3896-29-5

Usage

Uses

Used in Organic Synthesis:
2',6'-Difluoroacetanilide is used as a building block in organic synthesis for its unique structural properties that can be further modified or utilized in the creation of more complex organic compounds. Its presence of fluorine atoms can impart specific reactivity or stability to the synthesized products, making it valuable in the development of new chemical entities.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2',6'-Difluoroacetanilide is used as a starting material or intermediate in the synthesis of pharmaceutical compounds. The introduction of fluorine atoms can affect the pharmacokinetics and pharmacodynamics of the resulting drug candidates, potentially enhancing their efficacy, selectivity, or metabolic stability.
Used in Pharmaceutical Development:
2',6'-Difluoroacetanilide is employed as a key component in the development of new pharmaceuticals, where its unique structure may contribute to the discovery of novel therapeutic agents. 2',6'-Difluoroacetanilide's properties can be optimized through medicinal chemistry techniques to target specific biological pathways or receptors, offering potential treatments for various diseases and conditions.
Used in Dye Production:
Although primarily known for its applications in pharmaceuticals and organic synthesis, 2',6'-Difluoroacetanilide may also find use in the production of dyes due to its chemical structure. The presence of fluorine atoms can influence the color and stability of dyes, making it a candidate for the development of new dye products with improved performance characteristics.

Upstream product

• 3743-95-1 4-Amino-2,6-difluor-acetanilid 
• 5509-65-9 2,6-difluoroaniline 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 3743-90-6 3,5-Difluor-4-amino-acetanilid 
• 3743-86-0 2,6-difluoro-1,4-phenylenediamine 
• 103-84-4 Acetanilid 
• 3743-87-1 2,6-Difluor-4'-nitro-4-acetamido-azobenzol 
• 3743-89-3 2,6-Difluor-4'-nitro-4-amino-azobenzol 
• 3743-94-0 3,5-Difluor-4-acetamido-azobenzol 
• 3743-92-8 3,5-Difluor-4-amino-azobenzol 

Downstream Products

• 164229-74-7 2,6-difluoro-2',5'-dimethyldiphenylamine 
• 73628-29-2 2-amino-3-fluorobenzenethiol 
• 25892-08-4 N-(2,6-difluoro-3-nitrophenyl)acetamide 
• 164229-73-6 N-acetyl-2,6-difluoro-2',5'-dimethyldiphenylamine 
• 1383745-23-0 C₉H₁₀F₂N₄O₂S 
• 1383744-76-0 C₂₃H₂₅F₂N₇O₂S 
• 1383744-75-9 C₂₂H₂₄F₂N₈O₂S 
• 1383744-74-8 C₂₃H₂₇F₂N₇O₃S 
• 1383744-73-7 C₂₀H₂₃F₂N₇O₂S 
• 1383744-72-6 C₂₅H₃₁F₂N₇O₄S 
• 1383744-71-5 C₂₁H₂₁F₂N₇O₂S 
• 1383744-66-8 C₂₁H₂₃F₂N₅O₄S 
• 1383744-41-9 C₂₅H₃₁F₂N₇O₃S 
• 1383744-40-8 C₁₆H₁₄BrF₂N₅O₂S 

Relevant academic research and scientific papers

Preparation method of 2, 4-difluoro-3-nitrobenzoic acid

The invention discloses a preparation method of 2, 4-difluoro-3-nitrobenzoic acid. The preparation method comprises the following technical key points of: carrying out amino protection on 2, 6-difluoroaniline to obtain a compound V; reacting the compound

PROTEIN KINASE MKK4 INHIBITORS FOR PROMOTING LIVER REGENERATION OR REDUCING OR PREVENTING HEPATOCYTE DEATH

The invention relates to pyrazolo-pyridine compounds which inhibit mitogen-activated protein kinase kinase 4 (MKK4) and in particular, selectively inhibit MKK4 over protein kinases JNK1 and MKK7. The compounds are useful for promoting liver regeneration or reducing or preventing hepatocyte death. They are further useful for treating osteoarthritis or rheumatoid arthritis, or CNS-related diseases.

Regioselective, nucleophilic activation of C&F bonds in o-fluoroanilines

Reactions of ortho-fluorinated anilines with stoichiometric Ti(NMe2)4 in mesitylene (typically for 23 h at 120 °C) afforded moderate to high yields of the corresponding N,N-dimethyl-1,2-phenylenediamine derivatives resulting from def

REMOTE HETEROARYL ALKENYLATION WITH CATALYTIC BIFUNCTIONAL TEMPLATE

We report the design of a catalytic, bifunctional template that binds heterocyclic substrate via reversible coordination instead of covalent linkage, allowing remote site- selective C-H olefination of heterocycles. The two metal centers coordinated to this template play different roles; anchoring substrates to the proximity of catalyst and cleaving the remote C-H bonds respectively. Using this strategy, we demonstrate remote site-selective C-H olefination of heterocyclic substrates which do not have functional group handles for covalently attaching templates. For instance the olefination can be an alkenylation of a 3- phenylpyridine with an acrylate alkyl ester selective for the meta position of the phenyl group with respect to the pyridine, or can be an alkenylation of a quinoline with an acrylate alkyl ester selective for the 5-position of the quinoline.

Purinylpyridinylamino-based DFG-in/αC-helix-out B-Raf inhibitors: Applying mutant versus wild-type B-Raf selectivity indices for compound profiling

One of the challenges for targeting B-RafV600E with small molecule inhibitors had been achieving adequate selectivity over the wild-type protein B-RafWT, as inhibition of the latter has been associated with hyperplasia in normal tissues. Recent studies suggest that B-Raf inhibitors inducing the 'DFG-in/αC-helix-out' conformation (Type IIB) likely will exhibit improved selectivity for B-RafV600E. To explore this hypothesis, we transformed Type IIA inhibitor (1) into a series of Type IIB inhibitors (sulfonamides and sulfamides 4-6) and examined the SAR. Three selectivity indices were introduced to facilitate the analyses: the B-RafV600E/B-RafWT biochemical (bS), cellular (cS) selectivity, and the phospho-ERK activation (pA). Our data indicates that α-branched sulfonamides and sulfamides show higher selectivities than the linear derivatives. We rationalized this finding based on analysis of structural information from the literature and provided evidence for a monomeric B-Raf-inhibitor complex previously hypothesized to be responsible for the desired B-RafV600E selectivity.

Discovery of 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole-N-acetic acid (lidorestat) and congeners as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications

Recent efforts to identify treatments for chronic diabetic complications have resulted in the discovery of a novel series of highly potent and selective 3-[(benzothiazol-2-yl)methyl]indole-N-alkanoic acid aldose reductase inhibitors. The lead candidate, 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]indole-N-acetic acid (lidorestat, 9) inhibits aldose reductase with an IC50 of 5 nM, while being 5400 times less active against aldehyde reductase, a related enzyme involved in the detoxification of reactive aldehydes. It lowers nerve and lens sorbitol levels with ED50's of 1.9 and 4.5 mg/kg/d po, respectively, in the 5-day STZ-induced diabetic rat model. In a 3-month diabetic intervention model (1 month of diabetes followed by 2 months of drug treatment at 5 mg/kg/d po), it normalizes polyols and reduces the motor nerve conduction velocity deficit by 59% relative to diabetic controls. It has a favorable pharmacokinetic profile (F, 82%; t1/2, 5.6 h; Vd, 0.694 L/kg) with good drug penetration in target tissues (Cmax in sciatic nerve and eye are 2.36 and 1.45 μg equiv/g, respectively, when dosed with [14C] lidorestat at 10 mg/kg po).

Fluorination of Aromatic Derivatives with Fluoroxytrifluoromethane and Bis(fluoroxy)difluoromethane

Fluoroxytrifluoromethane (CF3OF) and bis(fluoroxy)difluoromethane CF2(OF)2 are formed by the reaction of F2 with CO and CO2, respectively, over a CsF catalyst in a continouous-stream process.Both reagents react with aromatic substrates by an electrophilic substitution mechanism to yield fluoro-substituted derivatives.Fluorobenzene is produced in good yield from benzene, and aniline derivatives afford monofluorination products.Acetanilide (1), N-phenylmethanesulfonamide (2), α,α,α-trifluoroacetanilide (3), and 1,1,1-trifluoro(N-phenyl)methanesulfonamide (4) react with either reagent to yield mixtures of o- and p-fluoro-substituted derivatives.Solvent effects and competitive rate experiments demonstrate a preference for ortho substitution, especially in aprotic, nonpolar solvents.With particular substrates, these fluorinating agents are of practical synthetic utility, e.g., 2-fluoro-4-(trifluoromethyl)aniline is produced in high yield by fluorinating the intermediate 4-(trifluoromethyl)acetanilide (6) with CF3OF.Activated substrates such as toluene, xylenes, anisole, and cresols give mixtures of products which reduce the synthetic utility of these reagents.Nitrobenzene is fairly unreactive toward CF3OF and gives low yields of substitution products.