Category: 104-03-0

Amin, Sk. Abdul published the artcileQuantitative activity-activity relationship (QAAR) driven design to develop hydroxamate derivatives of pentanoic acids as selective HDAC8 inhibitors: synthesis, biological evaluation and binding mode of interaction studies, COA of Formula: C8H7NO4, the publication is New Journal of Chemistry (2021), 45(37), 17149-17162, database is CAplus.

Histone deacetylase 8 (HDAC8) has been implicated as a potential drug target of many diseases including cancer. HDAC8 isoform selectivity over other class-I HDACs is a major concern nowadays. In this work, a series of pentanoic acid based hydroxamates with different substituted cap groups have been designed, synthesized, characterized, and screened against class-I HDACs. A quant. activity-activity relationship (QAAR) model was developed to design HDAC8 selective inhibitors. The designed compounds obtained through the mol. modeling study were synthesized, characterized, and their enzymic as well as cytotoxic activities were measured. Two compounds 2-(2-(2,4-Dichlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide and 2-(2-(4-Chlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide are found to be selective HDAC8 inhibitors over other class-I HDACs. These compounds possess better antiproliferative activities against some cancer cell lines. These observations are in agreement with the mol. docking studies for the binding mode of interactions. Further studies show that compounds 2-(2-(2,4-Dichlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide and 2-(2-(4-Chlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide induce significant cell growth arrest in the G2/M phase, indicating their anticancer potentials. In summary, our study confirms pentanoic acid based hydroxamate as selective HDAC8 inhibitors and two compounds 2-(2-(2,4-Dichlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide and 2-(2-(4-Chlorophenyl)acetamido)-N5-hydroxy-N1-pentylpentanediamide may serve as lead mols. for further investigation.

New Journal of Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, COA of Formula: C8H7NO4.

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

Pengsook, Anchulee published the artcileInsecticidal and growth inhibitory effects of some thymol derivatives on the beet armyworm, Spodoptera exigua (Lepidoptera: Noctuidae) and their impact on detoxification enzymes, Computed Properties of 104-03-0, the publication is Pest Management Science (2022), 78(2), 684-691, database is CAplus and MEDLINE.

Thymol is a known natural product with insecticidal activity against several insect species. A recent study on structural modifications of thymol to thymyl esters and their efficacy against Spodoptera litura suggested that such an approach could develop generalized novel insecticides/insect growth inhibitors and requires further studies to establish the efficacy against lepidopterans. Thymol and structurally modified eight esters were evaluated against beet armyworm, Spodoptera exigua using the topical application. Thymyl butanoate was the most toxic compound with a median LD (LD50) of 2.33 and 1.62 ¦Ìg/larva after 24 and 48 h posttreatment, resp. All thymyl esters were potentially better than the parent compound thymol, except thymyl dibromoacetate, in their efficacy against Spodoptera exigua. Essentially, there were three levels of activity vis-a-vis the compounds used, i.e., with the LD50 range of 1.5 to 5.0, 7.0 to 15.0, and > 20 ¦Ìg/larva, resp. Ovicidal activity and reduction in larval growth were also determined by treating third instars at sub-LDs, i.e., LD50 doses of second instars. Thymyl butanoate treated larva inhibited glutathione S-transferase, carboxylesterase, and acetylcholinesterase activities, whereas the other thymyl esters induced these enzymes. Thymyl butanoate exhibited higher toxicity against Spodoptera exigua and is the first to report about 15.5x more toxicity than thymol and > 6.5x than thymyl cinnamate, which suggests that the efficacy was species-specific vs. the chem. structural variation of the esters.

Pest Management Science published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Computed Properties of 104-03-0.

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

Zhang, Guangji published the artcileCo,N-Codoped Porous Carbon-Supported Co_yZnS with Superior Activity for Nitroarene Hydrogenation, Synthetic Route of 104-03-0, the publication is ACS Sustainable Chemistry & Engineering (2020), 8(15), 6118-6126, database is CAplus.

Preparation of chemoselective hydrogenation catalyst containing both CoNx and CoyZnS supported on N-doped porous carbon (CoN_x-Co_yZnS@NPC-Z) was reported. The CoN_x-Co_yZnS@NPC-Z catalyst were prepared by pyrolyzing the protein-metal-ion networks, followed by treatment with acid. The CoN_x-Co_yZnS@NPC-Z-3 catalyst delivered high catalytic activity and selectivity in chemoselective hydrogenation of nitroarenes afforded aryl amines R-NH₂ [R = Ph, 4-ClC₆H₄, 2-naphthyl, etc.] with almost full conversion and >98% selectivity in water/methanol mixture solvents at 90¡ãC under 5 bar of H₂ pressure for 3h of reaction. Also Schiff-base derivatives R¹CH=NR² [R¹ = Ph, 4-ClC₆H₄, 4-MeOC₆H₄, etc.; R² = Ph, 2-MeC₆H₄, 4-ClC₆H₄, etc.] were prepared via one-pot reductive amination of aryl aldehydes with aromatic nitro compounds using CoN_x-Co_yZnS@NPC-3 catalyst. Notably, the catalytic hydrogenation could work even under 1 bar of H₂ pressure and at room temperature with high conversion and selectivity. Besides, CoN_x-Co_yZnS@NPC-Z-3 exhibited remarkable tolerance to CO or H₂S poisoning and acid erosion.

