209619-25-0

Basic information

• Product Name: 3-(2-TRIFLUOROMETHYL-PHENYL)-ACRYLOYL CHLORIDE
• Synonyms: 3-(2-TRIFLUOROMETHYLPHENYL)-2-PROPENOYLCHLORIDE;3-(2-TRIFLUOROMETHYL-PHENYL)-ACRYLOYL CHLORIDE
• CAS NO: 209619-25-0
• Molecular Formula: C₁₀H₆ClF₃O
• Molecular Weight: 234.6
• Mol File: 209619-25-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-TRIFLUOROMETHYL-PHENYL)-ACRYLOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-TRIFLUOROMETHYL-PHENYL)-ACRYLOYL CHLORIDE(209619-25-0)
• EPA Substance Registry System: 3-(2-TRIFLUOROMETHYL-PHENYL)-ACRYLOYL CHLORIDE(209619-25-0)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• Hazardous Substances Data: 209619-25-0(Hazardous Substances Data)

Upstream product

• 447-61-0 2-Trifluoromethylbenzaldehyde 

Downstream Products

• 50620-98-9 ethyl 2-trifluoromethylcinnamate 
• 1032199-08-8 (S)-4-isopropyl-5,5-diphenyl-3-[(E)-3-(2-trifluoromethylphenyl)-acryloyl]-oxazolidin-2-one 
• 1092480-05-1 N-(2,3-dimethyl-7-{(2E)-3-[2-(trifluoromethyl)phenyl]prop-2-enoyl}imidazo[1,2-a]pyridin-8-yl)-2,2-dimethylpropanamide 

Relevant articles and documents

Meta-substituted piperlongumine derivatives attenuate inflammation in both RAW264.7 macrophages and a mouse model of colitis

Piperlongumine (PL) has been showed to have multiple pharmacological activities. In this study, we reported the synthesis of three series of PL derivatives, and evaluation of their anti-inflammatory effects in both lipopolysaccharide (LPS)-induced Raw264.7 macrophages and a dextran sulfate sodium (DSS)-induced mouse model of colitis. Our results presented that two meta-substituent containing derivatives 1–3 and 1–6, in which γ-butyrolactam replaced α,β-unsaturated δ-valerolactam ring of PL, displayed low cytotoxicity and effective anti-inflammatory activity. Molecular docking also showed that the meta-substituted derivative, compared with the corresponding ortho- or para-substituted derivative, had significant interactions with the amino acid residues of CD14, which was the core receptors recognizing LPS. In vitro and in vivo studies, 1–3 and 1–6 could inhibit the expression of pro-inflammatory cytokines, and the excessive production of reactive nitrogen species and reactive oxygen species. Oral administration of 100 mg/kg/day of 1–3 or 1–6 alleviated the severity of clinical symptoms of colitis in mice, and significantly reduced the colonic tissue damage to protect the colonic tissue from the DSS-induced colitis. These results suggested that meta-substituted derivatives 1–3 and 1–6 were potential anti-inflammatory agents, which may lead to future pharmaceutical development.

Bioactivity and structure-activity relationship of cinnamic acid esters and their derivatives as potential antifungal agents for plant protection

A series of cinnamic acid esters and their derivatives were synthesized and evaluated for antifungal activities in vitro against four plant pathogenic fungi by using the mycelium growth rate method. Structure-activity relationship was derived also. Almost all of the compounds showed some inhibition activity on each of the fungi at 0.5 mM. Eight compounds showed the higher average activity with average EC50 values of 17.4-28.6 μg/mL for the fungi than kresoxim-methyl, a commercial fungicide standard, and ten compounds were much more active than commercial fungicide standards carbendazim against P. grisea or kresoxim-methyl against both P. grisea and Valsa Mali. Compounds C1 and C2 showed the higher activity with average EC50 values of 17.4 and 18.5 μg/mL and great potential for development of new plant antifungal agents. The structure-activity relationship analysis showed that both the substitution pattern of the phenyl ring and the alkyl group in the alcohol moiety significantly influences the activity. There exists complexly comprehensive effect between the substituents on the phenyl ring and the alkyl group in the alcohol moiety on the activity. Thus, cinnamic acid esters showed great potential the development of new antifungal agents for plant protection due to high activity, natural compounds or natural compound framework, simple structure, easy preparation, low-cost and environmentally friendly.

METHOD FOR PRODUCING PYRROLIDINE COMPOUND

Provided is a method capable of efficiently producing a compound having a superior HSD1 inhibitory action and a compound useful as a synthetic intermediate therefor, with superior achievability of asymmetric synthesis (i.e., superior selectivity), superior yield, superior safety and superior industrial workability at a low cost. A method of producing a compound represented by the following formula [8]: or a salt thereof, or a solvate thereof, from a compound represented by the following formula [2]: or a reactive derivative thereof, or a salt thereof, or a solvate thereof.