Tag: M.W=100-150

Huang, Lily published the artcileIdentification of Potent and Selective Mechanism-Based Inhibitors of the Cysteine Protease Cruzain Using Solid-Phase Parallel Synthesis, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Journal of Medicinal Chemistry (2002), 45(3), 676-684, database is CAplus and MEDLINE.

Targeted libraries of ketone-based cysteine protease inhibitors were synthesized and screened against cruzain, a cysteine protease implicated in Chagas’ disease. A number of single digit nanomolar, low mol. weight inhibitors were identified and optimized for solubility and potency. Specifically, the best inhibitors identified have K_i values of 0.9-10 nM and mol. weights between 499 and 609 Da. The most effective inhibitor was also greater than 1000-fold selective for cruzain relative to cathepsin B and 100-fold selective for cruzain relative to cathepsin L.

Journal of Medicinal 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, Recommanded Product: Ethyl 2-mercaptopropanoate.

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

Mathiyazhagan, Kasinathan published the artcileIsolation of Natural Naphthoquinones from Juglans regia and In Vitro Antioxidant and Cytotoxic Studies of Naphthoquinones and the Synthetic Naphthofuran Derivatives, SDS of cas: 924-99-2, the publication is Russian Journal of Bioorganic Chemistry (2018), 44(3), 346-353, database is CAplus.

The naphthoquinones and their derivatives containing hydroxyl group exhibit wide range of pharmacol. activities, such as antioxidant, antibacterial, antiviral, anticancer, antimalarial, and antifungal activities. In particular, the antioxidant and anticancer behaviors of these compounds continue to draw attention of researchers. In the present communication, three natural naphthoquinones-juglone, lawsone, and plumbagin-isolated from the chloroform extract of nutshells of Juglans regia Linn. and two 1,4-naphthoquinone derivatives-ethyl-5-hydroxynaphtho[ 1,2-b]furan-3-carboxylate and diethylnaphtho[1,2-b:4,3-b′]difuran-3,4-dicarboxylate-and three 5-hydroxy- 1,4-naphthoquinone derivatives-diethyl-7-hydroxynaphtho[1,2-b:4,3-b′]difuran-3,4-dicarboxylate,4-ethoxycarbonyl- 7-hydroxynaphtho[1,2-b:4,3-b′]difuran-3-carboxylic acid, and 7-hydroxynaphtho[1,2-b:4,3-b′]difuran-3,4- dicarboxylic acid were synthesized and examined for their in vitro antioxidant activity using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis-3-ethylbenzthiazoline-6-sulfonic acid (ABTS) bioassays. The 5-hydroxy-1,4-naphthoquinone derivatives displayed almost equivalent scavenging activity in DPPH assay and higher activity in ABTS assay relative to ascorbic acid. On the other hand, naphthoquinones Juglone and Plumbagin showed lesser antioxidant activity, but higher cytotoxic activity than naphthofurans except for di-Et naphtho[1,2-b:4,3-b′]difuran-3,4-dicarboxylate, which showed excellent cytotoxic activity.

Russian Journal of Bioorganic 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, SDS of cas: 924-99-2.

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

Itobe, Takafumi published the artcileNew Factor Characterizing the In-Mouth Release of Odorants (Volatile Thiols): Compositional Changes in Odorants Exhaled from the Human Nose during Drinking, Synthetic Route of 19788-49-9, the publication is Journal of Agricultural and Food Chemistry (2009), 57(23), 11297-11301, database is CAplus and MEDLINE.

The aim of this research was to investigate the relationship between the odorants in the model drink and the odorants reaching the olfactory epithelium using the Retronasal Flavor Impression Screening System (R-FISS). By application of the R-FISS to the odorants in the model drink, it was found that a methylthio ether [1-methoxy-3-methyl-3-(methylthio)butane] was detected with the original volatile thiol (4-methoxy-2-methyl-2-mercaptobutane) in the air exhaled through the nostrils via the nasal cavity after the model drink (including the original thiol) had been swallowed. In addition, this phenomenon was also observed in other volatile thiols (furfuryl mercaptan, Et 2-mercaptopropionate, 2-methyl-1-mercaptobutane, and 4-mercapto-4-methyl-2-pentanone). These compositional changes in thiols that were observed in the air exhaled through the nostrils could be affected by the chem. structure of each tested thiol and individual differences. These results pointed to a possibility that the odorants reaching the olfactory receptor via the throat during consumption of foods could not always retain their original chem. structures and compositions in foodstuffs. Therefore, the characteristic odor of volatile thiols might be perceived due to the stimuli of multiple compounds To understand in detail flavor perception during the consumption of foods, not only the compositions or amounts of odorants in foodstuffs but also the compositional changes in odorants induced by biol. reactions (reduction or methylation) need to be taken into consideration.

Journal of Agricultural and Food 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, Synthetic Route of 19788-49-9.

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

Severac, Romain published the artcileReversible addition-fragmentation chain-transfer (RAFT) copolymerization of vinylidene chloride and methyl acrylate, Product Details of C5H10O2S, the publication is Polymer International (2002), 51(10), 1117-1122, database is CAplus.

The reversible addition-fragmentation chain-transfer (RAFT) copolymerization of vinylidene chloride with Me acrylate was investigated at 70°C in benzene. Three benzodithioate chain-transfer agents were synthesized in high yield by a simple and straightforward transesterification method. These dithioesters were successfully used as reversible chain-transfer agents, as demonstrated by the increase of mol. weight with conversion, a relatively low polydispersity index (I_p = 1.5) in comparison with a blank experiment (I_p = 1.9), first-order polymerization kinetics, and efficient chain extension. Nevertheless, a transfer reaction to vinylidene chloride monomer was considered to address the limitations of the RAFT process for this system. Moreover, a retardation effect was noticeable on the kinetics, depending on the structure and concentration of the transfer agent, leading to lower rate of polymerization for lower targeted mol. weights

Polymer International 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 C18H34N4O5S, Product Details of C5H10O2S.

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

Wang, Mengdan published the artcileSequential C-C σ-Bond Cleavage/(sp²) C-O Bond Formation via C-H Functionalization toward Pyranoindolones Fused with Medium-Sized Rings, Recommanded Product: 3-Acetyldihydrofuran-2(3H)-one, the publication is Organic Letters (2018), 20(19), 6130-6134, database is CAplus and MEDLINE.

An atom-economical procedure for the synthesis of pyranoindolones fused with 7- or 8-membered rings has been developed. This process is realized through the sequential Cs₂CO₃-promoted C-C σ-bond cleavage of cyclic ketoesters and a ZnI₂-mediated selective C-H/O-H coupling reaction. Two of the C-C σ-bonds are cleaved and one of the sp² C-H bonds is functionalized during the reaction process. Easily accessible starting materials and broad substrate scope make this protocol attractive in synthetic organic chem.

Organic Letters 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 C10H9NO4S, Recommanded Product: 3-Acetyldihydrofuran-2(3H)-one.

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

Schulte, Bianca published the artcileAndrographolide Derivatives Target the KEAP1/NRF2 Axis and Possess Potent Anti-SARS-CoV-2 Activity, SDS of cas: 624-49-7, the publication is ChemMedChem (2022), 17(5), e202100732, database is CAplus and MEDLINE.

Naturally occurring compounds represent a vast pool of pharmacol. active entities. One of such compounds is andrographolide, which is endowed with many beneficial properties, including the activity against SARS-CoV-2. To initiate a drug repurposing or hit optimization campaign, it is imperative to unravel the primary mechanism(s) of the antiviral action of andrographolide. We showed by means of a reporter gene assay that andrographolide exerts its anti-SARS-CoV-2 effects by inhibiting the interaction between Kelch-like ECH-associated protein 1 (KEAP1) and nuclear factor erythroid 2-related factor 2 (NRF2) causing NRF2 upregulation. Moreover, we demonstrated that subtle structural modifications of andrographolide could lead to derivatives with stronger on-target activities and improved physicochem. properties. Our results indicate that further optimization of this structural class is warranted to develop novel COVID-19 therapies.

ChemMedChem 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 C14H10O4, SDS of cas: 624-49-7.

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

Thiyagarajan, Subramanian published the artcileKOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions, HPLC of Formula: 517-23-7, the publication is Chemistry – An Asian Journal (2020), 15(4), 518-523, database is CAplus and MEDLINE.

Herein, a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions was demonstrated. This simple inorganic base efficiently catalyzed the Michael addition of underexplored acrylonitriles, esters and amides with oxa-, aza-, and thia-heteroatom nucleophiles to afford Michael addition products. This catalytic process proceeded under solvent-free conditions and at room temperature Notably, this protocol offered an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction followed an ionic mechanism. Formal synthesis of promazine was demonstrated using this catalytic protocol.

Chemistry – An Asian Journal 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 C5H12O2, HPLC of Formula: 517-23-7.

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

Hirashita, Tsunehisa published the artcileA facile preparation of indium enolates and their Reformatskii- and Darzens-type reactions, Synthetic Route of 5340-78-3, the publication is Perkin 1 (2000), 825-828, database is CAplus.

Indium enolates were readily prepared by transmetalation of lithium enolates, e.g., EtO₂CCH₂R (R = H, Me, CHMe₂, CMe₃), with indium trichloride, and were subsequently reacted with aldehydes R¹CHO [R¹ = Ph, 2-HOC₆H₄, Me(CH₂)₆, (E)-PhCH:CH] to give β-hydroxy esters EtO₂CCHRCH(OH)R¹ in 48-88% yields and with moderate stereoselectivities of from 86:14 anti:syn to 67:33 syn:anti. Enolates derived from Me bromoacetate undergo deprotonation with LDA in the presence of indium trichloride followed by addition to aldehydes R¹CHO [R¹ = Ph, Me(CH₂)₆, (E)-PhCH:CH] or acetophenone to give epoxy esters such as I [R = H, Me; R¹ = Ph, Me(CH₂)₆, (E)-PhCH:CH] in 23-80% yields with selectivities of 52:48 to 82:18 for the trans-epoxide stereoisomers. Phenacyl bromide undergoes self-condensation in the presence of indium trichloride under the standard coupling conditions; when lithium dicyclohexylamide was added to benzaldehyde, phenacyl chloride, and indium trichloride in THF, the Darzens condensation product was isolated solely as the trans stereoisomer in 77% yield.

Perkin 1 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, Synthetic Route of 5340-78-3.

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

Nishimoto, Yoshihiro published the artcileCoupling reaction of enol derivatives with silyl ketene acetals catalyzed by gallium trihalides, Recommanded Product: Ethyltert-butylacetate, the publication is Chemistry – A European Journal (2016), 22(33), 11837-11845, database is CAplus and MEDLINE.

A cross-coupling reaction between enol derivatives and silyl ketene acetals catalyzed by GaBr₃ took place to give the corresponding α-alkenyl esters. GaBr₃ showed the most effective catalytic ability, whereas other metal salts such as BF₃·OEt₂, AlCl₃, PdCl₂, and lanthanide triflates were not effective. Various types of enol ethers and vinyl carboxylates as enol derivatives are amenable to this coupling. The scope of the reaction with silyl ketene acetals was also broad. We successfully observed an alkylgallium intermediate by using NMR spectroscopy, suggesting a mechanism involving anti-carbogallation among GaBr₃, an enol derivative, and a silyl ketene acetal, followed by syn-β-alkoxy elimination from the alkylgallium. Based on kinetic studies, the turnover-limiting step of the reaction using a vinyl ether and a vinyl carboxylate involved syn-β-alkoxy elimination and anti-carbogallation, resp. Therefore, the leaving group had a significant effect on the progress of the reaction. Theor. calculations anal. suggest that the moderate Lewis acidity of gallium would contribute to a flexible conformational change of the alkylgallium intermediate and to the cleavage of the carbon-oxygen bond in the β-alkoxy elimination process, which is the turnover-limiting step in the reaction between a vinyl ether and a silyl ketene acetal.

Chemistry – A European Journal 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

Meng, Qi published the artcileContribution of 2-methyl-3-furanthiol to the cooked meat-like aroma of fermented soy sauce, Safety of Ethyl 2-mercaptopropanoate, the publication is Bioscience, Biotechnology, and Biochemistry (2017), 81(1), 168-172, database is CAplus and MEDLINE.

The cooked meat-like aroma compound, 2-methyl-3-furanthiol (2M3F), was detected in fermented soy sauce (FSS) by GC-olfactometry and GC-MS. 2M3F was present in FSS at a concentration considerably greater than the perception threshold, and the 2M3F concentration increased with heating temperature Sensory anal. indicated that with the addition of only 0.2 μg/L of 2M3F to the soy sauce sample, the cooked meat-like aroma is significantly stronger than that of sample without the addition of 2M3F. Hence, 2M3F contributes to the cooked meat-like aroma of FSS, which constitutes the key aroma component of FSS. In addition, 2M3F was generated from the addition of ribose and cysteine in FSS by heating at 120 °C, but it was not detected in a phosphate buffer under the same condition. Furthermore, 2M3F was not detected in acid-hydrolyzed vegetable-protein-mixed soy sauce (ASS) and heated ASS. These results indicated that fermentation by micro-organisms facilitates the generation of 2M3F in FSS.

Bioscience, Biotechnology, and Biochemistry 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, Safety of Ethyl 2-mercaptopropanoate.

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