Tag: 100-200

Hansen, Bettina Borreschmidt; Jepsen, Tue Heesgaard; Larsen, Mogens; Sindet, Rikke; Vifian, Thomas; Burhardt, Mia Noerreskov; Larsen, Jens; Seitzberg, Jimmi Gerner; Carnerup, Martin A.; Jerre, Anders; Moelck, Christina; Lovato, Paola; Rai, Sanjay; Nasipireddy, Venkatarathnam Reddy; Ritzen, Andreas published an article in Journal of Medicinal Chemistry. The title of the article was 《Fragment-Based Discovery of Pyrazolopyridones as JAK1 Inhibitors with Excellent Subtype Selectivity》.SDS of cas: 1220695-06-6 The author mentioned the following in the article:

Herein, we report the discovery of a series of JAK1-selective kinase inhibitors with high potency and excellent JAK family subtype selectivity. A fragment screening hit 1 with a pyrazolopyridone core and a JAK1 bias was selected as the starting point for our fragment-based lead generation efforts. A two-stage strategy was chosen with the dual aims of improving potency and JAK1 selectivity: Optimization of the lipophilic ribose pocket-targeting substituent was followed by the introduction of a variety of P-loop-targeting functional groups. Combining the best moieties from both stages of the optimization afforded compound 40(I), which showed excellent potency and selectivity. Metabolism studies in vitro and in vivo together with an in vitro safety evaluation suggest that 40 may be a viable lead compound for the development of highly subtype-selective JAK1 inhibitors. In addition to this study using Cyclobutylmethanesulfonyl chloride, there are many other studies that have used Cyclobutylmethanesulfonyl chloride(cas: 1220695-06-6SDS of cas: 1220695-06-6) was used in this study.

Cyclobutylmethanesulfonyl chloride(cas: 1220695-06-6) is a mumber of cyclobutanes. In contrast to cyclopropane, cyclobutane is not planar but “puckered”. Puckering, which occurs when hydrogen atoms are twisted away from each other, reduces hydrogen–hydrogen eclipsing interactions. This twisting does not produce a fully staggered arrangement of hydrogen atoms because the decrease in torsional strain energy is balanced by some increase in the bond angle strain.SDS of cas: 1220695-06-6

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

Electric Literature of C4H5NO3On October 15, 2014 ,《Ternary Nylon-3 Copolymers as Host-Defense Peptide Mimics: Beyond Hydrophobic and Cationic Subunits》 was published in Journal of the American Chemical Society. The article was written by Chakraborty, Saswata; Liu, Runhui; Hayouka, Zvi; Chen, Xinyu; Ehrhardt, Jeffrey; Lu, Qin; Burke, Eileen; Yang, Yiqing; Weisblum, Bernard; Wong, Gerard C. L.; Masters, Kristyn S.; Gellman, Samuel H.. The article contains the following contents:

Host-defense peptides (HDPs) are produced by eukaryotes to defend against bacterial infection, and diverse synthetic polymers have recently been explored as mimics of these natural peptides. HDPs are rich in both hydrophobic and cationic amino acid residues, and most HDP-mimetic polymers have therefore contained binary combinations of hydrophobic and cationic subunits. However, HDP-mimetic polymers rarely duplicate the hydrophobic surface and cationic charge d. found among HDPs (Hu, K.; et al. Macromols. 2013, 46, 1908); the charge and hydrophobicity are generally higher among the polymers. Statistical anal. of HDP sequences (Wang, G.; et al. Nucleic Acids Res. 2009, 37, D933) has revealed that serine (polar but uncharged) is a very common HDP constituent and that glycine is more prevalent among HDPs than among proteins in general. These observations prompted us to prepare and evaluate ternary nylon-3 copolymers that contain a modestly polar but uncharged subunit, either serine-like or glycine-like, along with a hydrophobic subunit and a cationic subunit. Starting from binary hydrophobic-cationic copolymers that were previously shown to be highly active against bacteria but also highly hemolytic, we found that replacing a small proportion of the hydrophobic subunit with either of the polar, uncharged subunits can diminish the hemolytic activity with minimal impact on the antibacterial activity. These results indicate that the incorporation of polar, uncharged subunits may be generally useful for optimizing the biol. activity profiles of antimicrobial polymers. In the context of HDP evolution, our findings suggest that there is a selective advantage to retaining polar, uncharged residues in natural antimicrobial peptides. In the experiment, the researchers used many compounds, for example, 4-Oxo-2-azetidinecarboxylic acid(cas: 98019-65-9Electric Literature of C4H5NO3)

4-Oxo-2-azetidinecarboxylic acid(cas:98019-65-9) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Electric Literature of C4H5NO3 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

《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

《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

《Bicarbazole-based oxalates as photoinitiating systems for photopolymerization under UV-Vis LEDs》 was published in Journal of Polymer Science (Hoboken, NJ, United States) in 2020. These research results belong to Zhou, Ruchun; Jin, Ming; Malval, Jean-Pierre; Pan, Haiyan; Wan, Decheng. Application In Synthesis of Methyl 2-chloro-2-oxoacetate The article mentions the following:

Photoinitiators are critical to initiate chain reactions in photopolymerization For such applications, the absorption of photoinitiator must be compatible with the emission of light sources and enables the fast manufacturing of three-dimensional network or structures. Light-emitting diode (LED) is a new kind of energy-saving and environmental protection light source, exhibiting a substantial response in the near UV and visible range to replace the traditional mercury lamp and other light sources in photopolymerization Here, we introduce Me oxalate into bicarbazole chromophore (BiCz). By variation of the single or double substituents in the BiCz, we demonstrate that the absorption spectra can be adjusted and red shift to visible range and show good absorption in the near UV and visible range (365-475 nm). We explore their photochem. based on exptl. results and theor. calculations and the mechanism of photoreactions have been verified. The super photostability by themselves and good hydrogen abstraction ability from amine co-initiator make them as excellent near UV and visible light active photoinitiators. Critically, the photoinitiation of the free-radical polymerization of acrylate monomers with low content (0.1% concentration) upon LED irradiation at 365-475 nm, exhibits excellent application potential in light curing and other fields. 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. 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 In Synthesis of Methyl 2-chloro-2-oxoacetate

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

Product Details of 16629-19-9In 2022 ,《Visible-light photocatalytic radical addition-translocation-cyclization to construct sulfonyl-containing azacycles》 appeared in Chemical Communications (Cambridge, United Kingdom). The author of the article were Liang, Yu-Qing; Xu, Yi-Xin; Cai, Zhong-Jian; Ji, Shun-Jun. The article conveys some information:

Herein, a novel visible-light photocatalytic radical addition-translocation-cyclization (RATC) approach for the efficient synthesis of sulfonyl-containing azacycles is described. The reaction delivers a wide range of monocyclic, bicyclic and polycyclic azacycles by using easily prepared sodium sulfinates and N-homopropargylic amines as starting materials. Instead of the traditionally used toxic tin reagents and thermally hazardous azos in the RATC process, clean, renewable and sustainable visible light combined with a catalytic amount of photosensitizer is used in this process. Moreover, the successful transformation of some drug derivatives further highlights the potential application of this procedure. The results came from multiple reactions, including the reaction of Thiophene-2-sulfonyl chloride(cas: 16629-19-9Product Details of 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. Product Details of 16629-19-9

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