Tag: 100-200

《Cobalt Nanoparticles-Catalyzed Widely Applicable Successive C-C Bond Cleavage in Alcohols to Access Esters》 was written by Luo, Huihui; Wang, Lianyue; Shang, Sensen; Li, Guosong; Lv, Ying; Gao, Shuang; Dai, Wen. Recommanded Product: 403-33-8 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Selective cleavage and functionalization of C-C bonds have important applications in organic synthesis and biomass use. However, functionalization of C-C bonds by controlled cleavage remains difficult and challenging because they are inert. Herein, the authors describe an unprecedented efficient protocol for the breaking of successive C-C bonds in alcs. to form esters with one or multiple carbon atoms less using heterogeneous cobalt nanoparticles as catalyst with dioxygen as the oxidant. A wide range of alcs. including inactive long-chain alkyl aryl alcs. undergo smoothly successive cleavage of adjacent -(C-C)n- bonds to afford the corresponding esters. The catalyst was used for seven times without any decrease in activity. Characterization and control experiments disclose that cobalt nanoparticles are responsible for the successive cleavage of C-C bonds to achieve excellent catalytic activity, while the presence of Co-Nx has just the opposite effect. Preliminary mechanistic studies reveal that a tandem sequence reaction is involved in this process. After reading the article, we found that the author used Methyl 4-fluorobenzoate(cas: 403-33-8Recommanded Product: 403-33-8)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Recommanded Product: 403-33-8

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

The author of 《Discovery of three kairomones in relation to trap and lure development for spotted lanternfly (Hemiptera: Fulgoridae)》 were Cooperband, Miriam F.; Wickham, Jacob; Cleary, Kaitlin; Spichiger, Sven-Erik; Zhang, Longwa; Baker, John; Canlas, Isaiah; Derstine, Nathan; Carrillo, Daniel. And the article was published in Journal of Economic Entomology in 2019. Application of 119-36-8 The author mentioned the following in the article:

The spotted lanternfly, Lycorma delicatula (White), is an invasive phloem feeder recently introduced into North America that attacks a broad range of woody plants. When feeding in large numbers, they can seriously damage or kill a tree. Their preferred host is the invasive tree-of-heaven, Ailanthus altissima Swingle (Sapindales: Simaroubaceae), but they are serious pests of grape, Vitis vinifera L. (Vitales: Vitaceae) and a number of other com. important host plants. Volatile collections were conducted on tree-of-heaven and grape, and the most abundant compounds from these plants present in samples and indicated in the literature were tested for attraction in the laboratory and field. Three compounds, Me salicylate, (Z)-3-hexenol, and (E,E)-α-farnesene, were found to be highly attractive in laboratory behavioral bioassays. Me salicylate was attractive to all stages of L. delicatula, whereas the youngest nymphs were not as attracted to (Z)-3-hexenol or (E,E)-α-farnesene in laboratory bioassays. When comparing individual compounds, Me salicylate attracted the most L. delicatula. Me salicylate lures in the field produced a two- to four-fold increase in captures compared with unbaited controls, and field testing also revealed a significant pos. dose response. Of the several types of sticky bands tested, Web-Cote Industries sticky bands were found to be most efficient at trapping L. delicatula adults and nymphs. The experimental part of the paper was very detailed, including the reaction process of Methyl Salicylate(cas: 119-36-8Application of 119-36-8)

Methyl Salicylate(cas: 119-36-8) has been used: as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis, as a plant elicitor to test its effect on reducing the whitefly population from tomato plants.Application of 119-36-8

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

COA of Formula: C9H8O4On March 2, 2020, Zhang, Ji-Shu; Chen, Tieqiao; Han, Li-Biao published an article in European Journal of Organic Chemistry. The article was 《Palladium-Catalyzed Direct Decarbonylative Phosphorylation of Benzoic Acids with P(O)-H Compounds》. The article mentions the following:

A direct decarbonylative phosphorylation of benzoic acids catalyzed by palladium was disclosed. Under the reaction conditions, a wide range of benzoic acids coupled readily with all the three kinds of P(O)-H compounds, i.e. secondary phosphine oxides, H-phosphinates and H-phosphonates, producing the corresponding organophosphorus compounds in good to high yields. This reaction could be conducted at a gram scale and applied in the late-stage phosphorylative modification of carboxylic acids drug mols. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis. In the experiment, the researchers used many compounds, for example, 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0COA of Formula: C9H8O4)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) belongs to esters. Esters are more polar than ethers but less polar than alcohols. COA of Formula: C9H8O4 They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols.

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

Recommanded Product: 3-(Methoxycarbonyl)benzoic acidOn October 25, 2021 ,《Facile Conversion of Molecularly Complex (Hetero)aryl Carboxylic Acids into Alkynes for Accelerated SAR Exploration》 was published in Chemistry – A European Journal. The article was written by Lutter, Ferdinand H.; Jouffroy, Matthieu. The article contains the following contents:

Herein, a functional-group-tolerant and operationally simple decarbonylative alkynylation that allows the conversion of complex (hetero)aryl carboxylic acids into alkynes were reported. Furthermore, the utility of this method was demonstrated in the preparation of a triazolo analog of the com. drug moclobemide. Lastly, mechanistic investigations using labeled carboxylic acid derivatives clearly show the decarbonylative nature of this transformation. After reading the article, we found that the author used 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0Recommanded Product: 3-(Methoxycarbonyl)benzoic acid)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Recommanded Product: 3-(Methoxycarbonyl)benzoic acid They 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.

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

《Synthesis, structure-activity relationship studies and biological characterization of new [1,2,4]triazolo[1,5-a]pyrimidine-based LSD1/KDM1A inhibitors》 was written by Wang, Shuai; Li, Zhong-Rui; Suo, Feng-Zhi; Yuan, Xiao-Han; Yu, Bin; Liu, Hong-Min. Application In Synthesis of Ethyl 3-oxopentanoateThis research focused ontriazolopyrimidine preparation SAR LSD1 KDM1A inhibitor anticancer activity; Antiproliferative activity; LSD1 inhibitors; Migration inhibition; [1,2,4]triazolo[1,5-a]pyrimidines. The article conveys some information:

The design, synthesis and biochem. characterization of [1,2,4]triazolo[1,5-a]pyrimidine derivatives I [R1 = H, [(2-bromophenyl)methyl]sulfanyl, prop-2-en-1-ylsulfanyl, [(1H-1,3-benzodiazol-2-ylmethyl)sulfanyl], etc.; R2 = H, Me, (CH2)4CH3; R3 = Me, Et, C6H5; R2, R3 = -(CH2)3-; R4 = H, C6H5, [4-(4-methylpiperazin-1-yl)phenyl], etc.] as new LSD1 inhibitors have been reported. Of these compounds, compound I [R1 = (1H-1,3-benzodiazol-2-ylsulfanyl)methyl; R2 = H; R3 = Me; R4 = [4-(4-methylpiperazin-1-yl)phenyl]] (II) inhibited LSD1 in a reversible manner (IC50 = 1.72 μM) and showed selectivity to LSD1 over MAO-A/B. Besides, compound II displayed FAD-competitive binding to LSD1. Interestingly, compound II did not inhibit horseradish peroxidase (HRP) and quench H2O2, thus excluding the possibility that LSD1 inhibition by compound II was due to the HRP inhibition and consumption of H2O2. In LSD1 overexpressed A549 cells, compound II concentration-dependently induced accumulation of H3K4me1/me2 and H3K9me2 and showed cellular target engagement to LSD1. Addnl., compound II significantly inhibited migration of A549 cells in a concentration-dependent manner, further western blot anal. showed that compound II increased expression levels of epithelial cell markers E-Cadherin and Claudin-1, down-regulated mesenchymal cell marker N-Cadherin and the upstream transcription factors Snail and Slug. Docking studies were also performed to rationalize the potency of compound II toward LSD1. To conclude, the [1,2,4]triazolo[1,5-a]pyrimidine I could serve as a promising scaffold for the development of new LSD1 inhibitors. In the experiment, the researchers used Ethyl 3-oxopentanoate(cas: 4949-44-4Application In Synthesis of 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.Application In Synthesis of Ethyl 3-oxopentanoate

