Tag: 100-200

Quality Control of Thiophene-2-sulfonyl chlorideIn 2022 ,《Analogue Based Design, Synthesis, Biological Evaluation, and Molecular Docking of Some Thalidomide Metabolites as Selective Cytotoxic and Antiangiogenic Agents against Multiple Myeloma》 was published in Russian Journal of Bioorganic Chemistry. The article was written by Abhijit Saha; Sarker, Koushik; Ghosh, Avijit; Mishra, Suvasish; Sen, Subrata. The article contains the following contents:

The synthesis and evaluation of some bioisosteres of thalidomide metabolites for antiangiogenic and anticancer activity on multiple myeloma are described in this article. Four compounds, di-Et 2-(thiophene-2-sulfonamido) pentanedioate, N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide, N1,N5-dihexyl-2-(thiophene-2-sulfonamido) pentanediamide, and N-(1,5-dioxo-1,5-bis(2-phenylhydrazinyl)pentan-2-yl)thiophene-2-sulfonamide exhibit cytotoxic effect on human multiple myeloma cell line (RPMI8226) with IC50 (in μM) values 3.33, 0.75, 1.23, and 3.28, resp. The in vitro studies on human umbilical vein endothelial cells (HUVEC) and normal African green monkey kidney epithelial cells (Vero cell line) concluded that these compounds bear antiangiogenic properties and are selectively cytotoxic to cancer cells. Except for N-(1,5-dioxo-1,5-bis(2-phenylhydrazinyl)pentan-2-yl)Thiophene-2-sulfonamide, it was found to be toxic to normal epithelial cells. The trypan blue dye exclusion method was used to conduct an antiproliferative assay of the active compounds on HUVECs. The phosphorylation inhibition assay on Vascular Endothelial Growth Factor Receptor-2 Tyr-1175 (VEGFR-2 Tyr-1175) revealed that N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide and N1,N5-dihexyl-2-(thiophene-2-sulfonamido) pentanediamide are active, indicating that the mols. have antiangiogenic activity by targeting VEGFR-2 Tyr-1175, a key autophosphorylation site that regulates pro-angiogenic responses. On CDOCKER, a mol. docking study of the most active compound N1,N5-diethyl-2-(thiophene-2-sulfonamido) pentanediamide with VEGFR-2 revealed that they might interact with the essential amino acid residues, with a binding energy of -105.304 kcal/mol. In the part of experimental materials, we found many familiar compounds, such as Thiophene-2-sulfonyl chloride(cas: 16629-19-9Quality Control of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Quality Control of Thiophene-2-sulfonyl chloride

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

Reference of Methyl 2-chloro-2-oxoacetateIn 2021 ,《Synthesis of Alkyl Fluorides by Silver-Catalyzed Radical Decarboxylative Fluorination of Cesium Oxalates》 was published in European Journal of Organic Chemistry. The article was written by Vincent, Emilie; Brioche, Julien. The article contains the following contents:

A combination of silver nitrate (AgNO3) catalyst and Selectfluor was found to perform radical deoxyfluorination of cesium oxalates derived from corresponding alcs. The reaction tolerates a wide range of functional groups and provides preferentially access to tertiary alkyl fluorides. The results came from multiple reactions, including the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Reference of Methyl 2-chloro-2-oxoacetate)

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.Reference of Methyl 2-chloro-2-oxoacetate

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

In 2022,Lv, Honggui; Xu, Xinyue; Li, Jing; Huang, Xiaobo; Fang, Guoyong; Zheng, Lifei published an article in Angewandte Chemie, International Edition. The title of the article was 《Mechanochemical Divergent Syntheses of Oxindoles and α-Arylacylamides via Controllable Construction of C-C and C-N Bonds by Copper and Piezoelectric Materials》.Synthetic Route of C4H3ClO2S2 The author mentioned the following in the article:

The divergent syntheses of α-arylacylamides Ar(C)R1R2C(O)NHAr/Alkyl (Ar = Ph, 2,3-dihydro-1-benzofuran-5-yl, naphthalen-1-yl, thiophen-2-yl, etc.; R1 = Me, H; R2 = Me, F; R1R2 = cyclobutyl; Alkyl = Me, 2-methylpropyl, butyl) and oxindoles I (R3 = Me; R4 = Me; R3R4 = cyclobutyl; Alkyl = Me, 2-methylpropyl) via mechanoredox chem. by using easily accessible α-bromo N-sulfonyl amides ArS(O)2(N)alkylC(O)CR2R3X as starting materials were present. The system consists of a catalytic amount of CuII precatalyst and piezoelec. materials. The highly polarized BaTiO3 or PbTiO3 under mech. agitation can act as an electron donor to realize the recycling of CuII and CuI. Control experiments and d. functional theory calculations have been performed to support the proposed mechanistic rationale for the cascade reactions.Thiophene-2-sulfonyl chloride(cas: 16629-19-9Synthetic Route of C4H3ClO2S2) was used in this study.

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Synthetic Route of C4H3ClO2S2

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

Ray, Ritwika; Hartwig, John F. published an article in 2021. The article was titled 《Oxalohydrazide Ligands for Copper-Catalyzed C-O Coupling Reactions with High Turnover Numbers》, and you may find the article in Angewandte Chemie, International Edition.Name: Methyl 2-chloro-2-oxoacetate The information in the text is summarized as follows:

Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C-O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcs. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcs. and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate)

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.Name: Methyl 2-chloro-2-oxoacetate

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

Ma, Wei-Yuan; Han, Guan-Yu; Kang, Shaolin; Pang, Xiaobo; Liu, Xue-Yuan; Shu, Xing-Zhong published their research in Journal of the American Chemical Society in 2021. The article was titled 《Cobalt-Catalyzed Enantiospecific Dynamic Kinetic Cross-Electrophile Vinylation of Allylic Alcohols with Vinyl Triflates》.Application of 5781-53-3 The article contains the following contents:

A cobalt-catalyzed enantiospecific vinylation reaction of allylic alcs. with vinyl triflates is reported. This work establishes a new method for synthesis of enantioenriched 1,4-dienes, e.g., I. The reaction proceeds through a dynamic kinetic coupling approach, which not only allows for direct functionalization of allylic alcs. but also is essential to achieve high chemoselectivity. The use of cobalt enables reactions to proceed with high enantiospecificity, which have failed to be realized by nickel catalysts. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application of 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.Application of 5781-53-3

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

Rode, Katharina; Ramadas Narasimhamurthy, Poorva; Rieger, Rene; Kraetzschmar, Felix; Breder, Alexander published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Synthesis of Aminoallenes via Selenium-π-Acid-Catalyzed Cross-Coupling of N-Fluorinated Sulfonimides with Simple Alkynes》.Application of 5781-53-3 The article contains the following contents:

The facile synthesis of aminoallenes, accomplished by a selenium-π-acid-catalyzed cross-coupling of an N-fluorinated sulfonimide with simple, non-activated alkynes, is reported. Until now, aminoallenes were difficult to be accessed by customary means, inasmuch as pre-activated and, in part, intricate starting materials were necessary for their synthesis. In sharp contrast, the current study shows that ordinary internal alkynes can serve as simple and readily available precursors for the construction of the aminoallene motif. The operating reaction conditions tolerate numerous functional groups such as esters, nitriles, (silyl)ethers, acetals, and halogen substituents, furnishing the target compounds in up to 86% yield. Thus, e.g., (2-anisyl)2Se2-catalyzed amination of 5-decyne with NFSI in presence of Li2CO3 in toluene afforded I (77%). In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application of 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.Application of 5781-53-3

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

《Synthetic Approaches to Phosphasugars (2-oxo-1,2-oxaphosphacyclanes) Using the Anomeric Alkoxyl Radical β-Fragmentation Reaction as the Key Step》 was published in Journal of Organic Chemistry in 2020. These research results belong to Hernandez-Guerra, Daniel; Kennedy, Alan R.; Leon, Elisa I.; Martin, Angeles; Perez-Martin, Ines; Rodriguez, Maria S.; Suarez, Ernesto. Product Details of 5781-53-3 The article mentions the following:

The anomeric alkoxyl radical β-fragmentation (ARF) of carbohydrates possessing an electron-withdrawing group (EWG) at C2, promoted by PhI(OAc)2/I2, gives rise to an acyclic iodide through which a pentavalent atom of phosphorus can be introduced via the Arbuzov reaction. After selective hydrolysis and subsequent cyclization, the phosphonate or phosphinate intermediates can be converted into 2-deoxy-1-phosphahexopyranose and 2-deoxy-1-phosphapentopyranose sugars. The ARF of carbohydrates with an electron-donor group (EDG) at C2 proceeds by a radical-polar crossover mechanism, and the cyclization occurs by nucleophilic attack of a conveniently positioned phosphonate or phosphinate group to the transient oxocarbenium ion. This alternative methodol. leads to 5-phosphasugars with a 4-deoxy-5-phosphapentopyranose framework. The structure and conformation of the 2-oxo-1,2-oxaphosphinane and 2-oxo-1,2-oxaphospholane ring systems in different carbohydrate models have been studied by NMR and X-ray crystallog.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Product Details of 5781-53-3) was used in this study.

