Tag: 100-200

《Asymmetric Organocatalyzed Friedel-Crafts Reaction of Trihaloacetaldehydes and Phenols》 was written by Svestka, David; Otevrel, Jan; Bobal, Pavel. Category: esters-buliding-blocksThis research focused ontrihalohydroxyalkylphenol preparation enantioselective regioselective; phenol trihaloacetaldehyde Friedel Crafts reaction organocatalyst. The article conveys some information:

Herein, the asym. organocatalyzed method for the Friedel-Crafts reaction between activated phenols and trihaloacetaldehydes was reported. A three-phase screening including 41 compounds was employed to identify a catalyst structure based on 3,5-dinitrobenzamide of 9-amino-epi-cinchonidine as the lead catalytic mol. Under the optimized reaction conditions, the above catalyst offered trihalohydroxyalkylated adducts, e.g., I in yields ranging from 26 to 92% and enantiomeric ratios within 69:31-99:1. The reaction scope was determined on 29 entries and several follow-up transformations of the enantioenriched products were accomplished. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl carbamate(cas: 4248-19-5Category: esters-buliding-blocks)

tert-Butyl carbamate(cas: 4248-19-5) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Category: esters-buliding-blocks

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

Safety of Ethyl 2-amino-2-thioxoacetateIn 2010 ,《Novel Bisaryl Substituted Thiazoles and Oxazoles as Highly Potent and Selective Peroxisome Proliferator-Activated Receptor δ Agonists》 was published in Journal of Medicinal Chemistry. The article was written by Epple, Robert; Cow, Christopher; Xie, Yongping; Azimioara, Mihai; Russo, Ross; Wang, Xing; Wityak, John; Karanewsky, Donald S.; Tuntland, Tove; Nguyen-Tran, Van T. B.; Cuc Ngo, Cara; Huang, David; Saez, Enrique; Spalding, Tracy; Gerken, Andrea; Iskandar, Maya; Seidel, H. Martin; Tian, Shin-Shay. The article contains the following contents:

The discovery, synthesis, and optimization of compound I from a high-throughput screening hit to highly potent and selective peroxisome proliferator-activated receptor δ (PPARδ) agonists are reported. The synthesis and structure-activity relationship in this series are described in detail. On the basis of a general schematic PPAR pharmacophore model, scaffold I was divided into headgroup, linker, and tailgroup and successively optimized for PPAR activation using in vitro PPAR transactivation assays. A (2-methylphenoxy)acetic acid headgroup, a flexible linker, and a five-membered heteroaromatic center ring with two hydrophobic aryl substituents were required for efficient and selective PPARδ activation. The fine-tuning of these aryl substituents led to an array of highly potent and selective compounds such as compound II, displaying an excellent pharmacokinetic profile in mouse. In an in vivo acute dosing model, selected members of this array were shown to induce the expression of pyruvate dehydrogenase kinase-4 (PDK4) and uncoupling protein-3 (UCP3), genes that are known to be involved in energy homeostasis and regulated by PPARδ in skeletal muscle. In addition to this study using Ethyl 2-amino-2-thioxoacetate, there are many other studies that have used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Safety of Ethyl 2-amino-2-thioxoacetate) was used in this study.

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Safety of Ethyl 2-amino-2-thioxoacetate

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Product Details of 609-08-5In 2022 ,《Determination of the Absolute Configuration of the Male-Produced Sex Pheromone of the Stink Bug Pellaea stictica, (2R,4R,8R)-2,4,8,13-Tetramethyltetradecan-1-ol by Stereoselective Synthesis Coupled with Enantiomeric Resolution》 was published in Journal of Chemical Ecology. The article was written by Gomes, Carla M. B.; Souza, Joao P. A.; Millar, Jocelyn G.; Zarbin, Paulo H. G.. The article contains the following contents:

A series of syntheses was designed to: (a) furnish a mixture of all possible stereoisomers; (b) a narrowed down group of diastereomers, and (c) one specific enantiomer. A crucial step in the syntheses involved a coupling reaction between two key intermediates: a phosphonium salt and an aldehyde, through a Wittig olefination. NMR data of a mixture of the synthetic pheromone diastereomers and further comparison of GC retention times with that of the natural product by gas chromatog. suggested that the Me branches at C2 and C4 were in a syn relationship, reducing the possibilities to only four of the eight possible stereoisomers. Employing GC anal., chiral derivatization reagents and synthetic (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol it was possible to confirm the configuration of the Me branch at C8 as R, reducing the number of possible stereoisomers to two. After enantioselective synthesis of (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol, the absolute configurations of all Me branches of the natural compound were confirmed as R, fully identifying the male-produced sex pheromone of P. stictica as (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol. In the experiment, the researchers used many compounds, for example, Diethyl 2-methylmalonate(cas: 609-08-5Product Details of 609-08-5)

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Product Details of 609-08-5

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Category: esters-buliding-blocksIn 2022 ,《A Novel Trisubstituted Tetrahydropyran as a Possible Pheromone Component for the South American Cerambycid Beetle Macropophora accentifer》 was published in Journal of Chemical Ecology. The article was written by Silva, Weliton D.; Zou, Yunfan; Hanks, Lawrence M.; Bento, Jose Mauricio S.; Millar, Jocelyn G.. The article contains the following contents:

A novel trisubstituted tetrahydropyran was isolated and identified from the sex-specific volatiles produced by males of the cerambycid beetle Macropophora accentifer (Olivier), a serious pest of citrus and other fruit crops in South America. The compound was the major component in the headspace volatiles and it was synthesized in racemic form. However, in field trials, the racemate was only weakly attractive to beetles of both sexes, suggesting that attraction might be inhibited by the presence of the “”unnatural”” enantiomer in the racemate. Alternatively, the male-produced volatiles contained a number of minor and trace components, including a compound tentatively identified as a homolog of the major component, as well as a number of unsaturated 8-carbon alcs. and aldehydes. Further work is required to conclusively identify and synthesize these minor components, to determine whether one or more of them are crucial components of the active pheromone blend for this species. The results came from multiple reactions, including the reaction of Ethyl 3-oxopentanoate(cas: 4949-44-4Category: esters-buliding-blocks)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Category: esters-buliding-blocks

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

Reference of Methyl SalicylateIn 2019 ,《Roles of plant volatiles in defence against microbial pathogens and microbial exploitation of volatiles》 appeared in Plant, Cell & Environment. The author of the article were Hammerbacher, Almuth; Coutinho, Teresa A.; Gershenzon, Jonathan. The article conveys some information:

A review. Plants emit a large variety of volatile organic compounds during infection by pathogenic microbes, including terpenes, aromatics, nitrogen-containing compounds, and fatty acid derivatives, as well as the volatile plant hormones, Me jasmonate, and Me salicylate. Given the general antimicrobial activity of plant volatiles and the timing of emission following infection, these compounds have often been assumed to function in defense against pathogens without much solid evidence. In this review, we critically evaluate current knowledge on the toxicity of volatiles to fungi, bacteria, and viruses and their role in plant resistance as well as how they act to induce systemic resistance in uninfected parts of the plant and in neighboring plants. We also discuss how microbes can detoxify plant volatiles and exploit them as nutrients, attractants for insect vectors, and inducers of volatile emissions, which stimulate immune responses that make plants more susceptible to infection. Although much more is known about plant volatile-herbivore interactions, knowledge of volatile-microbe interactions is growing and it may eventually be possible to harness plant volatiles to reduce disease in agriculture and forestry. Future research in this field can be facilitated by making use of the anal. and mol. tools generated by the prolific research on plant-herbivore interactions. In addition to this study using Methyl Salicylate, there are many other studies that have used Methyl Salicylate(cas: 119-36-8Reference of Methyl Salicylate) was used in this study.

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.Reference of Methyl Salicylate

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Name: Ethyl 3-oxopentanoateIn 2019 ,《Design, synthesis, insecticidal, and acaricidal activities of novel pyrimidinamine derivatives containing a biphenyl ether》 appeared in Journal of Heterocyclic Chemistry. The author of the article were Li, Lizhong; Zhou, Chunge; Liu, Minhua; Zhang, Ping; Zhang, Ning; Li, Jianming; Li, Tao; Liu, Xingping; Cheng, Shufen; Li, Qianhe; Liu, Aiping. The article conveys some information:

A series of original pyrimidinamine derivatives containing a biphenyl ether moiety I (R = H, Me; R1 = Me, Et, i-Pr; R2 = R3 = H, Me; R4 = H, Me, Cl, etc.) were designed and synthesized. Their insecticidal activities against lepidopteran and hemiptera insects and acaricidal activities were tested. The results of bioassay demonstrated that I (R = Me; R1 = Et; R2 = R3 = H; R4 = t-Bu) showed the best activity (LC50 = 2.08 mg/L) against Tetranychus urticae, which is comparable with the pos. control, spirotetramat (LC50 = 2.27 mg/L), and I (R = Me; R1 = Et; R2 = R3 = H; R4 = Me) showed better activity (LC50 = 0.52 mg/L) against Aphis fabae than the pos. control, imidacloprid (LC50 = 1.02 mg/L), and relatively good activity (LC50 = 2.49 mg/L) against T. urticae. Their structure-activity relationships indicated that both an Et group on the 4-position of the pyrimidine ring and alkyl chain as a para-substituent group of the benzene ring showed good biol. activity. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-oxopentanoate(cas: 4949-44-4Name: Ethyl 3-oxopentanoate)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Name: Ethyl 3-oxopentanoate

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

Formula: C8H6FNO4In 2005 ,《Theoretical and Experimental Design of Atypical Kinase Inhibitors: Application to p38 MAP Kinase》 appeared in Journal of Medicinal Chemistry. The author of the article were McClure, Kim F.; Abramov, Yuriy A.; Laird, Ellen R.; Barberia, John T.; Cai, Weiling; Carty, Thomas J.; Cortina, Santo R.; Danley, Dennis E.; Dipesa, Alan J.; Donahue, Kathleen M.; Dombroski, Mark A.; Elliott, Nancy C.; Gabel, Christopher A.; Han, Seungil; Hynes, Thomas R.; LeMotte, Peter K.; Mansour, Mahmoud N.; Marr, Eric S.; Letavic, Michael A.; Pandit, Jayvardhan; Ripin, David B.; Sweeney, Francis J.; Tan, Douglas; Tao, Yong. The article conveys some information:

Mimics of the benzimidazolone nucleus found in inhibitors of p38 kinase are proposed, and their theor. potential as bioisosteres is described. A set of calculated descriptors relevant to the anticipated binding interaction for the fragments 1-methyl-1H-benzotriazole, 3-methylbenzo[d]isoxazole, and 3-methyl[1,2,4]triazolo[4,3-a]pyridine, pyridine, and 1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one are reported. The design considerations and synthesis of p38 inhibitors based on these H-bond acceptor fragments is detailed. Comparative evaluation of the pyridine-, benzimidazolone-, benzotriazole-, and triazolopyridine-based inhibitors shows the triazoles I and II to be significantly more potent exptl. than the benzimidazolone after which they were modeled. An X-ray crystal structure of II bound to the active site shows that the triazole group serves as the H-bond acceptor but unexpectedly as a dual acceptor, inducing movement of the crossover connection of p38α. The computed descriptors for the hydrophobic and π-π interaction capacities were the most useful in ranking potency. In the experimental materials used by the author, we found Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Formula: C8H6FNO4)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Formula: C8H6FNO4

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

SDS of cas: 4949-44-4In 2021 ,《Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones》 appeared in Chemistry – A European Journal. The author of the article were Wang, Rong-Hui; Li, Ya-Ling; He, Hong-Jiao; Xiao, You-Cai; Chen, Fen-Er. The article conveys some information:

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins was developed. In the presence of morpholine-containing chiral amino alc. ligand, the corresponding chiral cyclic tertiary alcs. were produced in good to excellent yields (up to 97%) and enantioselectivities (up to 95% ee). The notable feature of this protocol included its mild reaction conditions, Lewis acid additives free and broad functional group tolerance. After reading the article, we found that the author used Ethyl 3-oxopentanoate(cas: 4949-44-4SDS of cas: 4949-44-4)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.SDS of cas: 4949-44-4

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

In 2022,Dong, Xiaonan; Liang, Qiren; Pan, Yun-Zu; Wang, Xiaoyu; Kuo, Yi-Chun; Chiang, Wei-Chung; Zhang, Xuewu; Williams, Noelle S.; Rizo, Josep; Levine, Beth; De Brabander, Jef K. published an article in ACS Medicinal Chemistry Letters. The title of the article was 《Novel Bcl-2 Inhibitors Selectively Disrupt the Autophagy-Specific Bcl-2-Beclin 1 Protein-Protein Interaction》.Electric Literature of C5H11NO2 The author mentioned the following in the article:

Autophagy plays essential roles in a wide variety of physiol. processes, such as cellular homeostasis, metabolism, development, differentiation, and immunity. Selective pharmacol. modulation of autophagy is considered a valuable potential therapeutic approach to treat diverse human diseases. However, development of such therapies has been greatly impeded by the lack of specific small mol. autophagy modulators. Herein, authors performed structure-activity relationship studies on a previously discovered weak Bcl-2 inhibitor SW076956, and developed a panel of small mol. compounds that selectively released Bcl-2-mediated inhibition of autophagy-related Beclin 1 compared to apoptosis-related Bax at nanomolar concentration NMR anal. showed that compound I directly binds Bcl-2 and specifically inhibits the interaction between the Bcl-2 and Beclin 1 BH3 domains without disruption of the Bcl-2-Bax BH3 interaction. More broadly, this proof-of-concept study demonstrates that targeting protein-protein interactions of the intrinsic autophagy regulatory network can serve as a valuable strategy for the development of autophagy-based therapeutics. After reading the article, we found that the author used tert-Butyl carbamate(cas: 4248-19-5Electric Literature of C5H11NO2)

tert-Butyl carbamate(cas: 4248-19-5) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C5H11NO2

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

Fares, Mohamed; Canfield, Peter; Alsherbiny, Muhammad A.; Lewis, William; Willis, Anthony C.; Guang Li, Chun; Neyts, Johan; Jochmans, Dirk; Gale, Philip A.; Keller, Paul A. published an article in 2022. The article was titled 《Synthesis, X-ray crystallographic analysis, DFT studies and biological evaluation of triazolopyrimidines and 2-anilinopyrimidines》, and you may find the article in Journal of Molecular Structure.Recommanded Product: 4949-44-4 The information in the text is summarized as follows:

Inspired by the reported antiviral activity of pyrimidines and triazolopyrimidines, two series of 2-anilinopyrimidines I (R1 = H, 3-F, 3-Cl-4-CF3 etc.) and 1-aryl-[1,2,4]triazolo[4,3-a]pyrimidines II (R2 = COMe, CO2Et; Ar = 3-FC6H4, 3-CH3COC6H4, 3-iPrOPh, etc.) were designed and synthesized as potential antiviral agents. The pharmacokinetic properties and calculation of drug likeness scores (DLS) of I and II suggested good traditional drug-like properties and led to the synthesis of derivatives II which were evaluated for their anti-viral activity with the most potent derivatives subjected to cytotoxicity screening. Compounds II (R2 = COMe; Ar = 3-FC6H4) II (R2 = COMe; Ar = 3-CH3COC6H4), II (R2 = COMe; Ar = 3-iPrOPh), II (R2 = CO2Et; Ar = 3-iPrOPh) and II (R2 = COMe; Ar = 4-BrPh) showed moderate to strong antiviral activity with EC50 values 38 – 186μM. Compound I (DLS = 0.29) showed the best anti-CHIKV activity (EC50 = 38μM) and lowest cytotoxicity (CC50 > 300μg/mL) against breast cancer cell lines, MCF-7 and MD-AMB-231 and normal cell line EA.hy926. Simplification of [1,2,4]triazolo[4,3-a]pyrimidine ring, led to series I (DLS = 0.03 – 0.77). Derivatives I showed fair anti-CHIKV activity (EC50 > 200μM), while I (R1 = 3-Cl-4-CF3) emerged as the most active antiviral agent, however the most cytotoxic. The experimental process involved the reaction of Ethyl 3-oxopentanoate(cas: 4949-44-4Recommanded Product: 4949-44-4)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Recommanded Product: 4949-44-4

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