Category: 924-99-2

Al-Trawneh, Salah A. published the artcileA new efficient route to 7-aryl-6-fluoro-8-nitroquinolones as potent antibacterial agents, Product Details of C7H13NO2, the publication is European Journal of Medicinal Chemistry (2014), 364-367, database is CAplus and MEDLINE.

A series of 7-aryl-6-fluoro-8-nitroquinolones were synthesized through a novel, simple and clean synthetic procedure, through a Suzuki-Miyaura reaction. The target compounds were evaluated in vitro for their antimicrobial properties against bacterial and fungal strains. All of them showed antibacterial activity higher than the activity of ciprofloxacin, both towards Gram pos. Bacillus subtilis and Staphylococcus aureus, and Gram neg. Haemophilus influenzae strains. Compound 1-Cyclopropyl-6-fluoro-7-(4-methoxy-3,5-dimethylphenyl)8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, containing the trisubstituted 7-aryl moiety, emerged as the most active quinolone derivative with MIC values ranging from 0.00007 μg/mL to 0.015 μg/mL.

European Journal of Medicinal Chemistry 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, Product Details of C7H13NO2.

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

Ru, Tingting published the artcileA method for synthesis of 2H-[1, 4]oxazole triazine [2, 3, 4]-6-quinoline carboxylic acid derivatives by microwave, Quality Control of 924-99-2, the publication is Huagong Shikan (2014), 28(1), 15-17, database is CAplus.

The new method was introduced for synthesis of quinolinelactone compounds by microwave. The reaction was simple, high efficient and clean. Using the microwave heating, a series of oxazoletriazine [2, 3, 4]-6-quinoline carboxylic acid derivatives were synthesized, and the compounds were characterized by IR, ¹H NMR and mass spectrometry.

Huagong Shikan 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, Quality Control of 924-99-2.

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

Pasquini, Serena published the artcileInvestigations on the 4-Quinolone-3-carboxylic Acid Motif. 4. Identification of New Potent and Selective Ligands for the Cannabinoid Type 2 Receptor with Diverse Substitution Patterns and Antihyperalgesic Effects in Mice, Related Products of esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (2011), 54(15), 5444-5453, database is CAplus and MEDLINE.

Exptl. evidence suggests that selective CB2 receptor modulators may provide access to antihyperalgesic agents devoid of psychotropic effects. Taking advantage of previous findings on structure-activity/selectivity relationships for a class of 4-quinolone-3-carboxamides, further structural modifications of the heterocyclic scaffold were explored, leading to the discovery of the 8-methoxy derivative 4a endowed with the highest affinity and selectivity ever reported for a CB2 ligand. The compound, evaluated in vivo in the formalin test, behaved as an inverse agonist by reducing at a dose of 6 mg/kg the second phase of the formalin-induced nocifensive response in mice.

Journal of Medicinal Chemistry 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, Related Products of esters-buliding-blocks.

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

Jassem, Ahmed M. published the artcileMicrowave-assisted synthesis, molecular docking and anti-HIV activities of some drug-like quinolone derivatives, SDS of cas: 924-99-2, the publication is Medicinal Chemistry Research (2020), 29(6), 1067-1076, database is CAplus.

Abstract: In targeted therapy of breast cancer, human epidermal growth factor receptor 2 HER2 (PDB ID: 3PP0) is being considered as a promising route to design novel anti-breast cancer drugs. In this work, we report two of novel N-substituted pyrrolidine at C-8 position of quinolone derivatives 18 and 19, their synthesis under microwave technique, spectral methods, mol. docking study and anti-HIV activities. Docking study exhibited hydrogen bonding, polar, and Van der Waals interactions with the active site residues of HER2 target. The binding energy and hydrogen bonding interactions show that synthesized compounds are being considered to have a potential activity against breast cancer. In addition, quinolone derivatives were evaluated in vitro for antiviral activity against the replication of HIV-1 and HIV-2 in MT-4 cells. The results showed that quinolone derivatives 18 and 19 possess a potent activity against HIV-1 replication with IC₅₀ values of ≥15.20 and 14.26μM, SI ≤ 6 and >7, resp.

Medicinal Chemistry Research 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

Lin, Hongkun published the artcileA Rapid Total Synthesis of Ciprofloxacin Hydrochloride in Continuous Flow, HPLC of Formula: 924-99-2, the publication is Angewandte Chemie, International Edition (2017), 56(30), 8870-8873, database is CAplus and MEDLINE.

Within a total residence time of 9 min, the sodium salt of ciprofloxacin was prepared from simple building blocks via a linear sequence of six chem. reactions in five flow reactors. Sequential offline acidifications and filtrations afforded ciprofloxacin and ciprofloxacin hydrochloride. The overall yield of the eight-step sequence was 60 %. No separation of intermediates was required throughout the synthesis when a single acylation reaction was applied to remove the main byproduct, dimethylamine.

Angewandte Chemie, International Edition 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, HPLC of Formula: 924-99-2.

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

Lang, S. A. Jr. published the artcileβ-Aminocinnamonitriles as potential antiinflammatory agents, Category: esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (1975), 18(4), 441-3, database is CAplus and MEDLINE.

Of 13 title compounds, prepared by the reaction of salts of acetonitrile [75-05-8] and propionitrile [107-12-0] with the appropriate arylnitrile, only the parent β-aminocinnamonitrile [1823-99-0] had activity comparable to aspirin [50-78-2] in the carrageenan-induced rat paw edema test. Of 7 aminoarylacrylonitriles, prepared by the reaction of arylcyanoacetaldehydes with formamide derivatives, and 5 phenylpropiolate derivatives, none showed antiinflammatory activity.

Journal of Medicinal Chemistry 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, Category: esters-buliding-blocks.

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

Chen, Qian published the artcileSynthesis of 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride, Recommanded Product: Ethyl 3-(dimethylamino)acrylate, the publication is Nongyao (2012), 51(8), 569-572, database is CAplus.

This article aims to optimize a reasonable route of 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride on industrial scale. 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride was synthesized from Et 3-(dimethylamino)arylate via four steps including acylation, cyclization, hydrolysis, chlorination. The total yield was 46.8%, and the purity of 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid was 96.1% (HPLC). The products and intermediates were determined by ¹H NMR or MS and so on. The yield is improved and the operation process is simple, which is suitable for industrial production

Nongyao 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, Recommanded Product: Ethyl 3-(dimethylamino)acrylate.

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

Wang, Shenfeng published the artcile2-aryl-3-carbonylquinolones: design, synthesis and biological evaluation of novel HCV NS5B polymerase inhibitors, Safety of Ethyl 3-(dimethylamino)acrylate, the publication is Huaxue Xuebao (2014), 72(8), 906-913, database is CAplus.

Hepatitis C virus (HCV) infection is a global health problem that impacts approx. 180 million individuals. Until recently the current therapy for treating HCV infection has been regular injections of pegylated α-interferon (PEG-IFN) with daily oral administration of ribavirin (RBV). However, PEG-IFN/RBV treatment is only effective for only 50% of genotype 1 patients and associated with significant adverse effects including fatigue, hemolytic anemia, depression, and flulike symptoms. Therefore, the search for direct acting antivirals (DAAs) that are safe and effective has become an urgent endeavor. HCV NS5B polymerase, an essential enzyme for the HCV RNA replication, has emerged as an attractive and validated target for the direct HCV therapeutic intervention. Since NS5B polymerase needs a divalent metal ion as a cofactor in the active site for its catalytic function, the metal chelation motif-containing quinolone-3-carboxylic scaffold has been explored as a new class of non-nucleoside NS5B inhibitors. Two groups have recently reported a preliminary structure-activity relationship (SAR) study on the 4-quinolone-3-carboxylic acids as HCV NS5B inhibitors, just focused on the N-1, C-3 and C-6/7 substitutions. Based on the binding mode revealed by the cocrystal structure of the quinolone inhibitor bound to the NS5B enzyme, for the first time we proposed to introduce a hydrophobic group at C-2 position on the quinolone ring to improve the anti-HCV potency. By making use of the new method to synthesize 2-substituted quinolone-3-carboxylic acid derivatives recently developed by our group, we conducted a comprehensive SAR study on the 2-aryl-3-carbonylquinolone-based non-nucleoside inhibitors of HCV NS5B polymerase. Starting from the readily accessible amides and 3-oxo-3-arylpropanoates, structurally diverse 2-substituted quinolone-3-carboxylic acid derivatives were efficiently furnished by a tandem addition-elimination reaction/nucleophilic aromatic substitution reaction via an imine-enamine intermediate. The anti-HCV potency and cytotoxicity were evaluated in the HCV-infected host cells Huh7.5.1 assay system. To our delight, the incorporation of a hydrophobic aryl group into 2-position of the quinolone core really enhanced the inhibitory activity against the HCV replication in the host cells with a 2-fold selectivity over the cytotoxicity. Meanwhile, a small size hydrophobic group at N-1 position was favored for the 2-arylquinolone-derived NS5B inhibitors. Further structural variation was investigated on the C-3 and C-7 substituents, with an aromatic ester and an N-Me piperazine being an optimal moiety, resp. The global structural optimization at positions N-1, C-2, C-3 and C-7 resulted in the discovery of novel 2-aryl substituted quinolone inhibitors with low micromolar EC₅₀ values to inhibit the replication of the HCV RNA in the host cell Huh7.5.1 and therapeutic indexes of 2∼6, providing a new promising lead for the further development into anti-HCV drug candidates.

Huaxue Xuebao 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 C9H7NO2, Safety of Ethyl 3-(dimethylamino)acrylate.

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

Li, Xin-Ran published the artcileSequential Cobalt/Rhodium-Catalyzed Tandem Cyclization of Aromatic Aldehydes with Acrylates for Preparing 3-Substituted Phthalides in Oxygen Atmosphere and Neat Water, Recommanded Product: Ethyl 3-(dimethylamino)acrylate, the publication is Asian Journal of Organic Chemistry (2022), 11(2), e202100725, database is CAplus.

Metal-catalyzed C-H activation/tandem reactions of aromatic acids and functionalized alkenes is profound for constructing phthalide skeleton. However, most of these reactions employ stoichiometric amounts of metal additives and metal oxidants/toxic organic solvents. Herein, a sequential cobalt/rhodium-catalyzed tandem cyclization of aromatic aldehydes and acrylates for preparing 3-substituted phthalides in one pot has been described. This protocol features the use of water as a sustainable solvent and oxygen as the singular oxidant free of any additives. The use of aromatic aldehydes instead of aromatic acids as starting materials renders this route high atom economy, and the formation of water as a sole byproduct makes this process practical and environmentally benign.

Asian Journal of Organic Chemistry 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, Recommanded Product: Ethyl 3-(dimethylamino)acrylate.

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

Besseau, Francois published the artcileHydrogen-bond basicity of esters, lactones and carbonates, Product Details of C7H13NO2, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1994), 485-9, database is CAplus.

A thermodn. hydrogen-bond-basicity scale pK_HB (logarithm of the formation constant of 4-fluorophenol-base complexes in CCl₄) has been determined for esters, lactones and carbonates, and correlated to a spectroscopic basicity scale. In the esters R¹CO₂R² the hydrogen-bond basicity is decreased by bulky alkyl R¹ substituents (steric effect) but increased by branched and lengthened alkyl R² substituents (electronic effects). Quant. structure-basicity relationships have been established in the XCO₂Et (X varying from CF₃ to Me₂N) and XC₆H₄CO₂Et (X varying from 4-NO₂ to 4-Me₂N) series. Vinylol. strongly increases hydrogen-bond basicity: Me₂NCH:CHCO₂Et is the most basic ester presently known. Cyclization increases the hydrogen-bond basicity of esters and carbonates.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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, Product Details of C7H13NO2.

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