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
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
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.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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REV 2871 (CHBZ): a novel inhibitor of histamine release. | 1986 Jun |
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REV 2871 (CHBZ): a potent antiallergic agent with a novel mechanism of action. II. Studies on the mechanism of action. | 1987 Mar 1 |
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REV 2871 (CHBZ): a potent antiallergic agent with a novel mechanism of action. I. Activity profile as an inhibitor of mediator release. | 1987 Mar 1 |
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Mechanism of action of the nonlipophilic antiallergic drug eclazolast (REV 2871) in the inhibition of mediator release in a mast cell model. | 1999 Nov |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2435293
Eclazolast was a potent inhibitor of both immunologic and non-immunologic histamine release (I50 2-20 microM from rat mast cells).
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NCI_THESAURUS |
C29578
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ACTIVE MOIETY