6321-23-9

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

4-Methylcyclohexylamine is an inhibitor of spermidine synthase

General Description

Trans-4-methylcyclohexylamine is a spermidine synthase inhibitor.

InChI:InChI=1/C7H15N/c1-6-2-4-7(8)5-3-6/h6-7H,2-5,8H2,1H3/t6-,7-

Upstream product

• 41177-03-1 (4-methyl-cyclohexyl)-carbamic acid methyl ester 
• 4994-13-2 4-methylcyclohexanone oxime 
• 7647-01-0 hydrogenchloride 
• 106-49-0 p-toluidine 
• 64-19-7 acetic acid 
• 589-91-3 p-methylcyclohexanol 
• 7664-41-7 ammonia 
• 92377-01-0 1,2-bis(4-methylcyclohexylidene)hydrazine 
• 86467-47-2 4-methyl-cyclohexanone-hydrazone 
• 39477-43-5 4-metylcyclohexanone O-methyloxime 
• 589-92-4 1-methylcyclohexan-4-one 
• 101-77-9 4,4'-diamino diphenyl methane 
• 99-99-0 1-methyl-4-nitrobenzene 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 2523-88-8 trans-N,4-dimethylcyclohexylamine 
• 13908-15-1 1-(4-methylcyclohexyl)-3-(2-chloroethyl)urea 
• 42184-40-7 (4-Methyl-cyclohexyl)-dithiophosphoramidic acid diethyl ester 
• 33021-77-1 N-<2-Fluor-aethyl>-N'-<4-methyl-cyclohexyl>-harnstoff 
• 2539-44-8 C₂₂H₂₇N₃O₄S 
• 17485-50-6 C₁₅H₂₁N₃O₅S 
• 20406-43-3 N-(p-Tolylsulfonyl)-N'-(4-methylcyclohexyl)harnstoff 
• 134274-04-7 6,7-methylenedioxy-9-(N-4-methylcyclohexyliminio)-9H-pyrrolo<1.2-a>indole hydrobromide 
• 140119-49-9 N-(4-methylcyclohexyl)-9H-pyrrolo<1,2-a>indol-9-imine 
• 193805-17-3 C₁₀H₁₇N₃S 

Relevant academic research and scientific papers

One-pot synthesis of cyclohexylamine and: N -aryl pyrroles via hydrogenation of nitroarenes over the Pd0.5Ru0.5-PVP catalyst

The direct synthesis of cyclohexylamine via the hydrogenation of nitrobenzene over monometallic (Pd, Ru or Rh) and bimetallic (PdxRu1-x) catalysts was studied. The Pd0.5Ru0.5-PVP catalyst was the most effective catalyst for this reaction. The catalyst can be reused and applied for the synthesis of N-aryl pyrroles and quinoxalines from nitrobenzenes.

Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions

Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.

Ruthenium-Na2CO3-catalyzed one-pot synthesis of ring-hydrogenated carbamates from aromatic amines and organic carbonates under H2

A facile and efficient one-pot procedure for the synthesis of ring hydrogenated carbamates from aromatic amine and alkylene carbonate under H2 gas pressure has been developed using a heterogeneous catalyst system comprising ruthenium and alkali metal carbonates. The effects of temperature, H2 pressure, catalyst (types of loaded metal and their supports), molar ratio of substrate/catalyst, and solvent were also investigated. Among the alkali metal carbonates, the sodium carbonate was found as best promoter for nucleophilic attack and ring-opening (NARO) reaction and thus increased the yield of ring hydrogenated carbamate up to 88% when using Ru/C as ring hydrogenation (RH) catalyst. This catalyst system could be reused at least five times without signi?cant loss of activity, which makes this process cost-effective and eco-friendly.

Hydrogenation of aromatic amines to alicyclic amines using a ruthenium catalyst supported on lithium aluminate

The present invention relates to processes for the catalytic hydrogenation of aromatic amines to their acyclic counterparts using a ruthenium catalyst on a lithium aluminate support. The hydrogenation process comprises contacting an aromatic amine with hydrogen in the presence of a ruthenium catalyst under temperature and pressure conditions suitable to effect ring hydrogenation. The process is especially useful for hydrogenating aniline to cyclohexylamine.

2-aminopyridine derivatives and combinatorial libraries thereof

The present invention relates to novel 2-aminopyridine derivative compounds of the following formula: wherein R1to R5have the meanings provided herein. The invention further relates to combinatorial libraries containing two or more such compounds, as well as methods of preparing 2-aminopyridine derivative compounds.

Reductions with lithium in low molecular weight amines and ethylenediamine

Reductions of several types of compounds with lithium and ethylenediamine using low molecular weight amines as solvent are described. In all cases 1 mol of ethylenediamine or N,N'-dimethylethylenediamine per gram-atom of lithium was used. In some cases it was beneficial to add an alcohol as a proton donor. These reaction conditions were applied to the debenzylation of N-benzylamide and lactams which are refractory to hydrogenolysis with hydrogen and a catalyst. N-Benzylpilolactam 2, synthesized from pilocarpine hydrochloride in refluxing benzylamine, was debenzylated in good yield using 10 gram-atoms of lithium per mole (10 Li/mol) of 2 in n-propylamine. The debenzylation of N-benzyl-N-methyldecanoic acid amide, 4 (6 Li/mol), in t-butylamine/N,N'-dimethylethylenediamine gave N-methyldecanoic acid amide 6 in 70% yield. Alternatively, reduction of 4 (7 Li/mol) in t-butanol/n-propylamine/ethylenediamine gave n-decanal 12 in 36% yield. Using the same conditions, thioanisole, 1-adamantane-p-toluenesulfonamide, and 1-adamantane methyl p-toluenesulfonate were reduced with 3, 7, and 7.2 Li/mol of compound to give thiophenol (74%), adamantamine (91%), and 1-adamantane methanol (75%), respectively. In this solvent system naphthalene and 3-methyl-2-cyclohexene-1-one were reduced to isotetralin (74%) and 3-methyl cyclohexanone (quantitative) with 5 and 2.2 Li/mol of starting compound, respectively. Oximes and O-methyloximes were reduced to their corresponding amines using 5 and 8 Li/mol of compound, respectively. Anisole was also reduced to 1-methoxy-1,4-cyclohexadiene with 2.5 Li/mol of anisole. Undecanenitrile was reduced to undecylamine with 8.6 Li/mol. Additionally, a base-catalyzed formation of imidazolines from a nitrile and ethylenediamine was also explored.

Lithium and amine dissolving metal reduction

The invention is directed to a process for reducing or reductively cleaving an organic compound susceptible to dissolving metal reduction comprising exposing the organic compound to a solution of lithium in a polyamine including at least two amino groups, selected from the group consisting of primary and secondary amino groups and mixtures thereof, e.g. ethylenediamine and R--NH2, optionally containing a lower alkyl alcohol, wherein R is chosen from the group consisting of ethyl, propyl, and butyl, including all straight and branched chain isomers thereof, for a time sufficient to effect reduction.

Synthesis of amides with anti-inflammatory and analgesic activities

A series of N-Aroyl-cyclohexyl- and cyclohexenylamides 3- or 4- methylsubstituted were synthesized and evaluated for their anti-inflammatory and analgesic potencies, and gastrointestinal irritation liability. One compound, N-benzoyl-4-methyl-cyclohexylamide 6a, possessed an anti- inflammatory activity comparable to that of indomethacin.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.

Method for preparing aromatic secondary amino compound

Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added.