97-60-9

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
N-(2-hydroxy-5-nitrophenyl)acetamide is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals due to its versatile chemical structure and potential bioactive properties.
Used in Organic Synthesis:
N-(2-hydroxy-5-nitrophenyl)acetamide is used as a building block in organic synthesis, enabling the creation of various complex organic molecules.
Used in Medicinal Chemistry:
N-(2-hydroxy-5-nitrophenyl)acetamide is used in medicinal chemistry for its potential bioactive properties, such as anti-inflammatory and anti-oxidant activities, which can be harnessed for the development of new therapeutic agents.

InChI:InChI=1/C8H8N2O4/c1-5(11)9-7-4-6(10(13)14)2-3-8(7)12/h2-4,12H,1H3,(H,9,11)

Upstream product

• 95-21-6 2-methyl-1,3-benzoxazole 
• 857952-13-7 1-acetoxy-2-acetylamino-4-nitro-benzene 
• 108-24-7 acetic anhydride 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 614-80-2 2-(acetylamino)phenol 
• 463-51-4 Ketene 
• 7697-37-2 nitric acid 
• 5467-64-1 2-acetamidophenyl acetate 
• 59130-68-6 N,N,O-Triacetyl-2-aminophenol 
• 95-55-6 2-amino-phenol 
• 88-75-5 2-hydroxynitrobenzene 
• 75-36-5 acetyl chloride 
• 87974-52-5 1-(2-hydroxy-5-nitro-phenyl)-ethanone oxime 
• 557-91-5 1,1-Dibromoethane 

Downstream Products

• 23184-60-3 acetic acid-(5-amino-2-hydroxy-anilide) 
• 32046-51-8 2-methyl-5-nitro-1,3-benzoxazole 
• 857952-13-7 1-acetoxy-2-acetylamino-4-nitro-benzene 
• 59820-38-1 acetic acid-[2-(2-hydroxy-ethoxy)-5-nitro-anilide] 
• 28583-88-2 N-(2-Cyclopropylmethoxy-5-nitro-phenyl)-acetamide 
• 120309-36-6 acetic acid-(2-butoxy-5-nitro-anilide) 
• 101265-77-4 acetic acid-(5-nitro-2-pentyloxy-anilide) 
• 100876-50-4 acetic acid-(2-hexyloxy-5-nitro-anilide) 
• 13738-20-0 acetic acid-(5-nitro-2-octyloxy-anilide) 
• 553-20-8 2-Acetamino-4-nitropropoxybenzen 
• 132899-59-3 N-(2-Isopropoxy-5-nitro-phenyl)-acetamide 
• 89665-57-6 3-(2-Acetamino-4-nitro)phenoxypropan-1-ol 
• 103038-39-7 acetic acid-[2-(2-bromo-ethoxy)-5-nitro-anilide] 
• 72745-76-7 5-amino-2-methylbenzoxazole 

Relevant academic research and scientific papers

Functionalized C-nucleosides as remarkable RNA binders: Targeting of prokaryotic ribosomal A-site RNA

RNA represents an extremely promising and yet challenging therapeutic target. Here, we report the design of a series of C-nucleosides as original RNA binders. Some of them bind strongly and selectively to A-site prokaryotic ribosomal RNA.

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

Eco-friendly, catalyst and solvent-free, synthesis of acetanilides and N-benzothiazole-2-yl-acetamides

An expeditious and green synthesis of acetamides in a solvent-free simple way is described, without catalyst or additives, and in good yield by an instantaneous reaction of anilines or 2-aminothiazoles and acetic anhydride without external heating, and with simple purification. Sixteen substituted acetanilides and four N-benzothiazole-2-yl-acetamides were formed, but aliphatic amines of low molecular weight were not as effective as aromatic ones, and only cyclohexylamine and the enaminone ethyl 3-amino-2-butenoate afforded the corresponding acetamides in good yield.

Stannous chloride dihydrate-mediated efficient access to secondary and primary amides from oximes

Highly selective, efficient and expeditious Beckmann rearrangement of a wide range of ketoximes to secondary amides (20 examples) has been accomplished using stoichiometric amount of stannous chloride dihydrate in the presence of nucleophilic additive, tetra-n-butylammonium iodide (TBAI) (10 moI%) and 4 ? MS in dry acetonitrile at reflux temperature. Aldoximes delivered primary amides through intermediacy of nitriles upon heating with an equimolar amount of SnCl2·2H2O and DBU in dry toluene at reflux in good to acceptable yields (12 examples). Utilization of mild Lewis acid, inexpensive rack reagents and procedural simplicity including easy isolation of products are key advantageous features of the protocol.

Caffeic acid derivatives: A new type of influenza neuraminidase inhibitors

Recently, many natural products, especially some plant-derived polyphenols have been found to exert antiviral effects against influenza virus and show inhibitory activities on neuraminidases (NAs). In our research, we took caffeic acid which contained two phenolic hydroxyl groups as the basic fragment to build a small compound library with various structures. The enzyme inhibition result indicated that some compounds exhibited moderate activities against NA and compound 15d was the best with IC50 = 7.2 μM and 8.5 μM against N2 and N1 NAs, respectively. The 3,4-dihydroxyphenyl group from caffeic acid was important for the activity according to the docking analysis. Besides, compound 15d was found to be a non-competitive inhibitor with Ki = 11.5 ± 0.25 μM by the kinetic study and also presented anti-influenza virus activity in chicken embryo fibroblast cells. It seemed promising to discover more potent NA inhibitors from caffeic acid derivatives to cope with influenza virus.

Regioselective syntheses of 2- and 4-formylpyrido[2,1-b]benzoxazoles

o-Acetaminophenols (2) reacted with Vilsmeier reagent under Meth-Cohn conditions to yield 2-formylpy-rido[2,l-6]benzoxazoles (5) unexpectedly besides the known compounds 2-(benzoxazol-2′-yl)-3-dimethylaminoacroleins (4). Refluxing 4 in acetic anhydride gave 4-formylpyrido[2,l-6]benzoxazoles (6), an isomer of 5. Both 5a and 6a were structurally characterized by X-ray crystallography. A mechanism for the formation of 5 involving sequential chlorination, dimerization, intramolecular elimination of HC1 to form the oxazole ring, formylation twice, and regioselective intramolecular nucleophilic cyclization to construct the pyridone ring is proposed.

Amine derivatives, processes for producing them and a use of them as antiarrhythmic drugs

PCT No. PCT/JP95/01138 Sec. 371 Date May 27, 1997 Sec. 102(e) Date May 27, 1997 PCT Filed Jun. 7, 1995 PCT Pub. No. WO96/04231 PCT Pub. Date Feb. 15, 1996Novel amine derivatives of the following general formula (I): (wherein) A may denote -(CH2)-O-, -(CH2)2-O-, or -(CH2)2-NH-; B may denote -(CH2)2-; R1 may denote a hydrogen atom, a halogen atom, a nitro group, a 1-pyrrolyl group, an acetamido group, an amino group or a dimethylamino group; R2 may denote a hydrogen atom or a nitro group; R3 and R4 may denote a hydrogen atom; R8a and R8b which are the same may denote a chlorine atom or a methoxy group; R9 may denote a hydrogen atom or an amino group; R may denote a methyl group; and X may denote a methanesulfonamido group, a 1-imidazolyl group or a nitro group or a salts thereof are useful as antiarrhythmic drugs.

Substituted 2H-pyran-2, 6(3H)-dione derivatives

Substituted 2H-pyran-2,6(3H)-dione derivatives useful in the treatment of allergic conditions are prepared by reaction of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one with an appropriate aniline.