1120-12-3Relevant academic research and scientific papers
COMPOUND OR SALT THEREOF, NATURAL KILLER T CELL ACTIVATOR, AND PHARMACEUTICAL COMPOSITION
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Paragraph 0134; 0135, (2020/07/16)
The invention provides a compound or a salt thereof capable of activating natural killer T cell, a natural killer T cell activating agent containing such a compound or a salt thereof, and a pharmaceutical composition. The compound of the invention is a co
PROCESS FOR THE CO-PRODUCTION OF LONG CHAIN AMINO ACIDS AND DIBASIC ACIDS
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Paragraph 0063-0065, (2019/02/01)
There is disclosed a process for the co-production of long chain ω-amino acid and long chain dibasic acid, comprising: (1) reacting long chain ketoacid derivative with hydroxylamine or subjecting ketoacid derivative to an ammoximation to yield oxime derivative; (2) subjecting oxime derivative to Beckmann rearrangement to yield a mixture of mixed amide derivatives; (3) hydrolyzing the mixed amide derivatives to produce long chain ω-amino acid and long chain dibasic acid.
Process for producing long chain amino acids and dibasic acids
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Page/Page column 9-10, (2018/09/21)
There is disclosed a process for the production of long chain amino acid and long chain dibasic acid, comprising: (1) reacting long chain keto fatty acid with hydroxylamine or subjecting keto fatty acid to an ammoximation reaction to yield an oxime fatty acid; (2) subjecting the oxime fatty acid to the Beckmann rearrangement to yield a mixture of two amide fatty acids; (3) hydrolyzing the mixed amide fatty acids to produce long chain amino acid, long chain dibasic acid, short chain alkylamine, and alkanoic acid.
COVALENT INHIBITION OF BACTERIAL QUORUM SENSING
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Page/Page column 19, (2011/02/24)
Inhibitors of bacterial communication, such as quorum sensing, and method of use and manufacture thereof.
METHOD FOR THE SYNTHESIS OF AN OMEGA-AMINO ACID OR ESTER STARTING FROM A MONOUNSATURATED FATTY ACID OR ESTER
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Page/Page column 7-8, (2011/10/04)
The invention relates to a method for the synthesis of ω-amino alkanoic acids or esters thereof starting from unsaturated natural fatty acids passing through an ω-unsaturated nitrile intermediate compound.
Covalent inhibition of bacterial quorum sensing
Amara, Neri,Mashiach, Roi,Amar, Dotan,Krief, Pnina,Spieser, Stephane A. H.,Bottomley, Matthew J.,Aharoni, Amir,Meijler, Michael M.
supporting information; experimental part, p. 10610 - 10619 (2009/12/04)
Chemical coordination of gene expression among bacteria as a function of population density is regulated by a mechanism known as 'quorum sensing' (QS). QS in Pseudomonas aeruginosa, an opportunistic pathogen that causes disease in immunocompromised patients, is mediated by binding of the transcriptional activator, LasR, to its ligand, 3-oxo-C12-HSL, leading to population-wide secretion of virulence factors and biofilm formation. We have targeted QS in P. aeruginosa with a set of electrophilic probes designed to covalently bind Cys79 in the LasR binding pocket, leading to specific inhibition of QS-regulated gene expression and concomitant reduction of virulence factor secretion and biofilm formation. This first example of covalent modification of a QS receptor provides a new tool to study molecular mechanisms of bacterial group behavior and could lead to new strategies for targeting bacterial virulence.
Efficient and scaleable methods for ω-functionalized nonanoic acids: Development of a novel process for azelaic and 9-aminononanoic acids (nylon-6,9 and nylon-9 precursors)
Cotarca, Livius,Delogu, Pietro,Nardelli, Alfonso,Maggioni, Paolo,Bianchini, Roberto,Sguassero, Stefano,Alini, Stefano,Dario, Roberto,Clauti, Giuliano,Pitta, Giorgio,Duse, Gianpaolo,Goffredi, Fabrizio
, p. 69 - 76 (2013/09/07)
A new, convergent synthesis and process of the title open-chain C-9 compounds, valuable monomers for preparation of polyamides with specific properties, are discussed. Starting from relatively inexpensive raw materials, for example, cyclohexanone and activated C-3 olefins, the method provides polymer grade co-functionalized nonanoic acids. An improved protocol for cyanoethylation or carbalkoxyethylation of cyclohexanone in the presence of a catalytic amount of primary or secondary amines gave 3-(2-oxo-cyclohexane) propanecarboxylic acid derivatives 1 in high yield. Cyclohexaneperoxycarboxylic acid (CHPCA) is introduced as highly efficient reagent in Baeyer-Villiger rearrangement of 1. Pyrolysis of 2 (EWG = CN) afforded under optimized conditions 3 in high yield and regioisomeric purity, otherwise a mixture of three unsaturated isomeric ω-cyano nonenoic acids is obtained. Partial hydrogenation of unsaturated acids 3 allowed isolation of saturated long-chain difunctionalized acids 4. Hydrolysis of 4 led to 1,9-nonanedicarboxylic acid (azelaic acid) 5, whereas its hydrogenation at elevated pressure gave 9-aminononanoic acid 6. Alternatively, a practical four-step syntehsis of 5 via isolable 7-substituted oxepan-2-one (EWG = COOMe) 2 has been designed and experimentated. The versatile position of 3-(2-oxo-cyclohexane) propanecarboxylic acid derivatives 1 as raw materials for Fine Chemicals is also discussed.
Process for producing an omega-functionalized aliphatic carboxylic acid and intermediate products of said process
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, (2008/06/13)
A process for producing an omega-functionalized aliphatic carboxylic acid starting from cyclohexanone and omega-functionalized α-olefins. The process comprises an addition step, an oxidation step, an isomerization step, one or more hydrogenation steps and hydrolysis. The process allows to use raw materials that are available at low cost and to achieve high selectivity and high yield with industrially simple steps. The process includes the production of new intermediate products.
Process for producing an omega-functionalized aliphatic carboxylic acid and intermediate products of said process, including 2-oxepanone-7-substituted products
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, (2008/06/13)
A process for producing an omega-functionalized aliphatic carboxylic acid starting from cyclohexanone and omega-functionalized α-olefins or acrylic esters. The process comprises an addition step, an oxidation step, an isomerization step, and one or more hydrogenation steps. The process allows to use raw materials that are available at low cost and to achieve high selectivity and high yield with industrially simple steps. The process includes the production of new intermediate products, including 2-oxepanone-7-substituted products.
Efficient synthesis of ω-functionalized nonanoic acids
Cotarca,Delogu,Maggioni,Nardelli,Bianchini,Sguassero
, p. 328 - 332 (2007/10/03)
Starting from cyclohexanone and acrylonitrile, a four-step synthesis of the title open-chain C9 compounds is reported. An improved protocol for cyanoethylation of cyclohexanone in the presence of a catalytic amount of cyclohexylamine afforded 3-(2-oxocyclohexyl)propanenitrile (1) in 92% yield. Cyclohexaneperoxycarboxylic acid (CHPCA) is introduced as a highly efficient reagent in the Baeyer-Villiger rearrangement of 1, yielding over 90% of 2. Pyrolysis of 2 afforded under optimized conditions 3 in 92% yield and 99% regioisomeric purity, otherwise a mixture of three unsaturated isomeric ω-cyano nonenoic acids 3, 10 and 11 is obtained. Partial hydrogenation of 3 allowed the isolation of 4 in 90% yield. Hydrogenation of 4 at elevated hydrogen pressure gave 9-aminononanoic acid (5), whereas hydrolysis of 4 led to 1,9-nonanedioic acid (azelaic acid, 6). Both, 5 and 6 are valuable C9 monomers for the preparation of polyamides with specific properties.
