1685-20-7

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(2-amino-5-chlorophenyl)propan-1-one is used as a key intermediate in the synthesis of pharmaceutically active compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-(2-amino-5-chlorophenyl)propan-1-one serves as a valuable building block for the creation of novel drug candidates. Its chemical properties and structural features make it a promising starting point for designing and optimizing new therapeutic agents.
Used in Chemical Production:
1-(2-amino-5-chlorophenyl)propan-1-one may also find applications in various industrial processes, such as the production of pesticides or other organic compounds. Its versatility as a chemical intermediate opens up possibilities for its use in different chemical synthesis pathways.

Upstream product

• 2759-54-8 N-(4-chlorophenyl)propionamide 
• 103-89-9 4-Methylacetanilide 
• 106-47-8 4-chloro-aniline 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 925-90-6 ethylmagnesium bromide 
• 858931-59-6 1-(5-chloro-2-nitrophenyl)propan-1-one 
• 107-12-0 propiononitrile 

Downstream Products

• 937817-48-6 (2-propionyl-4-chlorophenylamino)acetic acid ethyl ester 
• 880473-81-4 N-(4-chloro-2-propionylphenyl)trifluoromethanesulfonamide 
• 1173089-28-5 N-(4-chloro-2-propionylphenyl)formamide 
• 937817-27-1 N-(4-chloro-2-propionylphenyl)glycine 

Relevant academic research and scientific papers

Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner-Meerwein rearrangement

A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed. The reaction proceeded through two SET processes with Selectfluor to give a fluorinated cyclopropylcarbinyl cation and a further Wagner-Meerwein rearrangement to generate a cyclobutyl carbocation, which undergoes intramolecular nucleophilic capture by amide to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.

Synthesis of 4-alkylidene-4H-3,1-benzoxazine derivatives by acid-catalyzed cyclization of 2-isocyanophenyl ketones in the presence of a vinyl ether

2-(1-Alkoxyalkyl)-4-alkylidene-4H-3,1-benzoxazines are conveniently prepared by the reaction of 1-(2-isocyanophenyl) ethanones or 1-(2-isocyanophenyl)propan-1-ones with a vinyl ether, such as 2-methoxypropene or ethyl vinyl ether, in the presence of a catalytic amount of (±)-camphor-10-sulfonic acid. Georg Thieme Verlag Stuttgart.

Discovery of novel benzoxazinones as potent and orally active long chain fatty acid elongase 6 inhibitors

A series of benzoxazinones was synthesized and evaluated as novel long chain fatty acid elongase 6 (ELOVL6) inhibitors. Exploration of the SAR of the UHTS lead 1a led to the identification of (S)-1y that possesses a unique chiral quarternary center and a

Synthesis and bioevaluation of 22-hydroxyacuminatine analogs

A series of 22-hydroxyacuminatine analogs was prepared by using different Friedlaender condensations. Several of the new compounds were tested for antiproliferative activity on cancer cell lines and for topoisomerase I inhibitory activity.

N-PHENYL-1,1,1-TRIFLUOROMETHANESULFONAMIDE HYDRAZONE DERIVATIVE COMPOUNDS AND THEIR USAGE IN CONTROLLING PARASITES

Novel N-phenyl-1,1,1-trifluoromethanesulfonamide compounds useful for controlling endo and/or ectoparasites in the environment are provided, together with methods of making the same, and methods of using the inventive compounds to treat parasite infestations in vivo and ex vivo.

Identification of anthranilic acid derivatives as a novel class of allosteric inhibitors of hepatitis C NS5B polymerase

A series of potent anthranilic acid-based inhibitors of the hepatitis C NS5B polymerase has been identified. The inhibitors bind to a site on NS5B between the thumb and palm regions adjacent to the active site as determined by X-ray crystallography of the enzyme-inhibitor complex. Guided by both molecular modeling and traditional SAR, the enzyme activity of the initial hit was improved by approximately 100-fold, yielding a series of potent and selective NS5B inhibitors with IC50 values as low as 10 nM. These compounds were also inhibitors of the HCV replicon in cultured HUH7 cells.

Control of parasites in animals by the use of novel trifluoromethanesulfonanilide oxime ether derivatives

Novel trifluoromethanesulfonanilide oxime ether compounds useful for controlling endo and/or ectoparasites in the environment are provided, together with methods of making the same, and methods of using the inventive compounds to treat parasite infestations in vivo or ex vivo.

Design of new reaction conditions for the Sugasawa reaction based on mechanistic insights

A process to prepare 2-propionyl-4-bromoaniline by ortho acylation of 4-bromoaniline under Sugasawa conditions was developed. Upon scale-up in a pilot plant, the process gave lower yields than in the laboratory in four out of five plant runs. Analysis of

Synthesis and antitumor activity of 20(S)-camptothecin derivatives. A-ring-substituted 7-ethylcamptothecins and their E-ring-modified water-soluble derivatives

Twenty-six novel A-ring-modified 7-ethylcamptothecins (6) were synthesized by Friedlander's condensation of the chiral tricyclic ketone (5) with aminopropiophenones (4). The compounds substituted with fluorine at the 11 position showed strong cytotoxicity

Camptothecin derivatives

New campotothecin derivatives and a process for preparing same are disclosed, which are represented by the general formula: STR1 wherein R1 represents a lower alkyl group, R2 represents a hydrogen atom or an amino, hydroxyl, lower acylamino or lower alkoxy group, R3 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, nitro, amino, cyano or di(lower alkyl)amino group, R4 represents a hydrogen or halogen atom or a lower alkyl, hydroxyl, lower alkoxy, lower alkylthio, amino, cyano or di(lower alkyl)amino group, and R5 represents a hydrogen or halogen atom or a hydroxyl or lower alkoxy group, with the proviso that all of the R2, R3, R4 and R5 substituents should not be a hydrogen atom and also that if any one of the R2, R3, R4 and R5 is a hydroxyl or lower alkoxy group, all of the other three substituents should not be a hydrogen atom.