Tag: M.W=100-150

Liu, Ruiqi published the artcileDesign, synthesis, and biological evaluation of a new class of histone acetyltransferase p300 inhibitors, Related Products of esters-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2019), 171-190, database is CAplus and MEDLINE.

In order to find potent p300 inhibitors with good drug-like properties, C646 was chosen as the lead compound and a series of new p300 inhibitors were designed based on the principle of bioisosterism and reasonable scaffold hopping and the structure-activity relationship was systematically explored. Ten of them were found to show comparable inhibitory activity as C646. The most potent pyrazolylidene compound, e.g., I (IC₅₀ = 0.16 μM), showed better p300 inhibitory activity than C646 with improved drug-like properties. Western blotting experiment confirmed that pyrazolylidene compound, e.g., I could reduce the level of H3K27 acetylation more significantly than C646. Further cellular assay indicated that it could inhibit the proliferation of human breast ductal carcinoma cell T47D and human breast cancer cell MCF7 with the IC₅₀ values of 5.08 μM and 22.54 μM, resp. Docking study of pyrazolylidene compound, e.g., I with p300 protein showed the possible reasons for its higher inhibition activity. Thus, pyrazolylidene compound, e.g., I might be with potential for development as a novel epigenetic agent targeting p300.

European Journal of Medicinal Chemistry published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Related Products of esters-buliding-blocks.

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

Hong, Jian published the artcileA novel approach to finafloxacin hydrochloride (BAY35-3377), Formula: C7H13NO2, the publication is Tetrahedron Letters (2009), 50(21), 2525-2528, database is CAplus.

Finafloxacin.HCl, an important clin. compound was synthesized by a novel synthetic approach. The active intermediate 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate was prepared by a new route. The chiral (S,S’)-N-Boc-pyrrolidinomorpholine I was derived from protected pyrrolidine, and its absolute stereochem. was established by x-ray anal.

Tetrahedron Letters published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Formula: C7H13NO2.

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

Liu, Xigong published the artcileConstruction of Vicinal Quaternary Carbon Stereocenters Through Diastereo- and Enantioselective Oxidative 1,6-Conjugate Addition, SDS of cas: 517-23-7, the publication is Angewandte Chemie, International Edition (2021), 60(34), 18499-18503, database is CAplus and MEDLINE.

The asym. construction of vicinal quaternary carbon stereocenters with at least one moiety in acyclic systems is a formidable challenge. A solution involving diastereo- and enantioselective oxidative 1,6-conjugate addn was disclosed. The practical asym. cross-dehydrogenative coupling of 2,2-diarylacetonitriles and diverse α-substituted cyclic 1,3-dicarbonyls proceeds, for vicinal quaternary carbon stereocenters with one center in acyclic systems, in excellent yields and stereoselectivities. The generality of the approach was further demonstrated by the stereoselective creation of vicinal quaternary carbon stereocenters with both centers in acyclic systems using acyclic β-ketoesters as coupling partners. Computational studies elucidate the origins of both diastereo- and enantioselectivity.

Angewandte Chemie, International Edition published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

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

Ma, Shuai published the artcileSynthesis of elvitegravir, SDS of cas: 924-99-2, the publication is Zhongguo Yiyao Gongye Zazhi (2014), 45(1), 5-8, database is CAplus.

Elvitegravir was synthesized from 2,4-difluorobenzoic acid via iodization, acylation and condensation to give Et 2-(2,4-difluoro-5-iodobenzoyl)-3-dimethylaminoacrylate, which was subjected to addition-elimination with L-valinol, cyclization, protection with tert-butyldimethylsilyl chloride and Negishi coupling reaction with 3-chloro-2-fluorobenzylzinc bromide, followed by one-pot synthesis including deprotection, hydrolysis and methoxylation with an overall yield of about 42%.

Zhongguo Yiyao Gongye Zazhi published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, SDS of cas: 924-99-2.

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

Cai, Yanyao published the artcileAccess to Functionalized E-Allylsilanes and E-Alkenylsilanes through Visible-Light-Driven Radical Hydrosilylation of Mono- and Disubstituted Allenes, Quality Control of 19788-49-9, the publication is Organic Letters (2019), 21(24), 9836-9840, database is CAplus and MEDLINE.

A visible-light-driven radical hydrosilylation of allene was achieved by using eosin Y as the photocatalyst, with thiol and base as additives. Depending on allenes, two types of adducts with E-selectivity were obtained. Monosubstituted nonarylated allenes reacted to give linear E-allylsilanes, while 1,3-disubstituted electron-deficient allenes afforded E-alkenylsilanes. A radical mechanism is proposed to account for the chemo-, regio-, and stereoselective formation of these functionalized Si-containing compounds

Organic Letters published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Quality Control of 19788-49-9.

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

Zhuo, Jin-Cong published the artcile¹⁷O NMR spectra of α,β-unsaturated carbonyl compounds RCH=CHCOX: the influence of group X on the δ(¹⁷O) value of the carbonyl oxygen and on the shielding effect of group R, Formula: C7H13NO2, the publication is Molecules [Electronic Publication] (1999), 4(11), 320-328, database is CAplus.

¹⁷O NMR spectra of 26 X (R = Me, Ph), 40 RCH:CHCOX (I; R = H, Ph, Me, EtO₂C) and 4 Me₂C:CHCOX (X = H, Me, Et, CHMe₂, CMe₃, Ph, CH:CHPh, OMe, OEt, Cl, cyano, CF₃, CO₂Et) are reported. The ¹⁷O shift values of these carbonyl compounds depend mainly on the electron-donating power of X and correlate well with the resonance consts, σ_R⁺ of X. This suggests that the δ(¹⁷O) values can be used to reflect qual. the electrophilicity of the carbonyl group. The shielding effect of the substituent R in I is diminished with increasing electron-donating power of X and correlates with σ⁺ values of X.

Molecules [Electronic Publication] published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C12H17NO2, Formula: C7H13NO2.

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

Zhan, Fuxu published the artcileCopper/Silver Co-catalyzed Regioselective C5-H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds, Synthetic Route of 30414-53-0, the publication is Synthesis (2020), 52(7), 1007-1014, database is CAplus.

A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5-H coupling of 8-aminoquinoline amides I (R = tert-Bu, Me, Ph, cyclohexyl, etc.) with the methylenic sp³ C-H bond of 1,3-dicarbonyl compds R¹COCH₂COR² (R¹ = Me, methoxy, ethoxy, isopropyloxy; R² = Me, Et, cyclopropyl, iso-Pr, phenyl). This protocol provides a highly regioselective synthetic route for the preparation of 8-aminoquinoline amides II under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.

Synthesis published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C9H16BNO2, Synthetic Route of 30414-53-0.

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

Zhang, Xiang-Jin published the artcileCascade Wolff Rearrangement/Acylation: A Metal-Free and Eco-Friendly Approach for 4-Hydroxy-pyrazolo[3,4-b]pyridin-6-ones and N-Pyrazole Amides Synthesis from 5-Aminopyrazoles and α-Diazoketones, HPLC of Formula: 30414-53-0, the publication is Journal of Organic Chemistry (2021), 86(23), 17471-17481, database is CAplus and MEDLINE.

A highly chemoselective cascade Wolff rearrangement/acylation reaction between 5-aminopyrazoles and diazo compounds has been developed. The protocol can facilitate the switchable synthesis of 4-hydroxy-pyrazolo[3,4-b]pyridin-6-ones I (R¹ = Me, Et, Ph, etc.; R² = Ph, t-Bu, 2-naphthyl, etc.; R³ = Ph, 4-MeOC₆H₄, 3-thienyl, etc.) and N-pyrazole amides II (R¹ = Me, t-Bu, Ph; R² = Ph, 4-FC₆H₄, 2-naphthyl, etc.; R³ = Me, c-hexyl, Ph, etc.; R⁴ = Me, Et) with the merits of a broad substrate scope, high functional group compatibility, and green and sustainable performance manner. All reactions proceeded efficiently without any catalyst and additives (acid and base) and resulted in the release of benign N₂, wherein di-Et carbonate served as a green benign solvent.

Journal of Organic Chemistry published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C12H9N3O4, HPLC of Formula: 30414-53-0.

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

Qian, Xing-Kai published the artcileDiscovery of pyrazolones as novel carboxylesterase 2 inhibitors that potently inhibit the adipogenesis in cells, Synthetic Route of 30414-53-0, the publication is Bioorganic & Medicinal Chemistry (2021), 116187, database is CAplus and MEDLINE.

Carboxylesterase 2 (CES2) is one of the most important Phase I drug metabolizing enzymes in the carboxylesterase family. It plays crucial roles in the bioavailability of oral ester prodrugs and the therapeutic effect of some anticancer drugs such as irinotecan (CPT11) and capecitabine. In addition to the well-known roles of CES2 in xenobiotic metabolism, the enzyme also participates in endogenous metabolism and the production of lipids. In this study, we synthesized a series of pyrazolones and assayed their inhibitory effects against CES2 in vitro. Structure-activity relationship anal. of these pyrazolones (I) reveals that the introduction of 4-methylphenyl unit (R¹), 4-methylbenzyl (R²) and cyclohexyl (R³) moieties are beneficial for CES2 inhibition. Guided by these SARs results, 1-cyclohexyl-4-(4-methylbenzyl)-3-p-tolyl-1H-pyrazol-5(4H)-one (27, II) was designed and synthesized. Further investigations demonstrated that the compound 27 exhibited stronger CES2 inhibition activity with a lower IC₅₀ value (0.13μM). The inhibition kinetic study demonstrated that compound 27 inhibited the hydrolysis of CES2-fluorescein diacetate (FD) through non-competitive inhibition. In addition, the mol. docking showed that the core of pyrazolone, the cyclohexane moiety, 4-methylbenzyl and 4-methylphenyl groups in compound 27 all played important roles with the amino acid residues of CSE2. Also, compound 27 could inhibit adipocyte adipogenesis induced by mouse preadipocytes. In brief, we designed and synthesized a novel pyrazolone compound with a strong inhibitory ability on CES2 and could inhibit the adipogenesis induced by mouse preadipocytes, which can be served as a promising lead compound for the development of more potent pyrazolone-type CES2 inhibitors, and also used as a potential tool for exploring the biol. functions of CES2 in human being.

Bioorganic & Medicinal Chemistry published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, Synthetic Route of 30414-53-0.

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

Liu, Rui-Zhe published the artcilePrecise Pentamers with Diverse Monomer Sequences and Their Thermal Properties, Application of Dimethyl fumarate, the publication is Chinese Journal of Polymer Science (2022), 40(5), 447-455, database is CAplus.

Sequenced-defined oligomer has been emerged as one of the hot topics in polymer chem. due to its capability of precisely controlling both chain length and monomer sequence. Recent efforts have focused on development of synthetic methodologies using state-of-the-art chem. tools. However, investigating the impact of minor changes in monomer sequence on phys. properties of these materials is still underdeveloped. Herein, four sequenced pentamers are synthesized by a reversible addition-fragmentation chain transfer (RAFT) single unit monomer insertion technique, in which a base pentamer possesses a relatively rigid backbone comprising of five cyclic monomer units. One of the cyclic units in this base pentamer is replaced by an acyclic monomer at different locations (the 1st, 3rd and 5th unit) to produce three modified pentamers, which leads to a significant decrease of glass transition temperature (Tg) compared to the base pentamer. Meanwhile, the modified pentamers with identical primary structures but distinct monomer sequences also present different T_g values depending on the position of the acyclic monomer unit. The middle (3rd) position of the acyclic unit causes profound decrease of T_g due to its increased mol. flexibility. These synthetic pentamers have been demonstrated to be excellent oligomeric plasticizers to modulate thermal transitions of bulk polymer materials.

Chinese Journal of Polymer Science published new progress about 624-49-7. 624-49-7 belongs to esters-buliding-blocks, auxiliary class Inhibitor,Natural product, name is Dimethyl fumarate, and the molecular formula is C6H8O4, Application of Dimethyl fumarate.

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