5329-15-7

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-AMINO-2-METHOXYPHENYL)ACETAMIDE is used as a pharmaceutical agent for its potential anti-inflammatory and analgesic properties. Its structural similarity to other compounds with these properties makes it a promising candidate for the development of new medications to treat pain and inflammation.
Used in Drug Discovery and Development:
N-(4-AMINO-2-METHOXYPHENYL)ACETAMIDE is used as a chemical in drug discovery and development due to its potential in the treatment of various diseases. Its investigation for these applications contributes to the advancement of new therapeutic options for patients.
Used as an Intermediate in Organic Synthesis:
N-(4-AMINO-2-METHOXYPHENYL)ACETAMIDE is used as an intermediate in the synthesis of other organic compounds. Its role in the production of various chemical entities highlights its utility in the broader field of organic chemistry and the creation of new molecules with potential applications.

InChI:InChI=1/C9H12N2O2/c1-6(12)11-8-4-3-7(10)5-9(8)13-2/h3-5H,10H2,1-2H3,(H,11,12)

Upstream product

• 97-52-9 2-methoxy-4-nitrophenylamine 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 93-27-6 5-nitro-2-acetylaminoanisole 

Downstream Products

• 93532-96-8 4-acetoacetylamino-1-acetylamino-2-methoxy-benzene 
• 83209-82-9 N-<2-methoxy-4-<(methylsulfonyl)amino>phenyl>acetamide 
• 105168-66-9 C₁₁H₁₇N₃O₄S 
• 87223-51-6 C₁₄H₁₈N₄O₆ 
• 105168-67-0 C₉H₁₅N₃O₃S 
• 105168-68-1 C₁₄H₂₁N₅O₇S 
• 86733-81-5 5-(4-amino-3-methoxybenzyl)thiazolidine-2,4-dione 
• 86733-82-6 5-(4-acetamido-3-methoxybenzyl)thiazolidine-2,4-dione 
• 86733-95-1 5-(4-acetamido-3-methoxybenzyl)-2-iminothiazolidin-4-one 
• 106994-15-4 N-(4-amino-5-methoxy-2-nitrophenyl)-N-(2-propenyl)methanesulfonamide 
• 116911-55-8 N-(4-acetamido-5-mthoxy-2-nitrophenyl)methanesulfonamide 
• 116911-56-9 N-(4-acetamido-5-methoxy-2-nitrophenyl)-N-(2-propenyl)methanesulfonamide 
• 106994-16-5 2-methoxy-5-nitro-4-phenylhydrazone of ethyl 2-oxobutenoate 
• 116911-57-0 2-[4-(Allyl-methanesulfonyl-amino)-2-methoxy-5-nitro-phenylazo]-2-ethyl-3-oxo-butyric acid ethyl ester 

Relevant academic research and scientific papers

Discovery of wtRET and V804MRET Inhibitors: From Hit to Lead

Oncogenic activation of RET kinase has been found in several neoplastic diseases, like medullary thyroid carcinoma, multiple endocrine neoplasia, papillary thyroid carcinoma, and non-small-cell lung cancer. Currently approved RET inhibitors were not originally designed to be RET inhibitors, and their potency against RET kinase has not been optimized. Hence, novel compounds able to inhibit both wild-type RET (wtRET) and its mutants (e.g., V804MRET) are needed. Herein we present the development and the preliminary evaluation of a new sub-micromolar wtRET/V804MRET inhibitor, N-(2-fluoro-5-trifluoromethylphenyl)-N′-{4′-[(2′′-benzamido)pyridin-4′′-ylamino]phenyl}urea (69), endowed with a 4-anilinopyridine structure, starting from our previously identified 4-anilinopyrimidine hit compound. Profiling against a panel of kinases indicated 69 as a multi cKIT/wtRET/V804MRET inhibitor.

Ratiometric fluorescent sensor based on inhibition of resonance for detection of cadmium in aqueous solution and living cells

Although cadmium has been recognized as a highly toxic heavy metal and poses many detrimental effects on human health, the Cd2+-uptake and nosogenesis mechanisms are still insufficiently understood, mainly because of the lack of facile analytical methods for monitoring changes in the environmental and intracellular Cd2+ concentrations with high spatial and temporal reliability. To this end, we present the design, synthesis, and photophysical properties of a cadmium sensor, DQCd1 based on the fluorophore 4-isobutoxy-6-(dimethylamino)-8-methoxyquinaldine (model compound 1). Preliminary investigations indicate that 1 could be protonated under neutral media and yield a resonance process over the quinoline fluorophore. Upon excitation at 405 nm, 1 shows a strong fluorescence emission at 554 nm with a quantum yield of 0.17. Similarly, DQCd1 bears properties comparable to its precursor. It exhibits fluorescence emission at 558 nm (Φf = 0.15) originating from the monocationic species under physiological conditions. Coordination with Cd2+ causes quenching of the emission at 558 nm and simultaneously yields a significant hypsochromic shift of the emission maximum to 495 nm (Φf = 0.11) due to inhibition of the resonance process. Thus, a single-excitation, dual-emission ratiometric measurement with a large blue shift in emission (Δλ = 63 nm) and remarkable changes in the ratio (F495 nm495/F558 nm) of the emission intensity (R/R 0 up to 15-fold) is established. Moreover, the sensor DQCd1 exhibits very high sensitivity for Cd2+ (Kd = 41 pM) and excellent selectivity response for Cd2+ over other heavy- and transitionmetal ions and Na+, K+, Mg2+, and Ca2+ at the millimolar level. Therefore, DQCd1 can act as a ratiometric fluorescent sensor for Cd2+ through inhibition of the resonance process. Confocal microscopy and cytotoxicity experiments indicate that DQCd1 is cellpermeable and noncytotoxic under our experimental conditions. It can indeed visualize the changes of intracellular Cd2+ in living cells using dual-emission ratiometry.

Anticancer anilinoacridines. A process synthesis of the disubstituted amsacrine analog CI-921

An improved process for the synthesis of bulk quantities of the clinical amsacrine analog CI-921 is reported. Described also are detailed analytical and spectroscopic data for this agent.

Quinone Imine Route to Benzimidazol-2-ylcarbamates. Part 1. Synthesis of Open-chain and Cyclic 5-Acylamino Derivatives.

The synthesis of the N',N''-bismethoxycarbonyl-N-(4-acylaminophenyl)guanidines (4) and (7) is described.Oxidation of these with LTA has led to the benzimidazol-2-ylcarbamates. (8), (9) and (10) through a regiospecific cyclisation of quinone imine intermediates.If the acylamino group is part of a ring, the yield of benzimidazoles (15) increases with the size of the lactam ring.The direction of ring closure may be controlled by electronic and steric factors.