Category: 31719-76-3

Exner, Otto published the artcileA quantitative study of the inductive effect, Recommanded Product: 4-(Phenoxymethyl)benzoic acid, the publication is Tr. Konf. po Probl. Primeneniya Korrelyatsion. Uravnenii v Organ. Khim., Tartusk. Gos. Univ., Tartu (1962), 67-88, database is CAplus.

cf. CA 58, 5468d. The dissociation constants of ¦Á-substituted p-toluic acids (I) yield Taft inductive constants for the substituents that agree with those obtained by other methods. The attenuation of the inductive effect by the CH₂ group is not explainable by the electrostatic theory. Comparison of the dissociation constants of I and ¦Á-substituted m-toluic acids shows that the inductive effect is relayed to the para and meta positions in the ratio of 1.13: 1. However, the Taft inductive and mesomeric constants for -M groups have no real significance. Comparison of the dissociation constants of II and III (R = H, Me, OH, SH, OMe, OPh, SO₂Ph, and NMe₃⁺) shows a greater transmission of the inductive effect in II, associated with its lower aromaticity.

Tr. Konf. po Probl. Primeneniya Korrelyatsion. Uravnenii v Organ. Khim., Tartusk. Gos. Univ., Tartu published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Recommanded Product: 4-(Phenoxymethyl)benzoic acid.

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

Talvik, A. published the artcileThe inductive effect. III. The kinetics of the reaction of substituted benzoic acids with diphenyldiazomethane, Synthetic Route of 31719-76-3, the publication is Collection of Czechoslovak Chemical Communications (1964), 29(5), 1266-76, database is CAplus.

cf. CA 59, 9765h. The rate constants of the reaction of diphenyldiazomethane (I) with 19 derivatives of BzOH substituted in the m- and p-position were measured at 25¡ã. The substituents were groups of negligible mesomeric effect. The kinetics were followed by measurement of the polarographic wave height of I in 40% EtOH in the presence of 0.1M NaCl and an excess of BzOH derivative partially titrated with NaOH. The rate constants were in the range 0.28-0.83 l./mole sec.; the dependence of their logarithms on Hammett substituent coasts. is linear. The purely inductive effect is transmitted from the p-position of the C₆H₆ nucleus with a greater intensity than from the m-position; this result is in accord with findings of the preceding part of this series based on measurement of dissociation constants A table of rate constants is given. 32 references.

Collection of Czechoslovak Chemical Communications published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C11H16BNO3, Synthetic Route of 31719-76-3.

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

Liang, Yu-Feng published the artcileMetal-Free I₂-Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones, Name: 4-(Phenoxymethyl)benzoic acid, the publication is Chinese Journal of Chemistry (2018), 36(3), 233-240, database is CAplus.

The I₂ catalyzed highly selective oxidative condensation of cyclohexenones and alcs. for the synthesis of aryl alkyl ethers was described. DMSO was employed as the mild terminal oxidant. This novel methodol. offered a metal-free reaction condition, operational simplicity and broad substrate scope to afford valuable products from inexpensive reagents. Various meta-substituted aromatic ethers which were hardly synthesized from the reported methods requiring meta-substituted phenols were efficiently prepared by the present protocol.

Chinese Journal of Chemistry published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Name: 4-(Phenoxymethyl)benzoic acid.

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

Xie, Rui published the artcileDesign, synthesis and biological evaluation of novel hydroxamates and 2-aminobenzamides as potent histone deacetylase inhibitors and antitumor agents, Application of 4-(Phenoxymethyl)benzoic acid, the publication is European Journal of Medicinal Chemistry (2017), 1-12, database is CAplus and MEDLINE.

