Category: amides-buliding-blocks

《Hydrogen-bonding one-dimensional arrangement in the crystal of N-phenyl-2-hydroxyacetamide》 was written by Perpetuo, Genivaldo Julio; Janczak, Jan. Application of 4746-61-6 And the article was included in Journal of Molecular Structure on August 27 ,2009. The article conveys some information:

The N-phenyl-2-hydroxyacetamide was obtained in crystalline form by a direct reaction of aniline with glycolic acid. The whole mol. in the crystal is nonplanar, but the planar 2-hydroxyacetamide group is inclined by 7.8(1)° to the plane of the Ph ring that is cis located to the carbonyl oxygen atom. The hydroxyl group is in trans position to the carbonyl oxygen atom. The mols. are linked by the N-H···O and O-H···O hydrogen bonds into 1-dimensional chains along the a-axis. Addnl., the C-H···π interactions interconnect the chains stabilizing the crystal structure. The x-ray geometry of the N-phenyl-2-hydroxyacetamide mol. was compared with that obtained by the ab-initio MO calculated results that represents the geometry in the gas-phase. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxy-N-phenylacetamide(cas: 4746-61-6Application of 4746-61-6)

2-Hydroxy-N-phenylacetamide(cas: 4746-61-6) 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. Application of 4746-61-6

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

《Glutamate-urea-based PSMA-targeted PLGA nanoparticles for prostate cancer delivery of docetaxel》 was published in Pharmaceutical Development and Technology in 2021. These research results belong to Saniee, Fateme; Shabani Ravari, Nazanin; Goodarzi, Navid; Amini, Mohsen; Atyabi, Fatemeh; Saeedian Moghadam, Ebrahim; Dinarvand, Rassoul. Product Details of 2418-95-3 The article mentions the following:

Targeted drug delivery is a tool to make treatment more specific, selective, and effective and to prevent unwanted complications. Prostate specific membrane antigen (PSMA) is a useful biomarker in order to monitor and control prostate cancer. Glutamate-Urea-R (Glu-Urea-R) is a PSMA enzyme inhibitor capable of binding to this surface marker of prostate cancer cell in an efficient and special manner. The aim of this project was to develop a docetaxel-loaded nanoparticle of poly (lactic-co-glycolic acid) polyethylene glycol which is cojugated to a urea-based anti-PSMA ligand named glutamate-urea-lysine (glu-urea-lys) for targeted delivery of docetaxel in prostate cancer. The obtained nanoparticles, prepared by nanopptn. method, were spheres with a particle size of around 150 nm and zeta potential of -7.08 mV. Uptake studies on the PC3 (as PSMA neg.) and LNCaP (as PSMA pos.) cells demonstrated that drug uptake was efficient by the PSMA pos. cells. IC50 of targeted NPs on LNCaP cell line compared to non-targeted ones was reduced by more than 70% in three different incubation times of 24, 48, and 72 h. In conclusion, the nanoparticles are expected to specifically transport docetaxel to PSMA-pos. prostate cancer cells and consequently, enhance the antitumor efficacy of docetaxel on these cells. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3Product Details of 2418-95-3)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. Amino acids are not generally considered to be electrochemically active because products of the oxidation accumulate on the electrode surface and prevent it from participating in any further electrochemical processes.Product Details of 2418-95-3

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

《Design of potent inhibitors for human brain memapsin 2 (β-secretase)》 was written by Ghosh, Arun K.; Shin, Dongwoo; Downs, Debbie; Koelsch, Gerald; Lin, Xinli; Ermolieff, Jacques; Tang, Jordan. Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide And the article was included in Journal of the American Chemical Society on April 12 ,2000. The article conveys some information:

Two highly potent inhibitors of human memapsin 2 were designed and synthesized from current available specificity information. The inhibitors, OM99-1 and OM99-2, were tested for inhibition of recombinant human memapsin 2 prepared from E. coli expression. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) 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 (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

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

《Continuous process improvement in the manufacture of carfilzomib. Part 1: Process understanding and improvements in the commercial route to prepare the epoxyketone warhead》 was written by Dornan, Peter K.; Anthoine, Travis; Beaver, Matthew G.; Cheng, Guilong Charles; Cohen, Dawn E.; Cui, Sheng; Lake, William E.; Langille, Neil F.; Lucas, Susan P.; Patel, Jenil; Powazinik, William; Roberts, Scott W.; Scardino, Chris; Tucker, John L.; Spada, Simone; Zeng, Alicia; Walker, Shawn D.. Formula: C13H26N2O4 And the article was included in Organic Process Research & Development on April 17 ,2020. The article conveys some information:

In the first case study, the mechanism of racemization of an α-chiral enone was investigated, resulting in the development of an improved aqueous workup procedure. Next, the stability of a bleach/pyridine mixture used for the step 3 epoxidation reaction was studied, leading to the identification of pyridine as a key raw material and improved reaction conditions and control strategy to meet the conversion target. Finally, oxidized butylated hydroxytoluene (oBHT) was identified as an impurity arising from the use of BHT-stabilized THF in steps preceding the oxidation The process understanding obtained from these investigations have led to the implementation of process improvements which improve the robustness of the process. The development of a second-generation route to epoxyketone I was the subject of the second manuscript in this series. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Formula: C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents.Formula: C13H26N2O4

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

《A Flavin-Dependent Decarboxylase-Dehydrogenase-Monooxygenase Assembles the Warhead of α,β-Epoxyketone Proteasome Inhibitors》 was written by Zabala, Daniel; Cartwright, Joshua W.; Roberts, Douglas M.; Law, Brian J. C.; Song, Lijiang; Samborskyy, Markiyan; Leadlay, Peter F.; Micklefield, Jason; Challis, Gregory L.. Computed Properties of C13H26N2O4 And the article was included in Journal of the American Chemical Society on April 6 ,2016. The article conveys some information:

The α,β-epoxyketone proteasome inhibitor TMC-86A was discovered as a previously unreported metabolite of Streptomyces chromofuscus ATCC49982, and the gene cluster responsible for its biosynthesis was identified via genome sequencing. Incorporation experiments with [13C-methyl]L-methionine implicated an α-dimethyl-β-keto acid intermediate in the biosynthesis of TMC-86A. Incubation of the chem. synthesized α-dimethyl-β-keto acid with a purified recombinant flavin-dependent enzyme that is conserved in all known pathways for epoxyketone biosynthesis resulted in formation of the corresponding α-methyl-α,β-epoxyketone. This transformation appears to proceed via an unprecedented decarboxylation-dehydrogenation-monooxygenation cascade. The biosynthesis of the TMC-86A warhead is completed by cytochrome P 450-mediated hydroxylation of the α-methyl-α,β-epoxyketone. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Computed Properties of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Computed Properties of C13H26N2O4Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.

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

In 2022,Zhang, Nanping; Jiang, Huanfeng; Ma, Zhiqiang published an article in Angewandte Chemie, International Edition. The title of the article was 《Concise Synthesis of (±)-Myrioneurinol Enabled by Sequential [2+2] Cycloaddition/Retro-Mannich Fragmentation/Mannich Reaction》.Electric Literature of C4H9NO2 The author mentioned the following in the article:

A concise total synthesis of (±)-myrioneurinol has been achieved in 14 steps. An efficient AgSbF6/t-BuCl-catalyzed intramol. [2+2] cycloaddition reaction of the alkynone-tethered enamine was developed to prepare the highly strained cyclobutene. It was used in combination with a subsequent retro-Mannich fragmentation/Mannich reaction to efficiently construct the tricyclic core of myrioneurinol. After reading the article, we found that the author used N-Methoxy-N-methylacetamide(cas: 78191-00-1Electric Literature of C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Electric Literature of C4H9NO2

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

Tan, Guangying; Das, Mowpriya; Maisuls, Ivan; Strassert, Cristian A.; Glorius, Frank published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Rhodium-Catalyzed Dealkenylative Arylation of Alkenes with Arylboronic Compounds》.COA of Formula: C4H9NO2 The article contains the following contents:

Herein, the first example of rhodium-catalyzed dealkenylative arylation of alkenes with arylboronic compounds, thereby providing an unconventional access to biaryls with excellent chemoselectivity was diclosed. In this method, C(aryl)-C(alkenyl) and C(alkenyl)-C(alkenyl) bonds in various alkenes and 1,3-dienes could be cleaved via a hydrometalation and followed by β-carbon elimination pathway for Suzuki-Miyaura reactions. Furthermore, a series of novel organic fluorescent mols. with excellent photophys. properties were efficiently constructed with this protocol. The experimental part of the paper was very detailed, including the reaction process of N-Methoxy-N-methylacetamide(cas: 78191-00-1COA of Formula: C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) 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.COA of Formula: C4H9NO2

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

《CO2/N2-responsive nanoparticles for enhanced oil recovery during CO2 flooding》 was published in Frontiers in Chemistry (Lausanne, Switzerland) in 2020. These research results belong to Lai, Nanjun; Zhu, Qingru; Qiao, Dongyu; Chen, Ke; Wang, Dongdong; Tang, Lei; Chen, Gang. HPLC of Formula: 70-55-3 The article mentions the following:

During CO2 flooding, serious gas channeling occurs in ultra-low permeability reservoirs due to the high mobility of CO2. The chief end of this work was to research the application of responsive nanoparticles for mobility control to enhance oil recovery. Responsive nanoparticles were developed based on the modification of nano-silica (SiO2) by 3-aminopropyltrimethoxysilane (KH540) via the Eschweiler-Clark reaction. The proof of concept for responsive nanoparticles was investigated by FT-IR, 1H-NMR, TEM, DLS, CO2/N2 response, wettability, plugging performance, and core flooding experiments The results indicated that responsive nanoparticles exhibited a good response to control nanoparticle dispersity due to electrostatic interaction. Subsequently, responsive nanoparticles showed a better plugging capacity of 93.3% to control CO2 mobility, and more than 26% of the original oil was recovered. Moreover, the proposed responsive nanoparticles could revert oil-wet surfaces to water-wet, depending on surface adsorption to remove the oil fromthe surface of the rocks. The results of this work indicated that responsive nanoparticles might have potential applications for improved oil recovery in ultra-low permeability reservoirs. The results came from multiple reactions, including the reaction of 4-Methylbenzenesulfonamide(cas: 70-55-3HPLC of Formula: 70-55-3)

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.HPLC of Formula: 70-55-3

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

Formula: C4H9NO2In 2018 ,《Discovery of a Stress-Activated Protein Kinase Inhibitor for Lymphatic Filariasis》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Tummalapalli, Sreedhar R.; Bhat, Rohit; Chojnowski, Agnieszka; Prorok, Monika; Kreiss, Tamara; Goldberg, Ronald; Canan, Stacie; Hawryluk, Natalie; Mortensen, Deborah; Khetani, Vikram; Zeldis, Jerome; Siekierka, John J.; Rotella, David P.. The article conveys some information:

Lymphatic filariasis infects over 120 million people worldwide and can lead to significant disfigurement and disease. Resistance is emerging with current treatments, and these therapies have dose limiting adverse events; consequently new targets are needed. One approach to achieve this goal is inhibition of parasitic protein kinases involved in circumventing host defense mechanisms. This report describes structure-activity relationships leading to the identification of a potent, orally bioavailable stress activated protein kinase inhibitor that may be used to investigate this hypothesis.N-Methoxy-N-methylacetamide(cas: 78191-00-1Formula: C4H9NO2) was used in this study.

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.Formula: C4H9NO2

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

Category: amides-buliding-blocksIn 2021 ,《Synthesis and Applications of Polysubstituted Bicyclo[1.1.0]butanes》 appeared in Journal of the American Chemical Society. The author of the article were McNamee, Ryan E.; Thompson, Amber L.; Anderson, Edward A.. The article conveys some information:

The synthesis of tri- and tetrasubstituted bicyclo[1.1.0]butanes (BCBs) via directed metalation of readily accessed BCB amides is reported. This straightforward “”late stage”” approach generates a wide variety of bridge-substituted BCBs that was easily converted into other useful small ring building blocks. Access to a monodeuterated BCB provides an unprecedented insight into the mechanism of dihalocarbene insertion into BCBs to afford bicyclo[1.1.1]pentanes. In the experiment, the researchers used N-Methoxy-N-methylacetamide(cas: 78191-00-1Category: amides-buliding-blocks)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Category: amides-buliding-blocks

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