2993-24-0

Usage

Uses

Used in Research and Development:
4-AMINOPHENYLSULFUR PENTAFLUORIDE is used as a research chemical for its unique properties and potential applications in various scientific fields. It is particularly valuable for studying its chemical behavior and interactions with other compounds, which can lead to the development of new materials and technologies.
Used in Chemical Synthesis:
In the chemical industry, 4-AMINOPHENYLSULFUR PENTAFLUORIDE is used as a reagent or intermediate in the synthesis of various compounds. Its unique structure allows it to participate in specific chemical reactions, contributing to the creation of new molecules with desired properties.
Used in Analytical Chemistry:
4-AMINOPHENYLSULFUR PENTAFLUORIDE can be employed as a reference material or standard in analytical chemistry. Its distinct characteristics make it suitable for calibrating instruments and validating analytical methods, ensuring accurate and reliable results in chemical analysis.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-AMINOPHENYLSULFUR PENTAFLUORIDE is used as a starting material or a building block for the development of new drugs. Its unique chemical properties can be exploited to design and synthesize novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Material Science:
4-AMINOPHENYLSULFUR PENTAFLUORIDE can be utilized in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity. Its incorporation into material formulations can lead to the creation of advanced materials with applications in various industries, including electronics, energy, and environmental protection.

InChI:InChI=1/C6H6F5NS/c7-13(8,9,10,11)6-3-1-5(12)2-4-6/h1-4H,12H2

Upstream product

• 2613-27-6 1-nitro-4-(pentafluorosulfanyl)benzene 
• 1422-39-5 pentafluoro(4-fluorophenyl)-λ⁶-sulfane 
• 593-85-1 diguanidine carbonate 
• 100-32-3 di(p-nitrophenyl) disulfide 

Downstream Products

• 774-93-6 1-bromo-4-pentafluorosulfanylbenzene 
• 286947-68-0 pentafluoro(4-iodophenyl)-λ⁶-sulfane 
• 159689-43-7 4-(pentafluoro-λ⁶-sulfanyl)phenyl isocyanate 
• 5310-68-9 (4-chlorophenyl)pentafluoro-λ⁶-sulfane 
• 159727-25-0 2-bromo-4-(pentafluoro-λ⁶-sulfanyl)aniline 
• 165114-85-2 2-chloro-4-(pentafluoro-λ⁶-sulfanyl)aniline 
• 1282041-90-0 2-ethyl-5-methyl-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-95-5 2-(1,1-difluoropropyl)-5-methyl-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-87-5 5-methyl-2-(methylthio)-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-92-2 5-methyl-2-(1-methylethyl)-N-[4-(pentafluoro-λ6-sulfanyl)phenyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-93-3 2-cyclopropyl-5-methyl-N-[4-(pentafluoro-λ6-sulfanyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1282041-94-4 2-(1,1-difluoroethyl)-5-methyl-N-[4-(pentafluoro-λ⁶-sulfanyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 1354947-94-6 2-oxo-2-{[4-(pentafluoro-λ6-sulfanyl)phenyl]amino}ethyl acetate 
• 1357113-84-8 2-(4-(pentafluoro-λ⁶-sulfanyl)phenyl)isoindoline-1,3-dione 

Relevant academic research and scientific papers

Pd-catalyzed direct arylation of nitro(pentafluorosulfanyl)benzenes with aryl bromides

Limited methods for the synthesis of SF5-substituted compounds significantly restrict their widespread application. A Pd-catalyzed direct arylation of nitro(pentafluorosulfanyl)benzenes with aryl bromides is reported. This protocol provides a facile and straightforward access to diversified SF5-containing aryl derivatives. The notable features of this reaction are its synthetic simplicity, high reaction efficiency, and good regioselectivity.

The synthesis and biological activity of pentafluorosulfanyl analogs of fluoxetine, fenfluramine, and norfenfluramine

The trifluoromethyl group of fluoxetine 1 and fenfluramine and norfenfluramine, 2 and 3, was substituted by the pentafluorosulfanyl group. On examination of the efficacy of the pentafluorosulfanyl containing compounds as inhibitors of 5-hydroxytryptamine receptors, it was found that substitution could lead to enhanced selectivity and in the case of the pentafluorosulfanyl analog of fenfluramine, 18, it significantly enhanced potency against the 5-HT2b, 5-HT2c, and 5-HT6 receptors.

