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Merck

543292

Sigma-Aldrich

IR-783

Dye content 90 %

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C38H46ClN2NaO6S2
Número de CAS:
Peso molecular:
749.35
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

form

solid

Quality Level

composition

Dye content, 90%

mp

209-212 °C (lit.)

λmax

782 nm

SMILES string

[Na+].CC1(C)\C(=C\C=C2/CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2Cl)N(CCCCS([O-])(=O)=O)c5ccccc15

InChI

1S/C38H47ClN2O6S2.Na/c1-37(2)30-16-5-7-18-32(30)40(24-9-11-26-48(42,43)44)34(37)22-20-28-14-13-15-29(36(28)39)21-23-35-38(3,4)31-17-6-8-19-33(31)41(35)25-10-12-27-49(45,46)47;/h5-8,16-23H,9-15,24-27H2,1-4H3,(H-,42,43,44,45,46,47);/q;+1/p-1

InChI key

QQIQAVJARACLHE-UHFFFAOYSA-M

General description

IR-783 is a near-infrared (NIR) dye with an extinction coefficient of 157000 M−1cm−1 and quantum yield of 0.11. Its excitation wavelength is in the range of 768-784 nm in saline.

Application

IR-783 can be used as a starting material in the synthesis of IR-808 dye for biological applications. It can also be used in the formation of NIR fluorescent human serum albumin nanoparticles for the detection of a tumor. It finds potential usage as a contrasting agent for the multimodal in vivo imaging.

Features and Benefits

Water soluble, laser and near-IR dye

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

Multimeric near IR-MR contrast agent for multimodal in vivo imaging
Harrison VSR, et al.
Journal of the American Chemical Society, 137(28), 9108-9116 (2015)
Synthesis and characterization of near IR fluorescent albumin nanoparticles for optical detection of colon cancer
Cohen S, et al.
Materials Science and Engineering, C, 33(2), 923-931 (2013)
Lily Yang et al.
Theranostics, 4(1), 106-118 (2014-01-08)
Complete removal of tumors by surgery is the most important prognostic factor for cancer patients with the early stage cancers. The ability to identify invasive tumor edges of the primary tumor, locally invaded small tumor lesions, and drug resistant residual
2-[2-[2-Chloro-3-[2-[1, 3-dihydro-3, 3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3, 3-dimethyl-1-(4-sulfobutyl)-3H-indolium
Molecular Imaging and Contrast Agent Database (MICAD) (2010)
Markedly enhanced up-conversion luminescence by combining IR-808 dye sensitization and core-shell-shell structures
Xu J, et al.
Dalton Transactions, 46(5), 1495-1501 (2017)

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