Indocyanine green
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Indocyanine green
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CAS No:
3599-32-4
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Formula:
C43H48N2O6S2.Na
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Chemical Name:
Indocyanine green
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Synonyms:
1H-Benz[e]indolium,2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benz[e]indol-2-ylidene]-1,3,5-heptatrien-1-yl]-1,1-dimethyl-3-(4-sulfobutyl)-,inner salt,sodium salt (1:1);1H-Benz[e]indolium,2-[7-[1,1-dimethyl-3-(4-sulfobutyl)benz[e]indolin-2-ylidene]-1,3,5-heptatrienyl]-1,1-dimethyl-3-(4-sulfobutyl)-,hydroxide,inner salt,sodium salt;1H-Benz[e]indolium,2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benz[e]indol-2-ylidene]-1,3,5-heptatrienyl]-1,1-dimethyl-3-(4-sulfobutyl)-,hydroxide,inner salt,sodium salt;1H-Benz[e]indolium,2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benz[e]indol-2-ylidene]-1,3,5-heptatrienyl]-1,1-dimethyl-3-(4-sulfobutyl)-,inner salt,sodium salt;ICG;Indocyanine green;Cardio Green;Wofaverdin;Indocyanin green;Ujoviridin;HWD Indocyanine Green;4,5-Benzoindotricarbocyanine;IR 125;NK 2611;NK 2612;Opthagreen;SO 270;58984-23-9;1814902-08-3
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CAS No:
Description
Cardiogreen is a low toxicic fluorescent agent that has been widely used in medical diagnostics, such as determining cardiac output, hepatic function, and liver blood flow, and for ophthalmic angiography.
A tricarbocyanine dye that is used diagnostically in liver function tests and to determine blood volume and cardiac output.
Indocyanine green Basic Attributes
774.96
774.277344
222-751-5
DTXSID2023145
DARK GREEN, BLUE-GREEN, OLIVE BROWN, DARK BLUE, OR BLACK POWDER, SOLN ARE DEEP EMERALD-GREEN IN COLOR
V - Various
32129000
Characteristics
137
Log Kow= -0.29 at pH 7.4
Green-bronze Powder
235 °C
157ºC
H2O: soluble 1mg/mL
Amber Vial, Refrigerator
Intravenous-rat LD50: 87 mg/kg; Intravenous-mouse LD50: 60 mg/kg
Thermal decomposition releases toxic nitrogen oxides, sulfur oxides, sodium oxide fumes
ODORLESS OR WITH SLIGHT ODOR
PH (1 IN 200 SOLN) ABOUT 6
Safety Information
NONH for all modes of transport
3
36/37/38
26-36-37/39
DE3150000
Xi
The warehouse is low-temperature, ventilated and dry
UNSTABLE IN SOLN.
P261-P305 + P351 + P338
H315-H319-H335
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Schlanz KD et al; Clin Pharmacokinet 21 (5): 344-56 (1991). A review is presented of the mechanism by which calcium antagonists alter the pharmacokinetics of other drugs, including antipyrine and indocyanine green. ...
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
highly
INCR IN HEPATIC EXCRETORY FUNCTION HAS BEEN OBSERVED AFTER PRETREATMENT WITH SOME DRUGS. FOR EXAMPLE, PHENOBARBITAL HAS BEEN DEMONSTRATED TO INCR PLASMA DISAPPEARANCE & BILIARY EXCRETION OF...INDOCYANINE GREEN...|SUPPRESSION OF BILIARY SECRETION OF INDOCYANINE GREEN...BY PRETREATMENT WITH SKF 525-A WAS SHOWN TO BE DUE TO TEMP EFFECT RATHER THAN TO EFFECT ON HEPATIC ENDOPLASMIC RETICULUM.|INDOCYANINE GREEN DECR INITIAL RATE OF UPTAKE OF OUABAIN IN RAT LIVER CELLS BY MORE THAN 50%. DATA INDICATE THAT CMPD MAY ENTER LIVER CELLS BY PROCESS SIMILAR TO ACTIVE CARRIER-MEDIATED TRANSPORT.|IN MALE RATS INJECTED IV WITH 1.0 MG/KG MERCURY, INDOCYANINE GREEN INHIBITED BILIARY EXCRETION OF METHYLMERCURY.|For more Interactions (Complete) data for INDOCYANINE GREEN (13 total), please visit the HSDB record page.
Drug Information
Dyes|TO DETERMINE CARDIAC OUTPUT, HEPATIC FUNCTION, & LIVER BLOOD FLOW. FOR HEPATIC FUNCTION STUDIES, CALCULATED AMT OF DIAGNOSTIC AGENT IS INJECTED INTO ARM VEIN. 20 MIN AFTER INJECTION, 6 ML OF VENOUS BLOOD IS WITHDRAWN FROM OPPOSITE ARM. AFTER COAGULATION & CENTRIFUGATION, CLEAR SERUM IS READ IN PHOTOMETER @ 800-810 NM.|DYE RETENTION OF LESS THAN 4% IS FOUND IN HEALTHY SUBJECTS. ... FAILURE TO REMOVE DYE, AS INDICATED BY SERUM LEVELS IN EXCESS OF 4%, IS INDICATIVE OF IMPAIRED HEPATIC FUNCTION.|USUAL, IV, BLOOD VOL DETERMINATION, 5 MG IN 1 ML; HEPATIC FUNCTION DETERMINATION, 0-5 MG/KG.|DYE IS STABLE IN PLASMA & WHOLE BLOOD PERMITTING LATER ANALYSIS. USERS VARY BOTH CONCN & DOSAGE. IN MAN TOTAL DOSAGE HAS NORMALLY BEEN BELOW 2 MG/KG.
...CONTAINS SMALL AMT OF /5%/ SODIUM IODIDE; THUS, IT SHOULD BE USED WITH CAUTION IN PT ALLERGIC TO IODIDES & RADIOACTIVE IODINE UPTAKE STUDIES SHOULD NOT BE PERFORMED FOR AT LEAST 1 WK FOLLOWING ITS USE. SINCE PROBENECID HAS BEEN SHOWN IN DOGS TO AFFECT HEPATIC UPTAKE, THIS POSSIBILITY SHOULD BE KEPT IN MIND.|SAFE USE OF THIS DRUG IN PREGNANCY HAS NOT BEEN ESTABLISHED.|USE FRESH SOLN ONLY AS RECOMMENDED.
Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)
FOLLOWING IV INJECTION, INDOCYANINE GREEN IS RAPIDLY BOUND TO PLASMA PROTEIN, QUICKLY REMOVED FROM CIRCULATION BY LIVER, & EXCRETED IN BILE IN UNCONJUGATED FORM.|WITH INDOCYANINE GREEN, IT HAS BEEN SHOWN THAT RAT HAS HIGHER MAX BILIARY EXCRETION RATE (0.065 MG/KG/MIN) THAN DOES RABBIT (0.05 MG/KG/MIN) OR DOG (0.027 MG/KG/MIN).|T/2 INCR WITH INCR DOSAGE. ... CONSIDERABLE DIFFERENCE HAS BEEN NOTED BETWEEN NORMAL MONGRELS & PUREBRED BEAGLES IN CLEARANCE TIMES.|APPARENT HEPATIC EXTRACTION OF INDOCYANINE GREEN IN RATS WAS SURPRISINGLY LOW @ DOSES ABOVE 1 MG/KG. CHANGES IN HEPATIC BLOOD FLOW WOULD NOT ALTER CLEARANCE.|For more Absorption, Distribution and Excretion (Complete) data for INDOCYANINE GREEN (10 total), please visit the HSDB record page.
...INDOCYANINE GREEN...APPEARS IN BILE UNCHANGED
...COMMERCIAL PRODUCT CONTAINS MOISTURE & ABOUT 5% SODIUM IODIDE AS CONTAMINANT.
VERY LOW INCIDENCE OF SIDE EFFECTS. EXTRAVASATION OF DYE APPEARS TO CAUSE NO ADVERSE EFFECTS...ALLERGIC REACTIONS /RARE/. DIAPHORESIS, PRURITUS, & HEADACHE IN 2 UREMIC PATIENTS...ANAPHYLACTOID SHOCK /1 UREMIC PATIENT. ADVERSE EFFECT, IV, IA, INTRA-CARDIAC/|SODIUM IODIDE PRESENT IN...INDOCYANINE GREEN...REPORTED TO CAUSE INCREASE IN SERUM INORGANIC IODIDE LEVELS. /DRUG/ MAY CAUSE TRANSIENT ELEVATION IN SERUM UNCONJUGATED BILIRUBIN, PROBABLY DUE TO COMPETITION BETWEEN DYE & BILIRUBIN FOR BILIARY EXCRETION /ADVERSE EFFECT, IV, IA, INTRA-CARDIAC/|... Although adverse reactions to indocyanine green are known to occur, the dye has been used for more than 30 yr in tests of cardiac and hepatic function, with a high level of safety. Improved digital video technology has renewed interest in the use of iv indocyanine green in ophthalmic imaging. This report describes the /investigators/ experience regarding the safety of /this dye/ for digital angiography and their recommendation for its use in the ophthalmic setting. Digital indocyanine green videoangiography was performed in 1226 consecutive patients, and 1923 indocyanine green videoangiography tests were performed. A registry of adverse reactions to /this dye/ was established. Criteria were used to define mild, moderate and severe adverse reactions, and these data were recorded for every ICG study performed. There were three (0.15%) mild adverse reactions, four (0.2%) moderate reactions and one (0.5%) severe adverse reaction. There were no deaths. ... This study documents the safety of indocyanine green for use in ophthalmic videoangiography.
Cardio Green
Indocyanine green Use and Manufacturing
HESELTINE, BROOKER, US PATENT 2,895,955 (1959 TO KODAK).|Indocyanine Green may be prepared by reacting 1,1,2-trimethyl-3-(4-sulfobutyl)-1H-benz(e)indolium hydroxide inner salt (I) with a bis(Schiff base) derived from glutaconic aldehyde. Acetic anhydride is used to favor the condensation and the acidic dye is ultimately neutralized with sodium hydroxide.
In infrared photography; in preparation of Wratten filters. Diagnostic drug for liver function determination, IR laser dye.
STERILE USP: 10, 25, 40, & 50 MG.
1H-Benz[e]indolium, 2-[7-[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benz[e]indol-2-ylidene]-1,3,5-heptatrien-1-yl]-1,1-dimethyl-3-(4-sulfobutyl)-, inner salt, sodium salt (1:1): ACTIVE
DETERMINATION OF CYANINE DYES BY THIN-LAYER CHROMATOGRAPHY.
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:775.0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:12
Exact Mass:774.27732385
Monoisotopic Mass:774.27732385
Topological Polar Surface Area:137
Heavy Atom Count:54
Complexity:1520
Undefined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Diagnostic drug used to check liver function and effective liver blood flow. After intravenous injection into the body, it quickly binds to protein, and the maximum absorption peak changes from 780nm in aqueous solution to 805nm. The ICG concentration in the blood is not affected by jaundice and hemolysis samples.
Registered Holders
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BIOPHORE INDIA PHARMACEUTICALS PVT LTD
Active
United States
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Nantong Jinghua Pharmaceutical Co Ltd
Active
United States
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Wuhan Biocause Pharmaceutical Development Co., Ltd.
Active
China
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