158608-00-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoro-3-(methylsulphonyl)benzoic acid 99% is used as a key intermediate in the synthesis of various pharmaceuticals for its unique chemical properties. Its presence in the molecular structure of drugs can enhance their efficacy, selectivity, and pharmacokinetic properties, making it a valuable component in the development of new medications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Fluoro-3-(methylsulphonyl)benzoic acid 99% serves as an essential intermediate in the production of agrochemicals. Its incorporation into the molecular structure of these chemicals can improve their performance, selectivity, and environmental compatibility, contributing to the development of more effective and sustainable agricultural products.
Used in Chemical Research:
4-Fluoro-3-(methylsulphonyl)benzoic acid 99% is also utilized in chemical research as a building block for the synthesis of various organic compounds. Its unique properties, such as the presence of a fluoro and methylsulphonyl group, make it an attractive candidate for the development of novel chemical entities with potential applications in various fields.
Used in Material Science:
4-Fluoro-3-(methylsulphonyl)benzoic acid 99% can be employed in material science for the development of new materials with specific properties. Its unique chemical structure can be used to create materials with improved thermal stability, chemical resistance, or other desirable characteristics, contributing to advancements in various industries.

Upstream product

• 2267-40-5 3-chlorosulfonyl-4-fluoro-benzoic acid 
• 456-22-4 4-Fluorobenzoic acid 
• 190595-03-0 5-carboxy-2-fluorobenzenesulfinic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 1346496-44-3 (4-methoxy-3-(methylsulfonyl)phenyl)(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-yl)methanone 
• 1346498-82-5 (4-fluoro-3-(methylsulfonyl)phenyl)(spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-yl)methanone 
• 159139-24-9 3-methylsulfonyl-4-(2,6-cis-dimethylpiperidino)benzoylguanidine methanesulfonate 

Relevant academic research and scientific papers

(2-methyl-5-(methylsulfonyl)benzoyl)guanidine Na+/H+ antiporter inhibitors

The inhibition of the Na+/H+ exchanger during cardiac ischemia and reperfusion has been shown to be beneficial for the preservation of the cellular integrity and functional performance. The aim of the present investigation was to come up with potent and selective benzoylguanidines as NHE inhibitors for their use as an adjunctive therapy in the treatment of acute myocardial infarction. During the course of our investigations it became clear that the substitution ortho to the acylguanidine was of crucial importance for the potency of the compounds. 4-Chloro and 4-fluoro-2- methylbenzoic acids 6 and 7 were prepared using the directed ortho metalation technique with the carboxylic acid as the directing group. With the LDA/methyl iodide system the 2-methyl group could be extended to an ethyl group. 4-Alkyl groups were inserted by the palladium-catalyzed cross-coupling reaction into the 4-bromo-2-methylbenzoic acid methyl ester (20). Starting with benzoic acids 6-19, the methylsulfonyl group was introduced by a sequence of standard reactions (sulfochlorination, reduction, and methylation). 4-Aryl derivatives 6875 were synthesized by the palladium- catalyzed Suzuki reaction. A large number of nucleophilic displacement reactions in the 4-position were carried out with S-, O-, and N-nucleophiles as well as with the cyano and trifluoromethyl group. Using the ester method, acid chlorides, or Mukaiyama's procedure, the 5-(methylsulfonyl)benzoic acid derivatives were finally converted to the (5- (methylsulfonyl)benzoyl)guanidines 165-267 with excessive guanidine. In some cases nucleophilic substitutions with pyridinols and piperidine derivatives were carried out at the end of the reaction sequence with the 4-halo-N- (diaminomethylene)-5-(methylsulfonyl)benzamides. Variations in the 4-position were most reasonable, but the volume of the substituents was of crucial importance. Substitution in the 3- and particularly in the 6-position led to considerable worsening of the inhibitory effects of the Na+/H+ exchanger. The 2-methyl compounds, however, showed without exception higher in vitro activities than their respective demethyl counterparts as they are exemplified by the reference compounds 266 and 267, obviously caused by a conformational restriction of the acylguanidine chain. The development compound (2-methyl-5-(methylsulfonyl)-4-pyrrolobenzoyl)guanidine, methanesulfonate (246) is a NHE-1 subtype specific NHE inhibitor, being 27- fold more potent toward the NHE-1 than the NHE-2 isoform, 246 was found to act cardioprotectively not only when given before an experimentally induced ischemia, but also curatively after the onset of symptoms of acute myocardial infarction when given prior to the induction of reperfusion.