Preparation of (Pentafluorosulfanyl)benzenes by Direct Fluorination of Diaryldisulfides: Synthetic Approach and Mechanistic Aspects

Direct fluorination of ortho-, meta- and para-substituted aromatic thiols and disulfides using elemental fluorine afforded substituted (pentafluorosulfanyl)benzenes. This work thus represents the first study of the scope and limitation of direct fluorination for the synthesis of new SF5-containing building blocks. Fluorinations in batch and flow modes were compared. A comprehensive computational study was carried out employing density functional and wave function methods to elucidate the reaction mechanism of the transformation of ArSF3 into ArSF5. Eliminating various nonradical pathways, it has been shown that the reaction proceeds by a radical mechanism, initiated by the attack of the F. on the ArSF3 moiety, propagated via an almost barrierless F2+ArSF4 .→ArSF5+F. step and terminated by the ArSF4 .+F.→ArSF5. Most of the calculated data are in very good agreement with experimental observations concerning the ortho-substituent effect on the reaction rates and yields.

METHOD FOR PRODUCING NITROGEN-CONTAINING PENTAFLUOROSULFANYLBENZENE COMPOUND

A method for producing a nitrogen-containing pentafluorosulfanylbenzene compound of formula (2a) or (2b): (wherein R1 a hydrogen atom or a hydrocarbon group; Z is an aryl group linked to a carbonyl group; Y is a group of formula (Y1), (Y2), (Y3), or (Y4); R2 is a hydrogen atom or a hydrocarbon group) the method comprising reacting a halogeno-pentafluorosulfanylbenzene compound of formula (1) with a nitrogenous nucleophile: (wherein X is a halogen atom; n is an integer of 1 to 5; R1 is as defined above).

PENTAFLUOROSULPHOLANE-CONTAINING ANTIDIABETIC COMPOUNDS

This invention provides for certain pentafluorosulpholane-containing compounds of the formula or a pharmaceutically acceptable salt, ester, solvate or prodrug thereof, wherein the variables are defined herein; the inventive compounds are agonists of the G

Synthesis and characterisation of 3- and 4-(pentafluorosulfanyl)benzoic acid derivatives. X-ray structure of 3-SF5-C6H4-COOH

The high yield synthesis of 3- and 4-(pentafluorosulfanyl)benzoic acid derivatives is described starting from the NO2-derivatives, which are reduced to the corresponding anilines. Then the NH2- group is converted to bromide and subsequently to the HC{double bond, long}O moiety. The benzaldeydes are then oxidised to the corresponding benzoic acids. The X-ray structure of 3-SF5-C6H4-COOH is also reported.

METHOD FOR PRODUCING 4-PENTAFLUORIDE-SULFANYL-BENZOYLGUANIDINES

The invention relates to a method for producing 4-pentafluoride-sulfanyl-benzoylguanidines of formula (I) wherein groups from R1 to R4 correspond to meanings given in claims. The compounds of the formula (I) constitute NHE1 inhibitors and can be used for

PENTAFLUOROSULFANYL BENZOYLGUANIDINES, METHOD FOR THEIR PRODUCTION, THEIR USE AS MEDICAMENTS OR DIAGNOSTIC AGENTS AND MEDICAMENT CONTAINING THE SAME

The invention relates to pentafluorosulfanyl benzoylguanidines of formula (I), in which R1 to R4 are defined as cited in the claims. Said substances are suitable for use as anti-arrhythmic medicaments comprising cardio-protective components for the prophylaxis and treatment of infarcts, in addition to the treatment of angina pectoris. They also preventatively inhibit the pathophysiological events that occur during ischaemically induced traumas, in particular during the triggering of ischaemically induced cardiac arrhythmia.

ORTHO-SUBSTITUTED PENTAFLUORIDE SULFANYL-BENZENES, METHOD FOR THE PRODUCTION THEREOF AND THE USE THEREOF IN THE FORM OF VALUABLE SYNTHESIS INTERMEDIATE STAGES

The invention relates to pentafluoride-sulfanyl-benzenes of formula (I), wherein groups from R1 to R5 correspond to meanings given in claims and constitute valuable intermediates, for example for producing drugs, diagnosis agents, liquid crystals, polymers, herbicides, fungicidals, nematicidals, parasiticides, insecticides, acaricides and arthropodicides.

Synthesis of some arylsulfur pentafluoride pesticides and their relative activities compared to the trifluoromethyl analogues

Examples of pesticides containing an arylsulfur pentafluoride group were made and their biological activities compared to the corresponding trifluoromethyl analogues. A phenylsulfur pentafluoride analogue of the insecticide fipronil, screened against a resistant strain of Musca domestica, showed higher activity than the corresponding trifluoromethyl analogue.