7465-63-6

Usage

Heterocyclic compound

Contains a five-membered ring with oxygen and nitrogen atoms
A compound with a ring structure that includes at least one oxygen or nitrogen atom in the ring, differentiating it from purely carbon-based rings.

Presence of a nitrophenyl group

Gives the compound a yellow color
A functional group consisting of a nitro group (-NO2) attached to a phenyl ring (a six-membered carbon ring) that imparts a distinct yellow color to the compound.
4. Applications in organic synthesis and pharmaceutical research
The compound serves as a valuable building block for the synthesis of various organic compounds and has potential pharmacological activities, making it useful in the development of new drugs.

Unique structure and properties

Contribute to its value in chemical synthesis and drug development
The specific arrangement of atoms and the presence of different functional groups in the molecule contribute to its distinct properties, making it an important compound for further research and development in the fields of organic synthesis and pharmaceuticals.

Upstream product

• 19614-29-0 1-(p-nitrobenzoyl)aziridine 
• 333-20-0 potassium thioacyanate 
• 67-64-1 acetone 
• 51816-15-0 N-(2-chloroethyl)-4-nitrobenzamide 
• 126121-23-1 1-nitroso-2-phenyl-4,5-dihydro-1H-imidazole 
• 6640-65-9 N-(2-hydroxyethyl)-4-nitrobenzamide 
• 75-05-8 acetonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 141-43-5 ethanolamine 
• 619-73-8 4-nitrobenzyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 82191-80-8 2-(4-nitro-phenyl)-oxazolidine 
• 120-48-9 butyl p-nitrobenzoate 
• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 37056-16-9 N-(2-chloro-ethyl)-4-nitro-dibenzamide 
• 23990-56-9 7a-(4-nitro-phenyl)-7,7-dioxo-tetrahydro-7λ⁶-thiazolo[2,3-b]oxazol-5-one 
• 62882-08-0 2-(p-Nitrophenyl)oxazole 
• 81592-51-0 Trifluoro-methanesulfonate3-methyl-2-(4-nitro-phenyl)-4,5-dihydro-oxazol-3-ium; 
• 90776-77-5 4-Methyl-5-(4-nitro-phenyl)-7-oxo-2,3,4,7-tetrahydro-[1,4]oxazepine-6-carbonitrile 
• 1322669-51-1 C₁₈H₁₄ClN₃O 

Relevant academic research and scientific papers

Insights into the antiproliferative mechanism of (C^N)-chelated half-sandwich iridium complexes

Transition metal-based anticancer compounds, as an alternative to platinum derivatives, are raising scientific interest as they may present distinct although poorly understood mechanisms of action. We used a structure-activity relationship-based methodology to investigate the chemical and biological features of a series of ten (C^N)-chelated half-sandwich iridiumIII complexes of the general formula [IrCp?(phox)Cl], where (phox) is a 2-phenyloxazoline ligand forming a 5-membered metallacycle. This series of compounds undergoes a fast exchange of their chlorido ligand once solubilised in DMSO. They were cytotoxic to HeLa cells with IC50 values in the micromolar range and induced a rapid activation of caspase-3, an apoptosis marker. In vitro, the oxidative power of all the complexes towards NADH was highlighted but only the complexes bearing substituents on the oxazoline ring were able to produce H2O2 at the micromolar range. However, we demonstrated using a powerful HyPer protein redox sensor-based flow cytometry assay that most complexes rapidly raised intracellular levels of H2O2. Hence, this study shows that oxidative stress can partly explain the cytotoxicity of these complexes on the HeLa cell line and gives a first entry to their mechanism of action. This journal is

Oxazolinyl-Assisted Ru(II)-Catalyzed C?H Functionalization Based on Carbene Migratory Insertion: A One-Pot Three-Component Cascade Cyclization

A rare, ruthenium-catalyzed, oxazolinlyl assisted C?H functionalization and three-component cascade cyclization for the synthesis of isoquinolinones via a metal-carbene migratory insertion is reported. The transformation is unique since it involves the fo

A 2 - substituted oxazoline or 2 - substituted piperazine synthetic method (by machine translation)

The invention discloses a method for synthesizing 2 - substituted oxazoline or 2 - substituted oxazine new method, by nitrile and amino ethanol or 3 - amino - 1 - propanol as raw material, in the absence of solvent, can be used for the recycling of the sulfur to induce synthesis of 2 - substituted oxazoline and 2 - substituted piperazine. The method of the invention has low cost, simple reaction process, mild reaction conditions, the reaction time is short, the yield and the like, is suitable for the industrial generation. (by machine translation)

A 2 - aryl - 2 - oxazoline preparation method

The invention discloses a 2-aryl-2-oxazoline preparation method and belongs to the field of chemistry. According to the method, an aryl-amide compound and 1,2-dichloroethane are reacted for synthesis, and the synthesis reaction is conducted under the alka

Microwave-Assisted Synthesis of 2-Aryl-2-oxazolines, 5,6-Dihydro-4H-1,3-oxazines, and 4,5,6,7-Tetrahydro-1,3-oxazepines

The first general procedure for the synthesis of 5- to 7-membered cyclic iminoethers by microwave-assisted cyclization of ω-amido alcohols promoted by polyphosphoric acid (PPA) esters is presented. 2-Aryl-2-oxazolines and 5,6-dihydro-4H-1,3-oxazines were efficiently prepared using ethyl polyphosphate/CHCl3. Trimethylsilyl polyphosphate in solvent-free conditions allowed for the synthesis of hitherto-unreported 4,5,6,7-tetrahydro-1,3-oxazepines. The method involves good to excellent yields and short reaction times.The reaction mechanism and the role of PPA esters were investigated in a chiral substrate.

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

Sulfonimidation via ring-opening of 2-oxazolines with acidic sulfonimide nucleophiles

Acidic sulfonimide nucleophiles including dibenzenesulfonimide, o-benzenesulfonimide, dimethanesulfonimide, and N-(methylsulfonyl)-benzenesulfonamide are discovered to open a variety of alkyl-, aryl- and heteroaryl-2-oxazoline rings to provide the sulfonimidation products in refluxing 1,4-dioxane. The electron-rich 2-oxazoline substrates worked well for the nucleophilic ring-opening reactions while no reaction took place for the electron-poor 2-oxazoline substrates.

Willgerodt–Kindler reaction-driven one pot solventless entry to 2-oxazolines

We report an efficient and green protocol for the synthesis of 2-oxazolines by the reaction of aromatic nitriles with β-aminoalcohols using sulfur under solvent-free conditions. The reaction occurs via the Willgerodt-Kindler mechanism followed by transami

A Mild and Regioselective Route to Functionalized Quinazolines

A Rh-catalyzed ortho-amidation cyclocondensation sequence gave a range of 4-aminoquinazolines in high yield. The method features a remarkably mild C(sp2)-H activation step and can be exploited to rapidly access compounds with established biological activity.

An efficient one-pot synthesis of 2-oxazolines with molecular iodine under ultrasound irradiation

A series of 2-oxazolines were prepared by the condensation of aldehydes with 2-aminoethanol in the presence of molecular iodine and potassium carbonate in t-BuOH at 35-40 °C under ultrasound irradiation. The easy work-up procedure and moderate to good yie