ACS Sustainable Chemistry & Engineering published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C6H13NO2, Synthetic Route of 104-03-0.

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

Shirase, Satoru published the artcileCerium(IV) Carboxylate Photocatalyst for Catalytic Radical Formation from Carboxylic Acids: Decarboxylative Oxygenation of Aliphatic Carboxylic Acids and Lactonization of Aromatic Carboxylic Acids, COA of Formula: C8H7NO4, the publication is Journal of the American Chemical Society (2020), 142(12), 5668-5675, database is CAplus and MEDLINE.

We found that in situ generated cerium(IV) carboxylate generated by mixing the precursor Ce(O^tBu)₄ with the corresponding carboxylic acids served as efficient photocatalysts for the direct formation of carboxyl radicals from carboxylic acids under blue light-emitting diodes (blue LEDs) irradiation and air, resulting in catalytic decarboxylative oxygenation of aliphatic carboxylic acids to give C-O bond-forming products such as aldehydes and ketones. Control experiments revealed that hexanuclear Ce(IV) carboxylate clusters initially formed in the reaction mixture and the ligand-to-metal charge transfer nature of the Ce(IV) carboxylate clusters was responsible for the high catalytic performance to transform the carboxylate ligands to the carboxyl radical. In addition, the Ce(IV) carboxylate cluster catalyzed direct lactonization of 2-isopropylbenzoic acid to produce the corresponding peroxy lactone and ¦Ã-lactone via intramol. 1,5-hydrogen atom transfer (1,5-HAT).

Journal of the American Chemical Society published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C6H16OSi, COA of Formula: C8H7NO4.

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

Zasedateleva, Olga A. published the artcilePCR incorporation of dUMPs modified with aromatic hydrocarbon substituents of different hydrophilicities: Synthesis of C5-modified dUTPs and PCR studies using Taq, Tth, Vent (exo-) and Deep Vent (exo-) polymerases, Recommanded Product: 4-Nitrophenylacetic acid, the publication is Bioorganic Chemistry (2020), 103829, database is CAplus and MEDLINE.

Deoxyuridine triphosphate derivatives (dUTPs) modified at the C5 position of the pyrimidine ring with various aromatic hydrocarbon substituents of different hydrophilicities have been synthesized. The aromatic hydrocarbon substituents were attached to dUTPs via a CH=CH-CH₂-NHCO-CH₂ linker. The efficiency of the PCR incorporation of modified dUMPs using Taq, Tth, Vent (exo-) and Deep Vent (exo-) polymerases and a model DNA template containing one, two and three adjacent adenine nucleotides at three different sites within the sequence was investigated. For all the polymerases used, the yield of the modified PCR product was significantly increased with increasing hydrophilicity of the aromatic hydrocarbon substituent. In particular, for the above polymerases, the efficiency of the incorporation of dUMPs modified with the most hydrophilic of the studied aromatic hydrocarbon substituents, a 4-hydroxyphenyl residue, was 60-85% of the efficiency of dTMP incorporation. At the same time, the relative efficiencies of the incorporation of dUMPs modified with 2-, 4-methoxyphenyl, Ph and 4-nitrophenyl substituents ranged from 20 to 50% and were 2-18% for the 1-naphthalene and 4-biphenyl groups, which were the most hydrophobic of the studied aromatic hydrocarbon substituents.

Bioorganic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C9H10O3S, Recommanded Product: 4-Nitrophenylacetic acid.

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

Biswas, Nandita published the artcileRu-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source, Quality Control of 104-03-0, the publication is Journal of Organic Chemistry (2021), 86(15), 10544-10554, database is CAplus and MEDLINE.

The activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions was explored. Catalytic system showed great success toward the ¦Â-C(sp³)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products RCH(CH₃)CH₂OH [R = Ph, 4-FC₆H₄, 2-thienyl, etc.]. The mechanistic details, kinetic progress and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, was the key factor to get the higher yield of the ¦Â-methylated product. To establish the environmental benefit of this reaction, green chem. metrics were calculated Furthermore, dimerization of 2-naphthol via methylene linkage to obtain methylated products I [R¹ = H, 3-MeO, 6-Ph, etc.] and formation of N-methylation of amine were also described in this study, which offers a wide range of substrate scope with a good to excellent yield of methylated products R²NHCH₃ [R² = (CH₂)₇CH₃, Ph, 2-BrC₆H₄, etc.].

Journal of Organic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Quality Control of 104-03-0.

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

Xiao, Zhangping published the artcileProteolysis Targeting Chimera (PROTAC) for Macrophage Migration Inhibitory Factor (MIF) Has Anti-Proliferative Activity in Lung Cancer Cells, Computed Properties of 104-03-0, the publication is Angewandte Chemie, International Edition (2021), 60(32), 17514-17521, database is CAplus and MEDLINE.

