1132-42-9

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
N-cyclohexylacetoacetamide is utilized as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, playing a crucial role in the development of new drugs and chemical products.
Used in Organic Synthesis:
As a reagent, N-cyclohexylacetoacetamide is employed in organic synthesis processes, contributing to the creation of a wide range of organic compounds.
Used in Production of Complex Molecules:
N-cyclohexylacetoacetamide also serves as a building block in the production of other complex molecules, highlighting its versatility in chemical engineering and molecular design.

InChI:InChI=1/C10H17NO2/c1-8(12)7-10(13)11-9-5-3-2-4-6-9/h9H,2-7H2,1H3,(H,11,13)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 108-91-8 cyclohexylamine 
• 100877-69-8 3-tert-butylsulfanyl-crotonic acid cyclohexylamide 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 1694-31-1 tert-butyl acetoacetate 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 113977-25-6 3,3-bis-ethylsulfanyl-butyric acid cyclohexylamide 
• 30564-13-7 2,2'-methylenebis(N-cyclohexyl-acetoacetamide) 
• 80357-26-2 1-Cyclohexyl-2,4-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid cyclohexylamide 
• 73964-79-1 N-cyclohexyl 4-oxo-pentanamide 
• 34849-42-8 2,5-dimethyl-furan-3-carboxylic acid cyclohexylamide 
• 536720-10-2 6-methyl-2-oxo-5-phenylcarbamoyl-1,2,3,4-tetrahydrospiro[pyridine-4,1'-cyclopentane]-3-carboxamide 
• 455927-10-3 N-cyclohexyl-6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide 
• 1351646-42-8 N-cyclohexyl-4-(2,4-dichlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide 
• 455927-56-7 N-cyclohexyl-4-(2,4-dichlorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide 

Relevant academic research and scientific papers

CYCLIC DIARYLBORON DERIVATIVES AS NLRP3 INFLAMMASOME INHIBITORS

Inhibitor compounds are disclosed. The compounds are effective in the treatment of diseases or conditions in which interleukin 1 β activity is implicated. Methods of synthesis of the compounds, as well as pharmaceutical compositions comprising the compounds are also disclosed.

Targeting dormant tuberculosis bacilli: Results for molecules with a novel pyrimidone scaffold

Our inability to completely control TB has been due in part to the presence of dormant mycobacteria. This also renders drug regimens ineffective and is the prime cause of the appearance of drug-resistant strains. In continuation of our efforts to develop novel antitubercular agents that especially target dormant mycobacteria, a set of 55 new compounds belonging to the pyrimidone class were designed on the basis of CoMFA and CoMSIA studies, and these were synthesized and subsequently tested against both the dormant and virulent BCG strain of M. tuberculosis. Some novel compounds have been identified which selectively inhibit the dormant tuberculosis bacilli with significantly low IC50 values. This study reports the second molecule after TMC-207, having the ability to inhibit tuberculosis bacilli exclusively in its dormant phase. The synthesis was accomplished by a modified multicomponent Biginelli reaction. A classification model was generated using the binary QSAR approach - recursive partitioning (RP) to identify structural characteristics related to the activity. Physicochemical, structural, topological, connectivity indices, and E-state key descriptors were used for generation of the decision tree. The decision tree could provide insights into structure-activity relationships that will guide the design of more potent inhibitors. This paper reports the second molecule after TMC-207, with the ability to inhibit tuberculosis bacilli in its dormant phase. The paper reports molecules with a novel Pyrimidone Scaffold, the synthesis of which was accomplished with a modified multi-component Biginelli reaction. A classification model was generated using recursive partitioning (RP) technique to identify structural characteristics of the molecules with their varying activities.

Fe(III) Complex Compounds For The Treatment And Prophylaxis Of Iron Deficiency Symptoms And Iron Deficiency Anemias

The invention relates to iron(III) complex compounds and pharmaceutical compositions comprising them for the use as medicaments, in particular for the treatment and/or prophylaxis of iron deficiency symptoms and iron deficiency anemias.

Catalytic synthesis of α-Oxoketene S,S-acetals in a wet ionic liquid [Bmim]Cl/H2O homogeneous system

A clean, practical and environmentally friendly synthesis in a homogeneous system has been developed for α-oxoketene S,S-acetals. A mixture of [Bmim]Cl and water was used as medium. The best economical and practical molar ratio of [Bmim]Cl to substrate was 4 to 1. With various types of 1,3-dicarbonyl compounds as substrate, the corresponding α-oxoketene S,S-acetals have been prepared under mild reaction conditions with yields of 53-74% after purification with silica gel column. [Bmim]Cl/water can be recycled several times.

Mild and high-yielding synthesis of β-keto esters and β-ketoamides

In the presence of sodium acetate, the reaction between 2,2,6-trimethyl-4H-1,3-dioxin-4-one and secondary or tertiary alcohols (including chiral ones) or primary or secondary amines could be carried out in refluxing tetrahydrofuran, under much milder conditions than those described in the literature. In these new conditions, side products normally observed using the traditional protocol were avoided, and-keto esters and-ketoamides were normally obtained in quantitative yields.

Titanium(IV) isopropoxide mediated synthesis of pyrimidin-4-ones

A novel, one-step method for the synthesis of tri- and tetrasubstituted pyrimidin-4-ones is reported. This method involves a titanium(IV)-mediated cyclization involving two sequential condensations of primary and β-ketoamides. The reaction is operationally facile, readily scalable, and offers rapid entry into differentially substituted pyrimidin-4-one scaffolds. The high functional group compatibility allows for substantial diversification in the products generated from this transformation.

Ru(bpy)33+ electrochemiluminescence detection of aliphatic and aromatic amines with diketene

A new derivatization method for the detection of aliphatic and aromatic amines, based on electro-chemiluminescence (ECL) with Ru(bpy)32+ is proposed. Sample amines were derivatized to acetoacetylamide-type derivatives using diketene. The derivatives were detected by reversed-phase HPLC with ECL detection using Ru(bpy)32+.

Zinc carbenoid-mediated chain extension of β-keto amides

The reaction of β-keto amides with ethyl(iodomethyl)zinc provides access to a wide variety of γ-keto amides, including primary, secondary, and tertiary amides. Although the reaction of α-substituted β-keto amides are in many cases unsatisfactory, the method can be applied to a broad spectrum of substrates that possess imide and olefinic functionality.

Chelatable triazolylazo-N-alkyl(cycloalkyl)acylacetamide dyes

Disclosed are novel triazolylazo-N-alkyl(cycloalkyl)acylacetamide dye compounds which are colorless in solution but develop a yellow color when treated with ionic nickel such as nickel salts of organic acids or cobalt salts. This property is useful in conventional dyeing procedures and in reprographic processes wherein the dye compound is in hydrocarbon media when development of the color occurs.