Category: 5781-53-3

《Design, synthesis and biological evaluation of novel indole-based oxalamide and aminoacetamide derivatives as tubulin polymerization inhibitors》 was written by Diao, Peng-Cheng; Jian, Xie-Er; Chen, Peng; Huang, Chuan; Yin, Jie; Huang, Jie Chun; Li, Jun-Sheng; Zhao, Pei-Liang. Electric Literature of C3H3ClO3 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

A series of novel indole-based oxalamides I [R1 = H, Me, Cl; R2 = H, C(O)Me, C(O)C6H5, cyclopropanecarbonyl, furan-2-carbonyl; X = N, CH] and aminoacetamides II [R3 = H, Cl; R4 = C(O)C6H5, 4-MeC6H4C(O), 4-MeOC6H4C(O); R5 = H, 2-Me, 4-Me, 4-F, 4-MeO, 3,4,5-tri-MeO] were designed, synthesized, and evaluated for antiproliferative activities. Preliminary results revealed that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] exhibited significant antiproliferative effect against PC-3, HeLa and HCT-116 cell lines. Flow cytometric anal. of the cell cycle demonstrated the compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] induced the cell cycle arrest at G2/M phase in HeLa cell lines. Immunocytochem. revealed loss of intact microtubule structure in cells treated with compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] and inhibition of tubulin polymerization Addnl., mol. docking anal. suggested that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] formed stable interactions in the colchicine-binding site of tubulin. These preliminary results demonstrated that a new class of novel indole-based oxalamide and aminoacetamide derivatives described in the investigation could be developed as potential scaffolds to new anticancer agents. In addition to this study using Methyl 2-chloro-2-oxoacetate, there are many other studies that have used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Electric Literature of C3H3ClO3) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Electric Literature of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2019,Angewandte Chemie, International Edition included an article by Friese, Florian W.; Studer, Armido. Synthetic Route of C3H3ClO3. The article was titled 《Deoxygenative Borylation of Secondary and Tertiary Alcohols》. The information in the text is summarized as follows:

Two different approaches for the deoxygenative radical borylation of secondary and tertiary alcs. are presented. These transformations either proceed through a metal-free silyl-radical-mediated pathway or utilize visible-light photoredox catalysis. Readily available xanthates or Me oxalates are used as radical precursors. The reactions show broad substrate scope and high functional-group tolerance, and are conducted under mild and practical conditions. In the part of experimental materials, we found many familiar compounds, such as Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Synthetic Route of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Synthetic Route of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Long, Zhou-Qing; Yang, Lin-Li; Zhang, Jun-Rong; Liu, Shi-Tao; Jiao Xie; Wang, Pei-Yi; Zhu, Jian-Jun; Shao, Wu-Bin; Liu, Li-Wei; Yang, Song published their research in Journal of Agricultural and Food Chemistry in 2021. The article was titled 《Fabrication of Versatile Pyrazole Hydrazide Derivatives Bearing a 1,3,4-Oxadiazole Core as Multipurpose Agricultural Chemicals against Plant Fungal, Oomycete and Bacterial Diseases》.HPLC of Formula: 5781-53-3 The article contains the following contents:

An array of versatile pyrazole hydrazide derivatives bearing a 1,3,4-oxadiazole core I [R = Ph, 3-FC6H4, 4-MeOC6H4, etc.; R1 = 1H-pyrrol-2-yl, 1H-indol-2-yl, 3-(difluoromethyl)-1-methyl-pyrazol-4-yl, etc.] were initially synthesized and biol. evaluated the antifungal, antioomycetes and antibacterial activities. In addition, the pyrazole ring was replaced by the correlative pyrrole, thiazole and indole scaffolds to extend the mol. diversity. The results showed that most of these hybrid compounds were empowered with multifunctional bioactivities. For the antifungal activity, the minimal EC50 values could afford against the corresponding fungi Gibberella zeae, Fusarium oxysporum, Botryosphaeria dothidea and Rhizoctonia solani. In vivo pot experiments against corn scab (caused by G. z.) revealed that the compound I [R = 2-FC6H4; R1 = 3-(difluoromethyl)-1-methyl-pyrazol-4-yl] was effective with protective and curative activities of 90.2 and 86.3% at 200μg/mL, which was comparable to those of fungicides boscalid and fluopyram. Further mol. docking study and enzymic activity anal. indicated that target compounds were promising succinate dehydrogenase inhibitors. Addnl., compounds I [R = Ph, 4-FC6H4; R1 = 3-(difluoromethyl)-1-methyl-pyrazol-4-yl, 1-methyl-3-(trifluoromethyl)pyrazol-4-yl] yielded superior anti-oomycete and antibacterial activities toward Phytophora infestins and Xanthomonas oryzae pv. oryzae with EC50 values of 2.92 and 8.43μg/mL, resp. In vivo trials against rice bacterial blight provided the control efficiency within 51.2-55.3% at 200μg/mL, which were better than that of bismerthiazol. Given their multipurpose characteristics, these structures should be pos. explored as agricultural chems. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3HPLC of Formula: 5781-53-3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.HPLC of Formula: 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Steeneck, Christoph; Kinzel, Olaf; Anderhub, Simon; Hornberger, Martin; Pinto, Sheena; Morschhaeuser, Barbara; Albers, Michael; Sonnek, Christina; Czekanska, Marta; Hoffmann, Thomas published an article in 2021. The article was titled 《Discovery and optimization of substituted oxalamides as novel heme-displacing IDO1 inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Application In Synthesis of Methyl 2-chloro-2-oxoacetate The information in the text is summarized as follows:

Since the advent of antibody checkpoint inhibitors as highly efficient drugs for cancer treatment, the development of immunomodulating small mols. in oncol. has gained great attention. Drug candidates targeting IDO1, a key enzyme in tryptophan metabolism, are currently under clin. investigation in combination with PD-1/PD-L1 agents as well as with other established anti-tumor therapeutics. A ligand based design approach from hydroxyamidine 4 that aimed at heme-binding IDO1 inhibitors resulted in new compounds with moderate IDO1 potency. A hybrid structure design that made use of the linrodostat structure (2) led to oxalamide derived, heme-displacing IDO1 inhibitors with high cell-based IDO1 potency and a favorable ADME/PK profile. In addition to this study using Methyl 2-chloro-2-oxoacetate, there are many other studies that have used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application In Synthesis of Methyl 2-chloro-2-oxoacetate) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Application In Synthesis of Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

He, Xianglong; Gao, Yanjing; Nie, Jun; Sun, Fang published an article in 2021. The article was titled 《Methyl Benzoylformate Derivative Norrish Type I Photoinitiators for Deep-Layer Photocuring under Near-UV or Visible LED》, and you may find the article in Macromolecules (Washington, DC, United States).Formula: C3H3ClO3 The information in the text is summarized as follows:

We designed and prepared a series of Me benzoylformate (MBF) derivatives Norrish type I photoinitiators (MBFs) for light-emitting diode (LED)-induced photopolymerization through computer simulation. The potential photolysis mechanism of MBFs under LED at 405 nm was explored by steady-state photolysis, NMR, and ESR. The as-synthesized photoinitiator di-Me 1,4-dibenzoylformate (DM-BD-F) can efficiently initiate free radical photopolymerization of acrylate monomers under LED irradiation at 405 nm. Moreover, we predicted well the photoinitiating capability of MBFs through the cleavage exothermy (ΔH) calculated by triplet bond dissociation energy (BDE) and triplet energy (ET). Significantly, based on the weak absorption of MBFs at 405 nm, MBFs were successfully applied to deep-layer photocuring and the curing depth reached 6.5 cm after the irradiation of LED at 405 nm for 30 s. This research provides a new idea and efficient strategy for the mol. design of photoinitiators for deep-layer photocuring. In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Formula: C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

SDS of cas: 5781-53-3In 2022 ,《Chiral phosphoric acid-catalyzed enantioselective synthesis of pyrazole-based unnatural α-amino acid derivatives》 appeared in Advanced Synthesis & Catalysis. The author of the article were Woldegiorgis, Alemayehu Gashaw; Han, Zhao; Lin, Xufeng. The article conveys some information:

An enantioselective synthesis of unnatural pyrazole-based α-chiral amino acid derivatives from the asym. reaction of N-aryl-5-aminopyrazoles with β,γ-alkynyl-α-imino esters using a chiral spirocyclic phosphoric acid catalyst was developed. Using the established methodol., various pyrazole-based α-amino acid derivatives with tetrasubstituted carbon stereocenters were obtained in 67-98% yields and with 73-99% enantioselectivities. The NH2 functionality in the corresponding products enables further transformations to a chiral thiourea and a lactam.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3SDS of cas: 5781-53-3) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.SDS of cas: 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Liu, Gongyi; Zhang, Xianghe; Wang, Heng; Cong, Hengjiang; Zhang, Xumu; Dong, Xiu-Qin. Formula: C3H3ClO3 The article mentions the following:

Highly efficient Ni-catalyzed asym. hydrogenation of cyclic N-sulfonyl ketimino esters was, for the first time, successfully developed, providing various chiral α-monosubstituted α-amino acid derivatives with excellent results (97-99% yields, 90 to >99% ee). Cyclic N-sulfonyl ketimines were also hydrogenated well to afford chiral amine derivatives with 98-99% yields and 97 to >99% ee. The gram-scale asym. hydrogenation was performed well with 85% yield and 99% ee using only 0.2 mol% catalyst. In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Formula: C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Highly Potent and Selective N-Aryl Oxamic Acid-Based Inhibitors for Mycobacterium tuberculosis Protein Tyrosine Phosphatase B》 was written by Ruddraraju, Kasi Viswanatharaju; Aggarwal, Devesh; Niu, Congwei; Baker, Erica Anne; Zhang, Ruo-yu; Wu, Li; Zhang, Zhong-Yin. Formula: C3H3ClO3This research focused ontuberculosis Mycobacterium tuberculosis mPTPB SAR mol docking metabolic stability. The article conveys some information:

Tuberculosis is an infectious disease caused by the bacterium Mycobacterium tuberculosis (Mtb). Mtb protein tyrosine phosphatase B (mPTPB) is a virulence factor required for Mtb survival in host macrophages. Consequently, mPTPB represents an exciting target for tuberculosis treatment. Here, we identified N-Ph oxamic acid as a highly potent and selective monoacid-based phosphotyrosine mimetic for mPTPB inhibition. SAR studies on the initial hit, compound 4 (IC50 = 257 nM), resulted in several highly potent inhibitors with IC50 values lower than 20 nM for mPTPB. Among them, compound 4t(I) showed a Ki of 2.7 nM for mPTPB with over 4500-fold preference over 25 mammalian PTPs. Kinetic, mol. docking, and site-directed mutagenesis analyses confirmed these compounds as active site-directed reversible inhibitors of mPTPB. These inhibitors can reverse the altered host cell immune responses induced by the bacterial phosphatase. Furthermore, the inhibitors possess mol. weights <400 Da, log D7.4 < 2.5, topol. polar surface area < 75, ligand efficiency > 0.43, and good aqueous solubility and metabolic stability, thus offering excellent starting points for further therapeutic development. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Formula: C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of C3H3ClO3In 2020 ,《Metal catalyst-free photo-induced alkyl C-O bond borylation》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Ma, Guobin; Chen, Changzhou; Talukdar, Sangita; Zhao, Xinluo; Lei, Chuanhu; Gong, Hegui. The article contains the following contents:

Metal catalyst free, blue visible light-induced C-O bond borylation of unactivated tertiary alkyl Me oxalates was developed to furnish tertiary alkyl boronates. From the secondary alcs. activated with imidazolylthionyl, moderate yields of boronates were attained under standard photo-induced conditions. Preliminary mechanistic studies confirmed the involvement of a (DMF)2-B2cat2 adduct that weakly absorbs light at 437 nm so as to initiate a Bcat radical. A radical-chain process is proposed wherein the alkyl radical is engaged. In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Synthetic Route of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Synthetic Route of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《A cascade approach to 3D cyclic carbamates via an ionic decarboxylative functionalization of olefinic oxamic acids》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Fan, Huaqiang; Wan, Yi; Pan, Peng; Cai, Wenbin; Liu, Shihui; Liu, Chuanxu; Zhang, Yongqiang. Synthetic Route of C3H3ClO3 The article mentions the following:

An m-CPBA-mediated intramol. epoxidation-decarboxylative alkoxylation cascade reaction of olefinic oxamic acids, e.g., 2-oxo-2-((2-(prop-1-en-2-yl)phenyl)amino)acetic acid has been developed. The distinct ionic decarboxylative mechanism was preliminarily revealed. The protocol features mild reaction conditions and operational simplicity, allowing the construction of diverse medicinally valuable 5-7 membered 3D cyclic carbamate architectures e.g., 4-(hydroxymethyl)-4-methyl-1H-benzo[d][1,3]oxazin-2(4H)-one in moderate to high yields. In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Synthetic Route of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Synthetic Route of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics