Tag: 100-200

Design, synthesis and biological evaluation of novel N-sulfonylamidine-based derivatives as c-Met inhibitors via Cu-catalyzed three-component reaction was written by Nan, Xiang;Zhang, Jing;Li, Hui-Jing;Wu, Rui;Fang, Sen-Biao;Zhang, Zhi-Zhou;Wu, Yan-Chao. And the article was included in European Journal of Medicinal Chemistry in 2020.Computed Properties of C8H9Cl This article mentions the following:

A series of new N-sulfonylamidine derivatives were designed, synthesized via Cu-catalyzed multicomponent reaction (MCR) as the key step, and evaluated for their in vitro biol. activities against c-Met kinase and four cancer cell lines (A549, HT-29, MKN-45 and MDA-MB-231). Most of the target compounds showed moderate to significant potency at enzyme and cell-based assay. The preliminary SAR studies demonstrated that compound I (c-Met IC₅₀ = 2.89 nM) was the most promising compound compared with the pos. foretinib, which exhibited the remarkable antiproliferative activities, with IC₅₀ values ranging from 0.28 to 0.72渭M. Mechanistic studies of compound I showed the anticancer activity was closely related to the blocking phosphorylation of c-Met, leading to cell cycle arresting at G2/M phase and apoptosis of A549 cells by a concentration-dependent manner. The promising compound I was further identified as a relatively selective inhibitor of c-Met kinase, which also possessed an acceptable safety profile and favorable pharmacokinetic properties in BALB/c mouse. The favorable drug-likeness of I suggested that N-sulfonylamidines may be used as a promising scaffold for antitumor drug development. Addnl., the docking study and mol. dynamics simulations of I revealed a common mode of interaction with the binding site of c-Met. These pos. results indicated that I is a potential anti-cancer candidate for clin. trials, and deserves further development as a selective c-Met inhibitor. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Computed Properties of C8H9Cl).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Computed Properties of C8H9Cl

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

Solid-phase synthesis of 2,3-diphenylpropionic acid library as VLA-4 antagonists was written by Hoshina, Yoichiro;Ikegami, Satoru;Fujimoto, Kyoko;Okuyama, Akihiko;Harada, Tatsuhiro;James, Susan;Griffiths, Peter G.;Wu, Zemin;Lilly, Michael;Bray, Andrew M.. And the article was included in Tetrahedron Letters in 2005.Recommanded Product: 3-Cyanobenzoyl chloride This article mentions the following:

A 2,3-diphenylpropionic acid library was synthesized on solid-phase. There are two practical synthetic routes via an orthogonal generation of two aromatic amino functional groups. Several compounds were identified as potent VLA-4 antagonists. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Recommanded Product: 3-Cyanobenzoyl chloride).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Recommanded Product: 3-Cyanobenzoyl chloride

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

Limiting the Number of Potential Binding Modes by Introducing Symmetry into Ligands: Structure-Based Design of Inhibitors for Trypsin-Like Serine Proteases was written by Furtmann, Norbert;Haeussler, Daniela;Scheidt, Tamara;Stirnberg, Marit;Steinmetzer, Torsten;Bajorath, Juergen;Guetschow, Michael. And the article was included in Chemistry – A European Journal in 2016.Product Details of 1711-11-1 This article mentions the following:

In the absence of X-ray data, the exploration of compound binding modes continues to be a challenging task. For structure-based design, specific features of active sites in different targets play a major role in rationalizing ligand binding characteristics. For example, dibasic compounds have been reported as potent inhibitors of various trypsin-like serine proteases, the active sites of which contain several binding pockets that can be targeted by cationic moieties. This results in several possible orientations within the active site, complicating the binding mode prediction of such compounds by docking tools. Therefore, we introduced symmetry in bi- and tribasic compounds to reduce conformational space in docking calculations and to simplify binding mode selection by limiting the number of possible pocket occupations. Asym. bisbenzamidines were used as starting points for a multistage and structure-guided optimization. A series of 24 final compounds with either two or three benzamidine substructures was ultimately synthesized and evaluated as inhibitors of five serine proteases, leading to potent sym. inhibitors for the pharmaceutical drug targets matriptase, matriptase-2, thrombin and factor Xa. This study underlines the relevance of ligand symmetry for chem. biol. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Product Details of 1711-11-1).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Product Details of 1711-11-1

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

Multi-functional multi-valency: a focused library of polymeric cholera toxin antagonists was written by Tran, Huu-Anh;Kitov, Pavel I.;Paszkiewicz, Eugenia;Sadowska, Joanna M.;Bundle, David R.. And the article was included in Organic & Biomolecular Chemistry in 2011.Recommanded Product: 3-Cyanobenzoyl chloride This article mentions the following:

Structural pre-organization of the multivalent ligands is important for successful interaction with multimeric proteins. Polymer-based hetero-bifunctional ligands that contain pendant groups prearranged into hetero-dimers can be used to probe the active site and surrounding area of the receptor. Here we describe the synthesis and activities of a series of galactose conjugates on polyacrylamide and dextran. Conjugation of a second fragment resulted in nano-molar inhibitors of cholera toxin, while the galactose-only progenitors showed no detectable activity. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Recommanded Product: 3-Cyanobenzoyl chloride).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Recommanded Product: 3-Cyanobenzoyl chloride

