Tag: 100-200

In 2019,ACS Combinatorial Science included an article by Vyhivskyi, Oleksandr; Dlin, Egor A.; Finko, Alexander V.; Stepanova, Saiyyna P.; Ivanenkov, Yan A.; Skvortsov, Dmitry A.; Mironov, Andrei V.; Zyk, Nikolay V.; Majouga, Alexander G.; Beloglazkina, Elena K.. Application In Synthesis of (3-Fluorophenyl)boronic acid. The article was titled 《Copper-Promoted C-Se Cross-Coupling of 2-Selenohydantoins with Arylboronic Acids in an Open Flask》. The information in the text is summarized as follows:

The modification of Chan-Lam-Evans cross-coupling reaction for the selective Se-arylation of 2-selenohydantoins under base-free mild conditions via aryl boronic acids is described herein. This approach was used to synthesize novel 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones with high yields. The anticancer activity of the final compounds was evaluated in vitro against different cancer cells and thus the possibility of 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones successful application as cytotoxic agents was demonstrated. After reading the article, we found that the author used (3-Fluorophenyl)boronic acid(cas: 768-35-4Application In Synthesis of (3-Fluorophenyl)boronic acid)

(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.Application In Synthesis of (3-Fluorophenyl)boronic acid

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

The author of 《Synthesis of trans-stilbenes via phosphine-catalyzed coupling reactions of benzylic halides》 were Zhang, Sheng; Xie, Zhilong; Ye, Zhanqiang; Zhang, Mingyang; Li, Dongdeng; Yamaguchi, Masahiko; Bao, Ming. And the article was published in Organic & Biomolecular Chemistry in 2022. SDS of cas: 620-20-2 The author mentioned the following in the article:

An efficient and practical phosphine-catalyzed homo-coupling reaction of benzyl chlorides was described. The reactions proceed smoothly in the presence of CsF/B(OMe)3 and NaH as the base, resp., to provide trans-stilbenes in good yields with a broad scope. Unsym. stilbenes was also generated from the reactions of benzyl chlorides with phosphonium salts. Several P-based key intermediates was detected by NMR and HRMS analyses, which shed light on the postulated catalytic cycle. In the presence of different bases, the transformations involve two different pathways, in which phenylcarbene and phosphonium alkoxide was considered as key intermediates, resp. The two pathways were complementary in synthesis but different in mechanisms. The synthetic utility, including gram-scale reactions and straightforward access to π-conjugated mols., was demonstrated as well. In the experiment, the researchers used many compounds, for example, 3-Chlorobenzylchloride(cas: 620-20-2SDS of cas: 620-20-2)

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.SDS of cas: 620-20-2

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

The author of 《Facile one-pot synthesis of diarylacetylenes from arylaldehydes via an addition-double elimination process》 were Chen, Jianyang; Zhang, Xuan; Wu, Jiajun; Wang, Rui; Lei, Chunlin; An, Yanan. And the article was published in Organic & Biomolecular Chemistry in 2021. Application of 620-20-2 The author mentioned the following in the article:

A practical one-pot protocol has been developed to synthesize diarylacetylenes ArCCAr1 (Ar = Ph, naphthalen-1-yl, furan-2-yl, etc.; Ar1 = Ph, 4-chlorophenyl, naphthalen-2-yl, etc.) from arylaldehydes ArCHO by treatment with 1-(arylmethyl)benzotriazoles I and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of diarylacetylene (Ar = 4-bromophenyl, Ar1 = Ph) has been demonstrated. The experimental process involved the reaction of 3-Chlorobenzylchloride(cas: 620-20-2Application of 620-20-2)

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.Application of 620-20-2

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

Elwaie, Tamer A.; Abbas, Safinaz E.; Aly, Enayat I.; George, Riham F.; Ali, Hamdy; Kraiouchkine, Nikolai; Abdelwahed, Khaldoun S.; Fandy, Tamer E.; El Sayed, Khalid A.; Abd Elmageed, Zakaria Y.; Ali, Hamed I. published their research in Journal of Medicinal Chemistry on December 24 ,2020. The article was titled 《HER2 Kinase-Targeted Breast Cancer Therapy: Design, Synthesis, and In Vitro and In Vivo Evaluation of Novel Lapatinib Congeners as Selective and Potent HER2 Inhibitors with Favorable Metabolic Stability》.Product Details of 350-30-1 The article contains the following contents:

HER2 kinase as a well-established target for breast cancer (BC) therapy is associated with aggressive clin. outcomes; thus, herein we present structural optimization for HER2-selective targeting. HER2 profiling of the developed derivatives demonstrated potent and selective inhibitions (IC50: 5.4-12 nM) compared to lapatinib (IC50: 95.5 nM). Favorably, 17d exhibited min. off-target kinase activation. NCI-5-dose screening revealed broad-spectrum activities (GI50: 1.43-2.09μM) and 17d had a remarkable selectivity toward BC. Our compounds revealed significant selective and potent antiproliferative activities (~20-fold) against HER2+ (AU565, BT474) compared to HER2(-) cells. At 0.1 IC50, 15i, 17d, and 25b inhibited pERK1/2 and pAkt by immunoblotting. Furthermore, 17d demonstrated potent in vivo tumor regression against the BT474 xenograft model. Notably, a metastasis case was observed in the vehicle but not in the test mice groups. CD-1 mice metabolic stability assay revealed high stability and low intrinsic clearance of 17d (T1/2 > 145 min and CLint(mic) < 9.6 mL/min/kg). The experimental process involved the reaction of 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Product Details of 350-30-1)

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Product Details of 350-30-1 Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.

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

Chandrashekhar, Vishwas G.; Senthamarai, Thirusangumurugan; Kadam, Ravishankar G.; Malina, Ondrej; Kaslik, Josef; Zboril, Radek; Gawande, Manoj B.; Jagadeesh, Rajenahally V.; Beller, Matthias published an article on January 31 ,2022. The article was titled 《Silica-supported Fe/Fe-O nanoparticles for the catalytic hydrogenation of nitriles to amines in the presence of aluminium additives》, and you may find the article in Nature Catalysis.Reference of (2-chloro-3-methylphenyl)methanamine hydrochloride The information in the text is summarized as follows:

The hydrogenation of nitriles to amines represents an important and frequently used industrial process due to the broad applicability of the resulting products in chem. and life sciences. Despite the existing portfolio of catalysts reported for the hydrogenation of nitriles, the development of iron-based heterogeneous catalysts for this process is still a challenge. Here, we show that the impregnation and pyrolysis of iron(II) acetate on com. silica produces a reusable Fe/Fe-O@SiO2 catalyst with a well-defined structure comprising the fayalite phase at the Si-Fe interface and α-Fe nanoparticles, covered by an ultrathin amorphous iron(III) oxide layer, growing from the silica matrix. These Fe/Fe-O core-shell nanoparticles, in the presence of catalytic amounts of aluminum additives, promote the hydrogenation of all kinds of nitriles, including structurally challenging and functionally diverse aromatic, heterocyclic, aliphatic and fatty nitriles, to produce primary amines under scalable and industrially viable conditions. In the experimental materials used by the author, we found (2-chloro-3-methylphenyl)methanamine hydrochloride(cas: 2055841-68-2Reference of (2-chloro-3-methylphenyl)methanamine hydrochloride)

(2-chloro-3-methylphenyl)methanamine hydrochloride(cas: 2055841-68-2) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Reference of (2-chloro-3-methylphenyl)methanamine hydrochloride

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

《A Strategy for the Targeting of Photosensitizers. Synthesis, Characterization, and Photobiological Property of Porphyrins Bearing Glycodendrimeric Moieties》 was written by Ballut, Severine; Naud-Martin, Delphine; Loock, Bernard; Maillard, Philippe. Application of 14258-40-3 And the article was included in Journal of Organic Chemistry on April 1 ,2011. The article conveys some information:

This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, resp. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting. In the experiment, the researchers used 2-(2-Chloroethoxy)ethyl acetate(cas: 14258-40-3Application of 14258-40-3)

2-(2-Chloroethoxy)ethyl acetate(cas: 14258-40-3) 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.Application of 14258-40-3

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

SDS of cas: 16629-19-9In 2021 ,《tert-Butyl Hydroperoxide-Initiated Radical Cyclization of 1-(Allyloxy)-2-(1-Arylvinyl)Benzenes with Sulfinic Acids to Access Sulfonated Benzoxepines》 was published in Advanced Synthesis & Catalysis. The article was written by Zhou, Nengneng; Kuang, Kaimo; Wu, Meixia; Wu, Sixin; Xu, Qiankun; Xia, Ziqin; Zhang, Man. The article contains the following contents:

A tert-Bu hydroperoxide-initiated radical cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes I (R = H, F, Cl, Br, t-Bu; R1 = H; R2 = C6H5, 4-BrC6H4, 2-thienyl, etc.; R3 = H, Me; R4 = H, Me, OMe, Br; R5 = H, t-Bu; RR1 = -CH=CHCH=CH-; X = O, NTs) with sulfinic acids R6S(O)OH (R6 = 4-CH3C6H4, 1-naphthyl, 2-thienyl, etc.) for the construction of sulfonated benzoxepines II (R7 = C6H5, 4-BrC6H4, 2-thienyl, etc.; R8 = H, Me) is developed. This reaction involves a radical pathway and offers a straightforward route to the formation of seven-membered ring via sulfonylation/cyclization process. This methodol. features mild reaction conditions, a broad substrate scope and good functional group tolerance. After reading the article, we found that the author used Thiophene-2-sulfonyl chloride(cas: 16629-19-9SDS of cas: 16629-19-9)