Macrophage migration inhibitory factor (MIF) is involved in protein-protein interactions that play key roles in inflammation and cancer. Current strategies to develop small mol. modulators of MIF functions are mainly restricted to the MIF tautomerase active site. Here, we use this site to develop proteolysis targeting chimera (PROTAC) in order to eliminate MIF from its protein-protein interaction network. We report the first potent MIF-directed PROTAC, denoted MD13, which induced almost complete MIF degradation at low micromolar concentrations with a DC50 around 100 nM in A549 cells. MD13 suppresses the proliferation of A549 cells, which can be explained by deactivation of the MAPK pathway and subsequent induction of cell cycle arrest at the G2/M phase. MD13 also exhibits antiproliferative effect in a 3D tumor spheroid model. In conclusion, we describe the first MIF-directed PROTAC (MD13) as a research tool, which also demonstrates the potential of PROTACs in cancer therapy.

Angewandte Chemie, International Edition published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C9H16BNO2, Computed Properties of 104-03-0.

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

Koenig, Gerhard published the artcileRational prioritization strategy allows the design of macrolide derivatives that overcome antibiotic resistance, HPLC of Formula: 104-03-0, the publication is Proceedings of the National Academy of Sciences of the United States of America (2021), 118(46), e2113632118, database is CAplus and MEDLINE.

Antibiotic resistance is a major threat to global health; this problem can be addressed by the development of new antibacterial agents to keep pace with the evolutionary adaptation of pathogens. Computational approaches are essential tools to this end since their application enables fast and early strategical decisions in the drug development process. We present a rational design approach, in which acylide antibiotics were screened based on computational predictions of solubility, membrane permeability, and binding affinity toward the ribosome. To assess our design strategy, we tested all candidates for in vitro inhibitory activity and then evaluated them in vivo with several antibiotic-resistant strains to determine minimal inhibitory concentrations The predicted best candidate is synthetically more accessible, exhibits higher solubility and binding affinity to the ribosome, and is up to 56 times more active against resistant pathogens than telithromycin. Notably, the best compounds designed by us show activity, especially when combined with the membrane-weakening drug colistin, against Acinetobacter baumanii, Pseudomonas aeruginosa, and Escherichia coli, which are the three most critical targets from the priority list of pathogens of the World Health Organization.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, HPLC of Formula: 104-03-0.

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

Kumar, Jogendra published the artcileEnhancing the Extent of Enolization for ¦Á-C-H Bonds of Aliphatic Carboxylic Acid Equivalents via Ion Pair Catalysis: Application toward ¦Á-Chalcogenation, HPLC of Formula: 104-03-0, the publication is Journal of Organic Chemistry (2022), 87(9), 6330-6335, database is CAplus and MEDLINE.

In general, the ¦Á-functionalization of carboxylic acid derivatives RCH₂C(O)NHR¹ [R = Me, n-Bu, Ph, 3-thienyl, etc.; R¹ = pyridin-2-yl, 4-Methylpyridin-2-yl, pyrimidin-2-yl, etc.] requires either a transition metal catalyst or a stoichiometric activating agent/strong base/external additive. A transition metal free ¦Á-chalcogenation of aliphatic carboxylic acid equivalent was reported via ion pair formation using K₃PO₄ as a catalyst. Mild conditions, broad scope, scalability of the process, attaining bioactive glucokinase activators, and some synthetic intermediates establish merits of the strategy.

Journal of Organic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, HPLC of Formula: 104-03-0.

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

Zhao, Feng published the artcileEnantioselective Synthesis of ¦Á-Aryl-¦Â²-Amino-Esters by Cooperative Isothiourea and Broensted Acid Catalysis, Application In Synthesis of 104-03-0, the publication is Angewandte Chemie, International Edition (2021), 60(21), 11892-11900, database is CAplus and MEDLINE.

The synthesis of ¦Á-aryl-¦Â²-amino esters such as (S)-Bn₂NCH₂CHPhCO₂Me (Bn = PhCH₂) through enantioselective aminomethylation of an arylacetic acid ester in high yields and enantioselectivity via cooperative isothiourea and Broensted acid catalysis is demonstrated. The scope and limitations of this process are explored (25 examples, up to 94% yield and 96:4 er), and the method was applied to the syntheses of (S)-venlafaxine hydrochloride and (S)-nakinadine B. Mechanistic studies are consistent with a C(1)-ammonium enolate pathway being followed rather than an alternative dynamic kinetic resolution process. Control studies indicate that (i) a linear effect between catalyst and product er is observed; (ii) an acyl ammonium ion can be used as a precatalyst; (iii) reversible isothiourea addition to an in situ generated iminium ion leads to an off-cycle intermediate that can be used as a productive precatalyst.

Angewandte Chemie, International Edition published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C6H12N2O, Application In Synthesis of 104-03-0.

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