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

Discovery and biophysical characterization of 2-amino-oxadiazoles as novel antagonists of PqsR, an important regulator of Pseudomonas aeruginosa virulence was written by Zender, Michael;Klein, Tobias;Henn, Claudia;Kirsch, Benjamin;Maurer, Christine K.;Kail, Dagmar;Ritter, Christiane;Dolezal, Olan;Steinbach, Anke;Hartmann, Rolf W.. And the article was included in Journal of Medicinal Chemistry in 2013.Computed Properties of C8H4ClNO This article mentions the following:

The human pathogen Pseudomonas aeruginosa employs alkyl quinolones for cell-to-cell communication. The Pseudomonas quinolone signal (PQS) regulates various virulence factors via interaction with the transcriptional regulator PqsR. Therefore, the authors considered the development of PqsR antagonists as a novel strategy to limit the pathogenicity of P. aeruginosa. A fragment identification approach using surface plasmon resonance screening led to the discovery of chem. diverse PqsR ligands. The optimization of the most promising hit (5) resulted in the oxadiazole-2-amine 37 showing pure antagonistic activity in Escherichia coli (EC₅₀ = 7.5 渭M) and P. aeruginosa (EC₅₀ = 38.5 渭M) reporter gene assays. Compound 37 was able to diminish the production of the PQS precursor HHQ in a PqsH-deficient P. aeruginosa mutant. The level of the major virulence factor pyocyanin was significantly reduced in wild-type P. aeruginosa. In addition, site-directed mutagenesis in combination with isothermal titration calorimetry and NMR INPHARMA experiments revealed that the identified ligands bind to the same site of PqsR by adopting different binding modes. These findings might be utilized in a future fragment-growing approach aiming at novel therapeutic options for the treatment of P. aeruginosa infections. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Computed Properties of C8H4ClNO).

3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Computed Properties of C8H4ClNO

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

A Four-Component Reaction Strategy for Pyrimidine Carboxamide Synthesis was written by Guo, Wei;Liao, Jianhua;Liu, Dongqing;Li, Jiawei;Ji, Fanghua;Wu, Wanqing;Jiang, Huanfeng. And the article was included in Angewandte Chemie, International Edition in 2017.Name: 2-Chloro-benzamidine hydrochloride This article mentions the following:

Demonstrated herein is a highly effective 3 starting materials and 4 component reaction (3SM-4CR) strategy for the synthesis of pyrimidinecarboxamides from amidines, styrenes, and N,N-dimethylformamide (DMF) by a palladium-catalyzed oxidative process. This transformation represents the first example of employing DMF as a dual synthon, a one-carbon-atom synthon and amide synthon, and was proven by isotope-labeling experiments Addnl., the combination of C-H bond functionalization and cross-dehydrogenative coupling processes affords four chem. bond formations. This sequential 3SM-4CR strategy features inexpensive, readily available starting materials, green oxidants, as well as atom and step economy. It leads to the preparation of pyrimidine carboxamides and has potential applications in the pharmaceutical industry. In the experiment, the researchers used many compounds, for example, 2-Chloro-benzamidine hydrochloride (cas: 18637-02-0Name: 2-Chloro-benzamidine hydrochloride).

2-Chloro-benzamidine hydrochloride (cas: 18637-02-0) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen.While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Name: 2-Chloro-benzamidine hydrochloride

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

Discovery of a Thieno[2,3-d]pyrimidine-2,4-dione Bearing a p-Methoxyureidophenyl Moiety at the 6-Position: A Highly Potent and Orally Bioavailable Non-Peptide Antagonist for the Human Luteinizing Hormone-Releasing Hormone Receptor was written by Sasaki, Satoshi;Cho, Nobuo;Nara, Yoshi;Harada, Masataka;Endo, Satoshi;Suzuki, Nobuhiro;Furuya, Shuichi;Fujino, Masahiko. And the article was included in Journal of Medicinal Chemistry in 2003.Computed Properties of C7H5ClF2 This article mentions the following:

We have previously disclosed the first potent and orally effective non-peptide antagonist for the human LH-releasing hormone (LHRH) receptor, a thieno[2,3-b]pyridin-4-one derivative, T-98475. Extensive research on developing non-peptide LHRH antagonists has been carried out by employing a strategy of replacing the thienopyridin-4-one nucleus with other heterocyclic surrogates. We describe herein the design and synthesis of a series of thieno[2,3-d]pyrimidine-2,4-dione derivatives containing a biaryl moiety, which led to the discovery of a highly potent and orally active non-peptide LHRH antagonist, 5-(N-benzyl-N-methylaminomethyl)-1-(2,6-difluorobenzyl)-6-[4-(3-methoxyureido)phenyl]-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (I: TAK-013). Compound I showed high binding affinity and potent in vitro antagonistic activity for the human receptor with half-maximal inhibition concentration (IC₅₀) values of 0.1 and 0.06 nM, resp. Oral administration of I caused almost complete suppression of the plasma LH levels in castrated male cynomolgus monkeys at a 30 mg/kg dose with sufficient duration of action (more than 24 h). The results demonstrated that the thienopyrimidine-2,4-dione core is an excellent surrogate for the thienopyridin-4-one and that thienopyrimidine-2,4-diones and thienopyridin-4-ones constitute a new class of potent and orally bioavailable LHRH receptor antagonists. Furthermore, mol. modeling studies indicate that the unique methoxyurea side chain of I preferentially forms an intramol. hydrogen bond between the aniline NH and the methoxy oxygen atom. The hydrogen bond will shield the hydrogen bonding moieties from the solvent and reduce the desolvation energy cost. It is therefore speculated that the intramol. hydrogen bond resulting from judicious incorporation of an oxygen atom into the terminal alkyl group of the urea may increase the apparent lipophilicity to allow increased membrane permeability and consequently to improve the oral absorption of I in monkeys. On the basis of its profile, compound I has been selected as a candidate for clin. trials and it is expected that it will provide a new class of potential therapeutic agents for the clin. treatment of a variety of sex-hormone-dependent diseases. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Computed Properties of C7H5ClF2).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Computed Properties of C7H5ClF2

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

Electrochemical Synthesis of Quinazolinones by the Metal-Free and Acceptor-Free Dehydrogenation of 2-Aminobenzamides was written by Yao, Yan;Meng, Xiu-Jin;Teng, Qing-Hu;Chen, Yan-Yan. And the article was included in Synlett in 2020.Product Details of 620-19-9 This article mentions the following:

An efficient approach has been developed for the construction of quinazolin-4(3H)-ones by the selective anodic dehydrogenative oxidation/cyclization of benzylic chlorides and 2-aminobenzamides [e.g., 2-aminobenzamide + benzyl chloride 鈫?2-phenylquinazolin-4(3H)-one I (80%) employing RVC as anode, Pt as cathode, Bu₄NBF₄ as electrolyte and MeCN as solvent in undivided cell at constant current of 10mA at 80掳]. The method features acceptor-free and metal-free dehydrogenation of amines to imines; a subsequent intermol. addition provides the products in moderate to good yields. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9Product Details of 620-19-9).

1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Product Details of 620-19-9

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

para-Selective Arylation of Arenes: A Direct Route to Biaryls by Norbornene Relay Palladation was written by Dutta, Uttam;Porey, Sandip;Pimparkar, Sandeep;Mandal, Astam;Grover, Jagrit;Koodan, Adithyaraj;Maiti, Debabrata. And the article was included in Angewandte Chemie, International Edition in 2020.Electric Literature of C7H5ClF2 This article mentions the following:

Biaryl compounds are extremely important structural motifs in natural products, biol. active components and pharmaceuticals. Selective synthesis of biaryls by distinguishing the subtle reactivity difference of distal arene C-H bonds are significantly challenging. Herein, we describe para-selective C-H arylation, which is acheived by a unique combination of a meta-directing group and norbornene as a transient mediator. Upon direct meta-C-H palladation, one-bond relay palladation occurs in presence of norbornene and subsequently para-C-H arylation is achieved for sulfonates, phosphonates and phenols bearing 2,6-disubstitution patterns. The protocol is amenable to electron-deficient aryl iodides. Multisubstituted arenes and phenols are obtained by postsynthetic modification of the products. The protocol allows the synthesis of hexa-substituted benzene by sequential selective distal C-H functionalization. In the experiment, the researchers used many compounds, for example, 2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4Electric Literature of C7H5ClF2).

2-(Chloromethyl)-1,3-difluorobenzene (cas: 697-73-4) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Electric Literature of C7H5ClF2

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

Inhibition of biofilm formation by amphiphilic star polymer coatings was written by Totani, Masayasu;Lan, Xiuwan;Wu, Jianfeng;Xi, Chuanwu;Kuroda, Kenichi;Ando, Tsuyoshi;Terada, Kayo;Hirohara, Shiho;Tanihara, Masao. And the article was included in PMSE Preprints in 2012.Synthetic Route of C9H9ClO2 This article mentions the following:

Bacterial infections related to medical implants are a significant problem, causing serious complications after surgery and may lead to implant failure. These infections are associated with adhesion of bacteria to and colonization on implant surfaces, resulting in biofilm formations. Hydrophilic surfaces as a result of polymer coatings have shown potential in preventing biofilm formation. To that end, we have demonstrated a new strategy to prepare implant surfaces with a high d. of hydrophilic polymers utilizing star polymer architectures. The synthesis of these star polymers contain both hydrophilic [poly(2-hydroxyethyl methacrylate)] and hydrophobic [poly(Me methacrylate)] arms will be described. Addnl., results of the anti-biofilm activity against Escherichia coli by these polymer coatings will be presented. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6Synthetic Route of C9H9ClO2).

Methyl 2-chloro-2-phenylacetate (cas: 7476-66-6) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Synthetic Route of C9H9ClO2

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