71026-66-9

Usage

Uses

Used in Dye-Sensitized Solar Cell Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a reactant to prepare perylene monoimide-based dyes, which are employed in dye-sensitized solar cell applications. These dyes have high light absorption and charge transfer properties, making them suitable for efficient energy conversion in solar cells.
Used in Hydrogen Fuel Cell Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a starting material to synthesize covalent organic frameworks (COFs). These COFs are utilized as proton exchange membranes in hydrogen fuel cell applications. They exhibit high proton conductivity, excellent chemical stability, and good mechanical properties, making them ideal for efficient energy conversion in fuel cells.
Used in Pharmaceutical Applications:
4-(TERT-BUTOXYCARBONYLAMINO)ANILINE is used as a reactant in the synthesis of bestatin-derived hydroxamic acids, which are potent pan-HDAC inhibitors. These inhibitors have potential applications in the treatment of various diseases, including cancer, by modulating the activity of histone deacetylases (HDACs) and regulating gene expression.

InChI:InChI=1/C11H16N2O2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h4-7H,12H2,1-3H3,(H,13,14)

Upstream product

• 18437-63-3 tert-butyl N-(4-nitrophenyl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 106-50-3 1,4-phenylenediamine 
• 34619-03-9 tert-butyldicarbonate 
• 86031-24-5 O-(tert-butoxycarbonyl)hydroxylamine 
• 100-01-6 4-nitro-aniline 
• 2733-41-7 4-nitrobenzoyl azide 
• 395639-03-9 bis(1,1-dimethylethyl)(4-nitrophenyl)imidocarbonate 
• 24608-52-4 tert-butyl chloroformate 
• 851651-82-6 tert-butyl (4-(vinylsulfonamido)phenyl)carbamate 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 179321-49-4 N-(tert-butoxycarbonyl)-4-aminocyclohexanone 

Downstream Products

• 113445-80-0 [4-(2-Oxo-propylamino)-phenyl]-carbamic acid tert-butyl ester 
• 123252-15-3 tert butyl N-[4-[(2-chloroacetyl)amino]phenyl]carbamate 
• 183740-30-9 3-[4-(N-BOC-amino)-phenylamino]-2-cyano-3-methylmercapto-acrylonitrile 
• 197705-51-4 {4-[(1-Methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester 
• 230645-87-1 Methyl (E)-3-[N-(4-Boc-aminophenyl)-2-carbamoylvinyl]-4,5-dimethylpyrrole-2-carboxylate 
• 289906-06-5 4-[(4-t-butoxycarbonylamino-1-phenyl)-carbamoyl]-2-decanoyl-amino-butyric acid benzyl ester 
• 390406-02-7 (4-{3-[2-(3,4-dichloro-phenyl)-2-hydroxy-ethyl]-3-isopropyl-ureido}-phenyl)-carbamic acid tert-butyl ester 
• 347423-83-0 7-benzyloxy-2-[(4-tert-butoxycarbonylamino)phenyl]-1,2-dihydro-1-oxo-4-(3,4,5-trimethoxyphenyl)-3-isoquinolinecarboxylic acid 
• 299189-12-1 N-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,2-dithiolane-3-pentanamide 
• 940523-16-0 (4-propionylamino-phenyl)-carbamic acid tert-butyl ester 
• 769121-30-4 (4-acetylaminophenyl)carbamic acid tert-butyl ester 
• 912838-01-8 butyl 5-(3-buten-1-yl)-1-{4-[(tert-butoxycarbonyl)amino]phenyl}-1H-1,2,3-triazole-4-carboxylate 
• 936576-80-6 1-(tert-butyloxycarbamido)-4-[2,3-di(isopropylmercapto)benzamido]benzene 

Relevant academic research and scientific papers

Combined Intrinsic and Extrinsic Proton Conduction in Robust Covalent Organic Frameworks for Hydrogen Fuel Cell Applications

Developing new materials for the fabrication of proton exchange membranes (PEMs) for fuel cells is of great significance. Herein, a series of highly crystalline, porous, and stable new covalent organic frameworks (COFs) have been developed by a stepwise synthesis strategy. The synthesized COFs exhibit high hydrophilicity and excellent stability in strong acid or base (e.g., 12 m NaOH or HCl) and boiling water. These features make them ideal platforms for proton conduction applications. Upon loading with H3PO4, the COFs (H3PO4?COFs) realize an ultrahigh proton conductivity of 1.13×10?1 S cm?1, the highest among all COF materials, and maintain high proton conductivity across a wide relative humidity (40–100 %) and temperature range (20–80 °C). Furthermore, membrane electrode assemblies were fabricated using H3PO4?COFs as the solid electrolyte membrane for proton exchange resulting in a maximum power density of 81 mW cm?2 and a maximum current density of 456 mA cm?2, which exceeds all previously reported COF materials.

Selective primary aniline synthesis through supported Pd-catalyzed acceptorless dehydrogenative aromatization by utilizing hydrazine

By utilizing hydrazine (N2H4) as the nitrogen source in the presence of a hydroxyapatite-supported Pd nanoparticle catalyst (Pd/HAP), various primary anilines can be selectively synthesized from cyclohexanonesviaacceptorless dehydrogenative aromatization. The strong nucleophilicity of N2H4and the stability of the hydrazone intermediates can effectively suppress the formation of the undesired secondary aniline byproducts.

