Category: chlorides-buliding-blocks

《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

《Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide》 was published in Organic Process Research & Development in 2020. These research results belong to Wakuluk-Machado, Anne-Marie; Dewez, Damien F.; Baguia, Hajar; Imbratta, Miguel; Echeverria, Pierre-Georges; Evano, Gwilherm. Electric Literature of C7H6BrCl The article mentions the following:

A simple, efficient, cheap, and broadly applicable system for the carboxylation of benzylic bromides with carbon monoxide and water is reported. Upon simple reaction with only 2.5 wt % of Pearlman’s catalyst and 10 mol % of tetrabutylammonium bromide in THF at 110°C for 4 h, a range of benzylic bromides can be smoothly converted to the corresponding arylacetic acids in good to excellent yields after simple extraction and acid-base wash. The reaction was found to be broadly applicable, scalable, and could be successfully extended to the use of ex situ-generated carbon monoxide and applied to the synthesis of the nonsteroidal anti-inflammatory drug diclofenac. The experimental part of the paper was very detailed, including the reaction process of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Electric Literature of C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.Electric Literature of C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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

《Boronic acid-mediated ring-opening and Ni-catalyzed arylation of 1-arylcyclopropyl tosylates》 was written by Mills, L. Reginald; Monteith, John J.; Rousseaux, Sophie A. L.. Category: chlorides-buliding-blocks And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

The ring-opening arylation of 1-arylcyclopropyl tosylates, in which boronic acids promoted ring-opening and a Ni catalyst facilitated arylation in high regioselectivity was described. A number of 2-arylated allyl derivatives were synthesized, which are relevant motifs found in biol. active mols. The experimental part of the paper was very detailed, including the reaction process of (3-Fluorophenyl)boronic acid(cas: 768-35-4Category: chlorides-buliding-blocks)

(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.Category: chlorides-buliding-blocks

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

The author of 《Synthesis and cytotoxicity evaluation of N-(5-(substituted-benzylthio)-1,3,4 thiadiazole-2-yl)-2-p-nitrophenylacetamide derivatives as potential anticancer agents》 were Aliabadi, Alireza; Fereidooni, Rezvan. And the article was published in Iranian Journal of Chemistry & Chemical Engineering in 2019. Quality Control of 3-Chlorobenzylchloride The author mentioned the following in the article:

Cancer is a big global problem and is one of the top and main causes of mortality in developed countries. Many of the current treatments and anticancer therapeutics have problems with severe side effects and on the other hand, the drug resistance is also another obstacle in the cancer chemotherapy. Hence, there is a strong demand for the discovery and development of effective new antineoplastic therapies. According to the in vitro effectiveness of 1,3,4-thiadiazole based compounds as anticancer agents, new 1,3,4-thiadiazole based derivatives with various electron withdrawing and electron donating moieties were synthesized and tested by MTT assay against three cancerous cell lines. PC3 (Prostate cancer), U87-C-531 (Glioblastoma) and MDA-MB-231 (Breast cancer) cell lines were applied for MTT assay and obtained results were compared to imatinib. Study of the structure activity relationship of prepared compounds showed electron withdrawing substituents such as Cl, F and NO2 enhanced the anticancer properties compared to compound without any substituent (compound 3l) or compounds with electron donating (methoxy) substituent (compounds 3j and 3k). Totally, compound 3a (IC50 = 10.6 μM) showed superior activity against PC3 cell line and compounds 3d (IC50 = 10.3 μM), 3h (IC50 = 12.5 μM) and 3j (IC50 = 11.3 μM) exhibited higher activity against MDA-MB-231 cell line compared to imatinib as reference drug. After reading the article, we found that the author used 3-Chlorobenzylchloride(cas: 620-20-2Quality Control of 3-Chlorobenzylchloride)

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.Quality Control of 3-Chlorobenzylchloride

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

Formula: C7H6Cl2On November 30, 2020 ,《Novel Benzoxazin-3-one Derivatives: Design, Synthesis, Molecular Modeling, Anti-HIV-1 and Integrase Inhibitory Assay》 appeared in Medicinal Chemistry (Sharjah, United Arab Emirates). The author of the article were Safakish, Mahdieh; Hajimahdi, Zahra; Vahabpour, Rouhollah; Zabihollahi, Rezvan; Zarghi, Afshin. The article conveys some information:

Integrase is a validated drug target for anti-HIV-1 therapy. The second generation integrase inhibitors display π-stacking interaction ability with 3′-end nucleotide as a streamlined metal chelating pharmacophore. In this study, we introduced benzoxazin-3-one scaffold for integrase inhibitory potential as bioisostere replacement strategy of 2-benzoxazolinone. Mol. modeling studies revealed that amide functionality alongside oxadiazole heteroatoms and sulfur in the second position of oxadiazole ring could mimic the metal chelating pharmacophore. The halobenzyl ring occupies hydrophobic site created by the cytidylate nucleotide (DC-16). The most potent and selective compound displayed 110μM IC50 with a selectivity index of more than 2. In the experimental materials used by the author, we found 3-Chlorobenzylchloride(cas: 620-20-2Formula: 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.Formula: C7H6Cl2

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

《Colorimetric screening of bacterial enzyme activity and inhibition based on the aggregation of gold nanoparticles》 was written by Jiang, Tingting; Liu, Rongrong; Huang, Xianfeng; Feng, Huajun; Teo, Weiling; Xing, Bengang. Category: chlorides-buliding-blocks And the article was included in Chemical Communications (Cambridge, United Kingdom) on April 21 ,2009. The article conveys some information:

A simple and novel gold nanoparticle (Au-NPs) based colorimetric method has been developed for efficient screening of class A β-lactamase (Bla) activity and inhibitors in vitro and in bacterial strains. In the experiment, the researchers used many compounds, for example, (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Category: chlorides-buliding-blocks)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Category: chlorides-buliding-blocks Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Abdel-Maksoud, Mohammed S.; Mohamed, Ahmed A. B.; Hassan, Rasha M.; Abdelgawad, Mohamed A.; Chilingaryan, Garri; Selim, Samy; Abdel-Bakky, Mohamed S.; Al-Sanea, Mohammad M. published their research in International Journal of Molecular Sciences in 2021. The article was titled 《Design, Synthesis and Anticancer Profile of New 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine-Linked Sulfonamide Derivatives with V600EBRAF Inhibitory Effect》.Electric Literature of C6H4Cl2O2S The article contains the following contents:

A series of 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine linked sulfonamide derivatives, I [R = 4-fluorophenyl, 4-methoxyphenyl, 1-naphthyl, etc., n = 1, 2] was designed and synthesized according to the structure of well-established V600EBRAF inhibitors. The terminal sulfonamide moiety was linked to the pyrimidine ring via either ethylamine or propylamine bridge. The designed series I was tested at fixed concentration (1μM) against V600EBRAF, finding that I [R = 4-fluorophenyl, n = 2; R = 4-trifluoromethyl, n = 1, 2] exhibited the strongest inhibitory activity among all target compounds and I [R = 4-trifluoromethyl, n = 2] had the lowest IC50 of 0.49μM. They were further screened on NCI 60 cancer cell lines to reveal that I [R = 4-trifluoromethyl, n = 1] showed the most significant growth inhibition against multiple cancer cell lines. Therefore, cell cycle anal. of I [R = 4-trifluoromethyl, n = 1] was conducted to investigate the effect on cell cycle progression. Finally, virtual docking studies was performed to gain insights for the plausible binding modes of vemurafenib, I [R = 4-fluorophenyl, n = 2; R = 4-trifluoromethyl, n = 1, 2]. In addition to this study using 4-Chlorobenzenesulfonyl chloride, there are many other studies that have used 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Electric Literature of C6H4Cl2O2S) was used in this study.

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Electric Literature of C6H4Cl2O2S

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

《Rational design of small molecules able to inhibit α-synuclein amyloid aggregation for the treatment of Parkinson′s disease》 was written by Vittorio, Serena; Adornato, Ilenia; Gitto, Rosaria; Pena-Diaz, Samuel; Ventura, Salvador; De Luca, Laura. Category: chlorides-buliding-blocks And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. The article conveys some information:

Parkinson′s disease is one of the most common neurodegenerative disorders in elderly age. One of the mechanisms involved in the neurodegeneration appears related to the aggregation of the presynaptic protein alpha synuclein (α-syn) into toxic oligomers and fibrils. To date, no highly effective treatment is currently available; therefore, there is an increasing interest in the search of new therapeutic tools. The modulation of α-syn aggregation represents an emergent and promising disease-modifying strategy for reducing or blocking the neurodegenerative process. Herein, by combining in silico and in vitro screenings we initially identified 3-(cinnamylsulfanyl)-5-(4-pyridinyl)-1,2,4-triazol-4-amine () as α-syn aggregation inhibitor that was then considered a promising hit for the further design of a new series of small mols. Therefore, we rationally designed new hit-derivatives that were synthesized and evaluated by biol. assays. Lastly, the binding mode of the newer inhibitors was predicted by docking studies. In the experiment, the researchers used 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Category: chlorides-buliding-blocks)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.Category: chlorides-buliding-blocks It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

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