ChemicalBook--->CAS DataBase List--->51050-59-0

51050-59-0

51050-59-0 Structure

51050-59-0 Structure
IdentificationBack Directory
[Name]

3,4-DICHLOROISOCOUMARIN
[CAS]

51050-59-0
[Synonyms]

3,4-dci
3,4-DICHLOROISOCOUMARIN
3,4-dichloroisochromen-1-one
3,4-DICHLORO-2-BENZOPYRAN-1-ONE
3,4-dichloro-1H-isochroMen-1-one
1H-2-Benzopyran-1-one, 3,4-dichloro-
3,4-DCI, 3,4-Dichloro-2-benzopyran-1-one
3,4-Dichloroisocoumarin - CAS 51050-59-0 - Calbiochem
[Molecular Formula]

C9H4Cl2O2
[MDL Number]

MFCD00036960
[MOL File]

51050-59-0.mol
[Molecular Weight]

215.03
Chemical PropertiesBack Directory
[Boiling point ]

304.7±42.0 °C(Predicted)
[density ]

1.53±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Soluble in DMF or DMSO at a concentration of 10mM
[form ]

White lyophilized solid
[BRN ]

6802625
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25-36/37/38
[Safety Statements ]

26-36
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[HazardClass ]

6.1
Hazard InformationBack Directory
[Description]

3,4-Dichloroisocoumarin (3,4-DCI) is a serine protease inhibitor. It completely inhibits enzyme activity of 24 serine proteases including human leukocyte elastase, thrombin, plasmin, Factor Xa, and Factor XIIa in vitro. 3,4-DCI stimulates caseinolytic activity of bovine pituitary multicatalytic proteinase complex (MPC) by inducing a conformational change in the MPC that exposes the caseinolytic active site. It has been used to functionally characterize the catalytic activities of multiple proteases including rat liver MPC and extracellular lipase.
[Uses]

A potent irreversible mechanism based serine protease inhibitor. Inhibits granzymes A, B, and H, cathepsin G, neutrophil elastase and proteinase 3. Inhibits activation of neutral sphingomyelinase and apoptosis triggered by daunorubicin as well as camptothecin-induced apoptosis in HL-60 cells. Inhibits migration of eosinophils through basement membrane components in vitro.
[Definition]

ChEBI: 3,4-dichloroisocoumarin is a member of the class of isocoumarins that is isocoumarin substituted by chloro groups at positions 3 and 4. It is a serine protease inhibitor. It has a role as a geroprotector and a serine protease inhibitor. It is a member of isocoumarins and an organochlorine compound.
[General Description]

A potent irreversible inhibitor of serine proteases. Blocks apoptotic internucleosomal DNA cleavage in thymocytes without the involvement of endonucleases. Reacts with serine proteases to release an acylchloride moiety that can acylate another active site residue. Does not affect thiol proteases and metalloproteases. Also has no activity towards β-lactamases. Effective at concentrations ranging from 5-100 μM.
[Biochem/physiol Actions]

Product does not compete with ATP.
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-DICHLOROISOCOUMARIN(51050-59-0)1HNMR
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