16143-84-3

Usage

Uses

Used in Organic Synthesis:
3,5-BIS(TRIFLUOROMETHYL)ACETANILIDE is used as a building block in organic synthesis for its versatile reactivity and the introduction of trifluoromethyl groups into target molecules. The trifluoromethyl groups enhance the lipophilicity and metabolic stability of the synthesized compounds, making them more suitable for pharmaceutical applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3,5-BIS(TRIFLUOROMETHYL)ACETANILIDE is used as a valuable reagent in the synthesis of various pharmaceuticals and agrochemicals. Its trifluoromethyl groups impart unique properties to the synthesized compounds, such as increased potency, selectivity, and bioavailability, which are crucial for the development of effective drugs.
Used in Drug Development:
3,5-BIS(TRIFLUOROMETHYL)ACETANILIDE is used as a potential candidate for drug development due to its anti-inflammatory and analgesic properties. The presence of trifluoromethyl groups in the molecule may contribute to its therapeutic effects, making it a promising candidate for the treatment of various inflammatory and painful conditions.
Used in Chemical Reactions:
Due to its high thermal stability and resistance to oxidation, 3,5-BIS(TRIFLUOROMETHYL)ACETANILIDE is used as a valuable reagent in various chemical reactions. Its robustness allows for its use in harsh reaction conditions, facilitating the synthesis of complex molecules and improving the overall efficiency of the reaction process.

InChI:InChI=1/C10H7F6NO/c1-5(18)17-8-3-6(9(11,12)13)2-7(4-8)10(14,15)16/h2-4H,1H3,(H,17,18)

Upstream product

• 108-24-7 acetic anhydride 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 174824-16-9 2-bromo-3,5-bis(trifluoromethyl)-benzenamine 
• 127-19-5 N,N-dimethyl acetamide 
• 328-75-6 1-nitro-3,5-bis(trifluoromethyl)benzene 

Downstream Products

• 367-65-7 3,5-bis(trifluoromethyl)-1,2-benzenediamine 
• 1355991-91-1 (1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine 
• 1355991-56-8 (1R,2R)-N₁,N₂-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine 

Relevant academic research and scientific papers

AN ACTIVITY-GUIDE MAP OF ELECTROPHILE-CYSTEINE INTERACTIONS IN PRIMARY HUMAN IMMUNE CELLS

Disclosed herein are methods, pharmaceutical compositions, and vaccines for modulating an immune response. Also disclosed herein are methods, pharmaceutical compositions, and vaccines for inducing an immune response.

Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination

We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48percent). This process comprises N -acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.

KOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines

This work discloses transamidation of primary and tertiary amides with a range of aryl, heteroaryl, and aliphatic amines using potassium tert-butoxide. The reaction proceeds at room temperature under transition-metal-free conditions providing secondary amides in high yields. Moreover, reaction of cyclopropyl amine with tertiary amides proceeds with ring-opening to provide a rapid access to enamides.

Sulfated choline ionic liquid-catalyzed acetamide synthesis by grindstone method

Sulfated choline ionic liquid (SCIL) has been found to be an efficient solid acid IL catalyst for the protection of amine groups with acetic anhydride under solvent-free grindstone conditions. The attractive features of this new catalytic methodology include its sustainability, facile work-up procedure, economic viability, and biodegradability. The SCIL catalyst was characterized using infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The catalyst could be reused six times without significant loss in activity. Furthermore, no chromatographic separations were needed to obtain the desired products.

COMPOSITIONS AND METHODS OF MODULATING IMMUNE RESPONSE

Disclosed herein are methods, pharmaceutical compositions, and vaccines for modulating an immune response. Also disclosed, herein are methods, pharmaceutical compositions, and vaccines for inducing an immune response.

Evaluation of dipole moment and electrophilicity on the nature of click-type coupling reaction between thioamide and sulfonyl azide

A cooperated experimental and computational investigation on sulfonyl amidine formation from thioamides and sulfonyl azides is described. The data support a non-concerted two-step pathway for the coupling reaction and also indicate that dipole moment of t

Chiral 2-aminobenzimidazole bifunctional organocatalysts: Effect of di-CF3 and TFA on catalytic mechanisms

(S,S)-trans-Cyclohexanediamine-5,7-di-CF3-benzimidazole (3b) was developed as a new chiral bifunctional organocatalyst and successfully applied to Michael addition of diethyl malonate to nitroolefins (up to 99%, 98% ee) under neutral condition.

Efficient amide formation from arylamines and esters promoted by AlCl 3/Et3N: An experimental and computational investigation

Efficient and selective preparation of amides from arylamines and esters has been achieved with an AlCl3/Et3N pair under mild conditions. A large number of arylamines were successfully acylated to the corresponding amides in high yields and short reaction times. For instance, a 94% yield of p-bromoacetanilide was obtained from p-bromoaniline and ethyl acetate in 10 min at room temperature. In addition, a computational study on the N-acylation of amines was performed using density functional theory. It was found that the energy barrier for N-acylation of aniline is 10 kcal/mol higher than that of methylamine. In the presence of AlCl3, the activation energy for the N-acylation of aniline was reduced by 27.7 kcal/mol with the endothermic process becoming exothermic. Springer Science+Business Media B.V. 2012.

Novel cinchona-aminobenzimidazole bifunctional organocatalysts

Efficient Cinchona-derived chiral 2-aminobenzimidazole catalysts were prepared by the coupling of 5,7-bis(trifluoromethyl)-2-chlorobenzimidazole with C(9S)-aminodihydroquinine or C(9R)-aminodihydroquinidine and successively applied to the Michael addition

Glycine receptor antagonists and the use thereof

Methods of treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease and Down's syndrome, treating or preventing the adverse consequences of the hyperactivity of the excitatory amino acids, as well as treating anxiety, chronic pain, convulsions, inducing anesthesia and treating psychosis are disclosed by administering to an animal in need of such treatment a compound having high affinity for the glycine binding site, lacking PCP side effects and which crosses the blood brain barrier of the animal. Also disclosed are novel 1,4-dihydroquinoxaline-2,3-diones, and pharmaceutical compositions thereof. Also disclosed are highly soluble ammonium salts of 1,4-dihydroquinoxaline-2,3-diones.