Description

1-(Trifluoromethylthio)pyrrolidine-2,5-dione (CAS No. 183267-04-1) is a high-purity fluorinated organic compound with the molecular formula C₅H₄F₃NO₂S. This specialized chemical features a pyrrolidine-2,5-dione (succinimide) core functionalized with a trifluoromethylthio (-SCF₃) group, making it a valuable building block for pharmaceutical and agrochemical research. The compound’s unique structure offers enhanced lipophilicity and metabolic stability, critical for drug discovery applications. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a white to off-white crystalline powder under inert packaging to maintain stability. Ideal for nucleophilic substitution reactions, cross-coupling chemistry, and as a precursor for bioactive molecules targeting CNS disorders and inflammation.

Properties

• CAS Number: 183267-04-1
• Complexity: 211
• IUPAC Name: 1-(trifluoromethylsulfanyl)pyrrolidine-2,5-dione
• InChI: InChI=1S/C5H4F3NO2S/c6-5(7,8)12-9-3(10)1-2-4(9)11/h1-2H2
• InChI Key: XXLNEWKWTZRGKM-UHFFFAOYSA-N
• Exact Mass: 198.99148403
• Molecular Formula: C5H4F3NO2S
• Molecular Weight: 199.15
• SMILES: C1CC(=O)N(C1=O)SC(F)(F)F
• Topological: 62.7
• Monoisotopic Mass: 198.99148403
• Synonyms: 183267-04-1, 1-(Trifluoromethylthio)pyrrolidine-2,5-dione, 1-(trifluoromethylsulfanyl)pyrrolidine-2,5-dione, 1-[(trifluoromethyl)sulfanyl]pyrrolidine-2,5-dione, 1-[(trifluoromethyl)thio]-2,5-Pyrrolidinedione, MFCD30187362, 1-((Trifluoromethyl)thio)pyrrolidine-2,5-dione, SCHEMBL28537871, AKOS037646301, AS-67969, CS-0448700, 1-((Trifluoromethyl)thio)pyrrolidin-2,5-dion, D95492

Application

1-(Trifluoromethylthio)pyrrolidine-2,5-dione serves as a versatile intermediate in medicinal chemistry, particularly for introducing the pharmacophoric -SCF₃ moiety into lead compounds. Researchers utilize it in the synthesis of potential kinase inhibitors and GABA_A receptor modulators due to its electron-withdrawing properties. The compound has shown promise in developing PET radiotracers for neurological imaging. Its compatibility with palladium-catalyzed coupling reactions makes it valuable for creating diversified compound libraries in drug discovery programs.

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