142733-20-8

Basic information

• Product Name: WY 45,818
• Synonyms: WY 45,818
• CAS NO: 142733-20-8
• Molecular Formula: C₁₆H₂₄ClNO
• Molecular Weight: 281.82086
• Mol File: 142733-20-8.mol

Chemical Properties

• Boiling Point: 380.9°Cat760mmHg
• Flash Point: 184.2°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 1.75E-06mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: WY 45,818(CAS DataBase Reference)
• NIST Chemistry Reference: WY 45,818(142733-20-8)
• EPA Substance Registry System: WY 45,818(142733-20-8)

Safety Data

• Hazardous Substances Data: 142733-20-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H24ClNO/c1-18(2)12-14(13-8-4-5-9-15(13)17)16(19)10-6-3-7-11-16/h4-5,8-9,14,19H,3,6-7,10-12H2,1-2H3

Upstream product

• 84966-80-3 2-(2-chlorophenyl)-N,N-dimethylacetamide 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 108-94-1 cyclohexanone 

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.