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=C(O1)C=CC(Cl)=C2
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 |
|---|---|---|
| Mechanism of action of the nonlipophilic antiallergic drug eclazolast (REV 2871) in the inhibition of mediator release in a mast cell model. | 1999-11 |
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| REV 2871 (CHBZ): a potent antiallergic agent with a novel mechanism of action. II. Studies on the mechanism of action. | 1987-03-01 |
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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. | 1987-03-01 |
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| REV 2871 (CHBZ): a novel inhibitor of histamine release. | 1986-06 |
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NCI_THESAURUS |
C29578
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ACTIVE MOIETY
