38490-33-4

Usage

Physical state

White, waxy solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

a. Fragrance ingredient in perfumes and colognes
b. Solvent in various industries
c. Production of plasticizers, surfactants, and other industrial chemicals

Fragrance

Known for its strong fragrance

Toxicity

Low toxicity

Safety

Generally regarded as safe for use in cosmetic and personal care products

InChI:InChI=1/C11H22O/c1-9(2)6-10(3,4)8-11(5,12)7-9/h12H,6-8H2,1-5H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 14376-79-5 3,3,5,5-tetramethylcyclohexanone 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 676-58-4 methylmagnesium chloride 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 50966-95-5 1,3,3,5,5-pentamethyl-cyclohexene 
• 209185-99-9 neramexane hydrochloride 
• 457068-92-7 Neramexane mesylate 
• 259734-04-8 C₁₂H₂₃NO 
• 32704-50-0 1-(2,4,4,6,6-pentamethyl-cyclohex-2-enyl)-ethanone 
• 219810-59-0 neramexane 
• 14090-23-4 1,1,3,3-tetramethyl-5-methylenecyclohexane 
• 316364-93-9 N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine 

Relevant academic research and scientific papers

METHOD OF PREPARING NERAMEXANE

Method of producing a salt of 1-amino-1,3,3,5,5-pentamethylcyclohexane comprising steps (i) to (v): (i) converting isophorone to 3,3,5,5-tetramethylcyclohexanone; (ii) converting 3,3,5,5-tetramethylcyclohexanone obtained in step (i) to 1- hydroxy-1,3,3,5,5-pentamethylcyclohexane; (iii) converting 1-hydroxy-1,3,3,5,5-pentamethylcyclohexane obtained in step (ii) to 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane; (iv) converting 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane obtained in step (iii) to 1-amino-1,3,3,5,5-pentamethylcyclohexane; wherein at least one of 3,3,5,5-tetramethylcyclohexanone, 1-hydroxy-1,3,3,5,5- pentamethylcyclohexane, 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane, is not subjected to a purification step.

METHOD OF PREPARING NERAMEXANE

Method of preparing 1-amino-1,3,3,5,5-pentamethylcyclohexane or a pharmaceutically acceptable salt thereof, comprising at least two steps selected from the following steps (i) to (iv): (i) converting isophorone to 3,3,5,5-tetramethylcyclohexanone in the presence of methylmagnesium chloride; (N) converting 3,3,5,5-tetramethylcyclohexanone to 1-hydroxy-1,3,3,5,5- pentamethylcyclohexane in the presence of methylmagnesium chloride; (iii) converting 1-hydroxy-1,3,3,5,5-pentamethylcyclohexane to 1-chloroacetamido- 1,3,3,5,5-pentamethylcyclohexane in the presence of chloroacetonitrile in acidic solution; (iv) converting 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane to 1-amino- 1,3,3,5,5-pentamethylcyclohexane in the presence of thiourea in water.

METHOD OF PREPARING 1-HYDROXY-1,3,3,5,5-PENTAMETHYLCYCLOHEXANE

Method of preparing 1-hydroxy-1,3,3,5,5-pentamethylcyclohexane comprising step (ii): (ii) converting 3,3,5,5-tetramethylcyclohexanone to 1-hydroxy-1,3,3,5,5- pentamethylcyclohexane by using methylmagnesium chloride. 1-hydroxy-1,3,3,5,5- pentamethylcyclohe

METHOD OF PREPARING 1-CHLOROACETAMIDO-1,3,3,5,5-PENTAMETHYLCYCLOHEXANE

Method of preparing 1-chloroacetamido-1,3,3,5,5-pentamethylcyclohexane, an intermediate in the synthesis of 1-amino-1,3,3,5,5-pentamethylcyclohexane (Neramexane) or a pharmaceutically acceptable salt thereof, comprising step (iii): (iii) reacting 1-hydrox

Synthesis and structure-affinity relationships of 1,3,5-alkylsubstituted cyclohexylamines binding at NMDA receptor PCP site

A series of 1,3,5-alkylsubstituted cyclohexylamines 2 were synthesized as ligands for the N-methyl-D-aspartate (NMDA) receptor phencyclidine (PCP) binding site. Pure diastereomers with defined configuration of amino group 2- ax and 2-eq were obtained. The optimal size of 1,3,5-substituents was determined for cyclohexylamines 2 with an equatorial amino group in the lowest energy conformation using Hansch analysis. According to the data, the lipophilic part of cyclohexylamines 2 does not discriminate between hydrophobic regions of the PCP binding site but rather recognizes this site as a whole lipophilic pocket. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Structural information from OH streching frequencies-V. On the presence of different rotamers in substituted tertiary cyclohexanol compounds

The presence of different hydroxyl rotamers in a number of saturated aequatorial and axial tertiary cyclohexanols has been studied by means of the i.r. spectra of the OH streching band.Band resolving experiments indicate that an OH positioned over a cyclo