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

Molecular Formula	C32H37NO4
Molecular Weight	499.6405
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:24:02 UTC 2023` Edited by `admin` on `Fri Dec 15 16:24:02 UTC 2023`
Record UNII	75DLN707DO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CAREBASTINE

Official Name

English

carebastine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29578