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Chemical Structure| 1019-12-1 Chemical Structure| 1019-12-1
Chemical Structure| 1019-12-1

1-Methyl-2-phenylindolizine

CAS No.: 1019-12-1

4.5 *For Research Use Only !

Cat. No.: A380251 Purity: 97%

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William E. Meador ; Timothy A. Lewis ; Abdul K. Shaik ; Kalpani Hirunika Wijesinghe ; Boqian Yang ; Amala Dass , et al.

Abstract: Fluorescence-based biological imaging in the shortwave infrared (SWIR, 1000–1700 nm) is an attractive replacement for modern in vivo imaging techniques currently employed in both medical and research settings. Xanthene-based fluorophores containing heterocycle donors have recently emerged as a way to access deep SWIR emitting fluorophores. A concern for xanthene-based SWIR fluorophores though is chemical stability toward ambient nucleophiles due to the high electrophilicity of the cationic fluorophore core. Herein, a series of SWIR emitting silicon-rosindolizine (SiRos) fluorophores with emission maxima >1300 nm (up to 1550 nm) are synthesized. The SiRos fluorophore photophysical properties and chemical stability toward nucleophiles are examined through systematic derivatization of the silicon-core alkyl groups, indolizine donor substitution, and the use of o-tolyl or o-xylyl groups appended to the fluorophore core. The dyes are studied via absorption spectroscopy, steady-state emission spectroscopy, solution-based cyclic voltammetry, time-dependent density functional theory (TD-DFT) computational analysis, X-ray diffraction crystallography, and relative chemical stability over time. Optimal chemical stability is observed via the incorporation of the 2-ethylhexyl silicon substituent and the o-xylyl group to protect the core of the fluorophore.

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Product Details of [ 1019-12-1 ]

CAS No. :1019-12-1
Formula : C15H13N
M.W : 207.27
SMILES Code : CC1=C2C=CC=CN2C=C1C3=CC=CC=C3

Safety of [ 1019-12-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H413
Precautionary Statements:P264-P270-P273-P301+P312-P330-P501
 

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