22062-54-0

Basic information

• Product Name: 5-FLUORO-2-METHYLBENZYL ALCOHOL
• Synonyms: (5-Fluoro-2-methylphenyl)methanol, (5-Fluoro-o-tolyl)methanol;RARECHEM AL BD 0505;5-FLUORO-2-METHYLBENZYL ALCOHOL;(5-Fluoro-2-methylphenyl)methanol, 4-Fluoro-2-(hydroxymethyl)toluene
• CAS NO: 22062-54-0
• Molecular Formula: C₈H₉FO
• Molecular Weight: 140.15
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 22062-54-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 36-40℃
• Boiling Point: 216.6°C at 760 mmHg
• Flash Point: 104.6°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 0.0812mmHg at 25°C
• Refractive Index: 1.518
• PKA: 14.10±0.10(Predicted)
• CAS DataBase Reference: 5-FLUORO-2-METHYLBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-2-METHYLBENZYL ALCOHOL(22062-54-0)
• EPA Substance Registry System: 5-FLUORO-2-METHYLBENZYL ALCOHOL(22062-54-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 22062-54-0(Hazardous Substances Data)

Usage

General Description

5-Fluoro-2-methylbenzyl Alcohol is a chemical compound with the molecular formula C8H9FO. It exists as a clear colorless to light yellow liquid and falls under the category of organic compounds known as benzyl alcohols. These are compounds containing the phenylmethanol substructure. This substance is used in the field of organic synthesis. As with any organic compound, it needs to be handled carefully, due to its potentially reactive characteristics. Currently, there is limited information available about the toxicity, environmental impact, or handling precautions for this specific chemical. The handling should follow standard safety measures for any potentially hazardous substances.

InChI:InChI=1/C8H9FO/c1-6-2-3-8(9)4-7(6)5-10/h2-4,10H,5H2,1H3

Upstream product

• 13194-67-7 4-fluoro-2-iodotoluene 
• 22062-53-9 5-fluoro-2-methylbenzaldehyde 

Downstream Products

• 261951-71-7 2-(bromomethyl)-4-fluoro-1-methylbenzene 
• 1338466-63-9 C₁₄H₁₀FNS 
• 19451-45-7 2,2'-Dimethyl-5,5'-difluor-trans-stilben 
• 22062-55-1 2-(chloromethyl)-4-fluoro-1-methylbenzene 

Relevant articles and documents

Discovery, synthesis and anti-atherosclerotic activities of a novel selective sphingomyelin synthase 2 inhibitor

The sphingomyelin synthase 2 (SMS2) is a potential target for pharmacological intervention in atherosclerosis. However, so far, few selective SMS2 inhibitors and their pharmacological activities were reported. In this study, a class of 2-benzyloxybenzamides were discovered as novel SMS2 inhibitors through scaffold hopping and structural optimization. Among them, Ly93 as one of the most potent inhibitors exhibited IC50 values of 91 nM and 133.9 μM against purified SMS2 and SMS1 respectively. The selectivity ratio of Ly93 was more than 1400-fold for purified SMS2 over SMS1. The in vitro studies indicated that Ly93 not only dose-dependently diminished apoB secretion from Huh7 cells, but also significantly reduced the SMS activity and increased cholesterol efflux from macrophages. Meanwhile, Ly93 inhibited the secretion of LPS-mediated pro-inflammatory cytokine and chemokine in macrophages. The pharmacokinetic profiles of Ly93 performed on C57BL/6J mice demonstrated that Ly93 was orally efficacious. As a potent selective SMS2 inhibitor, Ly93 significantly decreased the plasma SM levels of C57BL/6J mice. Furthermore, Ly93 was capable of dose-dependently attenuating the atherosclerotic lesions in the root and the entire aorta as well as macrophage content in lesions, in apolipoprotein E gene knockout mice treated with Ly93. In conclusion, we discovered a novel selective SMS2 inhibitor Ly93 and demonstrated its anti-atherosclerotic activities in vivo. The preliminary molecular mechanism-of-action studies revealed its function in lipid homeostasis and inflammation process, which indicated that the selective inhibition of SMS2 would be a promising treatment for atherosclerosis.