81223-43-0

Basic information

• Product Name: 4-Fluoro-2-mercaptobenzoic acid
• Synonyms: Benzoic acid, 4-fluoro-2-Mercapto-
• CAS NO: 81223-43-0
• Molecular Formula: C₇H₅FO₂S
• Molecular Weight: 172.18
• Mol File: 81223-43-0.mol

Chemical Properties

• Melting Point: 309-312 °C
• Boiling Point: 296.914 °C at 760 mmHg
• Flash Point: 133.369 °C
• Appearance: /
• Density: 1.45 g/cm³
• PKA: 3.48±0.36(Predicted)
• CAS DataBase Reference: 4-Fluoro-2-mercaptobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-2-mercaptobenzoic acid(81223-43-0)
• EPA Substance Registry System: 4-Fluoro-2-mercaptobenzoic acid(81223-43-0)

Safety Data

• Hazardous Substances Data: 81223-43-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Fluoro-2-mercaptobenzoic acid is utilized as a reagent in organic synthesis for the preparation of a range of pharmaceuticals, pesticides, and other fine chemicals. Its distinctive chemical properties, including the presence of a fluorine atom and a thiol group, make it a valuable intermediate in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Fluoro-2-mercaptobenzoic acid is used as a key intermediate for the development of new drugs. Its unique structure allows for the creation of molecules with specific biological activities, contributing to the advancement of medicinal chemistry.
Used in Pesticide Industry:
4-Fluoro-2-mercaptobenzoic acid is employed as a building block in the synthesis of pesticides, where its chemical properties can be leveraged to enhance the effectiveness and selectivity of these agrochemicals.
Used in Fluorescent Dyes Synthesis:
4-Fluoro-2-mercaptobenzoic acid is used in the synthesis of fluorescent dyes, capitalizing on its chemical structure to create dyes with specific optical properties. These dyes find applications in various fields, including bioimaging and diagnostics.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, 4-Fluoro-2-mercaptobenzoic acid is involved in the formation of metal complexes. Its unique properties allow for the development of complexes with specific catalytic, sensing, or other functional properties, broadening its utility in chemical research and applications.

Upstream product

• 81223-41-8 2,2’-disulfanediylbis(4-fluorobenzoic acid) 
• 446-32-2 4-fluoroanthranilic acid 
• 392-04-1 methyl 4-fluoro-2-hydroxybenzoate 
• 501378-87-6 methyl 2-((dimethylcarbamothioyl)oxy)-4-fluorobenzoate 
• 937245-29-9 2-azido-4-fluorobenzoic acid 
• 501378-88-7 methyl 2-((dimethylcarbamoyl)thio)-4-fluorobenzoate 

Downstream Products

• 81223-45-2 2-(5-chloro-2-thienylthio)-4-fluorobenzoic acid 
• 1020412-82-1 2-(4-ethoxycarbonyl-2-nitrophenylthio)-4-fluorobenzoic acid 
• 1204406-23-4 4-fluoro-2-mercapto-N,N-dimethylbenzamide 
• 727664-91-7 2-(2,5-dimethylphenyl)-6-fluorobenzo[d]isothiazol-3(2H)-one 
• 81223-44-1 methyl 4-fluoro-2-sulfanyl-benzoate 

Relevant articles and documents

Rational design of triplet sensitizers for the transfer of excited state photochemistry from UV to visible

Time Dependent Density Functional Theory has been used to assist the design and synthesis of a series thioxanthone triplet sensitizers. Calculated energies of the triplet excited state (ET) informed both the type and position of auxochromes placed on the thioxanthone core, enabling fine-tuning of the UV-vis absorptions and associated triplet energies. The calculated results were highly consistent with experimental observation in both the order of the λmax and ET values. The synthesized compounds were then evaluated for their efficacies as triplet sensitizers in a variety of UV and visible light preparative photochemical reactions. The results of this study exceeded expectations; in particular [2 + 2] cycloaddition chemistry that had previously been sensitized in the UV was found to undergo cycloaddition at 455 nm (blue) with a 2- to 9-fold increase in productivity (g/h) relative to input power. This study demonstrates the ability of powerful modern computational methods to aid in the design of successful and productive triplet sensitized photochemical reactions.

Discovery of Ziresovir as a Potent, Selective, and Orally Bioavailable Respiratory Syncytial Virus Fusion Protein Inhibitor

Ziresovir (RO-0529, AK0529) is reported here for the first time as a promising respiratory syncytial virus (RSV) fusion (F) protein inhibitor that currently is in phase 2 clinical trials. This article describes the process of RO-0529 as a potent, selective, and orally bioavailable RSV F protein inhibitor and highlights the in vitro and in vivo anti-RSV activities and pharmacokinetics in animal species. RO-0529 demonstrates single-digit nM EC50 potency against laboratory strains, as well as clinical isolates of RSV in cellular assays, and more than one log viral load reduction in BALB/c mouse model of RSV viral infection. RO-0529 was proven to be a specific RSV F protein inhibitor by identification of drug resistant mutations of D486N, D489V, and D489Y in RSV F protein and the inhibition of RSV F protein-induced cell-cell fusion in cellular assays.

Synthesis and in vitro evaluation of fluorinated diphenyloxide derivatives and sulfur analogs as serotonin transporter ligands

As the serotonin transporter (SERT) is involved in several neurodegenerative and psychiatric disorders; radiopharmaceuticals to image the SERT by PET would be valuable in studying these diseases. To this end we synthesized diphenyloxide derivatives and su

USE OF CANNABINOID MODULATING COMPOUNDS IN COMBINATION WITH OTHER THERAPEUTIC COMPOUNDS FOR ADJUNCTIVE THERAPY

The present invention relates to pharmaceutical compositions that contain a compound that modulate the activity of a cannabinoid receptor in conjunction with another therapeutic compound and uses of compounds that modulate the activity of a cannabinoid re

1,3-BENZOTHIAZINONE DERIVATIVES AND USE THEREOF

This invention provides a compound represented by the formula (I) :wherein R1 is a hydrogen atom, a halogen atom, hydroxy, nitro, optionally halogenated alkyl, alkoxy optionally having substituents, acyl or amino optionally having substituents;R2 is pyridyl, furyl, thienyl, pyrrolyl, quinolyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, tetrahydroquinolyl or thiazolyl, each of which may have substituents;n is 1 or 2; or a salt. And this invention provides a safe pharmaceutical comprising the compound of the formula (I) , which has an excellent apoptosis inhibitory effect and MIF binding effect, for preventing and/or treating heart disease, nervous degenerative disease, cerebrovascular disease, central nervous infectious disease, traumatorathy, demyelinating disease, bone and articular disease, kidney disease, liver disease, osteomyelodysplasia, AIDS, cancer, and the like.

Novel inhibitors of the prenylated protein methyltransferase reveal distinctive structural requirements

Inhibitors of a prenylated protein methyltransferase were synthesized and evaluated. S-farnesyl-5-fluorothiosalicylic acid and the 5-chloro analog (but not the 4-fluoro, 4-chloro or 3-chloro analogs) were potent inhibitors, as was the parent compound S-farnesyl thiosalicylic acid (FTS), whose methyl ester was far less active. S-geranyl and S-geranylgeranyl thiosalicylic acids were more than ten times less potent than FTS.