93413-48-0

Basic information

• Product Name: Cyclohexanol, 1-[1-(4-aminophenyl)-2-(dimethylamino)ethyl]-
• CAS NO: 93413-48-0
• Molecular Formula: C16H26N2O
• Molecular Weight: 262.395
• Mol File: 93413-48-0.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 1-[1-(4-aminophenyl)-2-(dimethylamino)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 1-[1-(4-aminophenyl)-2-(dimethylamino)ethyl]-(93413-48-0)
• EPA Substance Registry System: Cyclohexanol, 1-[1-(4-aminophenyl)-2-(dimethylamino)ethyl]-(93413-48-0)

Safety Data

• Hazardous Substances Data: 93413-48-0(Hazardous Substances Data)

Upstream product

• 13528-93-3 1,2-bis-(chlorodimethylsilyl)ethane 
• 81709-36-6 2-(4-Aminophenyl)N,N-dimethylacetamide 
• 93413-49-1 1-<(4-aminophenyl)<(dimethylamino)carbonyl>methyl>cyclohexanol 
• 108-94-1 cyclohexanone 

Downstream Products

• 93413-50-4 1-<2-(dimethylamino)-1-(4-nitrophenyl)ethyl>cyclohexanol 

Relevant articles and documents

2-Phenyl-2-(1-hydroxycycloalkyl)ethylamine derivatives: Synthesis and antidepressant activity

A series of 2-phenyl-2-(1-hydroxycycloalkyl)ethylamine derivatives was examined for the ability to inhibit both rat brain imipramine receptor binding and the synaptosomal uptake of norepinephrine (NE) and serotonin (5-HT). Neurotransmitter uptake inhibition was highest for a subset of 2-phenyl-2-(1-hydroxycyclohexyl)dimethylethylamines in which the aryl ring has a halogen or methoxy substituent at the 3- and/or 4-positions. Potential antidepressant activity in this subset was assayed in three rodent models - the antagonism of reserpine-induced hypothermia, the antagonism of histamine-induced ACTH release, and the ability to reduce noradrenergic responsiveness in the rat pineal gland. An acute effect seen in the rat pineal gland with several analogues, including 1-[1-(3,4-dichlorophenyl)-2-(dimethylamino)ethyl]cyclohexanol (23) and 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol (4), was taken as a possible correlate of a rapid onset of antidepressant activity. Compound 4 (venlafaxine) is presently undergoing clinical evaluation.

2-PHENYL-2-(1-HYDROXYCYCLOALKYL OR 1-HYDROXYCYCLOALK-2-ENYL)ETHYLAMINE DERIVATIVES

This invention provides a group of hydroxycycloalkanephenethyl amine antidepressant derivatives of the following structural formula: STR1 in which A is a moiety of the formula STR2 where the dotted line represents optional unsaturation;R 1 is hydrogen or alkyl;R 2 is alkyl;R. sub.4 is hydrogen, alkyl, formyl or alkanoyl;R 5 and R 6 are, independently, hydrogen, hydroxyl, alkyl, alkoxy, alkanoyloxy, cyano, nitro, alkylmercapto, amino, alkylamino, dialkylamino, alkanamido, halo, trifluoromethyl or, taken together, methylenedioxy;R. sub.7 is hydrogen or alkyl; andn is 0, 1, 2, 3 or 4;or a pharmaceutically acceptable salt thereof.