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425311

Sigma-Aldrich

IR-780 iodide

Dye content ≥95 %

Synonym(s):

2-[2-[2-Chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

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About This Item

Empirical Formula (Hill Notation):
C36H44ClIN2
CAS Number:
207399-07-3
Molecular Weight:
667.11
MDL number:
MFCD00191907
UNSPSC Code:
12352103
PubChem Substance ID:
24866626
NACRES:
NA.23

form

solid

Quality Level

100

composition

Dye content, ≥95%

mp

232-234 °C (lit.)

λmax

780 nm

SMILES string

[I-].CCCN1c2ccccc2C(C)(C)/C1=C\C=C3/CCCC(\C=C\C4=[N+](CCC)c5ccccc5C4(C)C)=C3Cl

InChI

1S/C36H44ClN2.HI/c1-7-24-38-30-18-11-9-16-28(30)35(3,4)32(38)22-20-26-14-13-15-27(34(26)37)21-23-33-36(5,6)29-17-10-12-19-31(29)39(33)25-8-2;/h9-12,16-23H,7-8,13-15,24-25H2,1-6H3;1H/q+1;/p-1

InChI key

IRPKBYJYVJOQHQ-UHFFFAOYSA-M

Related Categories

General description

IR-780 iodide is a near-infrared lipophilic cation heptamethine fluorescent dye. It has a good fluorescent intensity and can be used as a photothermal therapy agent. It shows an optical absorption spectrum of 780 nm that makes it useful as a sonodynamic therapy agent for medical treatment.

Application

IR-780 based dyes can be potentially used in a biomedical application and drug delivery for tumor imaging and targeted therapy.

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)

Certificates of Analysis (COA)

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IR-780 dye for near-infrared fluorescence imaging in prostate cancer
Yi X, et al.
Medical Science Monitor : International Medical Journal of Experimental and Clinical Research, 21(28), 511-511 (2015)
IR-780 dye as a sonosensitizer for sonodynamic therapy of breast tumor
Li Y, et al.
Scientific Reports, 6(28), 25968-25968 (2016)
Sentinel lymph node mapping by a near-infrared fluorescent heptamethine dye
Zhang C, et al.
Biomaterials, 31(7), 1911-1917 (2010)
IR-780 dye loaded tumor targeting theranostic nanoparticles for NIR imaging and photothermal therapy
Yue C, et al.
Biomaterials, 34(28), 6853-6861 (2013)
Preferential accumulation of the near infrared heptamethine dye IR-780 in the mitochondria of drug-resistant lung cancer cells
Wang Y, et al.
Biomaterials, 35(13), 4116-4124 (2014)
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