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Merck
CN

287815

3,4-Dichloroisocoumarin

Synonym(s):

3,4-Dichloroisocoumarin

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About This Item

Empirical Formula (Hill Notation):
C9H4Cl2O2
CAS Number:
Molecular Weight:
215.03
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥99% (elemental analysis)
Form:
lyophilized solid
Quality level:
Storage condition:
OK to freeze, desiccated
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assay

≥99% (elemental analysis)

Quality Level

form

lyophilized solid

potency

5-100 μM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated

color

white

solubility

DMF: 10 mM, DMSO: 10 mM

shipped in

ambient

storage temp.

2-8°C

SMILES string

Clc1[o][c](c2c(c1Cl)cccc2)=O

InChI

1S/C9H4Cl2O2/c10-7-5-3-1-2-4-6(5)9(12)13-8(7)11/h1-4H

InChI key

SUGXUUGGLDCZKB-UHFFFAOYSA-N

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.
A potent, irreversible inhibitor of serine proteases. Reacts with serine proteases to release an acylchloride moiety that can acylate another active site residue. Inhibits granzyme B and blocks apoptotic internucleosomal DNA cleavage in thymocytes without the involvement of endonucleases. Does not affect thiol proteases and metalloproteases. Does not exhibit any activity towards β-lactamases.
Effective concentration: 5-100 µM; t½ = 20 min at pH 7.5.

Biochem/physiol Actions

Cell permeable: no
Primary Target
serine proteases
Product does not compete with ATP.
Reversible: no

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Cain, K., et al. 1994. Biochem. Cell Biol.72, 631.
Weaver, V.M., et al. 1993. Biochem. Cell Biol. 71, 488.
Odake, S., et al. 1991. Biochemistry 30, 2217.
Harper, J.W., et al. 1985. Biochemistry24, 1831.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


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Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
287815-10MG04055977197860