51219-89-7

Usage

Uses

Used in Research Applications:
TETRAMETHYLUREA-D12 is used as a research compound for [application reason] in the field of [application industry]. Its isotopically labeled nature allows for enhanced tracking and analysis in various experimental setups, making it a valuable tool for researchers.
Since the provided materials do not specify the exact application reasons and industries for TETRAMETHYLUREA-D12, it is not possible to list them separately as done for Gallotannin. However, the general use as a research compound is mentioned above. If more specific information about its applications is provided, a more detailed breakdown can be given.

InChI:InChI=1/C5H12N2O/c1-6(2)5(8)7(3)4/h1-4H3

Upstream product

• 865-50-9 iodomethane-d3 
• 57-13-6 urea 
• 1780-17-2 quinolin-2-ylmethanol 
• 81124-50-7 (E)-3-(2-quinolinyl)-2-propenoic acid 
• 110-89-4 piperidine 
• 76253-74-2 2-(chloromethyl)quinoline N-oxide 
• 110-88-3 1,3,5-Trioxan 
• 91-22-5 quinoline 
• 91-63-4 2-methylquinoline 
• 2005-43-8 2-bromoquinoline 
• 201230-82-2 carbon monoxide 
• 109586-44-9 trifluoromethanesulfonic acid quinolin-2-yl ester 
• 98-95-3 nitrobenzene 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Oxidative sp3 C–H Functionalization of Methyl Substituted Aza-Aromatics: An Easy Access to N-Fused Polyheterocycles

An efficient metal-free, one-pot strategy has been developed for the synthesis of diverse N-fused polyheterocycles such as pyrido-/thiazolo-/benzthiazolo-imidazo[4,5-c]quinolines and indolo-/pyrrolo-[1,2-a]quinoxalines mediated by I2/DMSO in the presence of 10 mol-% TBHP. This protocol involves a cascade sequence of oxidative imination/cyclization/aromatization reactions through sp3 C–H functionalization of methyl-substituted aza-aromatics with a variety of arylamine conjugated heterocycles by means of modified Pictet–Spengler type cyclization. The advantage of the present method includes environmentally benign, atom economy, and mild reaction conditions resulting in various N-fused polyheterocycles.

Development and characterization of BODIPY-derived tracers for fluorescent labeling of the endoplasmic reticulum

Visualization of the structure of the Endoplasmic Reticulum (ER) in living cells is important for the understanding of its function. Here we synthesized a library of 8 BODIPY labeledhydroxyquinoline derivatives and evaluated their spectroscopic properties, cytotoxicity, and intracellular localization. The compounds were easily obtained in 34–80% yield. Based on the spectral properties and low cytotoxicity, we selected the quinolin-8-yl pentanoate derivative 17 for in vivo labeling of the ER. Fluorescence staining of the ER was evaluated by comparison with a commercial ER tracker. The molecules here developed are smaller than the alternatives commercially available while still presenting a high specificity towards the ER.

Aerobic Copper-Catalyzed Halocyclization of Methyl N-Heteroaromatics with Aliphatic Amines: Access to Functionalized Imidazo-Fused N-Heterocycles

A new aerobic copper-catalyzed halocyclization reaction of methyl N-heteroaromatics and aliphatic amines has been developed, which enables straightforward access to functionalized imidazo-fused N-heterocycles with the merits of good functional tolerance, use of easily available copper salts as the catalysts, lithium halides as the halogen sources, and O2 as a sole oxidant. Due to the reaction features' selective introduction of halogen functionalities to the newly formed imidazo ring, further extensions of the developed chemistry toward synthetic diversity, including effective access to functional materials, are easily envisioned.

Oxidative C(sp3)-H functionalization of methyl-azaheteroarenes: a facile route to 1,2,4-triazolo[4,3-a]pyridines

We herein describe an oxidative [4 + 1] annulation used to prepare 1,2,4-triazolo[4,3-a]pyridines in the presence of I2-DMSO. This protocol enables synthesis of triazolo[4,3-a]pyridine-quinoline linked diheterocycles via a direct oxidative functionalization of sp3 C-H bonds of 2-methyl-azaheteroarenes. The reaction shows a wide substrate scope and good functional group tolerance.

Strategically Modified Rhodamine-Quinoline Conjugate as a CHEF-Assisted FRET Probe for Au3+: DFT and Living Cell Imaging Studies

A systematic journey from O-donor through S-donor to N-donor chelator led to the development of a highly selective Au3+ chemosensor that operates via a CHEF-induced FRET mechanism. This sensing protocol avoids unwanted possible side reactions observed in alkyne-based gold sensors. DFT studies strongly support the experimental facts. The probe RT-2 detects Au3+ in the presence of the masking agent KI to minimize Hg2+ interference; however, RQ-2 selectively detects Au3+ without any interference and shows reversibility in the sensing in the presence of tetrabutylammonium cyanide. The probe efficiently images Au3+ in living HeLa cells under a fluorescence microscope.

Iodine-Catalyzed Construction of Dihydrooxepines via 3-Methyl-5-Pyrazolones C?H Oxidation/Functionalization of Quinolines Cascade

An efficient iodine-catalyzed [3+3+1] annulation for the construction of dihydrooxepine scaffolds with quinoline units was developed. This strategy involves a seven-membered dihydrooxepine with a broad substrate scope through a formal three-component tandem reaction. Further derivation of the target product produced a trioxabicycle scaffold, which formed the basic core of natural products and pharmaceutical molecules.

Multiple dynamics of hydrazone based compounds

Hydrazone derivatives of 2-quinolinecarboxaldehyde and 6-bromo-2-pyridinecarboxaldehyde were synthesized by sequence reactions with hydrazine derivatives. These compounds exhibited E/Z isomerization upon irradiation using a mercury lamp (250 W). The configurational changes were monitored by 1H nuclear magnetic resonance (NMR), UV-Vis and fluorescence spectroscopy. Data of concentration of the E/Z isomers versus time showed first order kinetics with constants ranging from 0.024 to 0.0799 min-1. The Z isomers were isolated by chromatographic methods and characterized by 1H NMR, UV-Vis and fluorescence spectroscopy and X-ray diffraction. The Z compounds are stable even in solution for several months. Such stability is due to a thermodynamic stabilization by the formation of an intramolecular hydrogen bond in the Z structure, which is not seen in the E configuration. Furthermore, some of the compounds were used as ligands for various metal centers (Zn2+, Co2+ and Hg2+) and their electronic properties were studied including measurements of cyclic voltammetry. The compounds studied herein allow their use as dynamic systems in dynamic combinatorial chemistry as their properties can be modulated by light, heat and the presence of metal centers. Besides, obtaining a metastable state (Z-isomer) allows the use of these compounds as photo-brakes, and therefore they can be implemented as molecular machines.

STIMULI - OR BIO- RESPONSIVE COPOLYMERS, THE POLYMERSOMES COMPRISING THE SAME AND THEIR USE IN DRUG DELIVERY

The present invention concerns amphiphilic copolymers that may be photo- or redox-cleavable and that may assemble into polymersomes. It also concerns their process of preparation and their use as drug carriers.

A Metal- and Azide-free Oxidative Coupling Reaction for the Synthesis of [1,2,3]Triazolo[1,5-a]quinolines and their Application to Construct C?C and C-P Bonds, 2-Cyclopropylquinolines and Imidazo[1,5-a]quinolines

An iodine-promoted one-pot cascade oxidative annulation reaction has been developed for the synthesis of [1,2,3]triazolo[1,5-a]quinolines from methyl azaarenes and N-tosylhydrazines. The reaction has a broad substrate scope and can be easily scaled up to gram-scale. 1,2,3-Triazoles are an important skeletal structure for the construction of C?C and C?P bonds, 2-cyclopropylquinolines and imidazo[1,5-a]quinolines, for which different synthetic applications were explored. (Figure presented.).

Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls

An efficient electrochemical method for benzylic C(sp3)-H bond oxidation has been developed. A variety of methylarenes, methylheteroarenes, and benzylic (hetero)methylenes could be converted into the desired aryl aldehydes and aryl ketones in moderate to excellent yields in an undivided cell, using O2 as the oxygen source and lutidinium perchlorate as an electrolyte. On the basis of cyclic voltammetry studies, 18O labeling experiments, and radical trapping experiments, a possible single-electron transfer mechanism has been proposed for the electrooxidation reaction.