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.Product Details of 5781-53-3

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

《Stereoselective [4+2]-Cycloaddition with Chiral Alkenylboranes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Ni, Dongshun; Witherspoon, Brittany P.; Zhang, Hong; Zhou, Chen; Houk, K. N.; Brown, M. Kevin. Product Details of 5781-53-3 The article mentions the following:

A method for the stereoselective [4+2]-cycloaddition of alkenylboranes and dienes is presented. This transformation was accomplished through the introduction of a new strategy that involves the use of chiral N-protonated alkenyl oxazaborolidines as dienophiles. The reaction leads to the formation of products that can be readily derivatized to more complex structural motifs through stereospecific transformations of the C-B bond such as oxidation and homologation. Detailed computation evaluation of the reaction has uncovered a surprising role of the counterion on stereoselectivity. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Product Details of 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.Product Details of 5781-53-3

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

Yang, Guangqian; Zheng, Huanlin; Shao, Wubin; Liu, Liwei; Wu, Zhibing published an article on January 31 ,2021. The article was titled 《Study of the in vivo antiviral activity against TMV treated with novel 1-(t-butyl)-5-amino-4-pyrazole derivatives containing a 1,3,4-oxadiazole sulfide moiety》, and you may find the article in Pesticide Biochemistry and Physiology.COA of Formula: C7H6Cl2 The information in the text is summarized as follows:

A series of new 1-tert-butyl-5-amino-4-pyrazole bioxadiazole sulfide derivatives containing a 1,3,4-oxadiazole moiety were designed and synthesized. The bioactivity results showed that some title compounds exhibited excellent protective activity against TMV and certain insecticidal activity. Among the tested compounds, the EC50 values of 5d, 5j, 5k and 5l were 165.8, 163.2, 159.7 and 193.1 mg/L, resp., which are better than the EC50 value of ningnanmycin (271.3 mg/L). The chlorophyll contents and the defense enzyme activities of the tobacco leaves after treatment with 5j were significantly increased, which indicated that this series of title compounds may induce the systemic acquired resistance of host to defend against diseases. Further in vivo protective activity research on 5j using TMV with a GFP gene tag found that it can effectively inhibit the spread of TMV in inoculated tobacco. A morphol. study with TEM revealed that title compound 5h can cause a distinct break of the rod-shaped TMV. Moreover, the insecticidal activity revealed that the fatality rates of 5a, 5b and 5m against aphidoidea were 85%, 83% and 87%, resp., which indicated that the title compounds can effectively block the common carrier of plant viruses, thereby effectively reducing the TMV infection risk of tobacco. This series of synergistic effects provide key information for the research and development of antiviral agents. After reading the article, we found that the author used 3-Chlorobenzylchloride(cas: 620-20-2COA of Formula: C7H6Cl2)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.COA of Formula: C7H6Cl2

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

You, Zhensheng; Higashida, Kosuke; Iwai, Tomohiro; Sawamura, Masaya published an article in 2021. The article was titled 《Phosphinylation of Non-activated Aryl Fluorides through Nucleophilic Aromatic Substitution at the Boundary of Concerted and Stepwise Mechanisms》, and you may find the article in Angewandte Chemie, International Edition.Recommanded Product: (3-Fluorophenyl)boronic acid The information in the text is summarized as follows:

Non-activated aryl fluorides reacted with potassium diorganophosphinites through a nucleophilic aromatic substitution (SNAr) reaction. Remarkably, both electron-neutral and electron-rich aryl fluorides participated in the reaction with substantially stabilized anionic P nucleophiles to form the corresponding tertiary phosphine oxides. Quantum chem. calculations suggested a nucleophile-dependent mechanism that involves both concerted and stepwise SNAr reaction pathways. In addition to this study using (3-Fluorophenyl)boronic acid, there are many other studies that have used (3-Fluorophenyl)boronic acid(cas: 768-35-4Recommanded Product: (3-Fluorophenyl)boronic acid) was used in this study.

(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.Recommanded Product: (3-Fluorophenyl)boronic acid

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