Category: 1877-71-0

Rajabi, Fatemeh published the artcileA Bronsted acidic, ionic liquid containing, heteropolyacid functionalized polysiloxane network as a highly selective catalyst for the esterification of dicarboxylic acids, SDS of cas: 1877-71-0, the publication is Green Chemistry (2020), 22(14), 4438-4444, database is CAplus.

A Bronsted acidic, ionic liquid containing, heteropolyanion functionalized polysiloxane network I [R = OEt/H] was formed by self-condensation of dodecatungstophosphoric acid and a zwitterionic organosilane precursor II containing both imidazolinium and sulfonate groups. The resulting hybrid material POS-HPA-IL I was investigated as a catalyst for the selective esterification of dicarboxylic acids such as benzene-1,4-dicarboxylic acid, citric acid, citraconic acid, etc..

Green 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, SDS of cas: 1877-71-0.

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

Meng, Qing-Yuan published the artcileCarboxylation of Aromatic and Aliphatic Bromides and Triflates with CO₂ by Dual Visible-Light-Nickel Catalysis, Application In Synthesis of 1877-71-0, the publication is Angewandte Chemie, International Edition (2017), 56(43), 13426-13430, database is CAplus and MEDLINE.

The authors report the efficient carboxylation of bromides and triflates with K₂CO₃ as the source of CO₂ in the presence of an organic photocatalyst in combination with a nickel complex under visible light irradiation at room temperature The reaction is compatible with a variety of functional groups and was successfully applied to the synthesis and derivatization of biol. active mols. In particular, the carboxylation of unactivated cyclic alkyl bromides proceeded well with the authors’ protocol, thus extending the scope of this transformation. Spectroscopic and spectroelectrochem. studies indicated the generation of a Ni⁰ species as a catalytic reactive intermediate.

Angewandte Chemie, International Edition 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, Application In Synthesis of 1877-71-0.

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

Yang, Qi-Liang published the artcilePalladium-Catalyzed Electrochemical C-H Bromination Using NH₄Br as the Brominating Reagent, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Organic Letters (2019), 21(8), 2645-2649, database is CAplus and MEDLINE.

The palladium-catalyzed electrochem. C-H bromination of benzamide derivatives under divided cells is developed, in which NH₄Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chem. oxidants and provides an alternative method for the synthesis of aryl bromides.

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 C11H9NO3, Safety of 3-(Methoxycarbonyl)benzoic acid.

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

Gao, Mingzhang published the artcileSynthesis of carbon-11-labeled CK1 inhibitors as new potential PET radiotracers for imaging of Alzheimer’s disease, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(13), 2234-2238, database is CAplus and MEDLINE.

The reference standards Me 3-((2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)carbamoyl)benzoate and N-(2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)-3-methoxybenzamide, and their corresponding desmethylated precursors 3-((2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)carbamoyl)benzoic acid and N-(2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)-3-hydroxybenzamide, were synthesized from 5-amino-2,2-difluoro-1,3-benzodioxole and 3-substituted benzoic acids in 5 and 6 steps with 33% and 11%, 30% and 7% overall chem. yield, resp. Carbon-11-labeled casein kinase 1 (CK1) inhibitors, [¹¹C]methyl 3-((2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)carbamoyl)benzoate and N-(2,2-difluoro-5H-[1,3]dioxolo[4′,5′:4,5]benzo[1,2-d]imidazol-6-yl)-3-[¹¹C]methoxybenzamide, were prepared from their O-desmethylated precursors with [¹¹C]CH₃OTf through O-[¹¹C]methylation and isolated by HPLC combined with SPE in 40-45% radiochem. yield, based on [¹¹C]CO₂ and decay corrected to end of bombardment (EOB). The radiochem. purity was >99%, and the molar activity (MA) at EOB was 370-740GBq/μmol with a total synthesis time of ∼40-min from EOB.

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 C9H8O4, Safety of 3-(Methoxycarbonyl)benzoic acid.

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

Gao, Yongzhi published the artcileBisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT) with Enhanced Activity, Name: 3-(Methoxycarbonyl)benzoic acid, the publication is Journal of Medicinal Chemistry (2019), 62(14), 6597-6614, database is CAplus and MEDLINE.

Nicotinamide N-methyltransferase (NNMT) catalyzes the methylation of nicotinamide to form N-methylnicotinamide. Overexpression of NNMT is associated with a variety of diseases, including a number of cancers and metabolic disorders, suggesting a role for NNMT as a potential therapeutic target. By structural modification of a lead NNMT inhibitor previously developed in our group, we prepared a diverse library of inhibitors to probe the different regions of the enzyme’s active site. This investigation revealed that incorporation of a naphthalene moiety, intended to bind the hydrophobic nicotinamide binding pocket via π-π stacking interactions, significantly increases the activity of bisubstrate-like NNMT inhibitors (half-maximal inhibitory concentration 1.41 μM). These findings are further supported by isothermal titration calorimetry binding assays as well as modeling studies. The most active NNMT inhibitor identified in the present study demonstrated a dose-dependent inhibitory effect on the cell proliferation of the HSC-2 human oral cancer cell line.

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, Name: 3-(Methoxycarbonyl)benzoic acid.

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

Qin, Rui published the artcileSynthesis of LSD1 inhibitor-pyrrole-imidazole polyamide conjugates for region-specific alterations of histone modification, Recommanded Product: 3-(Methoxycarbonyl)benzoic acid, the publication is Heterocycles (2019), 99(2), 891-905, database is CAplus.

