CAREBASTINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C32H37NO4
Molecular Weight	499.6405
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C(O)=O)C1=CC=C(C=C1)C(=O)CCCN2CCC(CC2)OC(C3=CC=CC=C3)C4=CC=CC=C4

InChI

InChIKey=XGHOVGYJHWQGCC-UHFFFAOYSA-N

InChI=1S/C32H37NO4/c1-32(2,31(35)36)27-17-15-24(16-18-27)29(34)14-9-21-33-22-19-28(20-23-33)37-30(25-10-5-3-6-11-25)26-12-7-4-8-13-26/h3-8,10-13,15-18,28,30H,9,14,19-23H2,1-2H3,(H,35,36)

HIDE SMILES / InChI

Description
Sources: http://adis.springer.com/drugs/800003600 | https://www.ncbi.nlm.nih.gov/pubmed/11328664 | https://www.drugs.com/international/ebastine.html

Carabestine is the active first-pass metabolite of Ebastine and acts as a histamine H1 receptor antagonist which has been investigated as a potential allergy medication. Ebastine is marketed under a number of brand names.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H1 receptor 315 Target ID: P35367 Gene ID: 3269.0 Gene Symbol: HRH1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/22186623	Inverse Agonist 80		9.7 nM [Ki]
angiogenesis 17 Target ID: GO:0001525 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19357149	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Allergic rhinitis 100 Sources: http://adis.springer.com/drugs/800003600 https://clinicaltrials.gov/ct2/show/NCT02653339 https://www.ncbi.nlm.nih.gov/pubmed/11249602	Primary		Phase III 656	Unknown Approved Use Unknown
Allergic conjunctivitis 100 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11249602	Primary		Phase III 656	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY115156	https://www.001chemical.com/chem/search?q=DY115156
1PlusChem LLC	1P00GXDP	https://www.1pchem.com/search?query=1P00GXDP
A2B Chem	AH88957	http://a2bchem.com/prod/AH88957
AA Blocks	AA00GWU9	http://aablocks.com/goods/Goods/detail?id=AA00GWU9
AK Scientific	5109AC	https://aksci.com/item_detail.php?cat=5109AC
Achemo Scientific Limited	AC-91749	http://www.achemo.com/search/?Keyword=AC-91749
AstaTech	W15627	http://astatechinc.com/CPSResult.php?CRNO=W15627
BLD Pharm	BD120094	http://www.bldpharm.com/search/Search.html?keyword=BD120094
BOC Sciences	90729-42-3	http://www.bocsci.com/description.asp?cas=90729-42-3
Chem Scene	CS-0081566	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0081566
Chem-Impex International	24186	http://www.chemimpex.com/category/search/24186/2?filter=&search=24186&type=q&keywordoption=ANY&cid=2&fltrdesc=
Combi-Blocks	QB-7197	http://www.combi-blocks.com/cgi-bin/find.cgi?QB-7197
Matrix Scientific	99476	http://www.matrixscientific.com/099476.html
MolPort	MolPort-006-391-972	https://www.molport.com/shop/molecule-link/MolPort-006-391-972
Molcore	MC115156	http://www.molcore.com/CatMC115156.html
MuseChem	R009357	https://www.musechem.com/product/R009357.html
Tetrahedron	TS83216	http://www.thsci.com/search.do?q=TS83216
Toronto Research Chemicals	C183440	https://www.trc-canada.com/product-detail/?CatNum=C183440
eMolecules	10228024	https://orderbb.emolecules.com/search/#?query=10228024

PubMed

Title	Date	PubMed
The pharmacokinetics, antihistamine and concentration-effect relationship of ebastine in healthy subjects.	1988 Nov	2905150
Blood-brain barrier transport of H1-antagonist ebastine and its metabolite carebastine.	2000	11328664
Genetic deficiency of carnitine/organic cation transporter 2 (slc22a5) is associated with altered tissue distribution of its substrate pyrilamine in mice.	2009 Dec	19821448
Inverse agonistic activity of antihistamines and suppression of histamine H1 receptor gene expression.	2012	22186623

Patents

Sample Use Guides

In Vivo Use Guide

In Phase III clinical trials patients were treated with a nasal spray containing Carebastine in a concentration of 2.5 mg/mL, and as an eye drop containing Carebastine at a concentration of 25 mg/mL.

Route of Administration: Other

In Vitro Use Guide

In a dose–response study: CHO-H1R cells were incubated with Carebastine (1 nM – 1 μM) for 1 h. Effectiveness was assessed by measuring the accumulation of inositol phosphates.

Name

Type

Language

CAREBASTINE

Official Name

English

carebastine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578