95233-12-8

Basic information

• Product Name: 4-METHOXYCYCLOHEXANECARBOXYLIC ACID
• Synonyms: LABOTEST-BB LT00452096;4-METHOXYCYCLOHEXANECARBOXYLIC ACID;4-METHOXYCYCLOHEXANECARBOXYLIC ACID, 97% , MIXTURE OF CIS AND TRANS;4-methoxycyclohexanecarboxylic acid, mixture of cis and trans;4-Methoxycyclohexane-1-carboxylic acid;4-Methoxycyclohexanecarboxylic acid, Mixture of cis and trans 97%
• CAS NO: 95233-12-8
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19
• Product Categories: C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 95233-12-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 55.5-58.5 °C
• Boiling Point: 266.6 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.09 g/cm³
• Vapor Pressure: 0.00247mmHg at 25°C
• Refractive Index: n20/D 1.4687(lit.)
• PKA: 4.68±0.10(Predicted)
• CAS DataBase Reference: 4-METHOXYCYCLOHEXANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYCYCLOHEXANECARBOXYLIC ACID(95233-12-8)
• EPA Substance Registry System: 4-METHOXYCYCLOHEXANECARBOXYLIC ACID(95233-12-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 95233-12-8(Hazardous Substances Data)

Usage

Uses

4-Methoxycyclohexanecarboxylic acid is a reagent used in the discovery of a series of highly brain penetrant which are selective muscarinic M1 agonists.

General Description

cis-4-Methoxycyclohexanecarboxylic acid reacts with methyllithium to afford ketone, cis-4-methoxy-1-acetylcyclohexane. Reaction of cis-4-methoxycyclohexanecarboxylic acid with acetic acid and catalytic amount of sulphuric acid has been investigated.

InChI:InChI=1/C8H14O3/c1-11-7-4-2-6(3-5-7)8(9)10/h6-7H,2-5H2,1H3,(H,9,10)

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 137058-17-4 Methyl cis/trans-4-methoxycyclohexanecarboxylate 
• 121-98-2 methyl 4-methoxybenzoate 

Downstream Products

• 150864-93-0 cis/trans-1-methyl-4-(methyloxy)cyclohexanecarboxylic acid 
• 123701-03-1 4-Methoxy-cyclohexanecarboxylic acid ((6aR,9R,10aR)-4-ethyl-7-methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-yl)-amide 
• 123701-02-0 4-Methoxy-cyclohexanecarboxylic acid ((6aR,9R,10aR)-4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-yl)-amide 
• 95233-11-7 2-Hydroxy-3-(4-methoxy-cyclohexyl)-[1,4]naphthoquinone 
• 409346-72-1 N,4-dimethoxy-N-cis/trans-methylcyclohexanecarboxamide 
• 874-61-3 4-oxocyclohexanecarboxylic acid 
• 73873-63-9 1-methyl-trans-4-methoxycyclohexanecarboxylic acid 
• 73873-65-1 1-Methyl-cis-4-methoxycyclohexanecarboxylic acid 
• 123790-13-6 4-methoxycyclohexanecarbonyl chloride 
• 123701-04-2 (8β)-N-<6-methyl-1-(1-methylethyl)ergolin-8-yl>-4-methoxycyclohexanecarboxamide 

Relevant articles and documents

(8β)-6-Methylergoline amide derivatives as serotonin antagonists: N1-substituent effects on vascular 5HT2 receptor activity

A series of (8β)-6-methylergoline amide derivatives was synthesized with various alkyl substituents in the N1-position in order to evaluate their effectiveness in blocking vascular 5HT2 receptors. The influence of both the N1 substituent and amide derivative proved to be of great importance on binding affinities to vascular 5HT2 receptors. Within each series of amides, however, maximum affinity was achieved with an N1-isopropyl substituent (14, 18, 26, 38, and 41; all with 2.7-5.0 times greater affinity than their N1-H analogues), with the exception of two cases (22 and 37) in the cyclohexylamide derivatives wherein N1-methyl equalled the isopropyl in potency. Other than these exceptions, affinities followed the pattern of H Me Et iPr, with potencies falling off with larger alkyl substituents.