Category: 421-49-8

London, Clare published the artcileImidazopyridines: a novel class of hNa_v1.7 channel blockers, Related Products of catalysis-chemistry, the publication is Bioorganic & Medicinal Chemistry Letters (2008), 18(5), 1696-1701, database is CAplus and MEDLINE.

A series of imidazopyridines were evaluated as potential sodium channel blockers for the treatment of neuropathic pain. Several members were identified with good hNa_v1.7 potency and excellent rat pharmacokinetic profiles. Compound I had good efficacy (52% and 41% reversal of allodynia at 2 and 4 h post-dose, resp.) in the Chung rat spinal nerve ligation (SNL) model of neuropathic pain when dosed orally at 10 mg/kg.

Bioorganic & Medicinal Chemistry Letters published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Mertens, Lucas published the artcileFluoroalkyl-Substituted Diazomethanes and Their Application in a General Synthesis of Pyrazoles and Pyrazolines, Recommanded Product: 1,1,1-Trifluoropropan-2-amine, the publication is Chemistry – A European Journal (2016), 22(28), 9542-9545, database is CAplus and MEDLINE.

A novel continuous-flow approach for the synthesis of fluoroalkyl-substituted diazomethanes has been developed. Utilizing a cheap, self-made microreactor fluoroalkyl-substituted amines were transformed into the corresponding diazomethanes using tert-Bu nitrite and acetic acid as catalyst. These diazomethanes were employed in [2+3] cycloaddition reactions with olefins and alkynes, yielding valuable pyrazolines and pyrazoles, e.g. I, in good to excellent yields.

Chemistry – A European Journal published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Recommanded Product: 1,1,1-Trifluoropropan-2-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Brusoe, Andrew T. published the artcilePalladium-Catalyzed Arylation of Fluoroalkylamines, Recommanded Product: 1,1,1-Trifluoropropan-2-amine, the publication is Journal of the American Chemical Society (2015), 137(26), 8460-8468, database is CAplus and MEDLINE.

We report the synthesis of fluorinated anilines by palladium-catalyzed coupling of fluoroalkylamines with aryl bromides and aryl chlorides. The products of these reactions are valuable because anilines typically require the presence of an electron-withdrawing substituent on nitrogen to suppress aerobic or metabolic oxidation, and the fluoroalkyl groups have steric properties and polarity distinct from those of more common electron-withdrawing amide and sulfonamide units. The fluoroalkylaniline products are unstable under typical conditions for C-N coupling reactions (heat and strong base). However, the reactions conducted with the weaker base KOPh, which has rarely been used in cross-coupling to form C-N bonds, occurred in high yields in the presence of a catalyst derived from com. available AdBippyPhos and [Pd(allyl)Cl]₂. Under these conditions, the reactions occur with low catalyst loadings (<0.50 mol % for most substrates) and tolerate the presence of various functional groups that react with the strong bases that are typically used in Pd-catalyzed C-N cross-coupling reactions of aryl halides. The resting state of the catalyst is the phenoxide complex, [BippyPhosPd(Ar)OPh]; due to the electron-withdrawing property of the fluoroalkyl substituent, the turnover-limiting step of the reaction is reductive elimination to form the C-N bond.

Journal of the American Chemical Society published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Recommanded Product: 1,1,1-Trifluoropropan-2-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jiang, Chengjun published the artcileSynergistic Effect of Pd/C and Novozyme 435 on the Dynamic Kinetic Resolution of 1,1,1-trifluoroisopropylamine, Category: catalysis-chemistry, the publication is Chemical Engineering Communications (2016), 203(9), 1222-1226, database is CAplus.

Response surface methodol. (RSM) was successfully applied to study the synergistic effect of Pd/C and Novozyme 435 on the dynamic kinetic resolution of 1,1,1-trifluoroisopropylamine (TFPA). The variables taken into consideration were reaction temperature, substrate concentration, the Pd/C amount, and the Novozyme 435 amount A statistical model was used to evaluate the influence of the variables on the conversion and enantiomeric excess (ee). It was found that the interaction between the Novozyme 435 and Pd/C was a significant parameter that affected TFPA conversion. The optimum conditions for RSM were: reaction temperature of 35¡ãC, substrate (¡À) – 1 concentration of 0.4 mol/L, 60 g/L of Novozyme 435, and 42.4 g/L of Pd/C (3 wt% of Pd on active carbon). The actual exptl. conversion was 95.6% under optimum conditions, which was comparable to the maximum predicted value of 95.7%.

Chemical Engineering Communications published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jiang, C. J. published the artcileEconomical and practical strategies for synthesis of ¦Á-trifluoromethylated amines, Synthetic Route of 421-49-8, the publication is Asian Journal of Chemistry (2015), 27(7), 2406-2408, database is CAplus.

A powerful approach to synthesize ¦Á-trifluoromethylated amines RCH(CF₃)NH₂ (R = CH₃, CH₃CH₂, C₆H₅, etc.) has been developed. The method is operationally simple, broad in substrate scope and amenable to scale-up using trifluoroacetic anhydride. Meanwhile, the strategy not only provided a versatile approach to synthesize ¦Á-trifluoromethylated amines but also provides a new method for exploring the new reactivity of trifluoroacetic anhydride.

Asian Journal of Chemistry published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Synthetic Route of 421-49-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Andres, Miriam published the artcileStructure-activity relationships and structure-kinetic relationships of pyrrolopiperidinone acetic acids as CRTh2 antagonists, Product Details of C3H6F3N, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(21), 5111-5117, database is CAplus and MEDLINE.

Pyrrolopiperidinone acetic acids, e.g. I [R = Me, Et, Ph, etc.] were identified as highly potent CRTh2 receptor antagonists. In addition, many of these compounds displayed slow-dissociation kinetics from the receptor. Structure-kinetic relationship studies allowed optimization of the kinetics to give potent analogs with long receptor residence half-lives of up to 23 h. Low permeability was a general feature of this series, however oral bioavailability could be achieved through the use of ester prodrugs.

Bioorganic & Medicinal Chemistry Letters published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Product Details of C3H6F3N.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Heald, Robert published the artcileNoncovalent Mutant Selective Epidermal Growth Factor Receptor Inhibitors: A Lead Optimization Case Study, Category: catalysis-chemistry, the publication is Journal of Medicinal Chemistry (2015), 58(22), 8877-8895, database is CAplus and MEDLINE.

Because of their increased activity against activating mutants, first-generation epidermal growth factor receptor (EGFR) kinase inhibitors have had remarkable success in treating non-small-cell lung cancer (NSCLC) patients, but acquired resistance, through a secondary mutation of the gatekeeper residue, means that clin. responses only last for 8-14 mo. Addressing this unmet medical need requires agents that can target both of the most common double mutants: T790M/L858R (TMLR) and T790M/del(746-750) (TMdel). Herein we describe how a noncovalent double mutant selective lead compound was optimized using a strategy focused on the structure-guided increase in potency without added lipophilicity or reduction of three-dimensional character. Following successive rounds of design and synthesis it was discovered that cis-fluoro substitution on 4-hydroxy- and 4-methoxypiperidinyl groups provided synergistic, substantial, and specific potency gain through direct interaction with the enzyme and/or effects on the proximal ligand oxygen atom. Further development of the fluorohydroxypiperidine series resulted in the identification of a pair of diastereomers that showed 50-fold enzyme and cell based selectivity for T790M mutants over wild-type EGFR (wtEGFR) in vitro and pathway knock-down in an in vivo xenograft model.

Journal of Medicinal Chemistry published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Nan published the artcileSynthesis and SAR of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents, Recommanded Product: 1,1,1-Trifluoropropan-2-amine, the publication is Bioorganic & Medicinal Chemistry (2009), 17(1), 111-118, database is CAplus and MEDLINE.

The synthesis and SAR of a series of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents are described. This series of 2-heteroarylpyrimidines was developed by modifying a series of anti-tumor [1,2,4]triazolo[1,5-a]pyrimidines and 2-cyanoaminopyrimidines we reported earlier. For the 2-heteroaryl group, the best activity is obtained when the heteroaryl group has a nitrogen atom at the ortho-position to the pyrimidyl core. The structure-activity relationship for the rest of the mol. in this 2-heteroarylpyrimidine series mimics that of the [1,2,4]triazolo[1,5-a]pyrimidine series. Like triazolopyrimidines and 2-cyanoaminopyrimidines, the 2-heteroarylpyrimidines retain the capability to overcome multidrug resistance due to Pgp. Mechanism of action studies showed that the lead compounds behaved in the same manner as triazolopyrimidines and 2-cyanoaminopyrimidines. The lead compounds in this series are more potent than the corresponding triazolopyrimidines in vitro and in vivo. Compound 21 (PTI-868) showed tumor growth inhibition in several nude mouse xenograft models, and was selected to advance to preclin. development.

Bioorganic & Medicinal Chemistry published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C6H12N2O, Recommanded Product: 1,1,1-Trifluoropropan-2-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Konteatis, Zenon published the artcileVorasidenib (AG-881): A First-in-Class, Brain-Penetrant Dual Inhibitor of Mutant IDH1 and 2 for Treatment of Glioma, Computed Properties of 421-49-8, the publication is ACS Medicinal Chemistry Letters (2020), 11(2), 101-107, database is CAplus and MEDLINE.

Inhibitors of mutant isocitrate dehydrogenase (mIDH) 1 and 2 cancer-associated enzymes prevent the accumulation of the oncometabolite D-2-hydroxyglutarate (2-HG) and are under clin. investigation for the treatment of several cancers harboring an IDH mutation. Herein, we describe the discovery of vorasidenib (AG-881), a potent, oral, brain-penetrant dual inhibitor of both mIDH1 and mIDH2. X-ray cocrystal structures allowed us to characterize the compound binding site, leading to an understanding of the dual mutant inhibition. Furthermore, vorasidenib penetrates the brain of several preclin. species and inhibits 2-HG production in glioma tissue by >97% in an orthotopic glioma mouse model. Vorasidenib represents a novel dual mIDH1/2 inhibitor and is currently in clin. development for the treatment of low-grade mIDH glioma.

ACS Medicinal Chemistry Letters published new progress about 421-49-8. 421-49-8 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain, name is 1,1,1-Trifluoropropan-2-amine, and the molecular formula is C3H6F3N, Computed Properties of 421-49-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia