23082-50-0

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-5-NITROACETOPHENONE is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its reactivity and structural properties make it an essential component in the development of new drugs and medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-CHLORO-5-NITROACETOPHENONE is utilized as a precursor in the production of various agrochemicals, including pesticides and herbicides. Its versatility and reactivity contribute to the creation of effective and innovative agricultural products.
Used in Organic Synthesis:
2-CHLORO-5-NITROACETOPHENONE is employed as a versatile building block in organic synthesis, allowing chemists to create a diverse array of chemical products. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.

InChI:InChI=1/C8H6ClNO3/c1-5(11)7-4-6(10(12)13)2-3-8(7)9/h2-4H,1H3

Upstream product

• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 25784-91-2 2-chloro-5-nitrobenzoylchloride 
• 35227-78-2 diethyl (ethoxymagnesio)malonate 
• 7697-37-2 nitric acid 
• 94088-68-3 2-(2-Chloro-5-nitro-benzoyl)-malonic acid diethyl ester 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 

Downstream Products

• 82301-31-3 (2-acetyl-4-nitro-phenylsulfanyl)-acetic acid 
• 79110-06-8 2-ethanoly-4-nitro-N-phenylaniline 
• 1026435-40-4 1-(2-azocan-1-yl-5-nitro-phenyl)-ethanone 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 917101-82-7 1-chloro-4-nitro-2-(prop-1-en-2-yl)benzene 
• 1056165-61-7 (2E)-3-(dimethylamino)-1-(2-chloro-5-nitrophenyl)prop-2-en-1-one 
• 33254-53-4 1-(5-nitro-2-(pyrrolidin-1-yl)phenyl)ethanone 
• 1187396-06-0 1-(2-(morpholino)-5-nitrophenyl)ethanone 
• 1187396-05-9 1-(2-cyclohexylamino-5-nitrophenyl)ethanone 
• 1187396-04-8 1-(2-(isopropylamino)-5-nitrophenyl)ethanone 
• 1187396-03-7 1-(2-(n-butylamino)-5-nitrophenyl)ethanone 
• 85020-83-3 1-(2-(benzylamino)-5-nitrophenyl)ethanone 
• 1224978-35-1 N-cyclohexyl-5-nitrobenzo[b]thiophen-3-amine 
• 1224978-32-8 N-benzyl-5-nitrobenzo[b]thiophen-3-amine 

Relevant academic research and scientific papers

Manufacturing Development and Genotoxic Impurity Control Strategy of the Hedgehog Pathway Inhibitor Vismodegib

The development work toward the robust and efficient manufacturing process to vismodegib, the active pharmaceutical ingredient (API) in Erivedge, is described. The optimization of the four-stage manufacturing process was designed to produce the API with the required critical quality attributes: (1) the selective catalytic hydrogenation reduction of the nitro compound 3 to the corresponding aniline 4 while minimizing the formation of potential genotoxic (mutagenic) impurities; (2) the control of the polymorphic phase and multipoint specification for particle size distribution.

GDC-0449-A potent inhibitor of the hedgehog pathway

SAR for a wide variety of heterocyclic replacements for a benzimidazole led to the discovery of functionalized 2-pyridyl amides as novel inhibitors of the hedgehog pathway. The 2-pyridyl amides were optimized for potency, PK, and drug-like properties by modifications to the amide portion of the molecule resulting in 31 (GDC-0449). Amide 31 produced complete tumor regression at doses as low as 12.5 mg/kg BID in a medulloblastoma allograft mouse model that is wholly dependent on the Hh pathway for growth and is currently in human clinical trials, where it is initially being evaluated for the treatment of BCC.

Benzenesulphonamide derivatives, preparation thereof and therapeutical uses thereof

Benzenesulphonamide compounds of general formula (I), wherein R1is a hydrogen or halogen atom such as chlorine or fluorine, or a straight or branched C1-4alkyl or C1-4alkoxy group, each of R2, R3and R4, which are the same or different, is a hydrogen atom or a straight, branched or cyclic C1-4alkyl group, and R1is a hydrogen atom or a C1-2alkyl, C1-2fluoroalkyl or C1-2perfluoroalkyl group, in the form of enantiomers, diastereoisomers or mixtures thereof, including racemic mixtures, as well as pharmaceutically acceptable acid addition salts thereof, are provided for therapeutical use.

Preparation and biological activity of new substituted antimalarial diaminodiphenylsulfones

Starting from 4,4'-diamino-diphenylsulfone (DDS) as a lead structure, new 2-substituted analogues as well as new 2-substituted 4-alkylamino-4'-amino diphenylsulfones have been designed and synthesized in different ways. This has led to compounds the inhibitory activity of which against 7,8-dihydropteroic acid synthase of plasmodia and mycobacteria is clearly superior to that of sulfadoxine and in most cases to that of DDS. Of special interest is 4'-amino-4-n-propylamino-2-methyl-diphenylsulfone. Together with inhibitors of 7,8-dihydrofolate reductase in vitro and in vivo it possesses a marked synergistic inhibitory activity against plasmodia. In contrast to DDS in doses up to 200 mg/kg p.o. (cat) no methemoglobin formation is observed. The compound has been selected for further studies.

Process for the production of nitro derivatives of aromatic compounds

Nitroderivates of aromatic compounds which are difficult to nitrate, can readily be obtained by nitration providing that the aromatic compound is treated with nitric acid or another nitrating agent in the presence of aliphatic or cycloaliphatic hydrocarbons monosubstituted or polysubstituted by halogen, the nitro group or an alkyl sulphonyl group, and the nitro derivative formed subsequently isolated.