38237-76-2

Usage

Uses

Used in Pharmaceutical Industry:
4-aminohexanoylphenone is used as a starting material for the production of various heterocyclic compounds and as a building block for the synthesis of new drugs. Its potential in anti-tumor and anti-inflammatory activities, as well as its ability to inhibit enzymes involved in pathological processes, make it a promising candidate for the development of new chemical entities and drug candidates.
Used in Organic Synthesis:
4-aminohexanoylphenone is used as a key intermediate in the synthesis of various organic compounds. Its unique structure with a six-carbon chain containing an amino group and a phenyl group allows for versatile chemical reactions and the formation of a wide range of products.
Used in Drug Development:
4-aminohexanoylphenone is used in the development of new chemical entities and drug candidates. Its potential therapeutic uses in anti-tumor and anti-inflammatory activities, as well as its enzyme inhibitory properties, make it a valuable compound for further research and development in the pharmaceutical industry.

InChI:InChI=1/C12H17NO/c1-2-3-4-5-12(14)10-6-8-11(13)9-7-10/h6-9H,2-5,13H2,1H3

Upstream product

• 33228-41-0 acetic acid-(4-hexanoyl-anilide) 
• 142-61-0 Hexanoyl chloride 
• 100-19-6 (4-nitrophenyl)ethanone 
• 71-36-3 butan-1-ol 
• 108-86-1 bromobenzene 
• 7295-46-7 1-(4-bromophenyl)-1-hexanone 
• 103-84-4 Acetanilid 
• 7295-50-3 1-(4-chlorophenyl)hexan-1-one 

Downstream Products

• 100875-55-6 N-(4-hexanoyl-phenyl)-N'-methyl-thiourea 

Relevant academic research and scientific papers

Preparation method of aryl ketone compound

The invention provides a preparation method of an aryl ketone compound, and belongs to the technical field of compound synthesis. The method comprises the following steps: under the action of a silver catalyst and water, carrying out reaction on aryl alkyne with a structure as shown in a formula 1 in a solvent at 60-120 DEG C for 12-48 hours, and separating and purifying a product after the reaction is finished, so as to obtain the single aryl ketone compound with a structure as shown in a formula I, the raw materials are easy to obtain, the experimental operation is simple, the yield of the prepared single aryl ketone compound is good, and gram-scale experiments can be carried out.

Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides

A number of structural analogues of the known toxicant para- aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia - with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 ± 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity.

Palladium-catalysed transfer hydrogenation of aromatic nitro compounds - An unusual chain elongation

Aromatic nitro compounds are reduced via transfer hydrogenation in the presence of palladium on magnesium-lanthanum mixed oxide support in ethanol yielding the corresponding amines. With several acetophenone derivatives, the reduction was accompanied by c

p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles

Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes as well as diaryldiynes bearing a methoxy- or a thiomethyl substituent on the ortho position underwent a regioselective 5-endo-dig-cyclization to give a variety of 2-aryl- and 2-styrylbenzofuran or benzothiphene derivatives. We believe that, this new environmentally metal-free procedure combined to microwave irradiation would be in importance in the search of green laboratory-scale synthesis.

Rapid microwave assisted hydration of internal arylalkynes in the presence of PTSA: an efficient regioselective access to carbonyl compounds

A metal-free procedure for the regioselective hydration of internal arylalkynes under microwave irradiation is described. The reaction promoted by PTSA takes place rapidly in EtOH and regioselectively afforded in good yields various carbonyl compounds 2.