Hydrogen[4-[4-(p-ethoxyanilino)-4'-[ethyl(m-sulfonatobenzyl)amino]-2'-methylbenzhydrylen]-3-methylcyclohexa-2,5-dien-1-yliden](ethyl)(m-sulfonatobenzyl)ammonium, Mononatriumsalz
BRILLIANT BLUE · BRILLIANT BLUE G · COOMASSIE BRILLIANT BLUE G-250 · G-250 · COOMASSIE BRILLIANT BLUE G · CI 42655 · CBB G-250 · Cyanine G
![Molekülstruktur von Hydrogen[4-[4-(p-ethoxyanilino)-4'-[ethyl(m-sulfonatobenzyl)amino]-2'-methylbenzhydrylen]-3-methylcyclohexa-2,5-dien-1-yliden](ethyl)(m-sulfonatobenzyl)ammonium, Mononatriumsalz](/img/chemical/61363.png)
Identifikatoren & physikalische Daten
| CAS No. | 6104-58-1 |
|---|---|
| Summenformel | C47H48N3NaO7S2 |
| Durchschnittliche Molmasse | 854 g/mol |
| Monoisotopische Masse | 853,28313751 g/mol |
| SMILES | CCOc1ccc(Nc2ccc(C(=C3C=CC(=[N+](CC)Cc4cccc(S(=O)(=O)[O-])c4)C=C3C)c3ccc(N(CC)Cc4cccc(S(=O)(=O)[O-])c4)cc3C)cc2)cc1.[Na+] |
| InChIKey | RWVGQQGBQSJDQV-UHFFFAOYSA-M |
| PubChem CID | 61363 |
| ChEMBL | CHEMBL4173394 |
| EC No. | 228-058-4 |
| Lokaler Name | Hydrogen[4-[4-(p-ethoxyanilino)-4'-[ethyl(m-sulfonatobenzyl)amino]-2'-methylbenzhydrylen]-3-methylcyclohexa-2,5-dien-1-yliden](ethyl)(m-sulfonatobenzyl)ammonium, Mononatriumsalz |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 159 |
|---|---|
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 9 |
| Frei drehbare Bindungen | 13 |
| Schwere Atome | 60 |
| Formalladung | 0 |
| Komplexität | 1.610 |
| Stoffklassen | Dyes -> Di- and Triaryl Dyes |
| Löslichkeit | 1mg/mLH2O: soluble1mg/mLSoluble in water (50 mg/ml) and ethanol (40 mg/ml). |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Physical Description | Blue crystals[MSDSonline] |
| Schmelzpunkt | 100 °C |
| Dichte | 1.274[at 20℃] |
| Dampfdruck | 0.093Pa at 20℃ |
| Flammpunkt | 11 °C |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Solid |
| Farbe | Dark blue-violet-brown |
| pH | 6.4 (20°C, 10g/L in H2O) |
| BRN | 5230822 |
| Stabilität | Light Sensitive |
| InChIKey | JFNOCRSXNFZMNT-UHFFFAOYSA-M |
| SMILES | [Na+].[S](=O)(=O)([O-])c1cc(ccc1)CN(CC)c2cc(c(cc2)[C+](c5c(cc(cc5)N(CC)Cc6cc(ccc6)[S](=O)(=O)[O-])C)c3ccc(cc3)Nc4ccc(cc4)OCC)C |
| LogP (Verteilungskoeffizient) | -2.55 at 20℃ |
| CAS Datenbank | 6104-58-1(CAS DataBase Reference) |
| EPA chemische Informationen | C.I. Acid Blue 90 (6104-58-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 49.3% (101 of 205) of reports.H411 (50.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 205 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: Benzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]-2-methylphenyl]methylene]-3-methyl-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, hydroxide, inner salt, monosodium saltREACH registered substance: Hydrogen [4-[4-(p-ethoxyanilino)-4'-[ethyl(m-sulphonatobenzyl)amino]-2'-methylbenzhydrylene]-3-methylcyclohexa-2,5-dien-1-ylidene](ethyl)(m-sulphonatobenzyl)ammonium, monosodium salt (EC: 228-058-4)Benzenemethanaminium, N-4-4-(4-ethoxyphenyl)aminophenyl4-ethyl(3-sulfophenyl)methylamino-2-methylphenylmethylene-3-methyl-2,5-cyclohexadien-1-ylidene-N-ethyl-3-sulfo-, inner salt, monosodium salt: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin, eye, and respiratory tract irritant[MSDSonline] |
| Hazard Classes and Categories | Aquatic Chronic 2 (50.7%) |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)Brilliant blue gvNo-DILI-concernNo matchDOI:10.1016/j.drudis.2016.02.015 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 32041200 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Brilliant Blue G is used in analytical biochemistry dye and as a P2X7 antagonist. It is also used in protein staining following gel electrophoresis. It is used to prepare the protein reagent for the determination of protein content of the collagenase enzyme isolated from fish waste. It may be employed as stain for the internal limiting membrane (ILM) for the macular hole (MH) and epiretinal membrane (ERM) surgery. It is useful for SDS gels as it readily stains proteins with minimal background color. Protein bands can be visualized during staining. It has been used in the Bradford dye-binding protein assay. A mechanism for dye binding to protein has been proposed, based on measuring Coomassie Brilliant Blue G-250 (CBBG) absorbance spectra during titration of the dye reagent in the absence of protein and its response to different polyamino acids. Brilliant Blue G has been used for determining critical micelle concentration of detergents.
Herstellung & Synthese
synthetische
Benzaldehyde (1 Moore) and N-ethyl-N-benzyl-3-methylaniline(2 Moore) condensation, And then sulfonating the product of three acids, and lead oxide, peroxide, and then the reaction with the 4-Ethoxybenzenamine, Benzaldehyde sulfonic acid groups on the phenyl ring is substituted anilino-ethoxy.