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(E)-3-[4-(1H-Imidazol-1-yl)phenyl]-1-(4-methylphenyl)prop-2-en-1-one
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2-((E)-2-((E)-4-Chloro-5-(2-((E)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene) ethylidene)-1,1-dimethyl-1,2,5,6-tetrahydropyridin-1-ium-3-yl)vinyl)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)-3H-indol-1-ium

1
Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA
2
Center for Diagnostics and Therapeutics, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA
*
Author to whom correspondence should be addressed.
Academic Editor: Oleg A. Rakitin
Molbank 2021, 2021(3), M1270; https://doi.org/10.3390/M1270
Received: 24 May 2021 / Revised: 30 June 2021 / Accepted: 29 July 2021 / Published: 11 August 2021
A heptamethine fluorophore, ERB-60, has been synthesized efficiently in four steps in a good yield. The structure of this fluorophore consists of an electron-donating group (methoxy), a hydrophobic moiety (phenylpropyl) with a rotatable bond, a quaternary ammonium fragment, and indolium rings at the terminal ends connected via polymethine chain. All these inherent chemical features fine-tuned the optical properties of the fluorophore. This compound was characterized by both 1H NMR, 13C NMR and mass spectra. The optical properties, including molar absorptivity, fluorescence, Stokes’s shift, and quantum yield, were measured in different solvents such as DMSO, DMF, MeCN, i-PrOH, MeOH, and H2O. The wavelengths of maximum absorbance of ERB-60 were found to be in the range of 745–770 nm based on the solvents used. In decreasing order, the maximum wavelength of absorbance of ERB-60 in the tested solvents was DMSO > DMF > i-PrOH > MeOH > MeCN > H2O while the decreasing order of the extinction coefficient was found to be MeCN > MeOH > DMSO > i-PrOH > H2O > DMF. ERB-60 was found to be more photostable than IR-786 iodide, a commercially available dye, and brighter than the FDA-approved dye, indocyanine green (ICG). View Full-Text
Keywords: synthesis; heptamethine; near-infrared; fluorescence; density functional theory; cyanine; molecular brightness synthesis; heptamethine; near-infrared; fluorescence; density functional theory; cyanine; molecular brightness
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MDPI and ACS Style

Buabeng, E.R.; Henary, M. 2-((E)-2-((E)-4-Chloro-5-(2-((E)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene) ethylidene)-1,1-dimethyl-1,2,5,6-tetrahydropyridin-1-ium-3-yl)vinyl)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)-3H-indol-1-ium. Molbank 2021, 2021, M1270. https://doi.org/10.3390/M1270

AMA Style

Buabeng ER, Henary M. 2-((E)-2-((E)-4-Chloro-5-(2-((E)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene) ethylidene)-1,1-dimethyl-1,2,5,6-tetrahydropyridin-1-ium-3-yl)vinyl)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)-3H-indol-1-ium. Molbank. 2021; 2021(3):M1270. https://doi.org/10.3390/M1270

Chicago/Turabian Style

Buabeng, Emmanuel R., and Maged Henary. 2021. "2-((E)-2-((E)-4-Chloro-5-(2-((E)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)indolin-2-ylidene) ethylidene)-1,1-dimethyl-1,2,5,6-tetrahydropyridin-1-ium-3-yl)vinyl)-5-methoxy-3,3-dimethyl-1-(3-phenylpropyl)-3H-indol-1-ium" Molbank 2021, no. 3: M1270. https://doi.org/10.3390/M1270

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