Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H8N2O8S2.2Na |
Molecular Weight | 466.353 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[O-]S(=O)(=O)C1=CC=C2N\C(C(=O)C2=C1)=C3\NC4=C(C=C(C=C4)S([O-])(=O)=O)C3=O
InChI
InChIKey=KHLVKKOJDHCJMG-QDBORUFSSA-L
InChI=1S/C16H10N2O8S2.2Na/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14;;/h1-6,17-18H,(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2/b14-13+;;
Indigotindisulfonic acid (also known as Indigo carmine) is a synthetic dye discovered in 18th century. It is used in many countiries as a food colorant and a pH indicator. In medicine the dye is used to localize ureteral orifices during cystoscopy and ureteral catheterization. In June 2014 the FDA announced the shortage of indigotindisulfonic acid.
CNS Activity
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Profound hypotension after an intradermal injection of indigo carmine for sentinel node mapping. | 2013 Mar |
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Microdochectomy assisted by ultrasound-guided indigo carmine staining of intraductal lesions: a case report. | 2014 Jun |
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Case of Wenckebach-type atrioventricular block caused by administration of indigo carmine. | 2014 Mar 20 |
Patents
Sample Use Guides
Indigotindisulfonic acid (Indigo Carmine) solution is injected either by the intravenous or intramuscular route, and its appearance at the ureteral orifices is watched with the cystoscope in place.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23341851
Human chondrocytes grown on 6-well plates to 80% subconfluence were incubated with different concentrations of indigotindisulfonic acid (1, 10 and 100% solution) for 5 and 10 minutes. Human chondrocytes treated with solutions of 100% solution showed increased number of cells with defect cell structure. Chondrocytes showed loss of cell contacts after an incubation time of 10 minutes as revealed by light microscopy.
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Classification Tree | Code System | Code | ||
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CODEX ALIMENTARIUS (GSFA) |
INS-132
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WHO-ATC |
V04CH02
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WHO-VATC |
QV04CH02
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NCI_THESAURUS |
C461
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JECFA EVALUATION |
INS-132
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D3741U8K7L
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100000078725
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m6252
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INDIGO CARMINE
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DBSALT001752
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C83799
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D3741U8K7L
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ACTIVE MOIETY
SUBSTANCE RECORD