193354-16-4

Basic information

• Product Name: 6-iodo-1,2,3,4-tetrahydroquinoline
• Synonyms: 6-iodo-1,2,3,4-tetrahydroquinoline;UKRORGSYN-BB BBV-238778
• CAS NO: 193354-16-4
• Molecular Formula: C9H10IN
• Molecular Weight: 259.09
• Mol File: 193354-16-4.mol

Chemical Properties

• Boiling Point: 324.9±31.0 °C(Predicted)
• Appearance: /
• Density: 1.678±0.06 g/cm3(Predicted)
• PKA: 4.17±0.20(Predicted)
• CAS DataBase Reference: 6-iodo-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-iodo-1,2,3,4-tetrahydroquinoline(193354-16-4)
• EPA Substance Registry System: 6-iodo-1,2,3,4-tetrahydroquinoline(193354-16-4)

Safety Data

• Hazardous Substances Data: 193354-16-4(Hazardous Substances Data)

Upstream product

• 13327-31-6 6-iodoquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Encapsulating Cobalt into N-Doping Hollow Frameworks for Efficient Cascade Catalysis

The development of nonprecious catalysts for hydrogenation of organic molecules is of great importance in heterogeneous catalysis. Herein, we report a series of N-doped hollow carbon frameworks encompassing cobalt nanoparticles (denoted as Co@NHF-900) constructed as a new kind of reusable catalyst for this purpose by pyrolysis of ZIF-8@Co-dopamine under Ar atmospheres. Notably, the framework of ZIF-8 is essential for efficient catalyst by providing a carbon framework to support Co-dopamine. The experimental results reveal that the ZIF-8 renders a large hollow place within the catalysts, allowing the enrichment of the substrate and windows of the hollow structure and the ease of mass transfer of products during the reaction. All of the virtues made Co@NHF-900 a good candidate for hydrogenation of quinolines with high activity (TOF value of 119 h-1, which is several times than that of akin catalysts) and chemoselectivity.

Cu Nanoclusters Anchored on the Metal-Organic Framework for the Hydrolysis of Ammonia Borane and the Reduction of Quinolines

Free-access active sites created and the interaction regulated between them and substrates during the heterogeneous catalysis process are crucial, which remain a great challenge. In this work, in suit reduced to afford naked Cu nanoparticles (NPs) have been anchored on the metal-organic framework (MOF), NH2-MOF, to form Cu-NH2-MOF. The strategy can precisely control the Cu NP formation with small size and uniform distribution. The Cu NP properties and MOF advantages have been integrated to create a great catalyst with multiple functions and have resulted in improving the recyclability and superb catalytic activity for the one-pot reduction of heterocycle reactions under mild conditions. The experimental and theoretical calculation results show that the superior performance should be attributed to the framework of NH2-MOF that provides large caves for substrate enrichment and the stabilization of Cu sites by the -NH2 group.

Dual-Active-Sites Design of Co@C Catalysts for Ultrahigh Selective Hydrogenation of N-Heteroarenes

The dual-active-sites Co@C catalyst provides a general powerful strategy to break the limitation of scaling relation on traditional metal surfaces and thus affords unprecedentedly selective hydrogenation of various N-heteroarenes as well as high activity and stability. A porous carbon shell not only allows H2 diffusion to Co sites for activation but also blocks accessibility of N-heteroarenes, and the hydrogenation of N-heteroarenes is achieved on carbon by the spilled hydrogen from Co sites. In addition, the presence of surface/subsurface carbon at the Co sites shows high anti-sulfur poisoning and anti-oxidant capability. Ideal heterogeneous metal hydrogenation catalysts are featured by simultaneously high activity, selectivity, and stability. Herein, we report a general yet powerful strategy to design and fabricate dual-active-sites Co@C core-shell nanoparticle for boosting selective hydrogenation of various N-heteroarenes. It can break the limitation of scaling relation on traditional metal surfaces, and thus afford unprecedentedly high selectivity, activity, and stability. Combining kinetics analysis and DFT calculations with multiple techniques directly unveil that the critical porous carbon shell with a pore size of 0.53 nm not only allows H2 diffusion to Co sites for activation and blocks accessibility of N-heteroarenes but also catalyzes hydrogenation of N-heteroarenes via hydrogen spillover from Co sites. In addition, the presence of surface/subsurface carbon at the Co sites shows high anti-sulfur poisoning and anti-oxidant capability. This work is valuable for guiding the design and manipulation of cost-effective and robust hydrogenation catalysts. Our research can provide an environmentally friendly approach to afford unprecedentedly selective N-heteroarenes hydrogenation, which will greatly reduce the resource and energy consumption and decrease the amount of waste discharge and water pollution. Therefore, these results could help in achieving the “Clean water and sanitation” goal in the 10 UN Sustainable Development Goals. Meanwhile, the products of N-heteroarenes hydrogenation are the core structural motifs in both fine and bulk chemicals, which will make our life more beautiful. Thus, our research also benefits the “Good health and well-being” goal.

Tuning chemical compositions of bimetallic AuPd catalysts for selective catalytic hydrogenation of halogenated quinolines

Catalytic hydrogenation of halogenated quinolines is a longstanding challenge due to the harsh reaction conditions and disillusionary chemoselectivity owing to dehalogenation. Exploration of novel catalytic materials is still a big challenge. Herein, density functional theory calculations indicate that halogenated quinolines are selectively adsorbed on the Au surface via the nitrogen atom in the tilted orientation and on Pd via the quinoline ring in the flat orientation. In the tilted orientation, the C-Cl bond is away from the surface of catalysts, which can avoid the hydrogenation of the C-Cl bond by the surface activated hydrogen species. A series of Au1?xPdx bimetallic catalysts were deposited on CeO2 nanorods by a facile electroless chemical deposition method. The Au1?xPdx catalysts with low Pd content delivered enhanced activity and improved chemoselectivity for the hydrogenation of halogenated quinolines. Highly dispersed Pd in the Au matrix of bimetallic catalysts with low Pd content triggers hydrogen activation on Pd sites and leads to the selective adsorption of halogenated quinolines on Au sites in the tilted orientation. The generated active hydrogen species can diffuse from Pd to Au sites for the hydrogenation of the tilted halogenated quinolines, resulting in suppressed dehalogenation and high chemoselectivity to the expected products.

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The invention relates to novel compounds that have S1P receptor modulating activity and, preferably, apoptotic activity and/or anti proliferative activity against cancer cells and other cell types. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, cancer. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as cancer.