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543292

Sigma-Aldrich

IR-783

Dye content 90 %

Synonym(s):

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

Empirical Formula (Hill Notation):
C38H46ClN2NaO6S2
CAS Number:
115970-66-6
Molecular Weight:
749.35
MDL number:
MFCD03427057
UNSPSC Code:
12352103
PubChem Substance ID:
57651464
NACRES:
NA.23

form

solid

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 Code

11 - Combustible Solids

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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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)
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)
Guanjun Deng et al.
Theranostics, 8(15), 4116-4128 (2018-08-22)
Near-infrared (NIR) fluorescence imaging has relied on fluorophores that emit in the 700-900 nm NIR-Ia or 1,000-1,700 nm NIR-II window for generating deep-tissue images. Up until now, there have been few fluorophores developed for the 900-1,000 nm NIR-Ib window. This
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)
Zhihui Wu et al.
International journal of pharmaceutics, 496(2), 1006-1014 (2015-11-03)
This paper reports studies on preparation and evaluation of amoxicillin loaded dual molecularly imprinted nanoparticles (Amo/Dual-MIPs) designed for anti-H. pylori therapy. Both MNQA and AmoNa were chosen as templates to prepare Dual-MIPs using inverse microemulsion polymerization method. NQA was modified
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