60601-82-3

Upstream product

• 51523-49-0 (±)-2-(cyclohexylmethyl)piperidine 
• 59452-90-3 2-(3-bromophenyl)propanal 

Downstream Products

• 60695-38-7 2-cyclohexylmethyl-1-{2-[3-(α-hydroxy-4-methylbenzyl)phenyl]propyl}piperidine 
• 60695-39-8 2-cyclohexylmethyl-1-{2-[3-(α-hydroxy-4-chlorobenzyl)phenyl]-propyl}piperidine 
• 60695-32-1 2-cyclohexylmethyl-1-{2-[3-(α-hydroxy-4-methoxybenzyl)phenyl]propyl}piperidine 
• 60695-62-7 2-cyclohexylmethyl-1-[2-(3-benzoylphenyl)propyl]piperidine 
• 60695-33-2 (3-Chloro-phenyl)-{3-[2-(2-cyclohexylmethyl-piperidin-1-yl)-1-methyl-ethyl]-phenyl}-methanol 
• 60695-44-5 {3-[2-(2-Cyclohexylmethyl-piperidin-1-yl)-1-methyl-ethyl]-phenyl}-p-tolyl-methanone 
• 60695-40-1 2-cyclohexylmethyl-1-{2-[3-(α-hydroxy-α-methylbenzyl)phenyl]propyl}piperidine 
• 60695-72-9 2-cyclohexylmethyl-1-{2-[3-(1-phenyl-1-vinyl)phenyl]propyl}-piperidine 
• 60731-06-8 2-cyclohexylmethyl-1-{2-[3-(α-methylbenzyl)phenyl]propyl}piperidine 
• 60695-79-6 (3-Chloro-phenyl)-{3-[2-(2-cyclohexylmethyl-piperidin-1-yl)-1-methyl-ethyl]-phenyl}-methanone 
• 60695-77-4 2-cyclohexylmethyl-1-{2-[3-(4-chlorobenzoyl)phenyl]propyl}piperidine 
• 60991-10-8 2-cyclohexylmethyl-1-{2-[3-(4-methoxy-benzoyl)phenyl]propyl}piperidine 
• 60601-72-1 2-cyclohexylmethyl-1-(2-phenylpropyl)piperidine 
• 60695-60-5 2-cyclohexylmethyl-1-{2-[3-(3-methylbenzoyl)phenyl]propyl}piperidine 

Relevant academic research and scientific papers

Bulky amine analogues of ketoprofen: Potent antiinflammatory agents

Replacement of the carboxyl group of 2-(3-benzoylphenyl)propionic acid (Ketoprofen) with various bulky amines has produced a series of highly active antiinflammatory agents that have reduced intestinal ulcerogenicity and have better therapeutic ratios in the 21-day adjuvant arthritis assay on rats than currently marketed nonsteroidal antiinflammatory drugs. Activity is maintained on reduction of these 2-(3-benzoylphenyl)propyl bulky amines to the corresponding alcohols or methylene analogues, on conversion of the ketone function to a primary amine or oxime, and on introduction of a 4-halo substituent (Cl or F) on the terminal aromatic ring. Removal of the α-CH3 group greatly reduces the antiinflammatory activity of the series. These compounds have been synthesized by the reductive amination of 2-(3-bromophenyl)propionaldehyde with the respective amine followed by lithiation of this product and condensation with the appropriate benzonitrile.

4-[[3-[α-Aminobenzyl]phenyl]methyl]morpholine and 4-[-[3-benzoylphenyl]ethyl]morpholine

N-{2, 3- and 4-[R1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines, useful as anti-inflammatory agents, are prepared either by reduction of 2-, 3- or 4-[R1 -(phenyl)-CO]-phenyl-lower-alkanoylamines, which are also useful as anti-inflammatory agents; by benzoylating a phenyl-lower-alkylamine; by reaction of a 2-, 3- or 4-lithiophenyl-lower-alkylamine with a R1 -(phenyl)-carboxaldehyde, a R1 -(phenyl)-lower-alkyl ketone or a R1 -(phenyl)-carbonitrile; by reaction of a 2-, 3- or 4-[R1 -(phenyl)-CO]-phenyl-lower-alkyl tosylate with an appropriate amine; or by transformations involving manipulations of a carbonyl or carbinol group.

Anti-inflammatory phenyl-lower-alkylamines

N-{3-[R1 -(phenyl)-C(=X)]-phenyl-lower-alkyl}amines having anti-inflammatory utility are prepared either by reduction of a 3-[R1 -(phenyl)-CO]-phenyl-lower-alkanoylamine; by benzoylating a phenyl-lower-alkylamine; by reaction of a 3-lithiophenyl-lower-alkylamine with a R1 -(phenyl)-carboxaldehyde, a R1 -(phenyl)lower-alkyl ketone or a R1 -(phenyl)-carbonitrile or by transformations involving manipulations of a carbonyl or carbinol group.

Phenyl-lower-alkylamines

Phenyl-lower-alkylamines having anti-inflammatory activity are prepared either by reductive alkylation of an amine with a phenyl-lower-alkanaldehyde; by condensation of a phenyl-lower-alkanaldehyde with a secondary amine, conversion of the resulting phenylvinylamine to the corresponding iminium salt, and reduction of the latter with an alkali metal borohydride; or by reaction of a phenyl-lower-alkanoyl halide with an amine and reduction of the resulting amide with a reagent effective to reduce an amide to an amine.