62149-35-3

Upstream product

• 100-02-7 4-nitro-phenol 
• 25236-64-0 2,2,2-trifluoroethyl methanesulfonate 
• 75-89-8 2,2,2-trifluoroethanol 
• 100-00-5 4-chlorobenzonitrile 
• 420-87-1 sodium 2,2,2-trifluoroethanolate 
• 433-06-7 2,2,2-Trifluoroethyl p-toluenesulfonate 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 100-25-4 para-dinitrobenzene 
• 350-46-9 4-Fluoronitrobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 6226-25-1 2,2,2-trifluoroethyl trifluoromethanesulphonate 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 586-78-7 para-nitrophenyl bromide 
• 24067-17-2 4-nitrophenylboronic acid 

Downstream Products

• 57946-61-9 4-(2,2,2,-trifluoroethoxy)aniline 
• 106854-77-7 1-bromo-4-(2,2,2-trifluoro-ethoxy)benzene 
• 175691-02-8 4-(2,2,2-trifluoroethoxy)phenylhydrazine 
• 1026507-62-9 C₉H₁₀F₃N₃O₂ 
• 1408313-92-7 (2R,4S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid [4-(2,2,2-trifluoro-ethoxy)-phenyl]-amide 
• 1408313-96-1 2-chloro-N-{(6S,7aR)-3-oxo-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-6-yl}-benzenesulfonamide 
• 1356352-93-6 2-(ethylamino)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 
• 100-02-7 4-nitro-phenol 
• 1492925-13-9 C₈H₅F₂NO₃ 
• 1356352-84-5 2-(2,2-difluoro-3-methoxypropoxy)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 
• 1356352-82-3 2-[3-(methylsulfonyl)propoxy]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 
• 1356353-40-6 2-[3-(methylsulfanyl)propoxy]-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 
• 1356353-39-3 2-(propylsulfanyl)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 
• 1356352-78-7 2-(2,2,2-trifluoroethoxy)-3-[4-(2,2,2-trifluoroethoxy)phenyl]pyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione 

Relevant academic research and scientific papers

Comparison of the Maximum Entropy and Additive Potential Methods for Obtaining Rotational Potentials from the NMR Spectra of Samples Dissolved in Liquid Crystalline Solvents. The Case of 4-Nitro-1-(β,β,β-trifluoroethoxy)benzene

The maximum entropy (ME) and additive potential (AP) methods of determining the angular distribution functions, p(ω,χ), from the partially-averaged dipolar couplings obtained from the NMR spectra of liquid crystalline samples are compared.Here ω represents the orientation of the mesophase dircetor in a molecular frame, and χ represents bond rotational motion.It is emphasized that these two methods are fundamentally different.Thus, the model-independent ME analysis can determine only pLC(ω,χ) and pLC(χ), which are dependent on the potential of mean torque, Uext(ω,χ), and the subscript LC denotes that these distributions are for the liquid-crystalline phase.The AP method, which is model-dependent, can also determine pLC(ω,χ) and pLC(χ) but in addition yields piso(χ), the distribution of the internal angular coordinate in an isotropic phase, which depends on Uint(χ), an effective, mean conformational energy.The advantages of applying both the ME and AP methods to analyzing the same set of dipolar couplings is illustrated by the case of 4-nitro-1-(β,β,β- trifluoroethoxy)benzene dissolved in two nematic solvents.The ME analysis reveals that motion about the ring-O and O-C(H2) bonds is cooperative, which was then used to guide the choice for the form of Uint(χ) in the treatment of the same data by the AP method.

HETEROBICYCLIC AMIDES AS INHIBITORS OF CD38

The present invention relates to heterobicyclic amides and related compounds which are inhibitors of CD38 and are useful in the treatment of cancer.

6-Amino[1,2,5]oxadiazolo[3,4- b]pyrazin-5-ol Derivatives as Efficacious Mitochondrial Uncouplers in STAM Mouse Model of Nonalcoholic Steatohepatitis

Small molecule mitochondrial uncouplers have recently garnered great interest for their potential in treating nonalcoholic steatohepatitis (NASH). In this study, we report the structure-activity relationship profiling of a 6-amino[1,2,5]oxadiazolo[3,4-b]pyrazin-5-ol core, which utilizes the hydroxy moiety as the proton transporter across the mitochondrial inner membrane. We demonstrate that a wide array of substituents is tolerated with this novel scaffold that increased cellular metabolic rates in vitro using changes in oxygen consumption rate as a readout. In particular, compound SHS4121705 (12i) displayed an EC50 of 4.3 μM in L6 myoblast cells and excellent oral bioavailability and liver exposure in mice. In the STAM mouse model of NASH, administration of 12i at 25 mg kg-1 day-1 lowered liver triglyceride levels and improved liver markers such as alanine aminotransferase, NAFLD activity score, and fibrosis. Importantly, no changes in body temperature or food intake were observed. As potential treatment of NASH, mitochondrial uncouplers show promise for future development.

Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions

In this study, mild conditions for aromatic substitutions during the syntheses of aryl ethers were developed. In the reaction conditions, the choices of solvent, base, and the sequence for the addition of the reagents proved important. A wide variety of alcohols were used directly as nucleophiles and smoothly reacted with aryl chlorides that possessed either a nitro or a cyano group at either the ortho- or para-position. Controlled experiments we performed suggested that the reaction underwent a charge-transfer process mediated by a combination of DMF and tert-BuOK.

Palladium-Catalyzed 2,2,2-Trifluoroethoxylation of Aromatic and Heteroaromatic Chlorides Utilizing Borate Salt and the Synthesis of a Trifluoro Analogue of Sildenafil

A simple and convenient method was developed for the introduction of a 2,2,2-trifluoroethoxy group to various aromatic and heteroaromatic systems. The novel process utilizes aromatic chlorides as substrates, and tetrakis(2,2,2-trifluoroethoxy) borate salt as an inexpensive and readily available fluoroalkoxy source in a palladium-catalyzed cross-coupling reaction. The power of the developed methodology was demonstrated in the synthesis of a fluorous derivative of Sildenafil.

Copper-catalyzed oxidative trifluoroethoxylation of aryl boronic acids with CF3CH2OH

A mild and efficient copper-catalyzed oxidative trifluoroethoxylation of aryl and heteroaryl boronic acids with CF3CH2OH has been developed. This protocol tolerates a range of functional groups, allowing access to a variety of aryl and heteroaryl trifluoroethyl ethers.

Properties of liquid crystals and Cu2+ recognition based on Schiff bases

Two series of new Schiff base compounds were synthesized. For Schiff base compounds with a pyridine nitrogen atom in 4-position (7a-e), their supramolecular hydrogen bonding complexes show good liquid crystal properties. However, no liquid crystal property is observed for 8a-e. Results of theoretical calculations demonstrate that it is the intermolecular hydrogen bond of Schiff base compounds (8a-e) that prevents the formation of supramolecular hydrogen bonding. The Schiff base compounds, with terminal alkoxy chains, can recognize Cu2+ selectively with a color change. Nevertheless, others cannot recognize Cu2+.

Method for preparing aryl trifluoroethoxyl ether

The invention relates to a method for preparing aryl trifluoroethoxyl ether. The method includes the steps that aryl boron compounds and trifluoroethanol are added to organic solvent, a copper salt catalyst, a ligand and an oxidizing agent are added, a reaction is conducted in a stirring mode for 1-40 hours at the temperature of 0-60 DEG C, filtering is conducted, column chromatography isolation is conducted, and the aryl trifluoroethoxyl ether is obtained. The method is simple in operation, raw materials are easy to obtain, the reaction condition is mild, the substrate universality is wide, the environmental friendliness is achieved, and the method is applicable to industrial application.

Well-defined copper(I) fluoroalkoxide complexes for trifluoroethoxylation of aryl and heteroaryl bromides

Copper(I) fluoroalkoxide complexes bearing dinitrogen ligands were synthesized and the structure and reactivity of the complexes toward trifluoroethoxylation, pentafluoropropoxylation, and tetrafluoropropoxylation of aryl and heteroaryl bromides were investigated. Efficiency drive: A series of copper(I) fluoroalkoxide complexes bearing N,N ligands have been prepared and structurally characterized. These well-defined complexes serve as efficient reagents for the fluoroalkoxylation of aryl and heteroaryl bromides to produce a wide range of trifluoroethyl, pentafluoropropyl, and tetrafluoropropyl (hetero)aryl ethers in good to excellent yields.

Transition-Metal-Mediated Synthesis of Trifluoroethyl Aryl Ethers

A series of well-defined copper(I) fluoroalkoxide complexes, [(phen)2Cu][OCH2RF], have been shown to undergo trifluoroethoxylation, pentafluoropropoxylation, and tetrafluoropropoxylation with aryl and heteroaryl bromides to generate the corresponding trifluoroethyl, pentafluoropropyl, and tetrafluoropropyl (hetero)aryl ethers in good to excellent yields. The reaction tolerates a variety of functional groups and demonstrates efficient scalability and practicality.