Direct Blue 53

Direct Blue 53 Basic information
Product Name:Direct Blue 53
Synonyms:EVANS BLUE C.I. No 23860;EvansBlue,99%;DiazoBlue;1,3-Naphthalenedisulfonic acid, 6,6-(3,3-dimethyl1,1-biphenyl-4,4-diyl)bis(azo)bis4-amino-5-hydroxy-, tetrasodium salt;4,4'-Bis[7-(1-amino-8-hydroxy-2,4-disulfo)naphthylazo]-3,3'-bitolyl tetrasodium salt;6,6'-[(3,3'-Dimethyl-4,4'-biphenylylene)bis(azo)]bis[4-amino-5-hydroxy-1,3-naphthalenedisulfonic acid] tetrasodium salt;6,6'-[(3,3'-Dimethyl[1,1'-biphenyl]-4,4'-diyl)bis(azo)]bis(4-amino-5-hydroxy-1,3-naphthalenedisulfonic acid disodium);3-[[4'-[(4-Amino-2-methyl-5-methoxyphenyl)azo]-3,3'-dimethoxy-1,1'-biphenyl-4-yl]azo]-4-hydroxynaphthalene-1,5-disulfonic acid disodium salt
CAS:314-13-6
MF:C34H29N6NaO14S4
MW:896.86
EINECS:206-242-5
Product Categories:MATULANE;Biological Dye;Glutamate receptor;Organics
Mol File:314-13-6.mol
Direct Blue 53 Structure
Direct Blue 53 Chemical Properties
storage temp. Store at RT.
solubility DMSO (Slightly), Water (Slightly)
Colour Index 23860
form Powder/Solid
color Dark Brown
Water Solubility 280 g/L (20 ºC)
Merck 14,3905
Stability:Stable. Incompatible with strong reducing agents, strong oxidizing agents.
CAS DataBase Reference314-13-6
IARC3 (Vol. 8, Sup 7) 1987
EPA Substance Registry SystemC.I. Direct Blue 53 (314-13-6)
Safety Information
Hazard Codes T,F
Risk Statements 45-63-11-61-20/21/22
Safety Statements 53-45-36/37-16-36/37/39
WGK Germany 3
RTECS QJ6440000
TSCA Yes
HS Code 32129000
ToxicityLD50 intraperitoneal in mouse: 340mg/kg
MSDS Information
ProviderLanguage
C.I. 23860 English
SigmaAldrich English
ACROS English
ALFA English
Direct Blue 53 Usage And Synthesis
Chemical Propertiesbrownish crystalline powder
UsesEvans Blue is used for estimation of blood volume and in double-labeling procedure for studying axonal branching. It acts as an inhibitor of L-glutamate and kainate receptor-mediated currents. It is also a P2X-selective purinoceptor antagonist. It is also useful in molecular biology.
Usesantineoplastic
Preparation3,3′-Dimethylbenzidine double nitriding, in alkaline conditions and 4-Amino-5-hydroxynaphthalene-1,3-disulfonic acid (2 Moore) coupled.
DefinitionChEBI: An organic sodium salt that is the tetrasodium salt of 6,6'-{(3,3'-dimethyl[1,1'-biphenyl]-4,4'-diyl)bis[diazene-2,1-diyl]}bis(4-amino-5-hydroxynaphthalene-1,3-disulfonate). It is sometimes used as a counterstain, especially in fluorescent methods to suppr ss background autofluorescence.
General DescriptionBlue crystals with a greenish-bronze luster or a black powder.
Air & Water ReactionsAzo dyes can be explosive when suspended in air at specific concentrations. Soluble in water.
Reactivity ProfileDirect Blue 53 is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. Direct Blue 53 can react with strong reducing and oxidizing agents.
Fire HazardFlash point data for Direct Blue 53 are unavailable; however, Direct Blue 53 is probably combustible.
Biological ActivityPotent inhibitor of L-glutamate uptake into synaptic vesicles. Also inhibits AMPA and kainate receptor-mediated currents (IC 50 values are 220 and 150 nM respectively). P2X-selective purinoceptor antagonist.
Safety ProfilePoison by intraperitoneal route.Moderately toxic by intravenous route. An experimentalteratogen. Other experimental reproductive effects.Questionable carcinogen with experimental tumorigenicdata. Mutation data reported. When heated todecomposition it
in vitroevans blue inhibits the kainate-mediated responses of the non-nmda receptor subunits (giurl, g1ur1,2, g1url,3, and g1ur2,3) expressed in xenopus oocytes without the response of glur3 and g1ur6 at low concentrations (ic50= 355 nm for the subunit combination glur1,2). this pocess was partially reversible without competing with kainate for the agonist binding site [1]. in whole-cell patch clamp recordings of transfected human embryonic kidney 293 cells, evans blue is a potent inhibitor of glutamate-evoked currents mediated by the kainate-type receptor giur6 as long as the ampa-type receptor glurl. interestingly, pretreating with the lectin concanavalin cells recorded relatively little eb inhibition of giur6 currents, eliminating kainate receptor desensitization. in addition to decreasing glur6-mediated peak current amplitude, eb significantly changed receptor desensitization by slowing the rate of onset by ~2-fold (1 m eb) and the rate of recovery by ~2-fold (0.1 p.m eb), and enhancing the steady state to peak current amplitude ratio by ~50-fold (1 m eb) [2].
IC 50220 and 150 nm for glurl and giur6, respectively.
storageRoom temperature
Properties and Applicationsdark green light blue. Soluble in water for bright blue. The strong sulfuric acid for blue-ray green, diluted for light yellow. The dye solution to join hydrochloric acid as bright blue; Add sodium hydroxide solution for the purple and red.
Standard Acid Resistance Alkali Resistance Light Fastness Soaping Water
Fading Stain Fading Stain
ISO 5 4-5 1-2 2 2
references[1] roseth s, fykse em, fonnum f. uptake of l-glutamate into rat brain synaptic vesicles: effect of inhibitors that bind specifically to the glutamate transporter. j neurochem. 1995 jul;65(1):96-103.
[2] price cj, raymond la. evans blue antagonizes both alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate and kainate receptors and modulates receptor desensitization. mol pharmacol. 1996 dec; 50 (6):1665-71.
Direct Blue 53 Preparation Products And Raw materials
Raw materialsO-Tolidine-->4-amino-5-hydroxynaphthalene-1,3-disulphonic acid
4-AMINOAZOBENZENE Diphenylphosphine Dacthal Direct Blue 53 2,2'-Azobis(2-methylpropionitrile) N,N-Dimethylformamide CI NO 22610 4-Amino-1,3-benzenedisulfonic acid Diphenylsilane Chlorodiphenylphosphine 4-amino-5-hydroxynaphthalene-1,3-disulphonic acid Direct Dichlorodiphenylsilane Azodicarbonamide Diisopropyl azodicarboxylate Dimethyl ether 2,2'-Azodi(2-methylbutyronitrile) tert-Butylchlorodiphenylsilane

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