Many studies have indicated that histone deacetylase (HDAC) inhibitors are promising agents for the treatment of cancer. With the aim to search for novel potent HDAC inhibitors, two series of hydroxamates and 2-aminobenzamides 4-R¹CH₂C₆H₄CONHR² [R¹ = PhO, 4-HON:CMeC₆H₄O, R² = OH; R¹ = PhO, 4-MeOC₆H₄O, 5-bromo-2,3-dihydro-1H-indol-1-yl, etc., R² = 2-H₂NC₆H₄, 2-H₂N-4-FC₆H₃] and (E)-4-R¹CH₂C₆H₄CH:CHCONHR² [R¹ = PhO, 2,3-dihydro-1H-indol-1-yl, 1,2,3,4-tetrahydroisoquinolin-2-yl; R² = OH, 2-H₂NC₆H₄, 3-aminopyridin-4-yl] were designed and synthesized as HDAC inhibitors and antitumor agents. Those compounds were investigated for their HDAC enzymic inhibitory activities and in vitro anti-proliferation activities against diverse cancer cell line (A549, HepG2, MGC80-3 and HCT116). Most of the synthesized compounds displayed potent HDAC inhibitory activity and antiproliferative activity. In particular, the compound 4-R¹CH₂C₆H₄CONHR² (R¹ = 4-FC₆H₄O; R² = 2-H₂NC₆H₄) (I) was shown to have the most HDAC inhibitory activity (70.6% inhibition at 5 ¦ÌM) and antitumor activity with IC₅₀ value of as low as 3.84 ¦ÌM against HepG2 human liver hepatocellular carcinoma cell line, more than 4.8-fold lower than CS055 and 5.9-fold lower than CI994. HDAC isoform selectivity assay indicated the compound I is a potent HDAC2 inhibitor. Docking study of I suggested that it bound tightly to the binding pocket of HDAC2. Further investigation showed that the compound I could inhibit the migration and colony formation of A549 cancer cells. Furthermore, this compound remarkably induced apoptosis and G2/M phase cell cycle arrest in A549 cancer cells. Those results indicated that the compound I could be a promising candidate for treatment of cancer.

European Journal of Medicinal Chemistry published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C40H35N7O8, Application of 4-(Phenoxymethyl)benzoic acid.

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

Ai, Teng published the artcileN-(1-Benzyl-3,5-dimethyl-1H-pyrazol-4-yl)benzamides: Antiproliferative Activity and Effects on mTORC1 and Autophagy, Formula: C14H12O3, the publication is ACS Medicinal Chemistry Letters (2017), 8(1), 90-95, database is CAplus and MEDLINE.

Guided by antiproliferative activity in MIA PaCa-2 cells, the authors have performed preliminary structure-activity relationship studies on N-(1-benzyl-3,5-dimethyl-1H-pyrazol-4-yl)benzamides. Two selected compounds showed submicromolar antiproliferative activity and good metabolic stability. Both compounds reduced mTORC1 activity and increased autophagy at the basal level. In addition, they disrupted autophagic flux by interfering with mTORC1 reactivation and clearance of LC3-II under starvation/re-feed conditions, as evidenced by accumulation of LC3-II and abnormal LC3 labeled punctae. Therefore, N-(1-benzyl-3,5-dimethyl-1H-pyrazol-4-yl)benzamides may represent a new class of autophagy modulators that possesses potent anticancer activity and potentially a novel mechanism of action.

ACS Medicinal Chemistry Letters published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Formula: C14H12O3.

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

Manos-Turvey, Alexandra published the artcileSynthesis and evaluation of phenoxymethylbenzamide analogues as anti-trypanosomal agents, HPLC of Formula: 31719-76-3, the publication is MedChemComm (2015), 6(3), 403-406, database is CAplus.

The synthesis and anti-trypanosomal activity of a compound library based on a phenoxymethylbenzamide hit discovered in a high throughput screen is described. Several of the analogs exhibited potent activity against Trypanosoma brucei rhodesiense, a human infective strain of the trypanosome parasite, that serve as lead compounds for further optimization.

MedChemComm published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, HPLC of Formula: 31719-76-3.

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

Exner, Otto published the artcileSubstituent effects in infrared spectroscopy. I. The O-H stretching frequencies in monomeric benzoic acids, Formula: C14H12O3, the publication is Collection of Czechoslovak Chemical Communications (1971), 36(2), 534-43, database is CAplus.

