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543365

Sigma-Aldrich

IR-820

Dye content 80 %

Synonym(s):

2-[2-[2-Chloro-3-[[1,3-dihydro-1,1-dimethyl-3-(4-sulfobutyl)-2H-benzo[e]indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-1,1-dimethyl-3-(4-sulfobutyl)-1H-benzo[e]indolium hydroxide inner salt, sodium salt, New Indocyanine Green

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About This Item

Empirical Formula (Hill Notation):
C46H50ClN2NaO6S2
CAS Number:
172616-80-7
Molecular Weight:
849.47
MDL number:
MFCD04038859
UNSPSC Code:
12352103
PubChem Substance ID:
57651466
NACRES:
NA.23

composition

Dye content, 80%

Quality Level

100

mp

>300 °C (lit.)

λmax

820 nm

SMILES string

[Na+].CC1(C)\C(=C\C=C2/CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccc5ccccc5c4C3(C)C)=C2Cl)N(CCCCS([O-])(=O)=O)c6ccc7ccccc7c16

InChI

1S/C46H51ClN2O6S2.Na/c1-45(2)40(48(28-9-11-30-56(50,51)52)38-24-20-32-14-5-7-18-36(32)42(38)45)26-22-34-16-13-17-35(44(34)47)23-27-41-46(3,4)43-37-19-8-6-15-33(37)21-25-39(43)49(41)29-10-12-31-57(53,54)55;/h5-8,14-15,18-27H,9-13,16-17,28-31H2,1-4H3,(H-,50,51,52,53,54,55);/q;+1/p-1

InChI key

RANIQVAJHXBIAY-UHFFFAOYSA-M

Related Categories

General description

IR-820 is an indocyanine dye, which has a broad absorption band at 690 nm in aqueous solution. It is a near infrared dye (NIR) with a molar absorptivity of 72 x 104 dm3mol−1cm−1.

Application

IR-820 is a cost-effective imaging agent with low cytotoxicity. It can be used for image guided photothermal therapy for the treatment of cancer. It is also used as a contrasting agent for the detection and quantification of infected tissues in animals.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Xia Dong et al.
Biomaterials, 209, 111-125 (2019-04-30)
As synergistic photothermal immunotherapy has developed as one of the most attractive strategies for cancer therapy, it is crucial to design an effective photothermal immunotherapy system to enhance the synergistic anti-tumor effect and reveal the essential role of each treatment.
Near-infrared imaging of injured tissue in living subjects using IR-820
Prajapati SI, et al.
Molecular Imaging, 8(1), 7290-2009 (2009)
SERS characterization of the indocyanine-type dye IR-820 on gold and silver nanoparticles in the near infrared
Neves TBV and Andrade GFS
Journal of Spectroscopy (New York, NY, United States), 2015 (2015)
IR 820 stabilized multifunctional polycaprolactone glycol chitosan composite nanoparticles for cancer therapy
Kumar P and Srivastava R
Royal Society of Chemistry Advances, 5(69), 56162-56170 (2015)
Chaiyarerk Homsirikamol et al.
International journal of nanomedicine, 15, 8717-8737 (2020-11-17)
The degradation of drugs within endolysosomes has been widely addressed as a cause of poor bioavailability. One of the strategies to allow molecules to escape from a destructive fate is to introduce a photosensitizing moiety into a drug carrier enabling

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