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. SDS of cas: 16629-19-9

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

Zhao, Shizhen; Li, Xinping; Wang, Le; Peng, Wenjing; Ye, Wenling; Li, Weiguo; Wang, Yan-Dong; Chen, Wei-Dong published their research in Bioorganic & Medicinal Chemistry in 2021. The article was titled 《Design, synthesis and evaluation of 1-benzyl-1H-imidazole-5-carboxamide derivatives as potent TGR5 agonists》.Quality Control of Methyl 2-chloro-2-oxoacetate The article contains the following contents:

A series of novel 1-benzyl-1H-imidazole-5-carboxamides I [R1 = 4-methylanilino, 4-fluoro-N-methyl-anilino, 4-phenylpiperazin-1-yl, etc.] and II [R2 = H, 2-Cl, 2,4-di-F, etc.] were designed, synthesized and evaluated in-vitro and in-vivo. The most potent compounds II [R2 = 2,4-di-Cl, 2,5-di-Cl] exhibited excellent agonistic activities against hTGR5, which was superior to those of the reference drugs INT-777 and LCA. In addition, compounds II [R2 = 2,4-di-Cl, 2,5-di-Cl] exhibited good selectivity against FXR and presented significant glucose-lowering effects in-vivo. Compound II [R2 = 2,4-di-Cl] stimulated GLP-1 secretion by activating of TGR5.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Quality Control of Methyl 2-chloro-2-oxoacetate) 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.Quality Control of Methyl 2-chloro-2-oxoacetate

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

《An incisive optical recognition of monohydrogen phosphate by a fluorescein-based chemodosimeter》 was written by Asthana, Sharad Kumar; Pandey, Abha; Kumar, Ajit; Upadhyay, K. K.. COA of Formula: C3H3ClO3 And the article was included in New Journal of Chemistry in 2020. The article conveys some information:

Numerous methods for the determination of phosphates (H2PO4-, HPO42-, PO43-, PPi) are described in the literature. However, the design of optical probes which are able to recognize specifically monohydrogen phosphate (MHP) ions, i.e. HPO42-, has been rarely considered. We herein devised an incisive chemodosimeter (FLH) for detecting HPO42- over other phosphates successfully. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3COA of Formula: 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.COA of Formula: C3H3ClO3

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

Emami, Leila; Khabnadideh, Soghra; Faghih, Zahra; Solhjoo, Aida; Malek, Saba; Mohammadian, Amir; Divar, Masoumeh; Faghih, Zeinab published an article in Journal of Heterocyclic Chemistry. The title of the article was 《Novel N-substituted isatin-ampyrone Schiff bases as a new class of antiproliferative agents: Design, synthesis, molecular modeling and in vitro cytotoxic activity》.Synthetic Route of C7H6Cl2 The author mentioned the following in the article:

Thirteen novel isatin-ampyrone Schiff bases derivatives such as I [X = H, Cl; R = H, 3-F, 4-OMe, etc.] were synthesized by the reaction of isatins and benzyl halides followed by condensation with ampyrone. In vitro cytotoxic activity of these new Schiff bases against three human tumor cell lines (MCF-7, A549, and SCOV3) as well as normal breast cell line (MCF-10A) were evaluated by MTT assay. Structure-activity relationship of the tested compounds revealed that chlorine group at C-5 position of the isatin ring significantly increased the cytotoxic activity. This study generally led to introduce a highly active mol. I [X = Cl; R = 3-Cl] with IC50 values of 5.12, 25.5, and 12.9μM, on MCF-7, A549, and SCOV3, resp. Furthermore, mol. docking studies of the synthesized compounds were also done to investigate their binding modes to toward VEGFR-2 and JNK3-MAP kinase as the main targets for isatin-containing anticancer agents. Binding free energy values of the compounds showed pos. correlation with their cytotoxic activities. To confirm the docking results, mol. docking simulations of potent compound I [X = Cl; R = 3-Cl] against VEGFR-2 and JNK3 MAP kinase were also performed. According to the cytotoxic results and in silico ADMET predictions together, I [X = Cl; R = 3-Cl] could be considered as a potent candidate for the future anticancer studies. In the experimental materials used by the author, we found 3-Chlorobenzylchloride(cas: 620-20-2Synthetic Route of 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.Synthetic Route of C7H6Cl2

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