The O-H stretching frequencies of 60 meta- and para-substituted benzoic acids were measured in dilute CCl4 solution The IR values were correlated by the Hammett equation with normal ¦Ò constants and slope ¦Ñ = -11.7 cm-1 on the one hand, and by the equation vp-v0 = 1.14 (vm-v0) on the other hand, where the frequency v0 refers to the unsubstituted compound The validity of the latter for substituents without an ¦Á lone electron pair was confirmed even in IR spectroscopy. Somewhat lesser accuracy of the Hammett correlation is probably due to a different solvent than used in determining the ¦Ò constants; deviations of a systematic character were not observed

Collection of Czechoslovak Chemical Communications published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Formula: C14H12O3.

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

Brunschwig, Christel published the artcileVolatile composition and sensory properties of Vanilla ¡Átahitensis bring new insights for vanilla quality control, Synthetic Route of 31719-76-3, the publication is Journal of the Science of Food and Agriculture (2016), 96(3), 848-858, database is CAplus and MEDLINE.

BACKGROUND : Vanilla ¡Átahitensis produced in French Polynesia has a unique flavor among vanilla species. However, data on volatiles and sensory properties remain limited. In this study, the volatile composition and sensory properties of V. ¡Átahitensis from three Polynesian cultivars and two origins (French Polynesia/Papua New Guinea) were determined by gas chromatog.-mass spectrometry and quant. descriptive anal., resp., and compared to Vanilla planifolia. RESULTS : Vanilla species, origins and cultivars were differentiated by their volatile and sensory profiles using principal component anal. The V. ¡Átahitensis flavor from French Polynesia was characterized by a well-balanced sensory profile, having strong anise and caramel notes due to high levels of anisyl compounds V. ¡Átahitensis from Papua New Guinea was distinct from that of French Polynesia, having strong spicy, fruity, brown rum notes due to p-vinylguaiacol, p-cresol and esters. Vanilla planifolia showed stronger phenolic, woody, smoky notes due to guaiacol, creosol and phenol, which were found to be biomarkers of the species. Vanilla sensory properties were linked by partial least squares regression to key volatile compounds like guaiacol or creosol, which are indicators of lower quality. CONCLUSION : This study brings new insights to vanilla quality control, with a focus on key volatile compounds, irresp. of origin. ? 2015 Society of Chem. Industry.

Journal of the Science of Food and Agriculture published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Synthetic Route of 31719-76-3.

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

Heitel, Pascal published the artcileComputer-Assisted Discovery and Structural Optimization of a Novel Retinoid X Receptor Agonist Chemotype, Synthetic Route of 31719-76-3, the publication is ACS Medicinal Chemistry Letters (2019), 10(2), 203-208, database is CAplus and MEDLINE.

As universal heterodimer partners of many nuclear receptors, the retinoid X receptors (RXRs) constitute key transcription factors. They regulate cell proliferation, differentiation, inflammation, and metabolic homeostasis and have recently been proposed as potential drug targets for neurodegenerative and inflammatory diseases. Owing to the hydrophobic nature of RXR ligand binding sites, available synthetic RXR ligands are lipophilic, and their structural diversity is limited. Here, we disclose the computer-assisted discovery of a novel RXR agonist chemotype and its systematic optimization toward potent RXR modulators. We have developed a nanomolar RXR agonist with high selectivity among nuclear receptors and superior physicochem. properties compared to classical rexinoids that appears suitable for in vivo applications and as lead for future RXR-targeting medicinal chem.

ACS Medicinal Chemistry Letters published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Synthetic Route of 31719-76-3.

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

Nasveschuk, Christopher G. published the artcileDiscovery and Optimization of Tetramethylpiperidinyl Benzamides as Inhibitors of EZH2, Application In Synthesis of 31719-76-3, the publication is ACS Medicinal Chemistry Letters (2014), 5(4), 378-383, database is CAplus and MEDLINE.

The identification and development of a novel series of small mol. Enhancer of Zeste Homolog 2 (EZH2) inhibitors is described. A concise and modular synthesis enabled the rapid development of structure-activity relationships, which led to the identification of I as a potent, SAM-competitive inhibitor of EZH2 that dose-dependently decreased global H3K27me3 in KARPAS-422 lymphoma cells.

ACS Medicinal Chemistry Letters published new progress about 31719-76-3. 31719-76-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 4-(Phenoxymethyl)benzoic acid, and the molecular formula is C14H12O3, Application In Synthesis of 31719-76-3.

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