Category: 1877-71-0

Ghazy, Ehab published the artcileSynthesis, structure-activity relationships, cocrystallization and cellular characterization of novel smHDAC8 inhibitors for the treatment of schistosomiasis, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is European Journal of Medicinal Chemistry (2021), 113745, database is CAplus and MEDLINE.

In this study, the previously reported benzhydroxamate-based inhibitors I, II [X = H, chloro, methoxy, etc;R = 4-biphenyl, 3-benzyloxyphenyl, 4-propoxyphenyl, etc.] of Schistosoma mansoni histone deacetylase 8 (smHDAC8) were chem. optimized. Crystallog. anal. provided insights into the inhibition mode of smHDAC8 activity by the highly potent inhibitor I[X = methoxy;R = 4-Dibenzofuranyl]. Structure-based optimization of the novel inhibitors was carried out using the available crystal structures as well as docking studies on smHDAC8. The compounds were evaluated in screens for inhibitory activity against schistosome and human HDACs (hHDAC). The in vitro and docking results were used for detailed structure activity relationships. The synthesized compounds were further investigated for their lethality against the schistosome larval stage using a fluorescence-based assay. The most promising inhibitor I[X = methoxy;R = 4-Dibenzofuranyl] showed significant dose-dependent killing of the schistosome larvae and markedly impaired egg laying of adult worm pairs maintained in culture.

European Journal of Medicinal Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Alves Avelar, Leandro A. published the artcileDesign and Synthesis of Novel Anti-Plasmodial Histone Deacetylase Inhibitors Containing an Alkoxyamide Connecting Unit, Quality Control of 1877-71-0, the publication is Archiv der Pharmazie (Weinheim, Germany) (2017), 350(3-4), n/a, database is CAplus and MEDLINE.

Despite recent declines in mortality, malaria remains an important global health problem. New therapies are needed, including new drugs with novel modes of action compared to existing agents. Among new potential therapeutic targets for malaria, inhibition of parasitic histone deacetylases (HDACs) is a promising approach. Homol. modeling of PfHDAC1, a known target of some anti-plasmodial HDAC inhibitors, revealed a unique threonine residue at the rim of the active site in close proximity to the location of the cap group of vorinostat-type HDAC inhibitors. Aiming to obtain HDAC inhibitors with potent and preferential anti-plasmodial activity, the authors synthesized a mini-library of alkoxyamide-based HDAC inhibitors containing hydrogen bond acceptors in the cap group. Using a 5-step synthetic route, 12 new inhibitors were synthesized and assayed against Plasmodium falciparum asexual blood stage parasites (clones 3D7 and Dd2) and human cells (HepG2). The most active compound 6h (6-[(1-Benzothiophen-2-ylformamido)oxy]-N-hydroxyhexanamide) (Pf3D7 IC₅₀: 0.07 μM; PfDd2 IC₅₀: 0.07 μM) was 25-fold more toxic against the parasite vs. human HepG2 cells. Selected compounds were shown to cause hyperacetylation of P. falciparum histone H4, indicating inhibition of one or more PfHDACs.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Quality Control of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Weis, Erik published the artcileIridium-catalyzed C-H methylation and d₃-methylation of benzoic acids with application to late-stage functionalizations, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is iScience (2021), 24(5), 102467, database is CAplus and MEDLINE.

An iridium-catalyzed carboxylate-directed ortho C-H methylation and d₃-methylation of benzoic acids was reported. The method used com. available reagents and precatalyst and requires no inert atm. or exclusion of moisture. Substrates bearing electron-rich and electron-poor groups were successfully methylated, including compounds with competing directing/coordinating groups. The method was also applied to the LSF of several marketed drugs, forming analogs with increased metabolic stability compared with the parent drug.

iScience published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C8H8O3, Safety of 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Peter Ventura, Alejandra M. published the artcileSynthesis and antischistosomal activity of linker- and thiophene-modified biaryl alkyl carboxylic acid derivatives, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is Archiv der Pharmazie (Weinheim, Germany) (2021), 354(12), 2100259, database is CAplus and MEDLINE.

Schistosomiasis is a neglected tropical disease caused by blood flukes of the genus Schistosoma and causes severe morbidity in infected patients. In 2018, 290.8 million people required treatment, and 200,000 deaths are reported per yr. Treatment of this disease depends on a single drug, praziquantel (PZQ). However, in the past few years, reduced sensitivity of the parasites toward PZQ has been reported. Therefore, there is an urgent need for new drugs against this disease. In the past few years, we have focused on a new substance class called biaryl alkyl carboxylic acid derivatives, which showed promising antischistosomal activity in vitro. Structure-activity relationship (SAR) studies of the carboxylic acid moiety led to three promising carboxylic amides (morpholine, thiomorpholine, and Me sulfonyl piperazine) with an antischistosomal activity down to 10μM (morpholine derivative) and no cytotoxicity up to 100μM. Here, we show our continued work on this substance class. We investigated, in extended SAR studies, whether modification of the linker and the thiophene ring could improve the antischistosomal activity. We found that the exchange of the alkyl linker by a pentadienyl or benzyl linker was tolerated and led to similar antischistosomal effects, whereas the exchange of the thiophene ring was not tolerated. Our data suggest that the thiophene ring is important for the antischistosomal activity of this compound class.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Li, Nan published the artcileCobalt-Catalyzed Deprotection of Allyl Carboxylic Esters Induced by Hydrogen Atom Transfer, Category: esters-buliding-blocks, the publication is Organic Letters (2021), 23(21), 8460-8464, database is CAplus and MEDLINE.

A brief, efficient method has been developed for the removal of the allyl protecting group from allyl carboxylic esters RC(O)OCH₂CH=CH₂ (R = cyclohexyl, Ph, thiophen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) using a Co(II)/TBHP/(Me₂SiH)₂O catalytic system. This facile strategy displays excellent chemoselectivity, functional group tolerance, and high yields. This transformation probably occurs through the hydrogen atom transfer process, and a Co(III)-six-membered cyclic intermediate is recommended.

Organic Letters published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ye, Qiuji published the artcileStructure-activity relationship study of β-oxidation resistant indole-based 5-oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) receptor antagonists, COA of Formula: C9H8O4, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(20), 4770-4776, database is CAplus and MEDLINE.

5-Oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) is formed from 5S-hydroxy-6,8,11,14-eicosatetraenoic acid (5-HETE) by the 5-lipoxygenase (5-LO) pathway under conditions associated with oxidative stress. 5-Oxo-ETE is an important pro-inflammatory mediator, which stimulates the migration of eosinophils via a selective G-protein coupled receptor, known as the OXE receptor (OXE-R). Previously, we designed and synthesized structural mimics of 5-oxo-ETE such as I using an indole scaffold. In the present work, we added various substituents at C-3 of this moiety to block potential β-oxidation of the 5-oxo-valerate side chain, and investigated the structure-activity relationships of the resulting novel β-oxidation-resistant antagonists. Cyclopropyl and cyclobutyl substituents were well tolerated in this position, but were less potent as the highly active 3S-Me compound It seems likely that 3-alkyl substituents can affect the conformation of the 5-oxovalerate side chain containing the critical keto and carboxyl groups, thereby affecting interaction with the OXE-receptor.

Bioorganic & Medicinal Chemistry Letters published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C16H24BF4Ir, COA of Formula: C9H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhang, Lili published the artcilePhotoredox/nickel-catalyzed hydroacylation of ethylene with aromatic acids, SDS of cas: 1877-71-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(72), 9064-9067, database is CAplus and MEDLINE.

A general, practical and scalable hydroacylation reaction of ethylene with aromatic carboxylic acids with the synergistic combination of nickel and photoredox catalysis was reported. Under ambient temperature and pressure, feedstock chems. such as ethylene could be converted into high-value-added aromatic ketones in moderate to good yields (up to 92%) with reaction time of 2-6 h.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C3H5BN2O2, SDS of cas: 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhang, Ji-Shu published the artcilePalladium-Catalyzed Direct Decarbonylative Phosphorylation of Benzoic Acids with P(O)-H Compounds, Category: esters-buliding-blocks, the publication is European Journal of Organic Chemistry (2020), 2020(9), 1148-1153, database is CAplus.

A direct decarbonylative phosphorylation of benzoic acids catalyzed by palladium was disclosed. Under the reaction conditions, a wide range of benzoic acids coupled readily with all the three kinds of P(O)-H compounds, i.e. secondary phosphine oxides, H-phosphinates and H-phosphonates, producing the corresponding organophosphorus compounds in good to high yields. This reaction could be conducted at a gram scale and applied in the late-stage phosphorylative modification of carboxylic acids drug mols. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis.

European Journal of Organic Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H21NO3, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stenzel, Katharina published the artcileIsophthalic Acid-Based HDAC Inhibitors as Potent Inhibitors of HDAC8 from Schistosoma mansoni, Application In Synthesis of 1877-71-0, the publication is Archiv der Pharmazie (Weinheim, Germany) (2017), 350(8), n/a, database is CAplus and MEDLINE.

Schistosoma mansoni histone deacetylase 8 (SmHDAC8) has been recently identified as a new potential target for the treatment of schistosomiasis. A series of newly designed and synthesized alkoxyamide-based and hydrazide-based HDAC inhibitors were tested for inhibitory activity against SmHDAC8 and human HDACs 1, 6, and 8. The front runner compounds showed submicromolar activity against SmHDAC8 and modest preference for SmHDAC8 over its human orthologue hHDAC8. Docking studies provided insights into the putative binding mode in SmHDAC8 and allowed rationalization of the observed selectivity profile.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C11H8O3, Application In Synthesis of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Simonetti, Marco published the artcileRuthenium-catalyzed C-H arylation of benzoic acids and indole carboxylic acids with aryl halides, Computed Properties of 1877-71-0, the publication is Chemistry – A European Journal (2017), 23(3), 549-553, database is CAplus and MEDLINE.

Herein we report the first Ru-catalyzed C-H arylation of benzoic acids with readily available aryl (pseudo)halides. Arenecarboxylic acids 2-MeC₆H₄CO₂H, 1-methyl-7- or 6-indolecarboxylic acids undergo ortho-directed arylation with aryl halides Ar¹X, catalyzed by [Ru(^tBuCN)₆][BPF₄]₂, giving the corresponding 6-methyl-1,1′-biphenyl-2-carboxylic 6(5)-Ar¹-7(6)-indolecarboxylic acids, resp. The reaction, which does not require the use of silver salt additives, allows the arylation of previously challenging hindered benzoic acids and the use of generally unreactive ortho-substituted haloarenes. Furthermore, our new protocol can efficiently be applied to indole carboxylic acids, thus allowing access to C7-, C6-, C5- and C4-arylated indole compounds, a departure from the classical enhanced reactivity of the C2 and C3 positions of indole.

Chemistry – A European Journal published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H4F6O, Computed Properties of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics