Tag: 100-200

Application of 683-57-8In 2019 ,《Design, synthesis and evaluation of novel 7H-pyrrolo[2,3-d]pyrimidin-4-amine derivatives as potent, selective and reversible Bruton’s tyrosine kinase (BTK) inhibitors for the treatment of rheumatoid arthritis》 appeared in European Journal of Medicinal Chemistry. The author of the article were Zhang, Chufeng; Pei, Heying; He, Jun; Zhu, Jiali; Li, Weimin; Niu, Ting; Xiang, Mingli; Chen, Lijuan. The article conveys some information:

A series of 7H-pyrrolo[2,3-d]pyrimidine derivatives was designed and synthesized as reversible BTK inhibitors, and evaluated for their kinase selectivity, anti-proliferative activity against the B-cell lymphoma cell lines (Ramos, Jeko-1) and cell line BTK enhanced (Daudi) in vitro. Among them, pyrrolo[2,3-d]pyrimidine I exhibited the most excellent potency (IC50 = 3.0 nM against BTK enzyme, 8.52 μM, 11.10 μM and 7.04 μM against Ramos, Jeko-1, Daudi cells, resp.), good kinase selectivity and inhibited BTK Y223 auto-phosphorylation and PLCγ2 Tyr1217 phosphorylation. Importantly, the compound I showed effective anti-arthritic effect on collagen-induced arthritis (CIA) model in vivo. 60 Mg/kg dose level once a day group displayed markedly reduced joint damage and cellular infiltration without any bone and cartilage morphol. change. The experimental part of the paper was very detailed, including the reaction process of 2-Bromoacetamide(cas: 683-57-8Application of 683-57-8)

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.Application of 683-57-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of C7H9NO2SIn 2020 ,《Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer》 appeared in Journal of the American Chemical Society. The author of the article were Roos, Casey B.; Demaerel, Joachim; Graff, David E.; Knowles, Robert R.. The article conveys some information:

An enantioselective, radical-based method for the intramol. hydroamination of alkenes with sulfonamides to afford pyrrolidines I [R1 = Ph, 2-thienyl, 2,4,6-tri-MeC6H2, etc.; R2 = H, Me; R3 = Me, t-Bu, CH2CH2CH=CMe2; R2R3 = (CH2)2, (CH2)5, CH2CH2NBocCH2CH2] was reported. These reactions were proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event were hypothesized to serve as the basis for asym. induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further supported for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.4-Methylbenzenesulfonamide(cas: 70-55-3Synthetic Route of C7H9NO2S) was used in this study.

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Synthetic Route of C7H9NO2S

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

《DOTA-Branched Organic Frameworks as Giant and Potent Metal Chelators》 was published in Journal of the American Chemical Society in 2020. These research results belong to Sun, Chengjie; Lin, Hongyu; Gong, Xuanqing; Yang, Zhaoxuan; Mo, Yan; Chen, Xiaoyuan; Gao, Jinhao. COA of Formula: C2H4BrNO The article mentions the following:

Multinuclear complexes as metallo-agents for clin. use have caught extensive attention. In this paper, using 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) as both a functioning unit and a constructing junction, the authors build a series of DOTA-branched organic frameworks with multiple chelating holes by organizing DOTA layer by layer. These giant chelators are well characterized, which reveals their nanosized and soft structures. Further experiments demonstrate that they could efficiently hold abundant metal ions with much higher kinetic stabilities than the conventional small DOTA chelator. Their corresponding polynuclear complexes containing Gd3+, Tb3+, or both show superior imaging properties, excellent feasibility for peripheral modification, and unusual kinetic stability. This work can be easily extended to the fabrication of diverse homomultinuclear complexes and core/shell heteromultinuclear complexes with multifunctional properties. The authors expect that this new type of giant mols. and the ligand-branching strategy would open up a new avenue for the design and construction of next-generation polymetallic agents with high performance and stabilities for biomedical applications. In the experiment, the researchers used 2-Bromoacetamide(cas: 683-57-8COA of Formula: C2H4BrNO)

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.COA of Formula: C2H4BrNO

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2019,Angewandte Chemie, International Edition included an article by Berthold, Dino; Geissler, Arne G. A.; Giofre, Sabrina; Breit, Bernhard. Recommanded Product: 70-55-3. The article was titled 《Rhodium-Catalyzed Asymmetric Intramolecular Hydroamination of Allenes》. The information in the text is summarized as follows:

The rhodium-catalyzed asym. intramol. hydroamination of sulfonyl amides with terminal allenes was reported. It provided selective access to 5- and 6-membered N-heterocycles, scaffolds found in a large range of different bioactive compounds Moreover, gram scale reactions, as well as the application of suitable product transformations to natural products and key intermediates thereof were demonstrated. The results came from multiple reactions, including the reaction of 4-Methylbenzenesulfonamide(cas: 70-55-3Recommanded Product: 70-55-3)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Recommanded Product: 70-55-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2018,Journal of Medicinal Chemistry included an article by Helal, Christopher J.; Arnold, Eric; Boyden, Tracey; Chang, Cheng; Chappie, Thomas A.; Fisher, Ethan; Hajos, Mihaly; Harms, John F.; Hoffman, William E.; Humphrey, John M.; Pandit, Jayvardhan; Kang, Zhijun; Kleiman, Robin J.; Kormos, Bethany L.; Lee, Che-Wah; Lu, Jiemin; Maklad, Noha; McDowell, Laura; McGinnis, Dina; OConnor, Rebecca E.; ODonnell, Christopher J.; Ogden, Adam; Piotrowski, Mary; Schmidt, Christopher J.; Seymour, Patricia A.; Ueno, Hirokazu; Vansell, Nichole; Verhoest, Patrick R.; Yang, Edward X.. Recommanded Product: N-Methoxy-N-methylacetamide. The article was titled 《Identification of a Potent, Highly Selective, and Brain Penetrant Phosphodiesterase 2A Inhibitor Clinical Candidate》. The information in the text is summarized as follows:

Computational modeling was used to direct the synthesis of analogs of previously reported phosphodiesterase 2A (PDE2A) inhibitor (I) with an imidazotriazine core to yield compounds of significantly enhanced potency. The analog PF-05180999 (30) was subsequently identified as a preclin. candidate targeting cognitive impairment associated with schizophrenia. Compound 30 demonstrated potent binding to PDE2A in brain tissue, dose responsive mouse brain cGMP increases, and reversal of N-methyl-D-aspartate (NMDA) antagonist-induced (MK-801, ketamine) effects in electrophysiol. and working memory models in rats. Preclin. pharmacokinetics revealed unbound brain/unbound plasma levels approaching unity and good oral bioavailability resulting in an average concentration at steady state (Cav,ss) predicted human dose of 30 mg once daily (q.d.). Modeling of a modified release formulation suggested that 25 mg twice daily (b.i.d.) could maintain plasma levels of 30 at or above targeted efficacious plasma levels for 24 h, which became part of the human clin. plan. In the experimental materials used by the author, we found N-Methoxy-N-methylacetamide(cas: 78191-00-1Recommanded Product: N-Methoxy-N-methylacetamide)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Recommanded Product: N-Methoxy-N-methylacetamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2018,Journal of Medicinal Chemistry included an article by Gerasyuto, Aleksey I.; Arnold, Michael A.; Wang, Jiashi; Chen, Guangming; Zhang, Xiaoyan; Smith, Sean; Woll, Matthew G.; Baird, John; Zhang, Nanjing; Almstead, Neil G.; Narasimhan, Jana; Peddi, Srinivasa; Dumble, Melissa; Sheedy, Josephine; Weetall, Marla; Branstrom, Arthur A.; Prasad, J. V. N.; Karp, Gary M.. Computed Properties of C4H9NO2. The article was titled 《Discovery and Optimization of Indolyl-Containing 4-Hydroxy-2-Pyridone Type II DNA Topoisomerase Inhibitors Active against Multidrug Resistant Gram-negative Bacteria》. The information in the text is summarized as follows:

There exists an urgent medical need to identify new chem. entities (NCEs) targeting multidrug resistant (MDR) bacterial infections, particularly those caused by Gram-neg. pathogens. 4-Hydroxy-2-pyridones represent a novel class of nonfluoroquinolone inhibitors of bacterial type II topoisomerases active against MDR Gram-neg. bacteria. Herein, authors report on the discovery and structure-activity relationships of a series of fused indolyl-containing 4-hydroxy-2-pyridones with improved in vitro antibacterial activity against fluoroquinolone resistant strains. Compounds 10-((sec-butylamino)methyl)-4-hydroxy-9-methyl-2-oxo-2,5,6,9-tetrahydro-1H-pyrido[2′,3′:4,5]oxepino[3,2-f]indole-3-carboxylic acid hydrochloride (6o) and 4-hydroxy-9-methyl-2-oxo-10-(pyrrolidin-1-ylmethyl)-1,2,5,6,7,9-hexahydropyrido[3′,2′:6,7]cyclohepta[1,2-f]indole-3-carboxylic acid hydrochloride (6v) are representative of this class, targeting both bacterial DNA gyrase and topoisomerase IV (Topo IV). In an abbreviated susceptibility screen, compounds 6o and 6v showed improved MIC90 values against Escherichia coli (0.5-1 μg/mL) and Acinetobacter baumannii (8-16 μg/mL) compared to the precursor compounds In a murine septicemia model, both compounds showed complete protection in mice infected with a LD of E. coli. In the experimental materials used by the author, we found N-Methoxy-N-methylacetamide(cas: 78191-00-1Computed Properties of C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Computed Properties of C4H9NO2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2017,Ganiek, Maximilian A.; Becker, Matthias R.; Berionni, Guillaume; Zipse, Hendrik; Knochel, Paul published 《Barbier Continuous Flow Preparation and Reactions of Carbamoyllithiums for Nucleophilic Amidation》.Chemistry – A European Journal published the findings.Application of 78191-00-1 The information in the text is summarized as follows:

An ambient temperature continuous flow method for nucleophilic amidation and thioamidation was described. Deprotonation of formamides e.g., N,N-diethylformamide by lithium diisopropylamine (LDA) affords carbamoyllithium intermediates that are quenched in situ with various electrophiles such as ketones e.g., cyclohexanone, allyl bromides, Weinreb amides e.g., N-methoxy-N-methylacetamide and morpholino amides RC(O)R1 [R = C6H5, 4-FC6H4, CH(OC2H5)2, etc.; R1 = morpholin-4-yl]. The nature of the reactive lithium intermediates and the thermodn. of the metalation were further investigated by ab initio calculations and kinetic experiments In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methylacetamide(cas: 78191-00-1Application of 78191-00-1)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Application of 78191-00-1

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The author of 《Synthesis and characterization of divalent metal complexes with bipyridylamide ligands》 were McMoran, Ethan P.; Mugenzi, Clement; Fournier, Kyle; Draganjac, Mark; Tony, Donavon; Jeong, Kwangkook; Powell, Douglas R.; Yang, Lei. And the article was published in Journal of Coordination Chemistry in 2016. Quality Control of N-(Pyridin-4-yl)isonicotinamide The author mentioned the following in the article:

Reaction of N-(4-pyridyl)picolinamide (4-ppa), N-(4-pyridyl)nicotinamide (4-pna), N-(4-pyridyl)isonicotinamide (4-pina), and N-(2-pyridyl)isonicotinamide (2-pina) with divalent metal salts gave six new coordination complexes. The x-ray structure of [Zn(4-ppa)2Cl2] (1) shows a mononuclear structure with interesting intermol. hydrogen bonding interactions. [Zn(4-pna)(OAc)2]n (2), [Cu(4-pna)(OTf)2(DMF)2]n.DMF (3), {[Zn(4-pina)(DMF)4](OTf)2}n (4), {[Fe(4-pina)(DMF)4](OTf)2}n (5), and [Cu(2-pina)(OTf)2(DMF)2]n.2DMF (6) are one-dimensional coordination polymers with conformational differences caused by the coordination donor disposition, which demonstrates the flexibility of the pyridylamide ligands in polymeric structures. Reflectance UV-visible spectra and thermal properties of the coordination polymers are also reported.N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Quality Control of N-(Pyridin-4-yl)isonicotinamide) was used in this study.

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Quality Control of N-(Pyridin-4-yl)isonicotinamide The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Product Details of 4746-61-6On October 30, 2014 ,《Synthesis and cytotoxicity of thieno[2,3-b]pyridine and furo[2,3-b]pyridine derivatives》 was published in European Journal of Medicinal Chemistry. The article was written by Hung, Joy M.; Arabshahi, Homayon J.; Leung, Euphemia; Reynisson, Johannes; Barker, David. The article contains the following contents:

Forty seven thieno[2,3-b]pyridine-2-carboxamides, furo[2,3-b]pyridine-2-carboxamides, tetrahydrothieno[2,3-b]quinolone-2-carboxamides and their derivatives were synthesized and tested for their antiproliferative activity against the NCI-60 cell lines. The tetrahydrothieno[2,3-b]quinolone-2-carboxamides I (R = Ph, 4-MeOC6H4, 3-BrC6H4, 3,5-Cl2C6H3, etc.) were found to have the greatest activity, with the compound I (R = 3-MeOC6H4) being the most active, with GI50 values in the low nanomolar range against a range of cell lines, in particular the melanoma cell line MDA-MD-435 (GI50 – 23 nM) and the breast cancer cell line MDA-MB-468 (GI50 – 46 nM). Mol. modeling of series I against phosphoinositide specific-phospholipase C revealed that the side chains of the amino acids His356, Glu341, Arg549 and Lys438 are involved in hydrogen bonding with the ligands as well as a lipophilic pocket is occupied by the Ph carboxamide moiety. After reading the article, we found that the author used 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Product Details of 4746-61-6)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Product Details of 4746-61-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Quality Control of 4-MethylbenzenesulfonamideIn 2022 ,《Functionalized GO@ZIF-90-supported sulfuric acid and its application in the catalytic synthesis of sulfonamides》 was published in Research on Chemical Intermediates. The article was written by Ghazviniyan, Maryam; Masnabadi, Nasrin; Ghasemi, Mohammad Hadi. The article contains the following contents:

In this article, the sulfuric acid supported on the graphene oxide@ZIF-90 composite functionalized with ethylenediamine (GZAH) was synthesized and characterized with FTIR, SEM, TEM, EDS, BET, and TGA. Then, the synthesis of some sulfonamides was performed using the as-prepared nanocatalyst via N-acylation reaction. FTIR, 1HNMR, 13CNMR, and CHNS techniques were used to identify organic mols. The best results (93% yield) were obtained using a catalyst (0.1 g) in acetonitrile as a solvent and for 2 h at 60°C. The catalyst was recycled up to 5 times, maintaining efficiency. In the part of experimental materials, we found many familiar compounds, such as 4-Methylbenzenesulfonamide(cas: 70-55-3Quality Control of 4-Methylbenzenesulfonamide)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Quality Control of 4-Methylbenzenesulfonamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics