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H1 receptor 315 Target ID: CHEMBL231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16274260 \| https://www.ncbi.nlm.nih.gov/pubmed/25878559	Inverse Agonist 80		64.0 nM [Ki]

Conditions

Condition	Modality	Highest Phase	Product
Allergic rhinitis 100 Sources: https://www.medicines.org.uk/emc/PIL.24462.latest.pdf	Palliative	Approved 8429	Bilaxten Approved Use Bilastine is used to relieve the symptoms of hayfever (sneezing, itchy, runny, blocked-up nose and red and watery eyes) and other forms of allergic rhinitis. It may also be used to treat itchy skin rashes (hives or urticaria). Launch Date 2010
Hayfever 1 Sources: https://www.medicines.org.uk/emc/PIL.24462.latest.pdf	Palliative	Approved 8429	Bilaxten Approved Use Bilastine is used to relieve the symptoms of hayfever (sneezing, itchy, runny, blocked-up nose and red and watery eyes) and other forms of allergic rhinitis. It may also be used to treat itchy skin rashes (hives or urticaria). Launch Date 2010
Urticaria 39 Sources: https://www.medicines.org.uk/emc/PIL.24462.latest.pdf	Palliative	Approved 8429	Bilaxten Approved Use Bilastine is used to relieve the symptoms of hayfever (sneezing, itchy, runny, blocked-up nose and red and watery eyes) and other forms of allergic rhinitis. It may also be used to treat itchy skin rashes (hives or urticaria). Launch Date 2010

PubMed

Title	Date	PubMed
Comparative efficacy of bilastine, levocetirizine and desloratadine updosing in chronic urticaria.	2016	27932886
Bilastine in allergic rhinoconjunctivitis and urticaria: a practical approach to treatment decisions based on queries received by the medical information department.	2017	28210286
Corrigendum to "Application of Analytical Quality by Design concept for bilastine and its degradation impurities determination by hydrophilic interaction liquid chromatographic method" [J. Pharm. Biomed. Anal. 125 (2016) 385-393].	2017 May 10	28249713

Patents

Sample Use Guides

In Vivo Use Guide

20 mg daily

Route of Administration: Oral

In Vitro Use Guide

Bilastine gave mild positive results for two uptake transporters, OATP2B1 and OCT1, mainly located in liver and intestine. Bilastine IC50 was determined for these two transporters and (based in previous knowledge), also for P-gp. The assay was carried out at seven bilastine concentrations ranging from 0.41 to 300 M. Bilastine showed poor inhibition, as values of IC50 obtained for all the three transporters were ≥ 300 M.

Name

Type

Language

BILASTINE

Official Name

English

Bilastine [WHO-DD]

Common Name

English

BILASTINE [JAN]

Common Name

English

BILASTINE [MI]

Common Name

English

P-(2-(4-(1-(2-ETHOXYETHYL)-2-BENZIMIDAZOLYL)PIPERIDINO)ETHYL)-.ALPHA.-METHYLHYDRATROPIC ACID

Common Name

English

bilastine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578