Indocyanine green

Not to be confused with Infracyanine green.
Indocyanine green[1]
Names
IUPAC name
sodium 4-[2-[(1E,3E,5E,7Z)-7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,3,5-trienyl]-1,1-dimethylbenzo[e]indol-3-ium-3-yl]butane-1-sulfonate
Other names
Cardiogreen; Foxgreen; Cardio-Green; Fox Green; IC Green; Spy Agent Green[2]
Identifiers
3D model (JSmol)
4115884
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.020.683 Edit this at Wikidata
EC Number
  • 222-751-5
KEGG
UNII
  • InChI=1S/C43H48N2O6S2.Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51);/q;+1/p-1 checkY
    Key: MOFVSTNWEDAEEK-UHFFFAOYSA-M checkY
  • InChI=1/C43H48N2O6S2.Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51);/q;+1/p-1
    Key: MOFVSTNWEDAEEK-REWHXWOFAS
  • [Na+].[O-]S(=O)(=O)CCCC[N+]=3c2ccc1c(cccc1)c2C(C=3C=CC=CC=CC=C6N(c5ccc4ccccc4c5C6(C)C)CCCCS([O-])(=O)=O)(C)C
Properties
C43H47N2NaO6S2
Molar mass 774.96 g/mol
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Pharmacology
V04CX01 (WHO)
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Indocyanine green (ICG) is a cyanine dye used in medical diagnostics. It is used for determining cardiac output, hepatic function, liver and gastric blood flow, and for ophthalmic and cerebral angiography.[4] It has a peak spectral absorption at about 800 nm.[5] These infrared frequencies penetrate retinal layers, allowing ICG angiography to image deeper patterns of circulation than fluorescein angiography.[6] ICG binds tightly to plasma proteins and becomes confined to the vascular system.[4] ICG has a half-life of 150 to 180 seconds and is removed from circulation exclusively by the liver to bile.[4]

ICG is a fluorescent dye which is used in medicine as an indicator substance (e.g. for photometric hepatic function diagnostics and fluorescence angiography) in cardiac, circulatory, hepatic and ophthalmic conditions.[7] It is administered intravenously and, depending on liver performance, is eliminated from the body with a half life of about 3 to 4 minutes.[8] ICG sodium salt is normally available in powder form and can be dissolved in various solvents; 5% (< 5% depending on batch) sodium iodide is usually added to ensure better solubility.[9] The sterile lyophilisate of a water-ICG solution is approved in many European countries and the United States under the names ICG-Pulsion and IC-Green as a diagnostic for intravenous use.

  1. ^ Cardiogreen at Sigma-Aldrich
  2. ^ a b c "Spy Agent Green APMDS". Therapeutic Goods Administration (TGA). 7 March 2024. Archived from the original on 8 March 2024. Retrieved 8 March 2024.
  3. ^ a b "Verdye APMDS". Therapeutic Goods Administration (TGA). 21 May 2024. Retrieved 10 June 2024.
  4. ^ a b c Definition of indocyanine green[permanent dead link], National Cancer Institute
  5. ^ Optical Absorption of Indocyanine Green (ICG) Archived 2009-05-04 at the Wayback Machine, Oregon Medical Laser Center
  6. ^ Ophthalmic Diagnostic Photography; Indocyanine Green (ICG) Angiography Archived 2010-06-27 at the Wayback Machine University of Iowa Health Care
  7. ^ "Indocyanine green solution". NIH. National Cancer Institute. Archived from the original on 27 October 2012. Retrieved 1 December 2012.
  8. ^ Wipper, Sabine Helena (2006). Validierung der Fluoreszenzangiographie zur intraoperativen Beurteilung und Quantifizierung der Myokardperfusion [Validation of fluorescence angiography for intraoperative assessment and quantification of myocardial perfusion] (Dissertation) (in German). LMU München: Faculty of Medicine. pp. 18–23. OCLC 723710136. Archived from the original on 2018-03-22. Retrieved 2013-06-27.
  9. ^ Augustin, A.J., Krieglstein, G.K.,: Augenheilkunde, 2001, Springer-Verlag, ISBN 3-540-65947-1[page needed]