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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12ClNO4
Molecular Weight 269.681
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ECLAZOLAST

SMILES

CCOCCOC(=O)C1=NC2=CC(Cl)=CC=C2O1

InChI

InChIKey=HNJUBRBHULQQFX-UHFFFAOYSA-N
InChI=1S/C12H12ClNO4/c1-2-16-5-6-17-12(15)11-14-9-7-8(13)3-4-10(9)18-11/h3-4,7H,2,5-6H2,1H3

HIDE SMILES / InChI

Molecular Formula C12H12ClNO4
Molecular Weight 269.681
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Eclazolast (REV 2871 or CHBZ) is a non-disodium cromoglycate (DSCG)-like, antiallergic drug. Eclazolast is taken up by rat mast cells and human leukocytes in a specific and saturable manner. The compound can be hydrolyzed by a granule-associated enzyme in the mast cell to an ionic metabolite (REV 3579) whose in vitro profile is identical to that of DSCG. Eclazolast is a potent inhibitor of both immunologic and non-immunologic histamine release. It inhibits exocytosis by intracellularly affecting only direct Fc(epsilon)RI linked processes and not through inhibition of Ca2+ influx channels.

Approval Year

PubMed

PubMed

TitleDatePubMed
REV 2871 (CHBZ): a novel inhibitor of histamine release.
1986 Jun
REV 2871 (CHBZ): a potent antiallergic agent with a novel mechanism of action. II. Studies on the mechanism of action.
1987 Mar 1

Sample Use Guides

In Vitro Use Guide
Eclazolast was a potent inhibitor of both immunologic and non-immunologic histamine release (I50 2-20 microM from rat mast cells).
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:04:44 GMT 2023
Edited
by admin
on Sat Dec 16 16:04:44 GMT 2023
Record UNII
R5ELL4R7VD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ECLAZOLAST
INN   MART.   USAN  
INN   USAN  
Official Name English
ECLAZOLAST [MART.]
Common Name English
eclazolast [INN]
Common Name English
RHC 2871
Code English
2-Ethoxyethyl 5-chloro-2-benzoxazolecarboxylate
Systematic Name English
RHC-2871
Code English
2-BENZOXAZOLECARBOXYLIC ACID, 5-CHLORO-, 2-ETHOXYETHYL ESTER
Common Name English
ECLAZOLAST [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
Code System Code Type Description
CAS
80263-73-6
Created by admin on Sat Dec 16 16:04:44 GMT 2023 , Edited by admin on Sat Dec 16 16:04:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID10230199
Created by admin on Sat Dec 16 16:04:44 GMT 2023 , Edited by admin on Sat Dec 16 16:04:44 GMT 2023
PRIMARY
SMS_ID
100000080507
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106281
Created by admin on Sat Dec 16 16:04:44 GMT 2023 , Edited by admin on Sat Dec 16 16:04:44 GMT 2023
PRIMARY
EVMPD
SUB06448MIG
Created by admin on Sat Dec 16 16:04:44 GMT 2023 , Edited by admin on Sat Dec 16 16:04:44 GMT 2023
PRIMARY
FDA UNII
R5ELL4R7VD
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
INN
5942
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
PUBCHEM
54550
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
USAN
T-69
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
NCI_THESAURUS
C81140
Created by admin on Sat Dec 16 16:04:45 GMT 2023 , Edited by admin on Sat Dec 16 16:04:45 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY