Tag: M.W=100-150

Fobi, Kwabena published the artcileDomino Nitro Reduction-Friedlander Heterocyclization for the Preparation of Quinolines, Formula: C6H10O3, the publication is Molecules (2022), 27(13), 4123, database is CAplus and MEDLINE.

The Friedlander synthesis offers efficient access to substituted quinolines from 2-aminobenzaldehydes and activated ketones in the presence of a base. The disadvantage of this procedure lies in the fact that relatively few 2-aminobenzaldehyde derivatives are readily available. To overcome this problem, authors report a modification of this process involving the in situ reduction of 2-nitrobenzaldehydes with Fe/AcOH in the presence of active methylene compounds (AMCs) to produce substituted quinolines in high yields. The conditions are mild enough to tolerate a wide range of functionality in both reacting partners and promote reactions not only with Ph and benzyl ketones, but also with β-keto-esters, β-keto-nitriles, β-keto-sulfones and β-diketones. The reaction of 2-nitroarom. ketones with unsym. AMCs is less reliable, giving a competitive formation of substituted quinolin-2(1H)-ones from the cyclization of the Z Knoevenagel intermediate which appears to be favored when certain large groups are adjacent to the AMC ketone carbonyl.

Molecules 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, Formula: C6H10O3.

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

Takeoka, Gary R. published the artcileCyclic esters: compounds possessing remarkably low odor thresholds, Application of Ethyltert-butylacetate, the publication is Lebensmittel-Wissenschaft und -Technologie (1991), 24(6), 569-70, database is CAplus.

A series of cyclic esters (Et cyclopropanecarboxylate to Et cyclooctanecarboxylate) were synthesized and their odor thresholds were determined using sensory panel methods. Ring size had a dramatic effect on the odor potency of the esters. The odor thresholds reached a min. (0.001 ppb) with the cyclopentane and cyclohexane ring substituents. While increasing the ring size had only a slight effect on the odor threshold, smaller ring substituents had much higher odor thresholds. The effect of double bond position in the cyclohexane ring on the odor threshold was also examined

Lebensmittel-Wissenschaft und -Technologie published new progress about 5340-78-3. 5340-78-3 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is Ethyltert-butylacetate, and the molecular formula is C38H74Cl2N2O4, Application of Ethyltert-butylacetate.

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

Anselmi, E. published the artcilePerfluoroalkylation of aliphatic thiols in the presence of sodium hydroxymethanesulfinate, Category: esters-buliding-blocks, the publication is Journal of Fluorine Chemistry (2000), 105(1), 41-44, database is CAplus.

Direct perfluoroalkylation of aliphatic thiols was performed in the presence of sodium hydroxymethanesulfinate (Rongalite). Reaction of mercaptoalkanoic esters with trifluoromethyl bromide gave the corresponding trifluoromethylthio ethers. Condensation of alkane dithiols with perfluoroalkyl iodides led mainly to fluorinated dithioethers. These alkylation reactions are interpreted as occurring via in situ formation of dialkyl disulfides. A mixture of Rongalite and water was introduced to a mixture of Me mercaptoacetate and sodium phosphate in DMF. The flask was evacuated and bromotrifluoromethane (gas) was introduced while the pressure was maintained at 4.5 bar. After work-up the yield of Me [(trifluoromethyl)thio]acetate was 48%.

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

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. 2. synthesis and structure-activity relationship of potent and selective cannabinoid-2 receptor agonists endowed with analgesic activity in vivo, Synthetic Route of 924-99-2, the publication is Journal of Medicinal Chemistry (2008), 51(16), 5075-5084, database is CAplus and MEDLINE.

Quinolone-3-carboxamides bearing at position 5, 6, 7, or 8 diverse substituents such as halides, alkyl, aryl, alkoxy, and aryloxy groups differing in their steric/electronic properties, were prepared The new compounds were tested in vitro for CB1 and CB2 receptor affinity in comparison with the reference compounds rimonabant and SR144528. The tested compounds exhibited CB2 affinity in the range from 55.9 to 0.8 nM and CB1 affinity in the range from >10 000 to 5.3 nM, with selectivity indeces [K_i(CB1)/K_i(CB2)] varying from >2666.6 to 1.23. On the basis of the structure-selectivity relationship developed, the presence of a substituent at C6/C8 or C7 well accounts for the high or low CB2 selectivity, resp. Compound I, characterized by high CB2 affinity and selectivity, showed analgesic activity in the formalin test of acute peripheral and inflammatory pain in mice as a result of selective CB2 agonistic 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, Synthetic Route of 924-99-2.

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

Schmitt, Etienne published the artcileFluoroalkyl Amino Reagents for the Introduction of the Fluoro(trifluoromethoxy)methyl Group onto Arenes and Heterocycles, Synthetic Route of 924-99-2, the publication is Organic Letters (2017), 19(18), 4960-4963, database is CAplus and MEDLINE.

Fluoroalkyl amino reagents have been developed from com. available trifluoromethyl trifluorovinyl ether via a hydroamination reaction with diethylamine or dimethylamine. These reagents can be activated by treatment with a Lewis acid and subsequently used as a mono- or dielectrophile for the introduction of the fluoro(trifluoromethoxy)methyl group, either in Vilsmeier-type acylations of aromatic substrates or in the synthesis of fluorinated pyrazoles from CH-acidic substrates and of bis-fluorinated pyrazoles, all being important building blocks for medicinal and agricultural chem.

Organic 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, Synthetic Route of 924-99-2.

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

Mariottini, Alice published the artcileEffect of disease-modifying treatments on antibody-mediated response to anti-COVID19 vaccination in people with multiple sclerosis, SDS of cas: 624-49-7, the publication is Journal of Neurology (2022), 269(6), 2840-2847, database is CAplus and MEDLINE.

Few data are available so far on the antibody-mediated immune response to anti-SARS-Cov2 vaccination in people with multiple sclerosis (pwMS) treated with disease-modifying treatments (DMTs), therefore this issue was explored in a real-life cohort of pwMS. Retrospective monocentric study on anti-spike protein antibody response in pwMS who had received vaccination for Sars-Cov2. Adverse events following vaccination were also recorded. One hundred and twenty pwMS were included: 83 females (69%); median age at vaccination 42 years (range 21-73); 112/120 patients (93%) were receiving DMTs at vaccination. Anti-spike protein IgG antibodies were detectable in 102/120 (85%) cases overall, being the proportion lower in pwMS receiving anti-CD20 antibodies (14/31, 45%) compared to non-depletive treatments (77/78, 99%), p < 0.0001. Median anti-spike titer was lower in anti-CD20 antibodies and fingolimod-treated pwMS compared to those receiving other DMTs, and it correlated with anti-CD20 treatment duration (R – 0.93, p < 0.0001) and with age at vaccination in pwMS not receiving depletive treatments (R – 0.25, p = 0.028). Baseline CD19+ cell count (where available) was higher in the responder group than in non-responders, p < 0.0001. Two symptomatic COVID-19 infections were diagnosed over a median follow-up of 5 mo (range 2-7); adverse events were aligned with the published literature. Antibody response to anti-COVID-19 vaccines was detected in most of the pwMS analyzed, but frequency of responders was reduced in those receiving CD20 depleting therapies compared to other DMTs-treated pwMS. Investigations on cell-mediated immune response are needed to assess whether a protective immune response is elicited also in non-antibody responders.

Journal of Neurology 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, SDS of cas: 624-49-7.

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

Kirk, Ralph published the artcileNovel C-7 carbon substituted fourth generation fluoroquinolones targeting N. Gonorrhoeae infections, Related Products of esters-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(20), 127428, database is CAplus and MEDLINE.

Delafloxacin, a fourth-generation anionic fluoroquinolone (FQ) was approved in 2019 for community acquired bacterial pneumonia (CARP). It has broad spectrum activity and an improved class-related toxicity profile. However, it has recently failed a Phase 3 clin. trial for treatment of N. gonorrhoeae infections due to the lack of sufficient efficacy at the dose administered. Inspired by the microbiol. and safety profile of delafloxacin, we have developed and profiled the first reported delafloxacin carbon analog whereby a Nitrogen-for-Carbon swap has been successfully carried out at the C7 position. Not only have we shown that compounds with this modification maintain activity against N. gonorrhoeae (plus other gram-pos. and gram-neg. bacteria) but they also demonstrate a differentiated physicochem. profile. A zwitterionic derivative of delafloxacin was also profiled and demonstrated a superior microbiol. profile against gram-neg. strains, while maintaining favorable selected ADMET properties.

Bioorganic & Medicinal Chemistry 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, Related Products of esters-buliding-blocks.

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

Perkovic, Ivana published the artcileItaconic acid hybrids as potential anticancer agents, COA of Formula: C6H8O4, the publication is Molecular Diversity (2022), 26(1), 1-14, database is CAplus and MEDLINE.

In this paper, we report the synthesis of novel hybrids 2-14 based on itaconic acid and fluoroaniline, pyridine, indole and quinoline scaffolds. Itaconic acid is a naturally occurring compound with a Michael acceptor moiety, a key structural feature in several anticancer and antiviral drugs, responsible for the covalent binding of a drug to the cysteine residue of a specific protein. Aromatic parts of the hybrids also come from the substances reported as anticancer or antiviral agents. The synthetic route employed to access the amido-ester hybrids 2-13 used monomethyl itaconate or monomethyl itaconyl chloride and corresponding amines as the starting materials. Dimers 14 and 15 with two aminoindole or mefloquine moieties were prepared from itaconic acid and corresponding amino derivative, using standard coupling conditions (HATU/DIEA). All hybrids exerted anticancer effects in vitro against almost all the tumor cell lines that were evaluated (MCF-7, HCT 116, H460, LN-229, Capan-1, DND-41, HL-60, K-562, Z-138). Solid tumor cells were, in general, more responsive than the haematol. cancer cells. The MCF-7 breast adenocarcinoma cell line appeared the most sensitive. Amido-ester 12 with chloroquine core and mefloquine homodimer 15 showed the highest activity with GI50 values between 0.7 and 8.6 μM. In addition, compound 15 also exerted antiviral activity against Zika virus and Coxsackievirus B4 in low micromolar concentrations

Molecular Diversity 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, COA of Formula: C6H8O4.

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

Nandurkar, Nitin S. published the artcileSynthesis of sterically hindered 1,3-diketones, Recommanded Product: Ethyltert-butylacetate, the publication is Synthetic Communications (2007), 37(23), 4111-4115, database is CAplus.

An efficient and practical method for the synthesis of sterically hindered aliphatic/aromatic 1,3-diketones via coupling of ketones with esters using potassium tert-butoxide was described. The protocol requires milder operating conditions, and the products were obtained in good to excellent yields.

Synthetic Communications published new progress about 5340-78-3. 5340-78-3 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is Ethyltert-butylacetate, and the molecular formula is C8H16O2, Recommanded Product: Ethyltert-butylacetate.

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

Li, Junchen published the artcileMicrowave-Assisted Pd-Catalyzed Desulfitative C-S Coupling of Arylsulfinate Metal Salts and Alkanethiols, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2014), 189(12), 1873-1881, database is CAplus.

This paper reports a palladium-catalyzed C-S coupling of arylsulfinate metal salts and alkanethiols via liberation of sulfur dioxide. The use of PdCl₂ as the catalyst in combination with AgNO₃ as the oxidant under microwave irradiation results in synthetically and biol. important aryl alkyl sulfides. A variety of arylsulfinate metal salts, such as sodium, potassium, lithium, silver, zinc, and copper salts, are tolerated well in this reaction.

Phosphorus, Sulfur and Silicon and the Related Elements 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, Recommanded Product: Ethyl 2-mercaptopropanoate.

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