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Details

Stereochemistry ACHIRAL
Molecular Formula C27H31N2O6S2.Na
Molecular Weight 566.665
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOSULFAN BLUE

SMILES

[Na+].CCN(CC)C1=CC=C(C=C1)C(=C2C=CC(C=C2)=[N+](CC)CC)C3=C(C=CC(=C3)S([O-])(=O)=O)S([O-])(=O)=O

InChI

InChIKey=NLUFDZBOHMOBOE-UHFFFAOYSA-M
InChI=1S/C27H32N2O6S2.Na/c1-5-28(6-2)22-13-9-20(10-14-22)27(21-11-15-23(16-12-21)29(7-3)8-4)25-19-24(36(30,31)32)17-18-26(25)37(33,34)35;/h9-19H,5-8H2,1-4H3,(H-,30,31,32,33,34,35);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C27H31N2O6S2
Molecular Weight 543.675
Charge -1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Description

Isosulfan Blue is a synthetic visual lymphatic imaging agent. Injected into the periphery of the tumor site, isosulfan blue localizes to the lymphatic system and aids in the surgical identification of tumor sentinel nodes which stain blue. The chemical name of isosulfan blue is N-[4-[[4-(diethylamino)phenyl] (2,5-disulfophenyl) methylene]-2,5-cyclohexadien-1-ylidene]-N-ethylethanaminium hydroxide, inner salt, sodium salt. Isosulfan blue is a greenish blue color hygroscopic powder. Isosulfan blue injection 1% is a contrast agent for the delineation of lymphatic vessels. Isosulfan blue injection 1% upon subcutaneous administration, delineates lymphatic vessels draining the region of injection. It is an adjunct to lymphography in: primary and secondary lymphedema of the extremities; chyluria, chylous ascites or chylothorax; lymph node involvement by primary or secondary neoplasm; and lymph node response to therapeutic modalities.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
ISOSULFAN BLUE

Cmax

ValueDoseCo-administeredAnalytePopulation
11.03 mg/kg
938 mmol/kg single, subcutaneous
ISOSULFAN BLUE plasma
Mus musculus

AUC

ValueDoseCo-administeredAnalytePopulation
2.9 mg × h/kg
938 mmol/kg single, subcutaneous
ISOSULFAN BLUE plasma
Mus musculus

T1/2

ValueDoseCo-administeredAnalytePopulation
0.14 h
938 mmol/kg single, subcutaneous
ISOSULFAN BLUE plasma
Mus musculus

Funbound

ValueDoseCo-administeredAnalytePopulation
99%
unknown, subcutaneous
ISOSULFAN BLUE plasma
Homo sapiens

Doses

AEs

Sourcing

Sample Use Guides

In Vivo Use Guide
Isosulfan blue injection 1% is to be administered subcutaneously, one-half (1/2) mL into three interdigital spaces of each extremity per study. A maximum dose of 3 mL isosulfan blue is, therefore, injected.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
39N9K8S2A4
Record Status Validated (UNII)
Record Version