54581-48-5

Usage

InChI:InChI=1/C14H14NS.HI/c1-3-15-10(2)16-14-12-7-5-4-6-11(12)8-9-13(14)15;/h4-9H,3H2,1-2H3;1H/q+1;/p-1

Upstream product

• 75-03-6 ethyl iodide 
• 20686-62-8 2-methylnaphtho[2,1-d]thiazole 

Downstream Products

• 88374-98-5 3-ethyl-2-(4-dimethylamino-styryl)-naphtho[2,1-d]thiazolium; iodide 
• 53697-43-1 1,5-bis-(3-ethyl-naphtho[2,1-d]thiazol-2-yl)-3-(2-phenyl-acetylamino)-pentamethinium; iodide 
• 60-29-7 diethyl ether 
• 74-85-1 ethene 
• 75-03-6 ethyl iodide 

Relevant academic research and scientific papers

A series of asymmetric squaraine cyanine small molecule and its preparation method and application

The invention discloses a series of asymmetrical squarine micromolecules as well as a preparation method and an application thereof. Donor-receptor-donor type asymmetrical squarine micromolecules are formed by adopting two different electron-rich aromatic units as donors and leading 1,3-squaric acid cells with high electronic affinity into a conjugated system as receptors, so that micromolecule materials with low band gaps are acquired, and the absorption spectrum of the micromolecule materials can cover visual and near-infrared regions by 450-800nm; and meanwhile, the compounds prepared through the preparation method are good in dissolubility and film-forming property, which is very favorable for preparing organic solar cells with good performance.

Exploration of cyanine compounds as selective inhibitors of protein arginine methyltransferases: Synthesis and biological evaluation

Protein arginine methyltransferase 1 (PRMT1) is involved in many biological activities, such as gene transcription, signal transduction, and RNA processing. Overexpression of PRMT1 is related to cardiovascular diseases, kidney diseases, and cancers; therefore, selective PRMT1 inhibitors serve as chemical probes to investigate the biological function of PRMT1 and drug candidates for disease treatment. Our previous work found trimethine cyanine compounds that effectively inhibit PRMT1 activity. In our present study, we systematically investigated the structure-activity relationship of cyanine structures. A pentamethine compound, E-84 (compound 50), showed inhibition on PRMT1 at the micromolar level and 6- to 25-fold selectivity over CARM1, PRMT5, and PRMT8. The cellular activity suggests that compound 50 permeated the cellular membrane, inhibited cellular PRMT1 activity, and blocked leukemia cell proliferation. Additionally, our molecular docking study suggested compound 50 might act by occupying the cofactor binding site, which provided a roadmap to guide further optimization of this lead compound.

A New Method for the Synthesis of Heptamethine Cyanine Dyes: Synthesis of New Near-Infrared Fluorescent Labels

A new uncatalyzed synthesis of heptamethine cyanine dyes is described.The reaction involves heating a mixture of N-alkyl-substituted quaternary salts derived from 2,3,3-trimethylindole or 2,3,3-trimethylbenzindole and 2-chloro-1-formyl-3-(hydroxymethylene)cyclohex-1-ene to reflux in a mixture of 1-butanol and benzene (7:3) as solvent.No catalyst is used, and water is removed as an azeotrope.The resulting chloro compounds possess strong absorption and fluorescence properties in the near-infrared region and are converted to dyes bearing reactive functionalities such as hydroxy and isothiocyanate groups useful as fluorescent tags for nucleic acids and proteins.Several symmetric and nonsymmetric dyes have been synthesized in high yields.