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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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What are excitation and emission wavelengths for IR-820, Product 543365?

    The excitation wavelength is 710 nm, with an emission maximum of 820 nm, according to Prajapati, S.I, et al., Mol. Imaging, 8(1), 45-54 (2009).

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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)
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.
IR 820 dye encapsulated in polycaprolactone glycol chitosan: Poloxamer blend nanoparticles for photo immunotherapy for breast cancer
Kumar P and Srivastava R
Materials Science and Engineering, C, 57(69), 321-327 (2015)
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