35923-79-6

Usage

Uses

Used in Pharmaceutical Industry:
PENTAFLUOROPHENYL ISOTHIOCYANATE is used as a synthetic intermediate for the preparation of 5-isopropyl-3-pentafluorophenyl-2-thiohydantoin. PENTAFLUOROPHENYL ISOTHIOCYANATE serves as a key component in the development of pharmaceuticals, particularly those with potential applications in the treatment of various medical conditions.
In the synthesis of 5-isopropyl-3-pentafluorophenyl-2-thiohydantoin, PENTAFLUOROPHENYL ISOTHIOCYANATE plays a crucial role in the formation of the thiourea moiety, which is an essential structural element in many bioactive molecules. The resulting thiohydantoin derivative may exhibit valuable pharmacological properties, making it a promising candidate for further research and development in the pharmaceutical field.

InChI:InChI=1/C7F5NS/c8-2-3(9)5(11)7(13-1-14)6(12)4(2)10

Upstream product

• 463-71-8 thiophosgene 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 64317-34-6 N-(pentafluorophenyl)carbonimidoyl dichloride 

Downstream Products

• 159793-09-6 1-(1-hydroxymethyl-allyl)-5-isopropyl-3-pentafluorophenyl-2-thioxo-imidazolidin-4-one 
• 159793-08-5 1-(2-hydroxy-but-3-enyl)-5-isopropyl-3-pentafluorophenyl-2-thioxo-imidazolidin-4-one 
• 910059-53-9 diphenylphosphinotetrafluorobenzothiazole 
• 84033-82-9 3-[[[(pentafluorophenyl)amino]thioxomethyl]thio]propanoic acid 
• 1260222-04-5 C₄₂H₃₂F₁₀N₈O₈S₂ 
• 1323135-40-5 1-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-3-(perfluorophenyl)thiourea 

Relevant academic research and scientific papers

Catalytic enantioselective iodoaminocyclization of hydrazones

The first catalytic enantioselective iodoaminocyclization of β,γ-unsaturated hydrazones has been developed with the help of a trans-1,2-diaminocyclohexane-derived bifunctional thiourea catalyst and allows for the direct access to δ2-pyrazolines containing a quaternary stereogenic center in high yield with good enantioselectivity (up to 95% yield and 95:5 er).

CARBONIC ANHYDRASE INHIBITORS

A carbonic anhydrase IX (CA IX) inhibitor which comprises a compound of general formula: R—NH—CX—NH—(CH2)n—Ar-Q-SO2—NH2 or a pharmaceutically-acceptable salt, derivative or prodrug thereof; wherein n=0, 1 or 2; Q is O or NH; X is O or S; and R comprises an organic substituent group.

The invention of radical reactions. Part XXXV. A novel radical fission reaction of N-sulfonylthioxocarbamates

A novel radical fission reaction of N-sulfonylthioxocarbamates, obtained from the reaction of alcohols with methanesulfonyl- and toluenesulfonyl isothiocyanates, to give the corresponding O-alkylthioxocarbamates, is described.

Reactions of polyfluoroaromatic imidoyl chloride derivatives with S-nucleophilic reagents

The interactions of N-pentafluorophenylcarbonimidoyl dichloride, N-pentafluorophenylbenzimidoyl chloride and N-pentafluorophenyl (C-pentafluorophenyl) imidoyl chloride with the S-nucleophilic reagents thiourea, sodium N,N-diethyldithiocarbamate, thiocarbonyl difluoride and bis(trifluoromethyl) trithiocarbonate in the presence of CsF or AgSCF3, or thiophenol and polyfluorinated thiophenols in the presence of anhydrous K2CO3, were studied. Reactions with charged S-nucleophiles and with S-nucleophiles in the presence of a base proceeded with preservation of the N=C multiple bond in the reaction products. By varying the reaction conditions in the case of N-pentafluorophenylcarbonimidoyl dichloride it was possible to substitute one or two chlorines and obtain mono- or di-thioimidates. When C6F5 or SC6F5 groups were present at the C atom of the N=C multiple bond, preferential substitution of the para-fluorine atom occurred. Semiempirical PM3 calculation data were used to explain the direction of these reactions. N-Pentafluorophenylcarbonimidoyl dichloride reacted with sodium N,N-diethyldithiocarbamate or thiourea to give pentafluorophenylisothiocyanate. Depending on the conditions of the reactions of polyfluorinated benzimidoyl chlorides with thiourea, N-pentafluorophenylthioamides and 2-aryl-4,5,6,7-tetrafluorobenzothiazoles were formed. An attempt to produce SCF3 derivatives from AgSCF3 was unsuccessful.