1878-56-4

Basic information

• Product Name: (4-cyclohexylphenoxy)acetic acid
• Synonyms: acetic acid, 2-(4-cyclohexylphenoxy)-
• CAS NO: 1878-56-4
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.2909
• Mol File: 1878-56-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 389.2°C at 760 mmHg
• Flash Point: 145.6°C
• Density: 1.138g/cm³
• Vapor Pressure: 9.36E-07mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: (4-cyclohexylphenoxy)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4-cyclohexylphenoxy)acetic acid(1878-56-4)
• EPA Substance Registry System: (4-cyclohexylphenoxy)acetic acid(1878-56-4)

Safety Data

• Hazardous Substances Data: 1878-56-4(Hazardous Substances Data)

Usage

General Description

(4-cyclohexylphenoxy)acetic acid is a chemical compound with the formula C14H18O3. It is a white to off-white crystalline powder with a faint characteristic odor. (4-cyclohexylphenoxy)acetic acid is primarily used as a plant growth regulator and as an herbicide. It works by interfering with the growth hormone of plants, causing abnormal growth and ultimately leading to their death. (4-cyclohexylphenoxy)acetic acid has been found to be effective in controlling a wide range of weeds in a variety of crops, making it a valuable tool for agricultural purposes. However, it is important to handle this compound with caution, as it can be harmful if ingested or inhaled and may cause skin irritation.

Upstream product

• 305-53-3 monosodium iodoacetate 
• 1131-60-8 p-cyclohexylphenol 
• 79-11-8 chloroacetic acid 
• 1401223-59-3 tert-butyl 2-(4-cyclohexylphenoxy)acetate 

Downstream Products

• 42973-15-9 2-(4-cyclohexylphenoxy)acetyl chloride 
• 1220716-00-6 C₂₆H₃₄BNO₅ 
• 1401223-26-4 N-isopropyl-2-(4-cyclohexylphenoxy)-N-(((3-pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide 
• 42973-07-9 2-(4-Cyclohexyl-phenoxy)-N-(2-diethylamino-ethyl)-acetamide 

Relevant articles and documents

N-aryl 2-aryloxyacetamides as a new class of fatty acid amide hydrolase (FAAH) inhibitors

Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat neurological diseases. In search of new FAAH inhibitors, we identified 2-(4-cyclohexylphenoxy)-N-(3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)acetamide, 4g, with an IC50 of 2.6 μM as a chemical starting point for the development of potent FAAH inhibitors. Preliminary hit-to-lead optimisation resulted in 2-(4-phenylphenoxy)-N-(3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)acetamide, 4i, with an IC50 of 0.35 μM.

Oxadiazole-isopropylamides as potent and noncovalent proteasome inhibitors

Screening of the 50 000 ChemBridge compound library led to the identification of the oxadiazole-isopropylamide 1 (PI-1833) which inhibited chymotrypsin-like (CT-L) activity (IC50 = 0.60 μM) with little effects on the other two major proteasome proteolytic activities, trypsin-like (T-L) and postglutamyl-peptide-hydrolysis-like (PGPH-L). LC-MS/MS and dialysis show that 1 is a noncovalent and rapidly reversible CT-L inhibitor. Focused library synthesis provided 11ad (PI-1840) with CT-L activity (IC50 = 27 nM). Detailed SAR studies indicate that the amide moiety and the two phenyl rings are sensitive toward modifications. Hydrophobic residues, such as propyl or butyl in the para position (not ortho or meta) of the A-ring and a m-pyridyl group as B-ring, significantly improve activity. Compound 11ad (IC50 = 0.37 μM) is more potent than 1 (IC50 = 3.5 μM) at inhibiting CT-L activity in intact MDA-MB-468 human breast cancer cells and inhibiting their survival. The activity of 11ad warrants further preclinical investigation of this class as noncovalent proteasome inhibitors.

Boron-containing phenoxyacetanilide derivatives as hypoxia-inducible factor (HIF)-1α inhibitors

A series of boron-containing phenoxyacetanilide derivatives 8a-f, 9a-f, 15, and 16 were synthesized as hypoxia-inducible factor (HIF)-1α inhibitors. Among the compounds synthesized, carboranylphenoxyacetanilide 16 (GN26361) was found to be a potent inhibitor against HIF-1α accumulation under hypoxic conditions and inhibited the hypoxia-induced HIF-1 transcriptional activity in HeLa cells (IC50 = 0.74 μM). Compound 16 suppressed hypoxia-induced HIF-1α accumulation and vascular endothelial growth factor mRNA expression in a concentration-dependent manner without affecting the expression of HIF-1α mRNA.