314-13-6 Usage
Description
Direct Blue 53 is an organic sodium salt, specifically 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 characterized by its blue crystals with a greenish-bronze luster or a black powder appearance. Direct Blue 53 is known for its properties such as acid resistance, alkali resistance, light fastness, and soaping, making it a versatile dye for various applications.
Uses
1. Used in Antineoplastic Applications:
Direct Blue 53 is utilized as an anti-cancer agent, particularly in the treatment of neoplastic conditions. It exhibits properties that make it effective in combating cancer cells and tumors.
2. Used in Molecular Biology:
In the field of molecular biology, Direct Blue 53 serves as a counterstain, especially in fluorescent methods. It is used to suppress background autofluorescence, enhancing the visibility and accuracy of experimental results.
3. Used in Dye Industry:
Direct Blue 53 is employed as a dye in various industries due to its properties such as acid resistance, alkali resistance, and light fastness. It is soluble in water, producing a bright blue color, and can be used to create different shades when mixed with other chemicals like strong sulfuric acid or sodium hydroxide solution.
4. Used in Staining Procedures:
Direct Blue 53 is also used in staining procedures, where it provides a distinct color for better visualization and identification of specific structures or components.
Preparation
3,3′-Dimethylbenzidine double nitriding, in alkaline conditions and 4-Amino-5-hydroxynaphthalene-1,3-disulfonic acid (2 Moore) coupled.
Reactivity Profile
Direct 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 Hazard
Flash point data for Direct Blue 53 are unavailable; however, Direct Blue 53 is probably combustible.
Biological Activity
Potent 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 Profile
Poison 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 vitro
evans 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 50
220 and 150 nm for glurl and giur6, respectively.
Standard
Acid Resistance
Fading
Stain
ISO
5
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.
Check Digit Verification of cas no
The CAS Registry Mumber 314-13-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,1 and 4 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 314-13:
(5*3)+(4*1)+(3*4)+(2*1)+(1*3)=36
36 % 10 = 6
So 314-13-6 is a valid CAS Registry Number.
InChI:InChI=1/C34H28N6O14S4.4Na/c1-15-11-17(3-7-21(15)37-39-23-9-5-19-25(55(43,44)45)13-27(57(49,50)51)31(35)29(19)33(23)41)18-4-8-22(16(2)12-18)38-40-24-10-6-20-26(56(46,47)48)14-28(58(52,53)54)32(36)30(20)34(24)42;;;;/h3-14,37-38H,35-36H2,1-2H3,(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54);;;;/q;4*+1/p-4/b39-23+,40-24+;;;;
