30727-29-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(dimethylamino)cyclohexan-1-ol is used as a solvent for the preparation and formulation of pharmaceutical products. Its ability to dissolve a wide range of compounds makes it suitable for use in the development of medications.
Used in Dyes Industry:
In the dyes industry, 2-(dimethylamino)cyclohexan-1-ol is used as a solvent for dyeing processes. Its solubility properties facilitate the application of dyes to various substrates.
Used in Polymers Industry:
2-(dimethylamino)cyclohexan-1-ol is utilized as a solvent in the polymer industry, aiding in the processing and manufacturing of polymeric materials.
Used in Organic Reactions:
DMAC is used as a mild base in organic reactions, contributing to the smooth progression of various chemical processes.
Used as a Chiral Auxiliary:
2-(dimethylamino)cyclohexan-1-ol is employed as a chiral auxiliary in asymmetric synthesis, playing a crucial role in the production of enantiomerically pure compounds.
It is important to handle 2-(dimethylamino)cyclohexan-1-ol with care, as exposure to high concentrations can result in irritation to the skin, eyes, and respiratory tract.

InChI:InChI=1/C8H17NO/c1-9(2)7-5-3-4-6-8(7)10/h7-8,10H,3-6H2,1-2H3

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 124-40-3 dimethyl amine 
• 108-94-1 cyclohexanone 
• 1056477-06-5 2-bromocyclohexanone 
• 6970-60-1 2-N,N-dimethylaminocyclohexanone 

Downstream Products

• 6970-60-1 2-N,N-dimethylaminocyclohexanone 
• 52304-01-5 (2-hydroxycyclohexyl)(dimethyl)octylammonium bromide 
• 4065-80-9 2-methylenecyclohexanol 
• 67197-92-6 2-(3,4-Dichloro-phenyl)-N-((1S,2S)-2-dimethylamino-cyclohexyl)-N-methyl-acetamide 

Relevant academic research and scientific papers

Calcium trifluoroacetate as an efficient catalyst for ring-opening of epoxides by amines under solvent-free conditions

Ca(CF3CO2)2 efficiently catalyzed the selective ring-opening of epoxides by amines leading to the synthesis of β-aminoalcohols. The reaction works well with various aromatic and aliphatic amines under solvent-free conditions. Corresponding β-aminoalcohols were obtained in excellent yields with high regioselectivity. The catalyst was easily prepared by reaction of CaH 2 in trifluoroacetic acid.

Molecular modeling and biological evaluation of 2-N,N- dimethylaminecyclohexyl 1-N′,N′-dimethylcarbamate isomers and their methylsulfate salts as cholinesterases inhibitors

This work presents a detailed theoretical and experimental study on the inhibitory properties of 2-N,N-dimethylaminecyclohexyl 1-N′,N′- dimethylcarbamate isomers and their methylsulfate salts against the cholinesterases enzymes. The in vitro inhibition test performed by the Ellman's method showed that the salt form compounds were more active than the neutral ones in cholinesterases inhibition. The trans salt showed good selectivity towards the inhibition of erythrocyte cholinesterase with a maximum limit around 90% and 55% for the plasma cholinesterase inhibition. Molecular modeling, docking and experimental results performed in this study showed to be important initial steps toward the development of a novel pharmaceuticals in the fight against Alzheimer's disease.

Stereoselective Method for the Production of Clopidogrel

The present invention relates to processes for preparing a compound of the general formula (Ia) wherein X is a halogen atom, or a pharmaceutically acceptable salt thereof, wherein a compound of the formula (II) wherein X is as defined above and Y and Z independently represent a leaving group each, is reacted with an optically active amino alcohol to form a first mixture of diastereomers.

Dynamic kinetic resolution allows a highly enantioselective synthesis of cis-α-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation

(Chemical Equation Presented) Resolutely dynamic hydrogenation: A highly efficient asymmetric hydrogenation of racemic N,N-disubstituted α-aminocycloalkanones involving dynamic kinetic resolution in the presence of a ruthenium catalyst gives chiral α-aminocycloalkanols with excellent enantioselectivities and cis diastereoselectivities (see scheme). A synthesis of optically pure U-(-)-50488 based on this reaction is reported.

Structural characterization of two novel potential anticholinesterasic agents

Two novel compounds with possible anticholinesterase activity have been synthesized containing a carbamate and a dimethylamine group in 1,2-positions of a cyclohexane ring (cis and trans isomers). Conformer populations were established by a combination of NMR 1H coupling constant analysis and DFT (B3LYP/6-311 + G(d,p)) calculations. 13C chemical shifts were calculated in order to confirm signal attributions. The cis isomer adopts a conformation in which the carbamate group lies at the axial position (>99%), whereas the trans isomer adopts a diequatorial arrangement (98%). These preferences have been explained in terms of syn-1,3-diaxial interactions of the individual groups.

Plant regulator compositions based on 2-hydroxycycloalkyl quaternary ammonium compounds

Novel compositions including alkyl(2-hydroxycycloalkyl)-dimethylammonium salts as an essential active ingredient provide a method of regulating development of plants without killing the plants. The synthesis of members of the class of active compounds is described, and the utility of representative compositions is exemplified.