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Details

Stereochemistry ACHIRAL
Molecular Formula C34H24N6O14S4.4Na
Molecular Weight 960.805
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of EVANS BLUE

SMILES

[Na+].[Na+].[Na+].[Na+].CC1=CC(=CC=C1\N=N\C2=CC=C3C(=CC(=C(N)C3=C2O)S([O-])(=O)=O)S([O-])(=O)=O)C4=CC(C)=C(C=C4)\N=N\C5=C(O)C6=C(N)C(=CC(=C6C=C5)S([O-])(=O)=O)S([O-])(=O)=O

InChI

InChIKey=ATNOAWAQFYGAOY-GPTZEZBUSA-J
InChI=1S/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;;;;/h3-14,41-42H,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/b39-37+,40-38+;;;;

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
MOL RATIO 4 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C34H24N6O14S4
Molecular Weight 868.846
Charge -4
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Description

Evans Blue (EBD) is an azo dye which has a very high affinity for serum albumin. It can be useful in physiology in estimating the proportion of body water contained in blood plasma. Evans Blue Dye is widely used to study blood vessel and cellular membrane permeability as it is non-toxic, it can be administered as an intravital dye and it binds to serum albumin – using this as its transporter molecule. The EBD–albumin conjugate (EBA) can be: (i) identified macroscopically by the striking blue colour within tissue; (ii) observed by red auto-fluorescence in tissue sections examined by fluorescence microscopy; and (iii) assessed and quantified by spectrophotometry for serum samples, or homogenised tissue. has recently been utilised in mdx mice to identify permeable skeletal myofibres that have become damaged as a result of muscular dystrophy. EBD has the potential to be a useful vital stain of myofibre permeability in other models of skeletal muscle injury and membrane-associated fragility. Evans Blue is a potent inhibitor of L-glutamate uptake into synaptic vesicles. It also inhibits AMPA and kainate receptor-mediated currents (IC50 values are 220 and 150 nM respectively). P2X-selective purinoceptor antagonist.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
220.0 nM [IC50]
150.0 nM [IC50]
143.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
EVANS BLUE
Diagnostic
Unknown
Diagnostic
Unknown
Diagnostic
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Mice: A 2% solution of Evans Blue in normal saline (4 mL/kg of body weight) was injected either into the jugular vein or intraperitoneally.
Route of Administration: Other
In Vitro Use Guide
Evans blue (300 uM) partially inhibited H(2)O(2) and ATP-induced contractions of rat aortic rings.
Substance Class Chemical
Record UNII
45PG892GO1
Record Status Validated (UNII)
Record Version