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D7910

Sigma-Aldrich

3,4-Dichloroisocoumarin

serine protease inhibitor

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
Beilstein/REAXYS Number:
6802625
MDL number:
MFCD00036960
UNSPSC Code:
12352202
PubChem Substance ID:
24278386
NACRES:
NA.77

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

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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.

Other Notes

Effective concentration 5-100 μM.

Quantity

Half-life = 20 min at pH 7.5.

Substrates

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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
K S Lang et al.
Cell death and differentiation, 11(2), 231-243 (2003-11-15)
Erythrocytes lack nuclei and mitochondria, the organelles important for apoptosis of nucleated cells. However, following increase of cytosolic Ca(2+) activity, erythrocytes undergo cell shrinkage, cell membrane blebbing and breakdown of phosphatidylserine asymmetry, all features typical for apoptosis in nucleated cells.
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.
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
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