Tag: 100-200

The de novo design and synthesis of cyclic urea inhibitors of factor Xa: optimization of the S4 ligand was written by Galemmo, Robert A. Jr.;Wells, Brian L.;Rossi, Karen A.;Alexander, Richard S.;Dominguez, Celia;Maduskuie, Thomas P.;Stouten, Pieter F. W.;Wright, Matthew R.;Aungst, Bruce J.;Wong, Pancras C.;Knabb, Robert M.;Wexler, Ruth R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Synthetic Route of C8H4N2O This article mentions the following:

In this report refinements to the S4 ligand group leads to I, an inhibitor of fXa with good potency in vitro and an improved pharmacokinetic profile in rabbit. The x-ray crystallog. study of a representative analog confirms our binding model for this series. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Synthetic Route of C8H4N2O).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C8H4N2O

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes was written by Bos, Maxence;Huang, Wei-Sheng;Poisson, Thomas;Pannecoucke, Xavier;Charette, Andre B.;Jubault, Philippe. And the article was included in Angewandte Chemie, International Edition in 2017.Formula: C10H11FO2 This article mentions the following:

The first catalytic asym. synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh₂((S)-BTPCP)₄ as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99 % ee). This methodol. allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time. Thus, e.g., α-nitro diazo ketone I + α-(difluoromethyl)styrene → II (93%, 11.5:1 d.r., 99% ee) in presence of Rh₂((S)-BTPCP)₄ (III). In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Formula: C10H11FO2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Formula: C10H11FO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electrophilic fluorination with N,N’-difluoro-2,2′-bipyridinium salt and elemental fluorine was written by Adachi, Kenji;Ohira, Yutaka;Tomizawa, Ginjiro;Ishihara, Sumi;Oishi, Satoshi. And the article was included in Journal of Fluorine Chemistry in 2003.Name: Methyl 2-fluoro-3-oxopentanoate This article mentions the following:

N,N’-Difluoro-2,2′-bipyridinium bis(tetrafluoroborate) (MEC-31) was shown to be a highly reactive electrophilic fluorinating agent with the highest effective fluorine content in its class. We have developed the perfect recycled fluorination system with MEC-31 for the lower-cost industrial fluorination and for an environment. MEC-31 can be completely recycled including the counter-anion. We found the fluorination of 2-naphthol in liquid CO₂ with MEC-31 in the presence of catalytic amount of NaOTf proceeded quant. without the generation of byproduct. In the fluorination of 1,3-dicarbonyl compounds with elemental fluorine, we found the introduction method of fluorine gas would be very important in order to make a reaction efficient. As fluorination goes on, the quantity of 1,3-dicarbonyl compounds of the starting material is reduced gradually, and therefore the quantity of fluorine must be reduced by the method to control the flow rate or the concentration of fluorine gas diluted with nitrogen, together the fluorination to proceed efficiently. In the experiment, the researchers used many compounds, for example, Methyl 2-fluoro-3-oxopentanoate (cas: 180287-02-9Name: Methyl 2-fluoro-3-oxopentanoate).

Methyl 2-fluoro-3-oxopentanoate (cas: 180287-02-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Name: Methyl 2-fluoro-3-oxopentanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Copper-Catalyzed Formal Dehydrogenative Coupling of Carbonyls with Polyfluoroarenes Leading to β-C-H Arylation was written by Xie, Weilong;Kim, Dongwook;Chang, Sukbok. And the article was included in Journal of the American Chemical Society in 2020.Reference of 868-57-5 This article mentions the following:

We herein communicate a formal dehydrogenative coupling of carbonyls with polyfluoroarenes enabled by Cu catalysis. Silyl enol ethers initially prepared from carbonyls are postulated to undergo the copper-mediated oxidative dehydrogenative coupling with polyfluoroarenes via a radical pathway. Including cyclic and linear ketones, aldehydes, and esters, a broad range of β-aryl carbonyl products were efficiently obtained in high regio- and stereoselectivity with excellent functional group tolerance. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Reference of 868-57-5).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Reference of 868-57-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Influence of the alkylsulfonylamino substituent located at the 6-position of 2,2-dimethylchromans structurally related to cromakalim: From potassium channel openers to calcium entry blockers? was written by Florence, Xavier;Desvaux, Vincent;Goffin, Eric;de Tullio, Pascal;Pirotte, Bernard;Lebrun, Philippe. And the article was included in European Journal of Medicinal Chemistry in 2014.Synthetic Route of C8H4N2O This article mentions the following:

