3,4-Dichlorisocumarin
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 Dichloroisocoumarin, 10 mM in DMSO · 3,4-DCI, 3,4-Dichloro-2-benzopyran-1-one
Identifikatoren & physikalische Daten
| CAS No. | 51050-59-0 |
|---|---|
| Summenformel | C9H4Cl2O2 |
| Durchschnittliche Molmasse | 215,03 g/mol |
| Monoisotopische Masse | 213,9588348 g/mol |
| SMILES | O=c1oc(Cl)c(Cl)c2ccccc12 |
| InChIKey | SUGXUUGGLDCZKB-UHFFFAOYSA-N |
| PubChem CID | 1609 |
| ChEMBL | CHEMBL24983 |
| ChEBI | CHEBI:109540 |
| EC No. | 637-085-4 |
| DTXSID | DTXSID70199056 |
| Lokaler Name | 3,4-Dichlorisocumarin |
Chemische & physikalische Eigenschaften
| XLogP | 3,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 273 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Siedepunkt | 304.7±42.0 °C(Predicted) |
| Dichte | 1.53±0.1 g/cm3(Predicted) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Soluble in DMF or DMSO at a concentration of 10mM |
| Aggregatzustand | White lyophilized solid |
| Farbe | White to off-white |
| BRN | 6802625 |
| InChI | 1S/C9H4Cl2O2/c10-7-5-3-1-2-4-6(5)9(12)13-8(7)11/h1-4H |
| InChIKey | SUGXUUGGLDCZKB-UHFFFAOYSA-N |
| SMILES | ClC1=C(Cl)c2ccccc2C(=O)O1 |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 3 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 2811 6.1/PG 3 |
| R-Sätze (R) | 25-36/37/38 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | 6.1Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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. It is an inhibitor of Chymotrypsin and Trypsin. ,4 Dichloroisocoumarin also inhibits granzymes A, B, and H, cathepsin G, neutrophil elastase, proteinase and blocks apoptotic internucleosomal DNA cleavage in thymocytes without the involvement of endonucleases.