Cannabinoid receptor light-operated ligand and preparation method and application thereof

The invention relates to the technical field of biology, in particular to a novel cannabinoid receptor light-operated ligand and a preparation method and application thereof. Disclosed is the cannabinoid receptor light-operated ligand or the isomer prodrug, the solvate and the pharmaceutically acceptable salt of the cannabinoid receptor light-operated ligand, wherein the structural formula of thecannabinoid receptor light-operated ligand is A-linker-B; A is a transmembrane domain ligand structure, and B is a light-operated element; Linker is a subunit which is linear and has no activity on acannabinoid receptor light-operated ligand. According to the invention, the cannabinoid receptor ligand is integrated with azobenzene through a proper connector, so that the ligand configuration is changed under an illumination condition, and the activation or inhibition state of the cannabinoid receptor is regulated and controlled.

Thiazole ring-containing amide compounds as well as preparation method and application thereof

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

SARs of a novel series of s-triazine compounds targeting vimentin to induce methuotic phenotype

Herein, we describe the design, synthesis and structure?activity relationships of a series of novel s-triazine compounds can induce methuotic phenotype in various types of cancer cells. (E)-1-(4-Chlorophenyl)-3-(4-((4-morpholino-6-styryl-1,3,5-triazine-2-yl)amino)phenyl)urea, compound V6, exhibited a striking methuotic phenotype with a minimal effective concentration of less than 10 nM in U87 glioblastoma cells. Based on structure?activity relationship studies, we designed and synthesized an active probe P1 that retained the full potential of V6 in inducing the methuotic phenotype in U87 glioblastoma cells. Using this probe following affinity-based proteomic profiling strategy, we identified vimentin as the specific target protein of compound V6. Molecular docking revealed that V6 can form hydrogen bonds with vimentin at 273R and 276Y in its rod domain.

Direct and Divergent Solid-Phase Synthesis of Azobenzene and Spiropyran Derivatives

Here, we report a solid-phase approach to synthesize azobenzene and spiropyran derivatives. The divergent synthesis process requires no purification steps to obtain the desired product with a 28-55% yield, depending on the specific compound. For the spiropyran compounds, solid-phase resin cleavage is performed under mild conditions to minimize spiropyran ring opening. The solid-phase method enables the synthesis of a library of azobenzene and spiropyran derivatives without the need to develop purification strategies for each derivative.

Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at room temperature. The variety of functionalized aliphatic, aromatic and heteroaromatic amines efficiently undergoes the N-tert-butyloxycarbonylation under the developed protocol. The aminoalcohol, aminophenol, aminoester as well as various chiral amines underwent the chemoselective N-Boc protection under the optimized reaction condition. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.

Calculated oxidation potentials predict reactivity in Baeyer-Mills reactions

Azobenzenes are widely used as dyes and photochromic compounds, with the Baeyer-Mills reaction serving as the most common method for their preparation. This transformation is often plagued by low yields due to the formation of undesired azoxybenzene. Here, we explore electronic effects dictating the formation of the azoxybenzene side-product. Using calculated oxidation potentials, we were able to predict reaction outcomes and improve reaction efficiency simply by modulating the oxidation potential of the arylamine component.

Various located urea and schiff-base bifunctional derivatives: Their gelation and Zn2+ sensing behaviors

The efficient combination of various moieties is helpful to develop organic functional molecules. Herein, three of urea and Schiff-base bifunctional derivatives (OG, MG and PG) were prepared from o/m/p-diaminobenzene respectively. Benefitting from the urea and Schiff-base, these derivatives revealed satisfactory gelation capacity. However, the various locations of urea and imine paved them markedly different assembly performances during the gel formation. Additionally, these functional molecules displayed obvious “off-on” fluorescence sensing behaviors towards Zn2+ in solution ascribing to the imine and neighbor phenolic hydroxyl, among which the MG displayed the best Zn2+ selectivity. Crucially, the MG also realized Zn2+ probing at cellular level and its gel gave a visual detection via the gel-sol transition.

Design, synthesis and biological evaluations of diverse Michael acceptor-based phenazine hybrid molecules as TrxR1 inhibitors

A series of novel phenazine derivatives (1~27) containing the Michael acceptor scaffolds were designed and synthesized in this study. Some compounds exhibited selective cytotoxicity against Bel-7402 cancer cell line in vitro, in which compound 26 were found to have the best antiproliferative activity. Meanwhile, compound 26 showed no obvious cell toxicity against human normal liver epithelial L02 cells, which means this compound possessed a better safety potential. In the following research, compound 26 was verified to inhibit TrxR1 enzyme activity, ultimately resulting in cellular molecular mechanism events of apoptosis including growth of intracellular ROS level, depletion of reduced Trx1, liberation of ASK1 and up-regulation of p38, respectively. Together, all these evidences implicated that compound 26 acted as the TrxR1 inhibitor against Bel-7402 cells, and could activate apoptosis through the ROS-Trx-ASK1-p38 pathway.