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Merck
CN

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

Key Documents

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Product Name

3,4-Dichloroisocoumarin, serine protease inhibitor

SMILES string

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

InChI key

SUGXUUGGLDCZKB-UHFFFAOYSA-N

InChI

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

assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

2-8°C

Quality Level

200

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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.

General description

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

Other Notes

Effective concentration 5-100 μM.

Preparation Note

Half-life = 20 min at pH 7.5.

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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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
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
Diego López León et al.
iScience, 23(3), 100932-100932 (2020-03-11)
Pathogenic bacteria secrete virulence factors that interact with the human host to establish infections. The human immune system evolved multiple mechanisms to fight bacterial invaders, including immune proteases that were demonstrated to contribute crucially to antibacterial defense. Here we show
Premkumari Kumarathasan et al.
Particle and fibre toxicology, 15(1), 34-34 (2018-08-12)
There is a paucity of mechanistic information that is central to the understanding of the adverse health effects of source emission exposures. To identify source emission-related effects, blood and saliva samples from healthy volunteers who spent five days near a
Brett M Babin et al.
Cell chemical biology, 29(5), 897-909 (2021-10-03)
The increasing incidence of antibiotic-resistant Mycobacterium tuberculosis infections is a global health threat necessitating the development of new antibiotics. Serine hydrolases (SHs) are a promising class of targets because of their importance for the synthesis of the mycobacterial cell envelope.
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