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D7910

3,4-Dichloroisocoumarin

≥98% (TLC), Serine protease inhibitor, powder

Synonym(s):

3,4-DCI, 3,4-Dichloro-2-benzopyran-1-one

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About This Item

Empirical Formula (Hill Notation):
C9H4Cl2O2
CAS Number:
51050-59-0
Molecular Weight:
215.03
NACRES:
NA.77
PubChem Substance ID:
24278386
UNSPSC Code:
12352202
MDL number:
MFCD00036960
Beilstein/REAXYS Number:
6802625
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Product Name

3,4-Dichloroisocoumarin, serine protease inhibitor

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

ethyl acetate: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

ClC1=C(Cl)c2ccccc2C(=O)O1

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

Serine protease inhibitor. Active towards a wide range of serine proteases including granzymes. Not active toward β-lactamases.

Application

Useful in a rapid staining method for identification of macrophages; counts by this method were confirmed by the more complex morphological criteria, by phagocytosis, and by the presence of Fc receptors.

Preparation Note

Half-life = 20 min at pH 7.5.

Other Notes

Effective concentration 5-100 μM.

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pictograms

Skull and crossbones
GHS06

signalword

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000477754
0000477754
0000420474
0000301459
0000301459

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Anežka Tichá et al.
Cell chemical biology, 24(12), 1523-1536 (2017-11-07)
Rhomboid-family intramembrane proteases regulate important biological processes and have been associated with malaria, cancer, and Parkinson's disease. However, due to the lack of potent, selective, and pharmacologically compliant inhibitors, the wide therapeutic potential of rhomboids is currently untapped. Here, we
A Weihofen et al.
The Journal of biological chemistry, 275(40), 30951-30956 (2000-08-02)
Signal peptides of secretory and membrane proteins are generated by proteolytic processing of precursor proteins after insertion into the endoplasmic reticulum membrane. Liberated signal peptides can be further processed, and the resulting N-terminal fragments are released toward the cytosol, where
V Conseil et al.
Antimicrobial agents and chemotherapy, 43(6), 1358-1361 (1999-05-29)
We investigated the effect of protease inhibitors on the asexual development of the protozoan parasite Toxoplasma gondii. Among the inhibitors tested only two irreversible serine protease inhibitors, 3,4-dichloroisocoumarin and 4-(2-aminoethyl)-benzenesulfonyl fluoride, clearly prevented invasion of the host cells by specifically
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