The present study described the synthesis of original R/S-6-alkylsulfonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans bearing a 3- or 4-substituted phenylthiourea or phenylurea moiety at the 4-position. Their biol. effects were evaluated both on insulin-secreting and smooth muscle cells and were compared to those of reference K_ATP channel activators such as (±)-cromakalim, diazoxide and previously synthesized cromakalim analogs. The study aimed at exploring the influence of the introduction of an alkylsulfonylamino substituent at the 6-position of 2,2-dimethylchromans to improve biol. activity, tissue selectivity but also hydrophilicity of dihydrobenzopyran derivatives Several compounds are equipotent or even more potent than (±)-cromakalim and diazoxide at inhibiting the insulin releasing process. Most of the newly synthesized and more hydrophilic dihydrobenzopyrans also exhibited a marked vasorelaxant activity although they were less potent than (±)-cromakalim. Addnl. pharmacol. and radioisotopic studies suggested that R/S-N-3-chlorophenyl-N’-(3,4-dihydro-6-methylsulfonylamino-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea did not act as a potassium channel opener but rather as a Ca²⁺ entry blocker. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Synthetic Route of C8H4N2O).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Synthetic Route of C8H4N2O

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis and 3D quantitative SAR study of quinazoline derivatives containing a 1,3,4-oxadiazole moiety as efficient inhibitors against Xanthomonas axonopodis pv. citri was written by Wang, Xiaobin;Yan, Jinghua;Wang, Mengqi;Liu, Menghan;Zhang, Juping;Chen, Lijuan;Xue, Wei. And the article was included in Molecular Diversity in 2018.Related Products of 587-88-2 This article mentions the following:

A series of quinazoline derivatives containing a 1,3,4-oxadiazole moiety I [R¹ = H, 6-Cl, 8-Me; R² = Ph, 4-ClC₆H₅, PhOCH₂, etc.] were synthesized and evaluated for their antibacterial activities against Xanthomonas axonopodis pv. citri (Xac) and Ralstonia solanacearum (Rs). Antibacterial bioassays indicated that most of target compounds exhibited significant antibacterial activities against Xac and Rs in-vitro. Strikingly, compounds I [R¹ = H; R² = C₆H₅OCH₂, 4-O₂NC₆H₅, 2-MeC₆H₅CH₂, 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-FC₆H₅OCH₂, 4-ClC₆H₅OCH₂], [R¹ = 6-Cl; R² = C₆H₅OCH₂, 4-O₂NC₆H₅, 2-MeC₆H₅CH₂, 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-ClC₆H₅OCH₂] and [R¹ = 8-Me; R² = 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-FC₆H₅OCH₂, 4-ClC₆H₅OCH₂] showed antibacterial activity against Xac, with EC₅₀ values ranging from 14.42 to 38.91 μg/mL, which are better than that of bismerthiazol (39.86 μg/mL). Based on the antibacterial activity against Xac,comparative mol. filed anal. and comparative mol. similarity index anal. models were generated to investigate the structure-activity relationship of title compounds against Xac. The anal. results indicated that the above models exhibited good predictive accuracy and could be used as practical tools for guiding the design and synthesis of more potent quinazoline derivatives containing a 1,3,4-oxadiazole moiety. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Related Products of 587-88-2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Related Products of 587-88-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Copper-catalyzed asymmetric 1,6-conjugate addition of in situ generated para-quinone methides with β-ketoesters was written by Wang, Yi-Feng;Wang, Chao-Jie;Feng, Qing-Zhou;Zhai, Jing-Jing;Qi, Suo-Suo;Zhong, Ai-Guo;Chu, Ming-Ming;Xu, Dan-Qian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Application of 13669-10-8 This article mentions the following:

A Cu-catalyzed asym. 1,6-conjugate addition of in situ generated para-quinone methides (p-QMs) with β-ketoester has been developed to construct a ketoester skeleton bearing an adjacent tertiary-quaternary carbon stereocenter in good yields and high enantioselectivities. This is the first example of metal-catalyzed asym. transformations of the in situ generated p-QMs, avoiding using pre-synthesized p-QMs requiring bulky 2,6-substitutions and highlighting a new dual catalytic activation with the chiral bis(oxazoline)-metal complex acting as a normal Lewis acid to activate the β-ketoesters and a source of Bronsted acid responsible for generating the p-QMs in situ. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Application of 13669-10-8).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Application of 13669-10-8

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Aerobic oxygenation of olefinic compounds to the corresponding α-hydroxy ketones using an osmium tetroxide-nickel(II) complex catalyst system was written by Takai, Toshihiro;Yamada, Tohru;Mukaiyama, Teruaki. And the article was included in Chemistry Letters in 1991.HPLC of Formula: 19444-23-6 This article mentions the following:

In the presence of the catalyst system OsO₄-bis(3-methyl-2,4-pentanedionato)nickel(II), various olefinic compounds are directly converted to α-hydroxy ketones in good yields with O₂ and an aldehyde. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6HPLC of Formula: 19444-23-6).

Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.HPLC of Formula: 19444-23-6

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chemical composition, antibiofilm, cytotoxic, and anti-acetylcholinesterase activities of Myrtus communis L. leaves essential oil was written by Caputo, Lucia;Capozzolo, Francesca;Amato, Giuseppe;De Feo, Vincenzo;Fratianni, Florinda;Vivenzio, Giovanni;Nazzaro, Filomena. And the article was included in BMC Complementary Medicine and Therapies in 2022.Application of 105-87-3 This article mentions the following:

The potential of essential oils (EOs) and of their principal constituents for eradication of biofilm and at the same time the research of new potential acetylcholinesterase inhibitors is gaining increasing interest in last years. The aims of this study were to determine the chem. composition and to evaluate the antibacterial, cytotoxic, and anti-acetylcholinesterase properties of Myrtus communis leaves essential oil and its main constituents. Essential oil was obtained by hydrodistillation of M. communis L. leaves and was analyzed by GC and GC-MS. The antimicrobial activity was carried out against both gram-neg. and gram-pos. bacteria. The microdilution method was used to estimate the min. inhibitory concentrations (MICs). Then, the capacity of essential oil and its main constituent to inhibit biofilm growth, with the method of OToole and Kolterand, and the metabolic activity of biofilm cells through the MTT colorimetric method were evaluated at different times. Moreover, was studied the potential cytotoxic activity against SH-SY5Y cell line with MTT assay and the anti-acetylcholinesterase activity using Ellmans assay. Myrtenyl-acetate, 1,8 cineole, α-pinene, and linalool were the main components in the EO. The myrtle EO, at the min. tested dose (0.4 mg/mL), inhibited S. aureus biofilm by 42.1% and was capable of inhibiting the biofilm cell metabolism in all tested strains, except Staphylococcus aureus. Moreover, the EO showed good cytotoxic and anti-acetylcholinesterase activities IC50 of 209.1 and 32.8μg/mL, resp. The results suggest that myrtle EO and its main constituents could be used as possible products that could act against the resistant pathogenic species E. coli, P. aeruginosa, L. monocytogenes and S. aureus, on the other hand, as possible coadjutants in the treatment of neurol. diseases. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3Application of 105-87-3).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Application of 105-87-3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

NMR investigation into inter- and intramolecular interactions in substituted trifluoromethylphenylisocyanate, fluorophenylisocyanate, fluoroaniline, and fluoronitrobenzene was written by Kosfeld, R.;Henke, L.. And the article was included in Organic Magnetic Resonance in 1976.Application of 60221-81-0 This article mentions the following:

The effects of temperature and solvent (CCl4) concentration on the chem. shifts of 1H and F signal of the title compounds (I-IV, resp.) were investigated. In ortho substituted I the temperature effect on the F chem. shift arose from intramol. interaction of the CF3 group with the ortho substituent; rising temperature led to an increase in chem. shift. The temperature dependence of the electron distribution of meta and para substituted I was attributed to intermol. interactions; rising temperature thus led to a decrease in chem. shift. Protons showed a temperature dependence of the chem. shifts due to Van der Waals effects; increasing the amount of CCl4 led to a weakening of the anisotropy effect and an increase in the chem. shifts of both F and 1H signals. In the experiment, the researchers used many compounds, for example, 1-Fluoro-3-isocyanato-2-methylbenzene (cas: 60221-81-0Application of 60221-81-0).

1-Fluoro-3-isocyanato-2-methylbenzene (cas: 60221-81-0) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Application of 60221-81-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics