Tag: 100-200

Category: amides-buliding-blocksIn 2022 ,《Synthesis, characterization, molecular modeling against EGFR target and ADME/T analysis of novel purine derivatives of sulfonamides》 appeared in Journal of Molecular Structure. The author of the article were Bhat, Mashooq A.; Tuzun, Burak; Alsaif, Nawaf A.; Ali Khan, Azmat; Naglah, Ahmed M.. The article conveys some information:

A novel series of purine derivatives containing sulfonamide moiety I [R = NH, CH2CH2NH, NHSO2, etc.; R1 = SO2OH, SO2NH2, SO2NC(NH)2, etc.] were synthesized in good yield by the single-step reaction method. The chem. activities of the mols. at the B3LYP, HF, M062X level 3-21 g, 6-31 g, and SDD basis were set with the Gaussian package program. The biol. activities of the mols. against the epidermal growth factor receptor (EGFR) proteins (PDB ID: 1M17 and 2ITN) were compared with the Maestro Mol. modeling platform by Schrodinger. Compound I [R = NH; R1 = SO2NH-2-4,5-dimethyloxazole] had the highest value in all basis sets, according to the numerical value of the HOMO parameter. The interactions of compound I [R = NH; R1 = SO2NH-2-4,5-dimethyloxazole] with Epidermal Growth Factor Receptor ID: 1M17 and ID: 2ITN proteins, presented the highest activity. Finally, ADME/T anal. was performed to examine the drug properties of the mols. In the part of experimental materials, we found many familiar compounds, such as 4-Methylbenzenesulfonamide(cas: 70-55-3Category: amides-buliding-blocks)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Category: amides-buliding-blocks

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

Mouchel Dit Leguerrier, D.; Barre, R.; Ruet, Q.; Imbert, D.; Philouze, C.; Fries, P. H.; Martel-Frachet, V.; Molloy, J. K.; Thomas, F. published their research in Dalton Transactions in 2021. The article was titled 《Lanthanide complexes of DOTA-nitroxide conjugates for redox imaging: spectroelectrochemistry, CEST, relaxivity, and cytotoxicity》.Synthetic Route of C2H4BrNO The article contains the following contents:

The lanthanide(III) complexes (Gd, Eu, Dy, and Yb) of DOTA tris(amide) and bis(amide) derivatives (L1 and L2) featuring one redox active TEMPO arm were prepared Ligand L2 harbours an alkyne fragment for further functionalization. The x-ray crystal structure of ligand L2 in complexation with Na+ was solved. The complexes showed in their CV one oxidation wave (0.26-0. 34 V vs. Fc+/Fc) due to an oxoammonium/nitroxide redox couple and a broad reduction corresponding to the nitroxide/hydroxylamine system. The Eu complexes demonstrated the presence of one water mol. in their coordination sphere. The nitroxide complexes were characterized by EPR spectroscopy, showing the typical 3-line pattern in the high temperature regime, which is quenched upon the addition of ascorbate (reduction into hydroxylamine). In their nitroxide form, the complexes show essentially no CEST peak. Conversely, the reduced complexes demonstrate a 12% CEST peak at 51 ppm, corresponding to the metal bound water mol. Fast exchange precluded the CEST activity for the amide protons. All the complexes proved to be essentially non-toxic for M21 cells at concentrations up to 50μM. After reading the article, we found that the author used 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

《Boron-Catalyzed N-Alkylation of Arylamines and Arylamides with Benzylic Alcohols》 was published in Journal of Organic Chemistry in 2020. These research results belong to Guru, Murali Mohan; Thorve, Pradip Ramdas; Maji, Biplab. Name: 4-Methylbenzenesulfonamide The article mentions the following:

A sustainable boron-based catalytic approach for chemoselective N-alkylation of primary and secondary aromatic amines and amides with primary, secondary, and tertiary benzylic alcs. have been presented. The metal-free protocol operates at low catalyst loading, tolerates several functional groups and generates H2O as the sole byproduct. Preliminary mechanistic studies were performed to demonstrate the crucial role of boron catalyst for the activation of the intermediate dibenzyl ether and to identify the rate-determining step. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Name: 4-Methylbenzenesulfonamide)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Name: 4-Methylbenzenesulfonamide

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

《Biologic-like In Vivo Efficacy with Small Molecule Inhibitors of TNFα Identified Using Scaffold Hopping and Structure-Based Drug Design Approaches》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Xiao, Hai-Yun; Li, Ning; Duan, James J.-W.; Jiang, Bin; Lu, Zhonghui; Ngu, Khehyong; Tino, Joseph; Kopcho, Lisa M.; Lu, Hao; Chen, Jing; Tebben, Andrew J.; Sheriff, Steven; Chang, ChiehYing Y.; Yanchunas, Joseph Jr.; Calambur, Deepa; Gao, Mian; Shuster, David J.; Susulic, Vojkan; Xie, Jenny H.; Guarino, Victor R.; Wu, Dauh-Rurng; Gregor, Kurt R.; Goldstine, Christine B.; Hynes, John Jr.; Macor, John E.; Salter-Cid, Luisa; Burke, James R.; Shaw, Patrick J.; Dhar, T. G. Murali. Recommanded Product: N-Methoxy-N-methylacetamide The article mentions the following:

Scaffold hopping and structure-based drug design were employed to identify substituted 4-aminoquinolines and 4-aminonaphthyridines as potent, small mol. inhibitors of tumor necrosis factor alpha (TNFα). Structure-activity relationships in both the quinoline and naphthyridine series leading to the identification of compound 42 with excellent potency and pharmacokinetic profile are discussed. X-ray co-crystal structure anal. and ultracentrifugation experiments clearly demonstrate that these inhibitors distort the TNFα trimer upon binding, leading to aberrant signaling when the trimer binds to TNF receptor 1 (TNFR1). Pharmacokinetic-pharmacodynamic activity of compound 42 in a TNF-induced IL-6 mouse model and in vivo activity in a collagen antibody-induced arthritis model, where it showed biol.-like in vivo efficacy, will be discussed. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methylacetamide(cas: 78191-00-1Recommanded Product: N-Methoxy-N-methylacetamide)

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.Recommanded Product: N-Methoxy-N-methylacetamide

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

In 2019,Separation Science plus included an article by Hidalgo-Serrano, Miriam; Borrull, Francesc; Marce, Rosa M.; Pocurull, Eva. Electric Literature of C7H9NO2S. The article was titled 《Presence of benzotriazoles, benzothiazoles and benzenesulfonamides in surface water samples by liquid chromatography coupled to high-resolution mass spectrometry》. The information in the text is summarized as follows:

An anal. method has been developed for the simultaneous determination of seven benzotriazole, five benzothiazole and four benzenesulfonamide derivatives in surface water samples. The procedure is based on solid-phase extraction with Oasis HLB, followed by high-performance liquid chromatog. coupled to high-resolution mass spectrometry. Apparent recoveries ranged from 40 to 101%, except for compounds the matrix effect of which was above -60%. The repeatability (n = 5) of the method was below 20% for all compounds except 4-hydroxybenzotriazole in river water. The method limits of detection for most compounds ranged from 1 to 12 ng/L for both river water and seawater. The method was then used for the determination of the studied compounds in several river water and seawater samples from harbor and coastal areas. 1-H-Benzotriazole (up to 78 ng/L in river water and above the upper limit of the calibration curve in seawater) and 4-methyl-1-H-benzotriazole (up to 44 ng/L in river water and 338 ng/L in seawater) were the most abundant compounds quantified in the samples, even though 5-methyl-1-H-benzotriazole and 2-hydroxybenzothiazole were also found in most samples. Some compounds were frequently found in certain types of samples, such as 2-aminobenzothiazole in river water. Benzenesulfonamide derivatives could not be quantified in any sample. In the experimental materials used by the author, we found 4-Methylbenzenesulfonamide(cas: 70-55-3Electric Literature of C7H9NO2S)

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.Electric Literature of C7H9NO2S

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

In 2017,Li, Wenjing; Yin, Changzhen; Yang, Xiao; Liu, Hailong; Zheng, Xueli; Yuan, Maolin; Li, Ruixiang; Fu, Haiyan; Chen, Hua published 《Cu(II)-Mediated keto C(sp3)-H bond α-acyloxylation of N,N-dialkylamides with aromatic carboxylic acids》.Organic & Biomolecular Chemistry published the findings.Safety of N-Methoxy-N-methylacetamide The information in the text is summarized as follows:

The selective oxidative coupling of aromatic carboxylic acids with the C(sp3)-H bond adjacent to the keto group of alkylamides was developed by employing a low cost copper source. This provides an efficient approach for synthesis of O-benzoylglycolamides. The protocol displayed good functional group tolerance. A broad range of benzoic acids directly coupled with alkylamides to afford a variety of O-benzoylglycolamides in moderate to good yields. In addition, a reasonable radical mechanism was proposed based on EPR experiments In the part of experimental materials, we found many familiar compounds, such as N-Methoxy-N-methylacetamide(cas: 78191-00-1Safety of N-Methoxy-N-methylacetamide)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) 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.Safety of N-Methoxy-N-methylacetamide

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

《Discovery and characterization of an acridine radical photoreductant》 was written by MacKenzie, Ian A.; Wang, Leifeng; Onuska, Nicholas P. R.; Williams, Olivia F.; Begam, Khadiza; Moran, Andrew M.; Dunietz, Barry D.; Nicewicz, David A.. Formula: C7H9NO2S And the article was included in Nature (London, United Kingdom) in 2020. The article conveys some information:

Photoinduced electron transfer (PET) is a phenomenon whereby the absorption of light by a chem. species provides an energetic driving force for an electron-transfer reaction1-4. This mechanism is relevant in many areas of chem., including the study of natural and artificial photosynthesis, photovoltaics and photosensitive materials. In recent years, research in the area of photoredox catalysis has enabled the use of PET for the catalytic generation of both neutral and charged organic free-radical species. These technologies have enabled previously inaccessible chem. transformations and have been widely used in both academic and industrial settings. Such reactions are often catalyzed by visible-light-absorbing organic mols. or transition-metal complexes of ruthenium, iridium, chromium or copper5,6. Although various closed-shell organic mols. have been shown to behave as competent electron-transfer catalysts in photoredox reactions, there are only limited reports of PET reactions involving neutral organic radicals as excited-state donors or acceptors. This is unsurprising because the lifetimes of doublet excited states of neutral organic radicals are typically several orders of magnitude shorter than the singlet lifetimes of known transition-metal photoredox catalysts7-11. Here we document the discovery, characterization and reactivity of a neutral acridine radical with a maximum excited-state oxidation potential of -3.36 V vs. a SCE, which is similarly reducing to elemental lithium, making this radical one of the most potent chem. reductants reported12. Spectroscopic, computational and chem. studies indicate that the formation of a twisted intramol. charge-transfer species enables the population of higher-energy doublet excited states, leading to the observed potent photoreducing behavior. We demonstrate that this catalytically generated PET catalyst facilitates several chem. reactions that typically require alkali metal reductants and can be used in other organic transformations that require dissolving metal reductants. After reading the article, we found that the author used 4-Methylbenzenesulfonamide(cas: 70-55-3Formula: C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) 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.Formula: C7H9NO2S

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

《Ammonia-Mediated Bromate Inhibition during Ozonation Promotes the Toxicity Due to Organic Byproduct Transformation》 was published in Environmental Science & Technology in 2020. These research results belong to Wu, Qian-Yuan; Yang, Lu-Lin; Zhang, Xin-Yang; Wang, Wen-Long; Lu, Yao; Du, Ye; Lu, Yun; Hu, Hong-Ying. Recommanded Product: 2-Bromoacetamide The article mentions the following:

Ammonia (NH4+) and hydrogen peroxide (H2O2) have been widely used to inhibit bromate formation during ozonization. However, organic byproducts can also pose a risk under these conditions. During bromate inhibition, the influence of NH4+ and H2O2 on organic byproducts and their toxicity should be elucidated. Our study found that NH4+ suppressed organic bromine, but might result in increased toxicity. Adding 0.5 mg/L of NH4+-N substantially increased both the formation of cytotoxicity and genotoxicity (DNA double-strand breaks) of organic byproducts from 0.6 to 1.6 mg-phenol/L, and from 0.3 to 0.8μg-4-NQO/L (0.5 mg/L Br-, 5 mg/L O3). NH4+ decreased bromate, but increased the overall toxicity of the integrated byproducts (organic byproducts and bromate). Organic nitrogen measurements and 15N isotope anal. showed enhanced incorporation of nitrogen into organic matter when NH4+ and Br- coexisted during ozonization. NH4+ decreased the formation of brominated acetonitriles, but enhanced the formation of brominated nitromethanes and brominated acetamides. These brominated nitrogenous byproducts were partially responsible for this increase in toxicity. Different from ammonia, H2O2 could reduce both bromate and the toxicity of organic byproducts. In the presence of 0.5 mg/L Br- and 10 mg/L O3, adding H2O2 (0.5 mM) substantially suppressed bromate, cytotoxicity formation and genotoxicity formation by 88%, 63% and 67%. This study highlights that focusing on bromate control with NH4+ addition might result in higher toxicity. Efforts are needed to effectively control the toxicities of bromate and organic byproducts simultaneously. After reading the article, we found that the author used 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

In 2019,Asian Journal of Organic Chemistry included an article by Paul, Dipankar; Borah, Apurba; Khatua, Snehadrinarayan; Nath Chatterjee, Paresh. Computed Properties of C7H9NO2S. The article was titled 《para-Toluenesulfonic Acid-Catalyzed, Ultrasound-Promoted, One-Pot, Three-Component Coupling of Aldehydes, -Dicarbonyls/Amides and Electron-Rich Arenes》. The information in the text is summarized as follows:

An ultrasound-promoted, metal-free method for the three-component coupling of aldehydes, β-dicarbonyls/amides and electron-rich arenes was reported. The versatility of the method was established by employing varieties of functionally diverse components for coupling. In lieu of expensive, toxic or specifically designed catalysts, the method presented employed com. available, inexpensive and non-toxic para-toluenesulfonic acid monohydrate (pTSA) as an efficient catalyst. An insight into the mechanistic pathway of the three-component coupling reaction was also provided by isolating the intermediate and subsequently converting it to the final product. The flexibility of choosing the components in the method described allowed one-pot access to a variety of relevant organic motifs. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Computed Properties of C7H9NO2S)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Computed Properties of C7H9NO2S

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

In 2019,Bioorganic & Medicinal Chemistry included an article by de Heuvel, Erik; Singh, Abhimanyu K.; Edink, Ewald; van der Meer, Tiffany; van der Woude, Melanie; Sadek, Payman; Krell-Joergensen, Mikkel P.; van den Bergh, Toine; Veerman, Johan; Caljon, Guy; Kalejaiye, Titilola D.; Wijtmans, Maikel; Maes, Louis; de Koning, Harry P.; Jan Sterk, Geert; Siderius, Marco; de Esch, Iwan J. P.; Brown, David G.; Leurs, Rob. Application In Synthesis of 2-Bromoacetamide. The article was titled 《Alkynamide phthalazinones as a new class of TbrPDEB1 inhibitors》. The information in the text is summarized as follows:

Several 3′,5′-cyclic nucleotide phosphodiesterases (PDEs) have been validated as good drug targets for a large variety of diseases. Trypanosoma brucei PDEB1 (TbrPDEB1) has been designated as a promising drug target for the treatment of human African trypanosomiasis. Recently, the first class of selective nanomolar TbrPDEB1 inhibitors was obtained by targeting the parasite specific P-pocket. However, these biphenyl-substituted tetrahydrophthalazinone-based inhibitors did not show potent cellular activity against Trypanosoma brucei (T. brucei) parasites, leaving room for further optimization. Herein, we report the discovery of a new class of potent TbrPDEB1 inhibitors that display improved activities against T. brucei parasites. Exploring different linkers between the reported tetrahydrophthalazinone core scaffold and the amide tail group resulted in the discovery of alkynamide phthalazinones as new TbrPDEB1 inhibitors, which exhibit submicromolar activities vs. T. brucei parasites and no cytotoxicity to human MRC-5 cells. Elucidation of the crystal structure of alkynamide 8b (NPD-048) bound to the catalytic domain of TbrPDEB1 shows a bidentate interaction with the key-residue Gln874 and good directionality towards the P-pocket. Incubation of trypanosomes with alkynamide 8b results in an increase of intracellular cAMP, validating a PDE-mediated effect in vitro and providing a new interesting compound series for further studies towards selective TbrPDEB1 inhibitors with potent phenotypic activity. After reading the article, we found that the author used 2-Bromoacetamide(cas: 683-57-8Application In Synthesis 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.Application In Synthesis of 2-Bromoacetamide

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