82894-84-6

Usage

Heterocyclic ring

The compound has a ring structure that contains two nitrogen atoms and four carbon atoms.

TetraMethyl substitution

The compound has four methyl groups attached to the carbon atoms in its structure.

1H-Isoindole, 2,3-dihydro

The compound has a hydrogen atom attached to the isoindole ring in a 1H position and two additional hydrogen atoms in a 2,3-dihydro position.

Organic synthesis

The compound is commonly used in organic synthesis and research.

Pharmaceutical and chemical industries

The compound has potential applications in the pharmaceutical and chemical industries.

Building block

The compound is a valuable building block for the synthesis of complex organic molecules and materials.

Steric and electronic properties

The tetramethyl substitution pattern provides the compound with specific steric and electronic properties that make it useful in various chemical reactions and applications.

Upstream product

• 2809-93-0 α,α,α',α'-tetramethyldipropargylamine 
• 74-86-2 acetylene 
• 2142-01-0 N-benzylphthalimide 
• 85-44-9 phthalic anhydride 
• 80037-90-7 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical 
• 108-98-5 thiophenol 
• 221368-73-6 2-bromo-1,1,3,3-tetramethylisoindoline 
• 82894-83-5 2-benzyl-1,1,3,3-tetramethylisoindoline 

Downstream Products

• 80037-95-2 2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 
• 81913-48-6 2-(2-tert-butoxy-1-phenylethoxy)-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 
• 153709-73-0 N-benzoyl-1,1,3,3-tetramethyl-5-nitroisoindoline 
• 153709-74-1 N-benzoyl-1,1,3,3-tetramethylisoindoline 

Relevant academic research and scientific papers

Reactivity of polyolefins toward cumyloxy radical: Yields and regioselectivity of hydrogen atom transfer

Hydrogen atom abstraction from a series of homopolymers by cumyloxy radicals is examined under solvent-free conditions at temperatures that are relevant to radical-mediated polymer modifications. Abstraction efficiency data acquired for the thermolysis of dicumyl peroxide (DCP) within pure polymer samples establish an order of reactivity: poly(butadiene) (PBD) > poly(ethylene oxide) (PEO) > poly(ethylene) (PE) > poly(propylene) (PP) > poly(isobutylene) (PIB). The regioselectivity of hydrogen transfer from PE, PP, and PIB is assessed by model hydrocarbon experiments involving nitroxyl trapping of the alkyl radicals generated from pentane, 2,4-dimethylpentane, and 2,2,4,4-tetramethylpentane, respectively. Taken together, abstraction efficiency and regioselectivity data are discussed in terms of enthalpic and entropic contributions to H atom transfer rates, with particular emphasis on steric hindrance imposed by methyl substituents on secondary positions within PP and PIB. The utility of polymer oxidizability as a predictive measure of the reactivity of a polymer toward cumyloxyl and vinyltriethoxysilane graft modification is evaluated and discussed.

The reactivity of sulfur-centred radicals towards TMIO (1,1,3,3-tetramethyl-2,3-dihydroisoindol-2-yloxyl). A new type of radical fragmentation reaction

The thiyl radicals derived from 2-mercaptoethanol and thiophenol were found to undergo a complex series of reactions with 1,1,3,3-tetramethyl-2,3-dihydroisoindol-2-yloxyl (TMIO). Thus, treatment of 2-mercaptoethanol with di-t-butyl peroxyoxalate (DTBPO) in the presence of TMIO produced two N-S compounds-a sulfoxamide and a sufonamide-not the expected N-O-S adduct. The reaction between thiophenol and TMIO, which proceeded at a reasonable rate in the absence of DTBPO, produced 1,1,3,3-tetramethyl-2,3-dihydroisoindolin and its corresponding phenylsulfoxamide, diphenyl disulfide, phenylsulfinic acid, and 1,1,3,3-tetramethyl-2,3-dihydroisoindol-2-ylphenylsulfonate (the adduct of TMIO and the phenylsulfonyl radical). The mechanism of formation of these products, and the use of TMIO for trapping S-centred radicals, are discussed. A new radical fragmentation process, which appears to be general for aminoxyl adducts of electron-rich systems, is described.

INTRAESOPHAGEAL ADMINISTRATION OF TARGETED NITROXIDE AGENTS FOR PROTECTION AGAINST IONIZING IRRADIATION-INDUCED ESOPHAGITIS

Provided herein are compositions and related methods useful for prevention or mitigation of ionizing radiation-induced esophagitis. The compositions comprise compounds comprising a nitroxide-containing group attached to a mitochondria-targeting group. The

Spin-labeling luotonin A compound as well as preparation method and application thereof

The invention discloses a spin-labeling luotonin A compound of formula (I) as shown in the specification, as well as a preparation method and application of the compound. In-vitro antitumor activity screening results show that compared with luotonin A, the spin-labeling luotonin A compound disclosed by the invention is relatively intense in inhibition activity on human lung adenocarcinoma cells (A549), human breast cancer cell lines (MDA-MB-468), human ovarian neoplasm cells (SKOV3) and human colon cancer cell lines (HCT 116), and has good application prospects.

2′-Alkynylnucleotides: A Sequence- and Spin Label-Flexible Strategy for EPR Spectroscopy in DNA

Electron paramagnetic resonance (EPR) spectroscopy is a powerful method to elucidate molecular structure through the measurement of distances between conformationally well-defined spin labels. Here we report a sequence-flexible approach to the synthesis of double spin-labeled DNA duplexes, where 2′-alkynylnucleosides are incorporated at terminal and internal positions on complementary strands. Post-DNA synthesis copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with a variety of spin labels enable the use of double electron-electron resonance experiments to measure a number of distances on the duplex, affording a high level of detailed structural information.

Synthesis of analogs of the radiation mitigator JP4-039 and visualization of BODIPY derivatives in mitochondria

JP4-039 is a lead structure in a series of nitroxide conjugates that are capable of accumulating in mitochondria and scavenging reactive oxygen species (ROS). To explore structure-activity relationships (SAR), new analogs with variable nitroxide moieties were prepared. Furthermore, fluorophore-tagged analogs were synthesized and provided the opportunity for visualization in mitochondria. All analogs were tested for radioprotective and radiomitigative effects in 32Dcl3 cells.

TARGETED NITROXIDE AGENTS

Provided herein are compositions and related methods useful for free radical scavenging, with particular selectivity for mitochondria. The compounds comprise a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cro

Ligand-enhanced aliphatic carbon-carbon bond activation of nitroxides by rhodium(II) porphyrin

Rh(tmp) underwent Ph3P-enhanced aliphatic carbon-carbon bond activation with various nitroxides. (Ph3P)Rh(tmp), rapidly formed from Rh(tmp) and Ph3P, enhanced the rate, selectivity, and yield in comparison to Rh(tmp). From kinetic studies, the rate of reaction showed a first-order dependence on both Rh(tmp) and TEMPO (TEMPO = 2,2,6,6- tetramethylpiperidine-1-oxyl) and saturation kinetics on Ph3P. The rate enhancement of (Ph3P)Rh(tmp) over Rh(tmp) was estimated to be about 11 at 70 °C.

Reactions of nitroxides with metalloporphyrin alkyls bearing beta hydrogens: Aliphatic carbon-carbon bond activation by metal centered radicals

Nitroxide-induced beta-hydrogen atom abstraction and beta-elimination of rhodium porphyrin alkyls have been observed. Rhodium(II) porphyrin radical were proposed intermediates to form first and subsequently reacted via aliphatic carbon-carbon bond activation with alkyl substituted nitroxides to yield rhodium porphyrin alkyl complexes.

PROFLUORESCENT NITROXIDE COMPOUNDS

A polymeric system which includes a polymeric material and a pro-fluorescent nitroxide compound or a fluorescent spin adduct thereof, the compound having at least one 5 to 10 membered heterocyclic ring comprising a nitroxide moiety or a fluorescent spin adduct thereof and an aryl or heteroaryl group fused therewith, wherein the compound includes at least one fluorophore; with the proviso that when the heterocyclic ring has 5 carbon atoms, the aryl group cannot be an unsubstituted phenanthrene.