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

《Discovery of new [1,2,4] Triazolo[1,5-a]Pyrimidine derivatives that Kill gastric cancer cells via the mitochondria pathway》 was written by Wang, Shuai; Ma, Xu-Bin; Yuan, Xiao-Han; Yu, Bin; Xu, Yi-Chao; Liu, Hong-Min. Quality Control of Ethyl 3-oxopentanoateThis research focused ontriazolopyrimidinylamino diarylpropenone preparation antitumor activity SAR; 1,2,4]triazolo[1,5-a]pyrimidines; Apoptosis; Autophagy; Gastric cancer; Mitochondrial pathway. The article conveys some information:

A novel series of [1,2,4]triazolo[1,5-a]pyrimidine-based compoundsI [R1 = benzyl, 4-fluorobenzyl, 4-chlorobenzyl, etc.; R2 = Me, Et, Ph; R3 = H, Me] and II [R4 = Ph, (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl), etc.] were synthesized and tested their anti-proliferation efficacy against gastric cancer cell line MGC-803. Among them, compounds II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl)] inhibited gastric cancer cells at micromolar level. Compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] caused G2/M arrest and induced mitochondria-dependent apoptosis in MGC-803 and SGC-7901. However, inhibiting apoptosis pathway cannot prevent the inhibitory activity of compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] against gastric cancer cell. To our surprising, ROS level was increased by compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] and elevation of ROS could be rescued by NAC. In accordance with that, NAC absolutely prevented the anti-proliferation efficacy of compound 4o. We further found that autophagy inhibitor CQ rather than 3-MA partially reversed inhibitory activity of compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] in MGC-803 cells. Taken together, compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] exhibited its anti-proliferative activity via increasing ROS level and inducing autophagy, thus leading to apoptosis of gastric cancer cells. Therefore, compound II [R4 = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] may support further development of lead compounds for gastric cancer therapy via mitochondria pathway. In the experimental materials used by the author, we found Ethyl 3-oxopentanoate(cas: 4949-44-4Quality Control of 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.Quality Control of Ethyl 3-oxopentanoate

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

《Design, Synthesis, and Anticancer Activity of 1,2,3-Triazole Linked Thiazole-1,2-isoxazole Derivatives》 was written by Yakantham, T.; Sreenivasulu, R.; Alluraiah, G.; Tej, M. B.; Ramesh Raju, R.. Name: Ethyl 2-amino-2-thioxoacetateThis research focused ontriazole thiazole isoxazole derivative preparation cancer. The article conveys some information:

Abstract: A series of novel 1,2,3-triazole linked thiazole-1,2-isoxazole derivatives has been designed, synthesized and characterized by 1H and 13C NMR, and mass spectral anal. The compounds have been tested for their anticancer activity towards MCF-7 (breast cancer), A549 (lung cancer), Colo-205 (colon cancer), and A2780 (ovarian cancer) by using the MTT method using etoposide as the reference Most of the tested compounds demonstrate good to moderate activity against all cell lines. The compounds 14b, 14e, 14g, and 14h are characterized by inhibitory activity stronger than that of etoposide. After reading the article, we found that the author used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Name: Ethyl 2-amino-2-thioxoacetate)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Name: Ethyl 2-amino-2-thioxoacetate

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

Formula: C4H7NO2SIn 2021 ,《Structure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation》 was published in Bioorganic & Medicinal Chemistry. The article was written by Shukla, Nikunj M.; Chan, Michael; Lao, Fitzgerald S.; Chu, Paul J.; Belsuzarri, Masiel; Yao, Shiyin; Nan, Jason; Sato-Kaneko, Fumi; Saito, Tetsuya; Hayashi, Tomoko; Corr, Maripat; Carson, Dennis A.; Cottam, Howard B.. The article contains the following contents:

In the face of emerging infectious diseases, there remains an unmet need for vaccine development where adjuvants that enhance immune responses to pathogenic antigens are highly desired. Using high-throughput screens with a cell-based nuclear factor κB (NF-κB) reporter assay, we identified a sulfamoyl benzamidothiazole bearing compound 1 that demonstrated a sustained activation of NF-κB after a primary stimulus with a Toll-like receptor (TLR)-4 agonist, lipopolysaccharide (LPS). Here, we explore systematic structure-activity relationship (SAR) studies on compound 1 that indicated the sites on the scaffold that tolerated modification and yielded more potent compounds compared to 1. The selected analogs enhanced release of immunostimulatory cytokines in the human monocytic cell line THP-1 cells and murine primary dendritic cells. In murine vaccination studies, select compounds were used as co-adjuvants in combination with the Food and Drug Administration approved TLR-4 agonistic adjuvant, monophosphoryl lipid A (MPLA) that showed significant enhancement in antigen-specific antibody titers compared to MPLA alone. Addnl., our SAR studies led to identification of a photoaffinity probe which will aid the target identification and mechanism of action studies in the future. In the experiment, the researchers used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Formula: C4H7NO2S)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Formula: C4H7NO2S

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

Safety of Ethyl oxalyl monochlorideIn 2022 ,《Dual Targeting of Steroid Sulfatase and 17β-Hydroxysteroid Dehydrogenase Type 1 by a Novel Drug-Prodrug Approach: A Potential Therapeutic Option for the Treatment of Endometriosis》 was published in Journal of Medicinal Chemistry. The article was written by Mohamed, Abdelrahman; Salah, Mohamed; Tahoun, Mariam; Hawner, Manuel; Abdelsamie, Ahmed S.; Frotscher, Martin. The article contains the following contents:

A novel approach for the dual inhibition of steroid sulfatase (STS) and 17β-hydroxysteroid dehydrogenase type 1(17β HSD1) by a single drug was explored, starting from inhouse 17β HSD1 inhibitors via masking their phenolic OH group with a sulfamate ester. The sulfamates were intentionally designed as drugs for the inhibition of STS and, at the same time, prodrugs for 17β-HSD1 inhibition (“”drug-prodrug approach””). The most promising sulfamates 13, 16, 18-20, 22-24, 36, and 37 showed nanomolar IC50 values for STS inhibition in a cellular assay and their corresponding phenols displayed potent 17β-HSD1 inhibition in cell-free and cellular assays, high selectivity over 17β-HSD2, reasonable metabolic stability, and low estrogen receptor α affinity. A close relationship was found between the liberation of the phenolic compound by sulfamate hydrolysis and 17β-HSD1 inactivation. These results showed that the envisaged drug-prodrug concept was successfully implemented. The novel compounds constitute a promising class of therapeutics for the treatment of endometriosis and other estrogen-dependent diseases. The results came from multiple reactions, including the reaction of Ethyl oxalyl monochloride(cas: 4755-77-5Safety of Ethyl oxalyl monochloride)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Safety of Ethyl oxalyl monochloride

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

Application of 403-33-8In 2021 ,《Cross-Dehydrogenative Coupling of Tetrahydroisoquinolines and 2-Fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide: A New Synthetic Approach to α-Monofluoromethyl Tertiary Amines》 appeared in European Journal of Organic Chemistry. The author of the article were Huang, Bao-qin; Chen, Yuan; Zhang, Xue-jing; Yan, Ming. The article conveys some information:

A cross dehydrogenative coupling reaction of tetrahydroisoquinolines with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide had been developed. CuBr/TBHP was identified as the best catalyst and oxidant. A variety of coupling products were obtained with good to excellent yields under mild reaction conditions. 1-Monofluoromethyl tetrahydroisoquinoline derivatives were prepared via a subsequent desulfonylation with sodium amalgam. This method provides a new synthetic approach to α-monofluoromethyl tertiary amines. A cross dehydrogenative coupling reaction of tetrahydroisoquinolines with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide had been developed. CuBr/TBHP was identified as the best catalyst and oxidant. A variety of coupling products were obtained with good to excellent yields under mild reaction conditions. 1-Monofluoromethyl tetrahydroisoquinoline derivatives were prepared via a subsequent desulfonylation with sodium amalgam. This method provides a new synthetic approach to κDα-monofluoromethyl tertiary amines. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluorobenzoate(cas: 403-33-8Application of 403-33-8)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Application of 403-33-8

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