Category: 683-57-8

《Structure-based molecular hybridization design of Keap1-Nrf2 inhibitors as novel protective agents of acute lung injury》 was written by Zhang, Le; Xu, Lijuan; Chen, Haihu; Zhang, Wannian; Xing, Chengguo; Qu, Zhuo; Yu, Jianqiang; Zhuang, Chunlin. Recommanded Product: 683-57-8 And the article was included in European Journal of Medicinal Chemistry in 2021. The article conveys some information:

Blocking the Kelch-like epichlorohydrin-related protein 1 (Keap1)-nuclear factor-erythroid 2 related factor 2 (Nrf2) pathway represents as a promising strategy to reduce oxidative stress and related-inflammation, including acute lung injury (ALI). NXPZ-2, a naphthalensulfonamide derivative, was previously reported to effectively inhibit the Keap1-Nrf2 protein-protein interaction (PPI) by our group. In the present work, a series of novel isothiocyanate-containing naphthalensulfonamides with the thioether, sulfoxide and sulfone moieties were designed by a structure-based mol. hybridization strategy using NXPZ-2 and the Nrf2 activator sulforaphane. They possessed good Keap1-Nrf2 PPI inhibitory activity and low cytotoxicity. The mol. docking study was performed to further explain the different activity of the thioether-, sulfoxide- and sulfone-containing naphthalensulfonamides. Among these new derivatives, 2-((N-(4-((N-(2-amino-2-oxoethyl)-4-((3-isothiocyanatopropyl)sulfinyl)phenyl)sulfonamido) naphthalen-1-yl)-4-methoxyphenyl)sulfonamido)acetamide (SCN-16) showed a good KD2 value of 0.455μM to disrupt the PPI. In an LPS-induced peritoneal macrophage cell model, this compound could cause a significant increase in the nuclear Nrf2 protein, decrease in the cytosolic Nrf2 protein, and further elevate the downstream protective enzymes HO-1 and NQO-1, which were better than the lead compound NXPZ-2 and sulforaphane. What’s more, the production of ROS and NO and the expression of pro-inflammatory cytokine TNF-α were also suppressed. In the LPS-induced ALI model, SCN-16 could significantly reduce LPS-induced inflammations and alleviate lung injuries by triggering Nrf2 nuclear translocation. Collectively, our results suggested that SCN-16 could be a novel lead compound targeting Keap1-Nrf2 protective pathway for clin. treatment of ALI. In the experimental materials used by the author, we found 2-Bromoacetamide(cas: 683-57-8Recommanded Product: 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.Recommanded Product: 683-57-8

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

《Synthesis and structures of amido-functionalized N-heterocyclic nickel(II) carbene complexes》 was published in Journal of Organometallic Chemistry in 2020. These research results belong to Lu, Sheng-Zhi; Yang, Hsueh-Hui; Chang, Wei-Ju; Hsueh, Hsin-Hsueh; Lin, Yong-Chieh; Liu, Fu-Chen; Lin, Ivan J. B.; Lee, Gene-Hsiang. Product Details of 683-57-8 The article mentions the following:

A series of bis-bidentate nickel(II) complexes [Ni(R-bimy-CH2CONH)2] (bimyH = benzimidazole; R = Me (3), Et (4), Ph (5)) bearing amido-functionalized N-heterocyclic carbene ligands, and pincer-type nickel(II) complexes [Ni(Py-bimy-CH2CONH)X] (X = Cl (6), Br (7)) bearing an amido- and pyridyl-functionalized N-heterocyclic carbene ligand were prepared These complexes were characterized by NMR (1D and 2D) and single-crystal x-ray diffraction. Complexes 3-5 possess cis configuration, and the carbene ligands bound to the nickel atom through C2 carbon and NH nitrogen in a bis-bidentate coordination mode. In complexes 6 and 7, the pyridyl substituent was also N-bound to the nickel metal center resulting in a pincer-type coordination mode. As observed from the proton NMR spectra, the six-membered chelate rings in complexes 3-5 rendered the protons of the methylene moieties diastereotopic, and the cis configuration made the free rotation of the Et substituent in 4 and the Ph substituent in 5 hampered by the adjacent substituent. The catalytic activity of these nickel complexes in Kumada cross-coupling of phenylmagnesium bromide with aryl chlorides was also investigated. The results indicated that pincer-type complexes 6 and 7 displayed excellent to moderate catalytic activity depending on the aryl chloride used.2-Bromoacetamide(cas: 683-57-8Product Details of 683-57-8) was used in this study.

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.Product Details of 683-57-8

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

In 2019,Journal of the American Chemical Society included an article by Du, Kang; Thorarinsdottir, Agnes E.; Harris, T. David. Synthetic Route of C2H4BrNO. The article was titled 《Selective Binding and Quantitation of Calcium with a Cobalt-Based Magnetic Resonance Probe》. The information in the text is summarized as follows:

The authors report a cobalt-based paramagnetic chem. exchange saturation transfer (PARACEST) magnetic resonance (MR) probe that is able to selectively bind and quantitate the concentration of Ca2+ under physiol. conditions. The parent LCoII complex features an uncoordinated crown ether moiety in close proximity to the CoII center. Addition of Na+ or Ca2+ leads to binding of these metal ions within the crown ether. Single-crystal x-ray diffraction and solid-state magnetic measurements reveal the presence of a metal-specific coordination environment and magnetic anisotropy at Co, with the axial zero-field splitting parameter of the Na+ and Ca2+ complex differing by over 90%. Owing to these differences, solution-based measurements under physiol. conditions indicate reversible binding of Na+ and Ca2+ to give well-separated CEST peaks at 69 and 80 ppm, resp. Dissociation constants for different cation-bound complexes of LCo, as determined by 1H NMR spectroscopy, demonstrate high selectivity toward Ca2+. This finding, in conjunction with the large excess of Na+ in physiol. environments, minimizes interference from related cations, such as Mg2+ and K+. Finally, variable-[Ca2+] CEST spectra establish the ratio between the CEST peak intensities for the Ca2+- and Na+-bound probes (CEST80 ppm/CEST69 ppm) as a measure of [Ca2+], providing the first example of a ratiometric quantitation of Ca2+ concentration using PARACEST. Taken together, these results demonstrate the ability of transition metal PARACEST probes to afford a concentration-independent measure of [Ca2+], and provide a new approach for designing MR probes for cation sensing. The experimental part of the paper was very detailed, including the reaction process of 2-Bromoacetamide(cas: 683-57-8Synthetic Route of 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.Synthetic Route of C2H4BrNO

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

In 2022,Wang, Wei; Ma, Qiyao; Ding, Xinliang; Xu, Yihua; He, Mengting; Xu, Jie; Liu, Jianjun; Ji, Cheng; Zhang, Jie published an article in Ecotoxicology and Environmental Safety. The title of the article was 《Developmental toxicity of bromoacetamide via the thyroid hormone receptors-mediated disruption of thyroid hormone homeostasis in zebrafish embryos》.Recommanded Product: 683-57-8 The author mentioned the following in the article:

Bromoacetamide (BAcAm) is a nitrogenous disinfection byproduct. We previously found that BAcAm induced developmental toxicity in zebrafish embryos, but the underlying mechanisms remain to be elucidated. Since thyroid hormones (THs) homeostasis is crucial to development, we hypothesized that disruption of THs homeostasis may play a role in the developmental toxicity of BAcAm. In this study, we found BAcAm exposure significantly increased mortality and malformation rate, decreased hatching rate and body length, inhibited the locomotor capacity in zebrafish embryos. BAcAm elevated TSH, T3 and T4 levels, down-regulated T3/T4 ratios, and up-regulated mRNA expression changes of THs related genes (trh, tsh, tg, nis, tpo, dio1, dio2, ugt1ab,klf9 and rho), but down-regulated mRNA expression changes of TH receptors (tr α and tr β). Up-regulated tr α and tr β mRNAs by rescue treatment confirmed that both tr α and tr β were involved in the developmental toxicity of BAcAm. In conclusion, our study indicates disruption of THs homeostasis via the thyroid hormone receptors was responsible for the developmental toxicity of BAcAm. The experimental part of the paper was very detailed, including the reaction process of 2-Bromoacetamide(cas: 683-57-8Recommanded Product: 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.Recommanded Product: 683-57-8

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

In 2022,Usman, Muhammad; Hueben, Michael; Kato, Takuro; Zwiener, Christian; Wintgens, Thomas; Linnemann, Volker published an article in Science of the Total Environment. The title of the article was 《Occurrence of brominated disinfection by-products in thermal spas》.Reference of 2-Bromoacetamide The author mentioned the following in the article:

Thermal spas are gaining more and more popularity among the population because they are used for recreational purposes. Disinfecting these baths without losing the health benefits poses a challenge for swimming pool operators. Previous studies have mainly focused on regulated chlorinated DBPs in freshwater pools with no bromide or seawater pools with very high bromide content. Thermal water pools have a low bromide content and in combination with chlorine can lead to chlorinated, brominated and mixed halogenated DBP species. The occurrence of brominated and mixed halogenated DBPs in these types of pools is largely unexplored, with very few or limited studies published on regulated DBPs and even fewer on emerging DBP classes. In the field of swimming pool water disinfection, apart from extensive studies in the field of drinking water disinfection, only a few studies are known in which >39 halogenated and 16 non-halogenated disinfection byproducts, including regulated trihalomethanes (THM) and haloacetic acids (HAA), were investigated in swimming pool water. Calculated bromine incorporation factor (BIF) demonstrated that even small amounts of bromide in swimming pool water can lead to a large shift in DBP species towards brominated and mixed halogenated DBPs. Dihaloacetonitriles (DHANs) accounted for >50% of the calculated cytotoxicity and genotoxicity on average Comparison of the target anal. with the TOX showed that a major part of the measured TOX (69% on average) could be explained by the regulated classes THMs, HAAs, and the unregulated class of HANs. This study aims to help operators of swimming pools with bromide-containing water to gain a better understanding of DBP formation in future monitoring and to fill the knowledge gap that has existed so far on the occurrence of DBPs in thermal water pools. The results came from multiple reactions, including the reaction of 2-Bromoacetamide(cas: 683-57-8Reference of 2-Bromoacetamide)

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.Reference of 2-Bromoacetamide

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

Application of 683-57-8In 2020 ,《Chemical synthesis of an enzyme containing an artificial catalytic apparatus》 was published in Australian Journal of Chemistry. The article was written by Torbeev, Vladimir; Kent, Stephen B. H.. The article contains the following contents:

With the goal of investigating electronic aspects of the catalysis of peptide bond hydrolysis, an analog of HIV-1 protease was designed in which a non-peptide hydroxy-isoquinolinone artificial catalytic apparatus replaced the conserved Asp25-Thr26-Gly27 sequence in each 99-residue polypeptide chain of the homodimeric enzyme mol. The enzyme analog was prepared by total chem. synthesis and had detectable catalytic activity on known HIV-1 protease peptide substrates. Compared with uncatalyzed hydrolysis, the analog enzyme increased the rate of peptide bond hydrolysis by ∼108-fold. Extensions of this unique approach to the study of enzyme catalysis in HIV-1 protease are discussed. In the experiment, the researchers used 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

《Crosslinking of a Single Poly(ionic liquid) by Water into Porous Supramolecular Membranes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Shao, Yue; Wang, Yong-Lei; Li, Xiangshuai; Kheirabad, Atefeh Khorsand; Zhao, Qiang; Yuan, Jiayin; Wang, Hong. Synthetic Route of C2H4BrNO The article mentions the following:

Reversible regulation of membrane microstructures via non-covalent interactions is of considerable interest yet remains a challenge. Herein, we discover a general one-step approach to fabricate supramol. porous polyelectrolyte membranes (SPPMs) from a single poly(ionic liquid) (PIL). The exptl. results and theor. simulation suggested that SPPMs were formed by a hydrogen-bond-induced phase separation of a PIL between its polar and apolar domains, which were linked together by water mols. This unique feature was capable of modulating microscopic porous architectures and thus the global mech. property of SPPMs by a rational design of the mol. structure of PILs. Such SPPMs could switch porosity upon thermal stimuli, as exemplified by dynamically adaptive transparency to thermal fluctuation. This finding provides fascinating opportunities for creating multifunctional SPPMs. In the experimental materials used by the author, we found 2-Bromoacetamide(cas: 683-57-8Synthetic Route of 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.Synthetic Route of C2H4BrNO

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

The author of 《Discovery of novel indolylarylsulfones as potent HIV-1 NNRTIs via structure-guided scaffold morphing》 were Zhao, Tong; Meng, Qing; Kang, Dongwei; Ji, Jianbo; De Clercq, Erik; Pannecouque, Christophe; Liu, Xinyong; Zhan, Peng. And the article was published in European Journal of Medicinal Chemistry in 2019. Safety of 2-Bromoacetamide The author mentioned the following in the article:

For more in-depth exploration of the chem. space around the entrance channel of HIV-1 reverse transcriptase (RT), a series of novel indolylarylsulfones (IASs) bearing different chiral N-substituted pyrrolidines (R/S)-I [R1 = methanesulfonyl, pyridin-3-ylmethyl, (2-fluorophenyl)methyl, (4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl, etc.], azetidines II or substituted sulfonamide groups III [R2 = 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)ethyl, ethanesulfonyl, cyclopropanesulfonyl, etc.] at indole-2-carboxamide were designed and synthesized as potent HIV NNRTIs by structure-guided scaffold morphing approach. All the IASs exhibited moderate to excellent potency against wild-type HIV-1 with EC50values ranging from 0.0043 μM to 4.42 μM. Notably, compound (R)-I (R1 = methanesulfonyl) (EC50 = 4.7 nM, SI = 5183) and (S)-I (R1 = methanesulfonyl) (EC50 = 4.3 nM, SI = 7083) were identified as the most potent compounds, which were more active than nevirapine, lamivudine and efavirenz, and also reached the same order of etravirine. Furthermore, some compounds maintained excellent activity against various single HIV-1 mutants (L100I, K103 N, E138K, Y181C) as well as one double mutant (F227L/V106A) with EC50 values in low-micromolar concentration ranges. Notably, II (R2 = carbamoylmethyl) displayed outstanding potency against F227L/V106A (EC50 = 0.094 μM), and also showed exceptional activity against E138K (EC50 = 0.014 μM), L100I (EC50 = 0.011 μM) and K103 N (EC50 = 0.025 μM). Addnl., most compounds showed markedly reduced cytotoxicity (CC50) compared to lead compounds, especially II [R2 = (2-cyanophenyl)methyl] (CC50 >234.91 μM, SI >18727) and II (R2 = methanesulfonyl) (CC50 >252.49 μM, SI >15152). Preliminary SARs and mol. modeling studies were also discussed in detail, which may provide valuable insights for further optimization. In the part of experimental materials, we found many familiar compounds, such as 2-Bromoacetamide(cas: 683-57-8Safety of 2-Bromoacetamide)

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.Safety of 2-Bromoacetamide

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

In 2022,Bhattacharjee, Jayeeta; Bockfeld, Dirk; Tamm, Matthias published an article in Journal of Organic Chemistry. The title of the article was 《N-Heterocyclic Carbene-Phosphinidenide Complexes as Hydroboration Catalysts》.Recommanded Product: 2-Bromoacetamide The author mentioned the following in the article:

The reactions of the N-heterocyclic carbene-phosphinidene adducts (NHC)PSiMe3 and (NHC)PH with the dinuclear ruthenium and osmium complexes [(η6-p-cymene)MCl2]2 (M = Ru, Os) afforded the half-sandwich complexes [(η6-p-cymene){(NHC)P}MCl] and [(η6-p-cymene){(NHC)PH}MCl2] with two- and three-legged piano-stool geometries, resp. (NHC = IDipp, IMes; IDipp = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene; IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene). The complexes were initially tested as precatalysts for the hydroboration of benzonitrile, and the most active species, the ruthenium complex [(η6-p-cymene){(IMes)P}RuCl], was further used for the efficient hydroboration of a wide range (ca. 50 substrates) of nitriles, carboxylic esters, and carboxamides in neat pinacolborane (HBpin) under comparatively mild reaction conditions (60-80°C, 3-5 mol % catalyst loading). Preliminary mechanistic and kinetic studies are reported, and stoichiometric reactions with HBpin indicate the initial formation of the monohydride complex [(η6-p-cymene){(IMes)P}RuH] as the putative catalytically active species. In the experimental materials used by the author, we found 2-Bromoacetamide(cas: 683-57-8Recommanded Product: 2-Bromoacetamide)

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.Recommanded Product: 2-Bromoacetamide

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

《Monohaloacetic Acids and Monohaloacetamides Attack Distinct Cellular Proteome Thiols》 was written by Hall, David Ross; Yeung, Kirsten; Peng, Hui. Safety of 2-Bromoacetamide And the article was included in Environmental Science & Technology in 2020. The article conveys some information:

Disinfection byproduct (DBP) exposure has been linked to multiple adverse health outcomes. However, the mol. initiating events by which DBPs induce their toxicities remain unclear. Herein, we combined reporter cell lines and activity-based protein profiling (ABPP) chem. proteomics to identify the protein targets of three monohaloacetic acids (mHAAs) and three monohaloacetamides (mHAMs), at the proteome-wide level. While mHAAs and mHAMs have similar potencies in reducing MTT activity, mHAMs induced greater Nrf2-mediated oxidative stress responses, demonstrating their distinct toxicity pathways. ABPP on crude cell lysates suggested that general proteome thiol reactivity correlates with cytotoxicity. Interestingly, live cell ABPP results revealed class-specific proteins attacked by mHAMs or mHAAs. Subsequent proteomic anal. identified >100 unique targets per DBP. mHAMs preferentially react with redox proteins including disulfide oxidoreductase enzymes, accounting for their stronger Nrf2 responses. To further probe alkylation mechanisms, we directly monitored protein adducts and identified 120 and 37 unique peptides with iodoacetamide and iodoacetic acid adducts, resp. Of the latter, we confirmed glyceraldehyde-3-phosphate dehydrogenase as a key target of IAA, specifically attacking the catalytic Cys 152. This is the first study reporting the distinct cellular protein targets of mHAAs and mHAMs at the proteome-wide level, which highlights their different toxicity pathways despite their similar structures.2-Bromoacetamide(cas: 683-57-8Safety of 2-Bromoacetamide) was used in this study.

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.Safety of 2-Bromoacetamide

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