| Identification | More | [Name]
Sodium 2-(7-(3,3-dimethyl-1-(4-sulfonatobutyl)benz(e)indolin-2-ylidene)hepta-1,3,5-trien-1-yl)-3,3-dimethyl-1-(4-sulfonatobutyl)benz[e]indolinium | [CAS]
3599-32-4 | [Synonyms]
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
4-(2-[7-[1,1-DIMETHYL-3-(4-SULFO-BUTYL)-1H-BENZO[E]INDOL-2-YL]-HEPTA-2,4,6-TRIENYLIDENE]-1,1-DIMETHYL-BENZO[E]INDOLIUM-3-YL)-BUTANE-1-SULFONIC ACID SODIUM SALT
4,5-BENZOINDOTRICARBOCYANINE
BIS-[1-(4-SULFOBUTYL)-3,3-DIMETHYL-4,5-BENZOINDOLINYLIDEN-2]-HEPTAMETHINECYANINE-BETAINE-SODIUM SALT (INDOCYANINEGREEN, CARDIOGREEN)
CARDIOGREEN
FOXGREEN
HWD INDOCYANINE GREEN
ICG
IC GREEN
INDOCYANINE GREEN
INDOCYANIN GREEN
IR-125
NK 2611
NK 2612
UJOVIRIDIN
)-1,3,5-heptatrienyl)-1,1-dimethyl-3-(4-sulfobutyl)-,hydroxide,innersalt,
,innersalt,sodiumsalt(9ci)
-1,3,5-heptatrienyl)-1,1-dimethyl-3-(4-sulfobutyl)-,hydroxide,innersalt,so | [EINECS(EC#)]
222-751-5 | [Molecular Formula]
C43H47N2NaO6S2 | [MDL Number]
MFCD00013078 | [Molecular Weight]
774.96 | [MOL File]
3599-32-4.mol |
| Chemical Properties | Back Directory | [Appearance]
green to brown crystals or crystalline powder | [Melting point ]
235 °C
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
H2O: soluble1mg/mL | [form ]
Powder | [color ]
Green-bronze | [Water Solubility ]
slightly soluble | [ex/em]
786/820nm (Methanol) | [ε(extinction coefficient)]
≥115 at 386-396nm in water
≥2000 at 774-784nm in water
≥900 at 712-722nm in water | [Φ(quantum yield)]
0.09 | [Merck ]
4962 | [BRN ]
4115884 | [Major Application]
diagnostic assay manufacturing
hematology
histology | [Cosmetics Ingredients Functions]
UV ABSORBER | [InChIKey]
JDDBTPDPBRYGPQ-UHFFFAOYSA-N | [SMILES]
CC1(C(=[N+](CCCCS([O-])(=O)=O)C2C=CC3=CC=CC=C3C1=2)C=CC=CC=CC=C1C(C2C3=CC=CC=C3C=CC=2N1CCCCS(O)(=O)=O)(C)C)C.[NaH] | [LogP]
-0.290 | [CAS DataBase Reference]
3599-32-4(CAS DataBase Reference) | [EPA Substance Registry System]
3599-32-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
DE3150000
| [TSCA ]
TSCA listed | [HS Code ]
32129000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Safety Profile]
Poison by intravenous
route. When heated to decomposition it
emits very toxic fumes of SOx, Na2O, and
NOx. | [Hazardous Substances Data]
3599-32-4(Hazardous Substances Data) | [Toxicity]
LD50 intravenous in mouse: 60mg/kg |
| Hazard Information | Back Directory | [Description]
Indocyanine Green (aka ICG, IC Green, Foxgreen) is used for reliable imaging and flow cytometry. This dye is water-soluble and pH-insensitive. The fluorescence of Indocyanine Green is not visible to the human eye but is readily detected by most imaging systems.
Indocyanine Green binds tightly to plasma proteins and becomes confined to the vascular system. The dye has a half-life of 150 to 180 sec and is removed from circulation exclusively by the liver to bile juice.
Indocyanine Green is used for detection of hepatocyte-like cells, determining cardiac output, hepatic function, liver and gastric blood flow, and for ophthalmic angiography. | [Chemical Properties]
green to brown crystals or crystalline powder | [Uses]
A tricarbocyanine type of dye with infrared absorbing properties. Diagnostic aid (blood volume determination, cardiac output, hepatic function). | [Uses]
A tricarbocyanine type of dye with infrared absorbing properties. Diagnostic aid (blood volume determination, cardiac output, hepatic function). Dyes and metabolites. | [Uses]
In infrared photography; in preparation of Wratten filters. | [Brand name]
IC-Green
(Akorn). | [Synthesis]
Indocyanine green (ICG) was prepared by a one-step condensation method with an overall yield of 92%[1]. The synthesis starts from three key intermediates:
(1) Compound 1: 1,1,2-trimethyl-1H-benzo[e]indole (2 mmol) was heated with 1,4-butane sultone (12 mmol) at 120 °C for 2 h; after cooling, removal of the solvent in vacuo, filtration and washing with acetone, compound 1 was obtained as a white powder (60% yield).
(2) Compound 2: 1-chloro-2,4-dinitrobenzene (4.9 mmol) and pyridine (4.95 mmol) were refluxed in acetone for 30 h; after cooling, removal of the solvent in vacuo, filtration and washing with hexane, compound 2 was obtained as a white powder (66.5% yield).
(3) Compound 3: a solution of aniline (3.47 mmol) in ethanol was added dropwise to compound 2 (1.74 mmol) in ethanol; the mixture was stirred at room temperature for 30 min, filtered in vacuo and washed twice with ethanol to afford compound 3 as a red powder (50.3% yield). In the final one-step condensation, a mixture of compound 1 (0.406 mmol), compound 3 (0.197 mmol), sodium acetate (0.368 mmol) and acetic anhydride (5 mL) was heated at 110 °C for 30 min; the solvent was removed by reduced-pressure distillation and the residue was filtered and washed with acetone to afford ICG as a green powder in 92% yield.
 | [storage]
Store at -20°C | [References]
[1]
Fang, X., Liu, W., Wu, X., Zhou, W., Chen, J., Liu, X., Xu, Z. (2021). One-step condensation synthesis and characterizations of indocyanine green. Results in Chemistry, 3, 100092. https://doi.org/10.1016/j.rechem.2020.100092 | [Abs/Em Maxima]
787/819 nm | [Fluoresene quantum yield]
0.09 | [Extinction Coefficient]
232000 |
|
| Company Name: |
bjbdlk Gold
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| Telephone: |
18910688476 18910688476 |
| Website: |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
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| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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