27693-70-5

Usage

InChI:InChI=1/C13H10N2O4/c16-13(17)11-6-1-2-7-12(11)14-9-4-3-5-10(8-9)15(18)19/h1-8,14H,(H,16,17)

Upstream product

• 99-09-2 3-nitro-aniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 16497-87-3 potassium o-bromobenzoate 
• 88-67-5 2-Iodobenzoic acid 
• 17763-70-1 methyl 2-(trifluoromethylsulfonyloxy)benzoate 
• 56739-54-9 N-(3-nitrophenyl)anthranilic acid methyl ester 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 56739-54-9 N-(3-nitrophenyl)anthranilic acid methyl ester 
• 20141-88-2 1-nitro-9-(N-pyridinio)acridine hydrochloride 
• 78938-54-2 2-(3-Nitro-phenylamino)-benzoic acid 2-[(E)-2,4-dioxo-imidazolidin-1-ylimino]-ethyl ester 
• 1744-92-9 3-nitro-9,10-dihydroacridin-9-one 
• 56739-35-6 3-[2-(2-hydroxy-ethoxy)-ethyl]-1-(3-nitro-phenyl)-1H-quinazoline-2,4-dione 
• 17431-90-2 1-nitro-9-chloroacridine 
• 1744-91-8 9-chloro-3-nitroacridine 
• 125685-74-7 (1-Nitro-acridin-9-yl)-phenethyl-amine 
• 125685-73-6 benzyl-(1-nitro-acridin-9-yl)-amine 
• 6237-24-7 N,N-dimethyl-N'-(3-nitro-9-acridinyl)-1,3-propanediamine 
• 35587-09-8 2-Methoxycarbonyl-N-methyl-3'-nitrodiphenylamin 
• 1621107-15-0 2-(methyl(3-nitrophenyl)amino)benzaldehyde 
• 66073-40-3 1-aminoacridin-9(10H)-one 

Relevant academic research and scientific papers

Chloroacridine derivatives as potential anticancer agents which may act as tricarboxylic acid cycle enzyme inhibitors

Purpose: This paper concerns the cytotoxicity of 9-chloro-1-nitroacridine (1a) and 9-chloro-4-methyl-1-nitroacridine (1b) against two biologically different melanoma forms: melanotic and amelanotic. Melanomas are tumors characterized by high heterogeneity

NOVEL NUCLEIC ACID MODIFIERS

The present inventions generally relate to site-specific delivery of nucleic acid modifiers and includes novel DNA-binding proteins and effectors that can be rapidly programmed to make site-specific DNA modifications. The present inventions also provide a synthetic all-in-one genome editor (SAGE) systems comprising designer DNA sequence readers and a set of small molecules that induce double-strand breaks, enhance cellular permeability, inhibit NHEJ and activate HDR, as well as methods of using and delivering such systems.

Potent acetylcholinesterase inhibitors: Synthesis, biological assay and docking study of nitro acridone derivatives

The reaction of o-halobenzoic acid with aniline derivatives and their subsequent cyclization reaction yielded the acridone derivatives. The series of nitro acridone derivatives were prepared by Ullmann condensation in presence of copper as catalyst and we

PhI(OAc)2-mediated intramolecular oxidative aryl-aldehyde C sp 2-C sp 2 bond formation: Metal-free synthesis of acridone derivatives

A metal-free protocol for direct aryl-aldehyde Csp2-Csp 2 bond formation via a PhI(OAc)2-mediated intramolecular cross-dehydrogenative coupling (CDC) of various 2-(N-arylamino)aldehydes was developed. The novel methodology requires no need of preactivation of the aldehyde group, is applicable to a large variety of functionalized substrates, and most of all provides a convenient approach to the construction of biologically important acridone derivatives.

Synthesis and characterization of 1-carboxyphenothiazine derivatives bearing nitrogen mustard as promising class of antitubercular agents

A series of 1-carboxyphenothiazines bearing nitrogen mustard was synthesized, characterized, and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv. The results showed that compounds 5h, 5i and 5j found most active with percentage inhibition of 96, 91, and 92, respectively, at minimum inhibitory concentration (MIC) of 6.25 μg/mL. The structures of synthesized compounds were elucidated by various spectroscopic tools like IR, 1H NMR, 13C NMR, mass and elemental analysis. 2013 Bentham Science Publishers.

Development of potent and selective inhibitors of aldo-keto reductase 1C3 (type 5 17β-hydroxysteroid dehydrogenase) based on N -phenyl-aminobenzoates and their structure-activity relationships

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogues were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Synthesis of novel heme-interacting acridone derivatives to prevent free heme-mediated protein oxidation and degradation

Heme is an important prosthetic molecule for various hemoproteins and serves important function in living aerobic organisms. But degradation of hemoprotein, for example, hemoglobin during different pathological conditions leads to the release of heme, which is very toxic as it induces oxidative stress and inflammation due to its pro-oxidant nature. Thus, synthesis of compound that will detoxify free heme by interacting with it would be fruitful for the management of heme-induced pathogenesis. Here, we report the synthesis of a novel natural product arborinine and some other acridone derivatives, which interact with free heme. These acridones in vitro block heme-mediated protein oxidation and degradation, markers for heme-induced oxidative stress.

A simple and environmentally friendly method for the synthesis of N-phenylanthranilic acid derivatives

A simple, efficient and environmentally friendly method for the synthesis of N-phenylanthranilic acid derivatives by the copper acetate catalysed reaction of o-halobenzoic acid with anilines using sodium acetate as base and water as media is described.

Methods for use of GABAa receptor GABAergic compounds

A method is disclosed for potentiating mammalian GABA A receptor responses to GABA. The receptor responses are potentiated according to the invention by contacting GABA A receptors with GABA and an effective amount of non-steroidal anti-inflammatory agents, in particular, fenamates and structurally related compounds.

Use of pyridine as cocatalyst for the synthesis of N-phenylanthranilic acids

The use of pyridine is reported as cocatalyst for the synthesis of N-phenylanthranilic acids by the Ullmann-Goldberg condensation in water or amyl alcohol as solvents, with good yield.