Month: October 2022

In 2013,Urabe, Fumiya; Nagashima, Shunsuke; Takahashi, Keisuke; Ishihara, Jun; Hatakeyama, Susumi published 《Total Synthesis of (-)-Cinatrin C1 Based on an In(OTf)3-Catalyzed Conia-Ene Reaction》.Journal of Organic Chemistry published the findings.Application of 71432-55-8 The information in the text is summarized as follows:

The stereocontrolled total synthesis of (-)-cinatrin C1 (I), a phospholipase A2 inhibitor, has been accomplished. The key feature includes the stereoselective construction of the highly substituted THF core by In(OTf)3-catalyzed Conia-ene reaction of the oxygen-tethered acetylenic malonic ester II followed by dihydroxylation with concomitant lactonization. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Application of 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Application of 71432-55-8

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

In 2019,Inorganica Chimica Acta included an article by Pradhan, Rabindra N.; Hossain, Sayed M.; Lakma, Avinash; Stojkov, Dragana D.; Verbic, Tatjana Z.; Angelovski, Goran; Pujales-Paradela, Rosa; Platas-Iglesias, Carlos; Singh, Akhilesh K.. Name: 2-Bromoacetamide. The article was titled 《Water soluble Eu(III) complexes of macrocyclic triamide ligands: Structure, stability, luminescence and redox properties》. The information in the text is summarized as follows:

Two macrocyclic triamide octadentate chelator scaffolds L1 and L2 were synthesized, characterized by several spectroscopic techniques, and their pKa values were determined by potentiometric titration Using these ligands, two water soluble paramagnetic Eu(III) complexes, [EuL1(OH2)](NO3)3·H2O (EuL1) and [EuL2(OH2)](NO3)3·H2O (EuL2) were synthesized and characterized in the solid state and in solution Single crystal x-ray diffraction measurement of [EuL1(OH2)](NO3)3. H2O (EuL1) reveals octadentate binding of the ligand to Eu(III) and ninth coordination being completed by an O atom of a solvent mol. (H2O). X-ray diffraction data of [EuL2(OH2)](NO3)3·H2O (EuL2) were severely disordered and hence its chloride analog [EuL2(DMF)]Cl3·H2O·MeOH (EuL2-Cl) was synthesized and characterized using single-crystal x-ray diffraction measurements. The crystal data of [EuL2(DMF)](Cl)3·H2O·MeOH (EuL2-Cl) reveal octadentate binding of the ligand to Eu(III), with the ninth coordination being completed by an O atom of a solvent mol. (DMF). Luminescence measurements confirm the presence of a H2O mol. coordinated to Eu(III) in aqueous solution The stability of the Eu(III) complexes was studied using spectrophotometric molar ratio method. Cyclic voltammetry studies obtained from aqueous solutions of the Eu(III) complexes show reversible one electron reduction processes at the glassy C electrode with E1/2 = -0.799 V and -0.777 V (vs. Ag/AgCl) for the complexes of L1 and L2. In the experimental materials used by the author, we found 2-Bromoacetamide(cas: 683-57-8Name: 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.Name: 2-Bromoacetamide

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

《Self-assembled Ln(III) cyclen-based micelles and AuNPs conjugates as candidates for luminescent and magnetic resonance imaging (MRI) agents》 was written by Molloy, Jennifer K.; Nonat, Aline M.; O’Brien, John E.; Brougham, Dermot F.; Gunnlaugsson, Thorfinnur. Formula: C2H4BrNO And the article was included in Supramolecular Chemistry in 2020. The article conveys some information:

The tetra-substituted heptadentate cyclen (1,4,7,10-tetraazacyclododecane) based Eu(III)/Tb(III)/Gd(III)-complexes 1.Ln and 2.Ln were developed. An 1.Eu/Tb and 2.Eu/Tb and were employed in the formation of luminescent self-assembling ternary structures, and we demonstrate that only in the presence of appropriate sensitizing antennae, was the lanthanide-emission of 1.Eu/Tb and 2.Eu/Tb ‘switched on’. An 1.Gd/2.Gd were developed as potential MIR contrast agents, and employed in NMRD-measurements, where their relaxivity was investigated, and their (relatively high) r1 values determined The formation of a self-assembled micelle-type structure was clearly observed for 2.Gd. The functionalised gold nanoparticles 1.Ln-AuNP were also synthesized from 1.Ln. As for the free complexes, the Ln-emission was ‘switched on’ for 1.Eu/Tb-AuNP in the presence of the antennae. NMRD measurements indicated that the relaxivity for the 1.Gd-AuNP systems was very high, with a value of 445 s-1mM-1 (at 400 MHz), demonstrating the cumulative effect of the relatively high number of 1.Gd complexes on the surface of the AuNP. In the part of experimental materials, we found many familiar compounds, such as 2-Bromoacetamide(cas: 683-57-8Formula: 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.Formula: C2H4BrNO

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

《A three component protocol for the synthesis of aziridines using BF3·(OEt)2》 was written by Basha, Shaik Firoj; Anwar, Shaik. Safety of 4-Methylbenzenesulfonamide And the article was included in Asian Journal of Chemistry in 2020. The article conveys some information:

Synthesis of syn and anti isomers of sulfonamides derivatives I [R = H, 4-F, 4-Cl, etc.; R1 = H, 4-Cl] was carried out by a three component reaction using phenacyl bromide, p-toluenesulfonamide and benzaldehydes in presence of mild Lewis acid such as BF3·(OEt)2 in dichloromethane. The synthetic utility of this protocol was carried out with syn-isomer to yield corresponding cis-aziridines. This protocol was operationally simple for a wide variety of substituted benzaldehydes and substituted phenacyl bromides. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Safety of 4-Methylbenzenesulfonamide)

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.Safety of 4-Methylbenzenesulfonamide

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

Hao, Guiyun; Li, Hao; Yang, Fei; Dong, Duoling; Li, Zezhong; Ding, Yingying; Pan, Wei; Wang, Enduo; Liu, Rujuan; Zhou, Huchen published their research in Bioorganic & Medicinal Chemistry in 2021. The article was titled 《Discovery of benzhydrol-oxaborole derivatives as Streptococcus pneumoniae leucyl-tRNA synthetase inhibitors》.Formula: C2H4BrNO The article contains the following contents:

1-Hydroxy-2,1-benzoxaboroles I were prepared and examined for inhibitory activity against leucyl-tRNA synthetase (LeuRS) and antibacterial activity against multidrug-resistant S. pneumoniae pathogen. Pneumonia caused by bacterium S. pneumoniae is a severe acute respiratory infectious disease with high morbidity and mortality, especially for children and immunity-compromised patients. The emergence of multidrug-resistant S. pneumoniae also presents a challenge to human health. Leucyl-tRNA synthetase (LeuRS) catalyzes the attachment of L-leucine to tRNALeu, which plays an essential role in protein translation and is considered an attractive antimicrobial drug target. In the present work, benzhydrol-oxaborole hybrid compounds were designed and synthesized as inhibitors of S. pneumoniae LeuRS. Exploration of the Ph ring near Lysine 389 eventually yielded compounds 46 and 54 with submicromolar inhibitory potency. The co-crystal of compound 54 in the editing domain pocket of SpLeuRS was obtained and confirmed the formation of an addnl. hydrogen bond between the carbonyl of 54 and Lysine 389. It also showed anti-pneumococcal activity in vitro. The structure-activity relationship was discussed. This work will provide an essential foundation for the further development of anti-pneumococcal agents by targeting LeuRS. After reading the article, we found that the author used 2-Bromoacetamide(cas: 683-57-8Formula: 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.Formula: C2H4BrNO

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

Li, Jiafu; Aziz, Tareq Md.; Granger, Caroline O.; Richardson, Susan D. published their research in Environmental Science & Technology in 2021. The article was titled 《Are Disinfection Byproducts (DBPs) Formed in My Cup of Tea? Regulated, Priority, and Unknown DBPs》.Safety of 2-Bromoacetamide The article contains the following contents:

Globally, tea is the second most consumed nonalcoholic beverage next to drinking water and is an important pathway of disinfection byproduct (DBP) exposure. When boiled tap water is used to brew tea, residual chlorine can produce DBPs by the reaction of chlorine with tea compounds In this study, 60 regulated and priority DBPs were measured in Twinings green tea, Earl Gray tea, and Lipton tea that was brewed using tap water or simulated tap water (nanopure water with chlorine). In many cases, measured DBP levels in tea were lower than in the tap water itself due to volatilization and sorption onto tea leaves. DBPs formed by the reaction of residual chlorine with tea precursors contributed ~12% of total DBPs in real tap water brewed tea, with the remaining 88% introduced by the tap water itself. Of that 12%, dichloroacetic acid, trichloroacetic acid, and chloroform were the only contributing DBPs. Total organic halogen in tea nearly doubled relative to tap water, with 96% of the halogenated DBPs unknown. Much of this unknown total organic halogen (TOX) may be high-mol.-weight haloarom. compounds, formed by the reaction of chlorine with polyphenols present in tea leaves. The identification of 15 haloarom. DBPs using gas chromatog.-high-resolution mass spectrometry indicates that this may be the case. Further studies on the identity and formation of these aromatic DBPs should be conducted since haloarom. DBPs can have significant toxicity.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

Application of 70-55-3In 2019 ,《Metal-Free Amidation Reactions of Terminal Alkynes with Benzenesulfonamide》 appeared in Journal of Organic Chemistry. The author of the article were Mahato, Sachinta; Santra, Sougata; Zyryanov, Grigory V.; Majee, Adinath. The article conveys some information:

A novel and efficient approach has been developed to synthesize α-sulfonylamino ketones, e.g., PhCOCH2NHTs, through the reaction between terminal alkynes and sulfonamides under ambient air using diacetoxy iodobenzene. A library of α-sulfonylamino ketone derivatives having a variety of substituents has been synthesized. A plausible reaction pathway has been predicted. This reaction offers a broad substrate scope, metal-free synthesis, excellent regioselectivity, easily accessible reactants, and room temperature reaction conditions under ambient air and is operationally simple. A gram-scale synthesis demonstrates the potential applications of the present method. In addition, we have also synthesized α-acetoxy ketones, e.g., PhCOCH2OAc, in the absence of sulfonamide. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Application of 70-55-3)

4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Application of 70-55-3

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

《Derivatives of cinnamic acid interact with the nucleotide binding site of mitochondrial aldehyde dehydrogenase: effects on the dehydrogenase reaction and stimulation of esterase activity by nucleotides》 was written by Poole, Robert C.; Bowden, Nicola J.; Halestrap, Andrew P.. Reference of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide And the article was included in Biochemical Pharmacology on April 22 ,1993. The article conveys some information:

A wide variety of cinnamic acid derivatives are inhibitors of the low Km mitochondrial aldehyde dehydrogenase. Two of the most potent inhibitors are α-cyano-3,4-dihydroxythiocinnamamide (Ki 0.6 μM) and α-cyano-3,4,5-trihydroxycinnamonitrile (Ki 2.6 μM). With propionaldehyde as substrate the inhibition by these compounds was competitive with respect to NAD+. α-Fluorocinnamate was a much less effective inhibitor of the enzyme, with mixed behavior toward NAD+, but with a major competitive component. These cinnamic acid derivatives were ineffective as inhibitors of the aldehyde dehydrogenase-catalyzed hydrolysis of p-nitrophenyl acetate, but inhibited the ability of NAD+ and NADH to activate this activity. Inhibition of the stimulation of esterase activity was competitive with respect to NAD+ and NADH, and the derived Ki values were the same as for inhibition of dehydrogenase activity. NAD+, but not acetaldehyde, could elute the low Km aldehyde dehydrogenase from α-cyanocinnamate-Sepharose, to which the enzyme binds specifically. The cinnamic acid derivatives have little effect on lactate dehydrogenase, glyceraldehyde-3-phosphate dehydrogenase or a high Km aldehyde dehydrogenase present in rat liver mitochondria. Thus, some cinnamic acid derivatives are potent inhibitors of the low Km aldehyde dehydrogenase, by competing with NAD+/NADH for binding to the enzyme. They are much less effective as inhibitors of other NAD+-dependent dehydrogenases. The experimental part of the paper was very detailed, including the reaction process of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7Reference of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide)

2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. 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. Reference of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide

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

《Synthesis of 2-Aryl-2,3-dihydro-1,8-naphthyridin-4(1H)-ones by Deprotective Cyclization of N-{3-[(2E)-3-Arylprop-2-enoyl]pyridin-2-yl}-2,2-dimethylpropanamides in Water》 was published in Helvetica Chimica Acta in 2016. These research results belong to Kobayashi, Kazuhiro; Kosuna, Risa; Imaoka, Ayumi. Electric Literature of C10H14N2O The article mentions the following:

A new and convenient method for the preparation of 2-aryl-2,3-dihydro-1,8-naphthyridin-4(1H)-ones was developed. Thus, N-{3-[(2E)-3-arylprop-2-enoyl]pyridin-2-yl}-2,2-dimethylpropanamides were synthesized from com. available pyridin-2-amine using an easily performed three-step sequence and were subjected to cyclization with deprotection under acidic conditions in H2O to give the desired products. Similarly, 2-aryl-2,3-dihydro-1,7-naphthyridin-4(1H)-ones and 2-aryl-2,3-dihydro-1,6-naphthyridin-4(1H)-ones was prepared from pyridin-3-amine and pyridin-4-amine, resp. In the part of experimental materials, we found many familiar compounds, such as 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Electric Literature of C10H14N2O)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) 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.Electric Literature of C10H14N2O

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