Synthetic method of LSD1 inhibitor-pyrrole-imidazole polyamide conjugates for region-specific alterations of histone modification is described. A (1S,2R)-tranylcypromine (PCPA) unit was coupled with an L-lysine part using a nosyl strategy. Conjugation of the inhibitor part with PIP tetramer units was achieved by amide bond formation using PyBOP as a condensation reagent.

Heterocycles 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

Liu, Chengwei published the artcileDecarbonylative sulfide synthesis from carboxylic acids and thioesters via cross-over C-S activation and acyl capture, Synthetic Route of 1877-71-0, the publication is Organic Chemistry Frontiers (2021), 8(17), 4805-4813, database is CAplus and MEDLINE.

A method for the synthesis of sulfides from carboxylic acids via thioester C-S activation and acyl capture has been developed, wherein thioesters serve as dual electrophilic activators of carboxylic acids and S-nucleophiles through the merger of decarbonylative palladium catalysis and sulfur coupling. This new concept employs readily available carboxylic acids as coupling partners to directly intercept sulfur reagents via redox-neutral thioester-enabled cross-over thioetherification. The scope of this platform is demonstrated in the highly selective decarbonylative thioetherification of a variety of carboxylic acids and thioesters, including late-stage derivatization of pharmaceuticals and natural products. This method operates under mild, external base-free, and operationally practical conditions, providing a powerful new framework to unlock aryl electrophiles from carboxylic acids and increase the reactivity by employing common building blocks in organic synthesis.

Organic Chemistry Frontiers 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, Synthetic Route of 1877-71-0.

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

Xu, Shujing published the artcileDesign, synthesis, and mechanistic investigations of phenylalanine derivatives containing a benzothiazole moiety as HIV-1 capsid inhibitors with improved metabolic stability, Product Details of C9H8O4, the publication is European Journal of Medicinal Chemistry (2022), 113903, database is CAplus and MEDLINE.

Further clin. development of I, a lead compound targeting HIV-1 capsid, is impeded by low antiviral activity and inferior metabolic stability. By modifying the benzene (region I) and indole of I, we identified two potent compounds II [R = propargyl, 4-NH₂Ph] with significantly improved metabolic stability. Compared to PF74, II [R = 4-NH₂Ph] displayed greater metabolic stability in human liver microsomes (HLMs) with half-life (t_1/2) 109-fold that of PF74. Moreover, mechanism of action (MOA) studies demonstrated that II [R = propargyl, 4-NH₂Ph] effectively mirrored the MOA of compounds that interact within the I interprotomer pocket, showing direct and robust interactions with recombinant CA, and 7u displaying antiviral effects in both the early and late stages of HIV-1 replication. Furthermore, MD simulation corroborated that II [R = 4-NH₂Ph] was bound to the I binding site, and the results of the online molinspiration software predicted that II [R = propargyl, 4-NH₂Ph] had desirable physicochem. properties. Unexpectedly, this series of compounds exhibited better antiviral activity than I against HIV-2, represented by compound II [R = propargyl] whose anti-HIV-2 activity was almost 5 times increased potency over I. Therefore, we have rationally redesigned the I chemotype to inhibitors with novel structures and enhanced metabolic stability in this study. We hope that these new compounds can serve as a blueprint for developing a new generation of HIV treatment regimens.

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 C20H28B2O4S2, Product Details of C9H8O4.

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

Yanagi, Tomoyuki published the artcileNi-Catalyzed Carboxylation of C(sp²)-S Bonds with CO₂: Evidence for the Multifaceted Role of Zn, Product Details of C9H8O4, the publication is ACS Catalysis (2020), 10(3), 2117-2123, database is CAplus.

Nickel-catalyzed reductive carboxylation reactions of aryl electrophiles typically require the use of metallic reducing agents. At present, the prevailing perception is that these serve as both a source of electrons and as a source of Lewis acids that may aid CO₂ insertion into the Ni-C bond. Herein, we provide evidence for the in situ formation of organometallic species from the metallic reductant, a step that has either been ruled out or has been unexplored in catalytic carboxylation reactions with metal powder reductants. Specifically, we demonstrate that Zn(0) acts as a reductant and that Zn(II) generates arylzinc species that might play a role in the C(sp²)-S carboxylation of arylsulfonium salts. Overall, the reductive Ni-catalyzed C(sp²)-S carboxylation reaction proceeds under mild conditions in a non-amide solvent, displays a wide substrate scope, and can be applied to the formal para C-H carboxylation of arenes.

ACS Catalysis 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 C2H4ClNO, Product Details of C9H8O4.

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

Lamut, Andraz published the artcileSecond-generation 4,5,6,7-tetrahydrobenzo[d]thiazoles as novel DNA gyrase inhibitors, HPLC of Formula: 1877-71-0, the publication is Future Medicinal Chemistry (2020), 12(4), 277-297, database is CAplus and MEDLINE.

DNA gyrase and topoisomerase IV are essential bacterial enzymes, and in the fight against bacterial resistance, they are important targets for the development of novel antibacterial drugs. Building from our first generation of 4,5,6,7-tetrahydrobenzo[d]thiazole-based DNA gyrase inhibitors, we designed and prepared an optimized series of analogs that show improved inhibition of DNA gyrase and topoisomerase IV from Staphylococcus aureus and Escherichia coli, with IC₅₀ values in the nanomolar range. Importantly, these inhibitors also show improved antibacterial activity against Gram-pos. strains. The most promising inhibitor, 29, is active against Enterococcus faecalis, Enterococcus faecium and S. aureus wild-type and resistant strains, with min. inhibitory concentrations between 4 and 8 g/mL, which represents good starting point for development of novel antibacterials.

Future 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, HPLC of Formula: 1877-71-0.

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