Name
Trypan blue
Drug Entry
Trypan blue free acid

Trypan blue is a diazo dye used in ophthalmic cataract surgery to stain the anterior capsule in the presence of a mature cataract. This is done to aid in visualization before creating the continuous curvilinear capsulorhexis.

Accession Number
DBSALT002750
Structure
Thumb
Synonyms
Benzamine blue / Benzo blue / Congo blue / Diamine blue / Dianil blue / Naphthylamine blue / Niagara blue / Sodium ditolyl-diazobis-8-amino-1-naphthol-3,6-disulfonate / Sodium ditolyl-diazobis-8-amino-1-naphthol-3,6-disulphonate
External IDs
C.I. 23850 / C.I. DIRECT BLUE 14
UNII
I2ZWO3LS3M
CAS Number
72-57-1
Weight
Average: 960.79
Monoisotopic: 959.98241129
Chemical Formula
C34H24N6Na4O14S4
InChI Key
GLNADSQYFUSGOU-GPTZEZBUSA-J
InChI
InChI=1S/C34H28N6O14S4.4Na/c1-15-7-17(3-5-25(15)37-39-31-27(57(49,50)51)11-19-9-21(55(43,44)45)13-23(35)29(19)33(31)41)18-4-6-26(16(2)8-18)38-40-32-28(58(52,53)54)12-20-10-22(56(46,47)48)14-24(36)30(20)34(32)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+;;;;
IUPAC Name
tetrasodium 5-amino-3-[(E)-2-{4'-[(E)-2-(8-amino-1-hydroxy-3,6-disulfonaphthalen-2-yl)diazen-1-yl]-3,3'-dimethyl-[1,1'-biphenyl]-4-yl}diazen-1-yl]-4-hydroxynaphthalene-2,7-disulfonate
SMILES
[Na+].[Na+].[Na+].[Na+].CC1=CC(=CC=C1\N=N\C1=C(C=C2C=C(C=C(N)C2=C1O)S([O-])(=O)=O)S([O-])(=O)=O)C1=CC(C)=C(C=C1)\N=N\C1=C(O)C2=C(N)C=C(C=C2C=C1S([O-])(=O)=O)S([O-])(=O)=O
External Links
KEGG Compound
C19307
ChemSpider
10482308
ChEBI
78897
ChEMBL
CHEMBL1640
Wikipedia
Trypan_blue
Predicted Properties
PropertyValueSource
Water Solubility0.00602 mg/mLALOGPS
logP3.34ALOGPS
logP1.13ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)-4.2ChemAxon
pKa (Strongest Basic)2.38ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count20ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area370.74 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity214.18 m3·mol-1ChemAxon
Polarizability85.11 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon