Category: 163839-73-4

Takahashi, Eiki published the artcileDiscovery of potent transient receptor potential vanilloid 1 antagonists: Design and synthesis of phenoxyacetamide derivatives, Application of 2-(4-(Trifluoromethyl)phenoxy)acetic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(11), 3154-3156, database is CAplus and MEDLINE.

We aimed to discover a novel type of transient receptor potential vanilloid 1 (TRPV1) antagonist because such antagonists are possible drug candidates for treating various disorders. We modified the structure of hit compound I (human TRPV1 IC₅₀ = 411 nM) and converted its pyrrolidino group to a (hydroxyethyl)methylamino group, which substantially improved inhibitory activity (II; human TRPV1 IC₅₀ = 33 nM). In addition, II ameliorated bladder overactivity in rats in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C8H6ClNO3S2, Application of 2-(4-(Trifluoromethyl)phenoxy)acetic acid.

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

Berger, Michael published the artcileMetal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers, Synthetic Route of 163839-73-4, the publication is Chemical Science (2020), 11(23), 6053-6057, database is CAplus and MEDLINE.

Electrochem. decarboxylation of aryloxyacetic acids followed by fluorination provided easy access to fluoromethyl aryl ethers. This electrochem. fluorodecarboxylation offers a sustainable approach with elec. current as traceless oxidant. Using Et₃N¡¤5HF as fluoride source and as supporting electrolyte, this simple electrosynthesis afforded various fluoromethoxyarenes in yields up to 85%.

Chemical Science published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Synthetic Route of 163839-73-4.

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

Arienzo, Rosa published the artcileQuinazoline and benzimidazole MCH-1R antagonists, COA of Formula: C9H7F3O3, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(5), 1403-1407, database is CAplus and MEDLINE.

Two novel series of MCH-1R antagonists were obtained by modification of previous reported 2-aminoquinoline derivatives Representative quinazoline compound I and benzimidazole derivative II were shown to be potent and selective, with promising in vitro eADME profiles.

Bioorganic & Medicinal Chemistry Letters published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, COA of Formula: C9H7F3O3.

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

Arienzo, Rosa published the artcileStructure-activity relationships of a novel series of melanin-concentrating hormone (MCH) receptor antagonists, Recommanded Product: 2-(4-(Trifluoromethyl)phenoxy)acetic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(15), 4099-4102, database is CAplus and MEDLINE.

A new series of 2-aminoquinolines, e.g. I [R¹R²N = N-methylpiperazino, morpholino, piperidino, etc.; R¹ = Me₂CH, cyclopentyl, R² = H; R¹ = Me, PhCH₂, R² = Me; R³ = Ph, 4-ClC₆H₄, 4-F₃CC₆H₄, 2,4-Cl₂C₆H₃, etc.] has been identified as antagonists of the melanin concentrating hormone receptor (MCH-1R). Syntheses and structure-activity relationships are described leading to a compound having low nanomolar activity against the receptor and demonstrating functional antagonism. Studies also showed that some of the compounds were selective against a range of other G protein-coupled receptors.

Bioorganic & Medicinal Chemistry Letters published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Recommanded Product: 2-(4-(Trifluoromethyl)phenoxy)acetic acid.

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

Ma, Chicheng published the artcilePhotochemical Cleavage and Release of Para-Substituted Phenols from ¦Á-Keto Amides, Safety of 2-(4-(Trifluoromethyl)phenoxy)acetic acid, the publication is Journal of Organic Chemistry (2006), 71(11), 4206-4215, database is CAplus and MEDLINE.

In aqueous media ¦Á-keto amides 4-YC₆H₄OCH₂COCON(R)CH(R’)CH₃ (5a, R = Et, R’ = H; 5b, R = ⁱPr, R’ = Me) with para-substituted phenolic substituents (Y = CN, CF₃, H) undergo photocleavage and release of 4-YC₆H₄OH with formation of 5-methyleneoxazolidin-4-ones 7a,b. For both 5a,b quantum yields range from 0.2 to 0.3. The proposed mechanism involves transfer of hydrogen from an N-alkyl group to the keto oxygen to produce zwitterionic intermediates 8a–c that eliminate the para-substituted phenolate leaving groups. The resultant iminium ions H₂C:C(OH)CON⁺(R):C(R’)CH₃?9a,b cyclize intramolecularly to give 7a,b. The quantum yields for photoelimination decrease in CH₃CN, CH₂Cl₂, or C₆H₆ due to competing cyclization of 8a,b to give oxazolidin-4-one products which retain the leaving group 4-YC₆H₄O^– (Y = H, CN). A greater tendency to undergo cyclization in nonaqueous media is observed for the N,N-di-Et amides 5a than the N,N-diisopropyl amides 5b. With para electron releasing groups Y = CH₃ and OCH₃ quantum yields for photoelimination significantly decrease and 1,3-photorearrangement of the phenolic group is observed The 1,3-rearrangement involves excited state ArO-C bond homolysis to give para-substituted phenoxyl radicals, which can be observed directly in laser flash photolysis experiments

Journal of Organic Chemistry published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Safety of 2-(4-(Trifluoromethyl)phenoxy)acetic acid.

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

Weintraub, Robert L. published the artcileRelation between molecular structure and physiological activity of plant-growth regulators. II. Formative activity of phenoxyacetic acids, SDS of cas: 163839-73-4, the publication is Journal of Agricultural and Food Chemistry (1954), 996-9, database is CAplus.

cf. C.A. 46, 5773g; 47, 6593a. The formative activities of approx. 145 ring-substituted phenoxyacetic acids have been measured by the bean-leaf repression technique. The presence of a halogen atom at position 4 appears to be a requisite for high activity. The order of effectiveness of the halogens is Cl > F > Br > I. Further enhancement of activity may ensue through introduction of an addnl. halogen or Me substituent at position 2.

Journal of Agricultural and Food Chemistry published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C13H10O2, SDS of cas: 163839-73-4.

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

Naik, Ravi published the artcileMethyl 3-(3-(4-(2,4,4-Trimethylpentan-2-yl)phenoxy)-propanamido)benzoate as a Novel and Dual Malate Dehydrogenase (MDH) 1/2 Inhibitor Targeting Cancer Metabolism, Name: 2-(4-(Trifluoromethyl)phenoxy)acetic acid, the publication is Journal of Medicinal Chemistry (2017), 60(20), 8631-8646, database is CAplus and MEDLINE.

Previously, the authors reported a hypoxia-inducible factor (HIF)-1 inhibitor LW6 containing an (aryloxyacetylamino)benzoic acid moiety inhibits malate dehydrogenase 2 (MDH2) using a chem. biol. approach. Structure-activity relationship studies on a series of (aryloxyacetylamino)benzoic acids identified selective MDH1, MDH2, and dual inhibitors, which were used to study the relationship between MDH enzyme activity and HIF-1 inhibition. The authors hypothesized that dual inhibition of MDH1 and MDH2 might be a powerful approach to target cancer metabolism and selected methyl-3-(3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanamido)-benzoate (16c)as the most potent dual inhibitor. Kinetic studies revealed that compound 16c competitively inhibited MDH1 and MDH2. Compound 16c inhibited mitochondrial respiration and hypoxia-induced HIF-1α accumulation. In xenograft assays using HCT116 cells, compound 16c demonstrated significant in vivo antitumor efficacy. This finding provides concrete evidence that inhibition of both MDH1 and MDH2 may provide a valuable platform for developing novel therapeutics that target cancer metabolism and tumor growth.

Journal of Medicinal Chemistry published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Name: 2-(4-(Trifluoromethyl)phenoxy)acetic acid.

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