Tag: 200-300

《Preparation of Weinreb amides using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM)》 was written by Hioki, Kazuhito; Kobayashi, Hiroko; Ohkihara, Rumi; Tani, Shohei; Kunishima, Munetaka. Synthetic Route of C13H26N2O4 And the article was included in Chemical & Pharmaceutical Bulletin on April 30 ,2004. The article conveys some information:

Weinreb amides were successfully prepared from the corresponding carboxylic acids by using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) as a coupling reagent to form the activated ester, which then, reacted with N,O-dimethylhydroxylamine·HCl to form the amide. Methanol, iso-propanol and acetonitrile were useful solvents for the reaction because they solubilized DMT-MM. Weinreb amides of PhCO2H, 4-ClC6H4CO2H, PhCH:CHCO2H, PhCH(Me)CO2H, Cbz-Gly-OH, Boc-Leu-OH, Boc-Trp-OH, Boc-Pro-OH, PhCOCO2H and EtO2C(CH2)4CO2H were synthesized in moderate to very high yields.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4) was used in this study.

(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.Synthetic Route of C13H26N2O4 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

Morgan, Timaeus E. F.; Riley, Leanne M.; Tavares, Adriana A. S.; Sutherland, Andrew published an article in 2021. The article was titled 《Automated radiosynthesis of cis- and trans-4-[18F]fluoro-L-proline using [18F]Fluoride》, and you may find the article in Journal of Organic Chemistry.COA of Formula: C11H24N2O The information in the text is summarized as follows:

The positron emission tomog. imaging agents cis- and trans-4-[18F]fluoro-L-proline are used for the detection of numerous diseases such as pulmonary fibrosis and various carcinomas. These imaging agents are typically prepared by nucleophilic fluorination of 4-hydroxy-L-proline derivatives, with [18F]fluoride, followed by deprotection. Although effective radiofluorination reactions have been developed, the overall radiosynthesis process is suboptimal due to deprotection methods that are performed manually, require multiple steps, or involve harsh conditions. Here we describe the development of two synthetic routes that allow access to precursors, which undergo highly selective radiofluorination reactions and rapid deprotection, under mild acidic conditions. These methods were found to be compatible with automation, avoiding manual handling of radioactive intermediates. After reading the article, we found that the author used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8COA of Formula: C11H24N2O)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) 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.COA of Formula: C11H24N2O

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

In 2010,Koivisto, Jari J.; Kumpulainen, Esa T. T.; Koskinen, Ari M. P. published 《Conformational ensembles of flexible β-turn mimetics in DMSO-d6》.Organic & Biomolecular Chemistry published the findings.Synthetic Route of C11H24N2O The information in the text is summarized as follows:

β-Turns play an important role in peptide and protein chem., biophysics, and bioinformatics. The aim of this research was to study short linear peptides that have a high propensity to form β-turn structures in solution In particular, we examined conformational ensembles of β-turn forming peptides with a general sequence CBz-L-Ala-L-Xaa-Gly-L-Ala-OtBu. These tetrapeptides, APGA, A(4R)MePGA, and A(4S)MePGA, incorporate proline, (4R)-methylproline, and (4S)-methylproline, resp., at the Xaa position. To determine the influence of the 4-Me substituted prolines on the β-turn populations, the NAMFIS (NMR anal. of mol. flexibility in solution) deconvolution anal. for these three peptides were performed in DMSO-d6 solution The NBO (natural bond orbital) method was employed to gain further insight into the results obtained from the NAMFIS anal. The emphasis in the NBO anal. was to characterize remote intramol. interactions that could influence the backbone-backbone interactions contributing to β-turn stability. NAMFIS results indicate that the enantiospecific incorporation of the Me substituent at the Cγ (C4) position of the proline residue can be used to selectively control the pyrrolidine ring puckering propensities and, consequently, the preferred ϕ,ψ angles associated with the proline residue in β-turn forming peptides. The NAMFIS analyses show that the presence of (4S)-methylproline in A(4S)MePGA considerably increased the type II β-turn population with respect to APGA and A(4R)MePGA. The NBO calculations suggest that this observation can be rationalized based on an n → π* interaction between the N-terminus alanine carbonyl oxygen and the proline carbonyl group. Several other interactions between remote orbitals in these peptides provide a more detailed explanation for the observed population distributions. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Synthetic Route of C11H24N2O) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) 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.Synthetic Route of C11H24N2O

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

Zaiter, Samantha S.; Huo, Yuantao; Tiew, Fong Y.; Gestwicki, Jason E.; McAlpine, Shelli R. published an article on January 24 ,2019. The article was titled 《Designing de Novo Small Molecules That Control Heat Shock Protein 70 (Hsp70) and Heat Shock Organizing Protein (HOP) within the Chaperone Protein-Folding Machinery》, and you may find the article in Journal of Medicinal Chemistry.COA of Formula: C11H22N2O4 The information in the text is summarized as follows:

Protein-protein interactions (PPIs) regulate all signaling pathways for cellular function. Developing mols. that modulate PPIs through the interface of their protein surfaces has been a significant challenge and there has been little success controlling PPIs through standard mol. library screening approaches. PPIs control the cell’s protein-folding machinery, and this machinery relies on a multi-protein complex formed with heat shock protein 70 (Hsp70). Described is the design, synthesis, and biol. evaluation of mols. aimed to regulate the interaction between two proteins that are critical to the protein-folding machinery: heat shock protein 70 (Hsp70) and cochaperone heat shock organizing protein (HOP). We report the first class of compounds that directly regulate these two protein-protein interactions and inhibit protein folding events. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3COA of Formula: C11H22N2O4)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).COA of Formula: C11H22N2O4

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

Pehere, Ashok D.; Nguyen, Steven; Garlick, Sarah K.; Wilson, Danny W.; Hudson, Irene; Sykes, Matthew J.; Morton, James D.; Abell, Andrew D. published an article on January 15 ,2019. The article was titled 《Tripeptide analogues of MG132 as protease inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry.Synthetic Route of C13H26N2O4 The information in the text is summarized as follows:

The 26S proteasome and calpain are linked to a number of important human diseases. Here, we report a series of analogs of the prototypical tripeptide aldehyde inhibitor MG132 that show a unique combination of high activity and selectivity for calpains over proteasome. Tripeptide aldehydes (1-3) with an aromatic P3 substituent show enhanced activity and selectivity against ovine calpain 2 relative to chymotrypsin-like activity of proteasome. Docking studies reveal the key contacts between inhibitors and calpain to confirm the importance of the S3 pocket with respect to selectivity between calpains 1 and 2 and the proteasome.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4) was used in this study.

(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.Synthetic Route of C13H26N2O4

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

In 2016,Harjani, Jitendra R.; Yap, Beow Keat; Leung, Eleanor W. W.; Lucke, Andrew; Nicholson, Sandra E.; Scanlon, Martin J.; Chalmers, David K.; Thompson, Philip E.; Norton, Raymond S.; Baell, Jonathan B. published 《Design, Synthesis, and Characterization of Cyclic Peptidomimetics of the Inducible Nitric Oxide Synthase Binding Epitope That Disrupt the Protein-Protein Interaction Involving SPRY Domain-Containing Suppressor of Cytokine Signaling Box Protein (SPSB) 2 and Inducible Nitric Oxide Synthase》.Journal of Medicinal Chemistry published the findings.Application of 71432-55-8 The information in the text is summarized as follows:

SPRY domain-containing suppressor of cytokine signaling box protein (SPSB) 2-deficient macrophages have been found to exhibit prolonged expression of inducible nitric oxide synthase (iNOS) and enhanced killing of persistent pathogens, suggesting that inhibitors of the SPSB2-iNOS interaction have potential as novel anti-infectives. In this study, we describe the design, synthesis, and characterization of cyclic peptidomimetic inhibitors of the SPSB2-iNOS interaction constrained by organic linkers to improve stability and druggability. SPR, ITC, and 19F NMR analyses revealed that the most potent cyclic peptidomimetic bound to the iNOS binding site of SPSB2 with low nanomolar affinity (KD 29 nM), a 10-fold improvement over that of the linear peptide DINNN (KD 318 nM), and showed strong inhibition of SPSB2-iNOS interaction in macrophage cell lysates. This study exemplifies a novel approach to cyclize a Type II β-turn linear peptide and provides a foundation for future development of this group of inhibitors as new anti-infectives. In the experiment, the researchers used 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. 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 71432-55-8

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

In 2011,LaMarche, Matthew J.; Leeds, Jennifer A.; Amaral, Kerri; Brewer, Jason T.; Bushell, Simon M.; Dewhurst, Janetta M.; Dzink-Fox, JoAnne; Gangl, Eric; Goldovitz, Julie; Jain, Akash; Mullin, Steve; Neckermann, Georg; Osborn, Colin; Palestrant, Deborah; Patane, Michael A.; Rann, Elin M.; Sachdeva, Meena; Shao, Jian; Tiamfook, Stacey; Whitehead, Lewis; Yu, Donghui published 《Antibacterial optimization of 4-aminothiazolyl analogues of the natural product GE2270 A: Identification of the cycloalkylcarboxylic acids》.Journal of Medicinal Chemistry published the findings.Application of 71432-55-8 The information in the text is summarized as follows:

4-Aminothiazolyl analogs of the antibiotic natural product GE2270 A were designed, synthesized, and optimized for their activity against Gram pos. bacterial infections. Optimization efforts focused on improving the physicochem. properties (e.g., aqueous solubility and chem. stability) of the 4-aminothiazolyl natural product template while improving the in vitro and in vivo antibacterial activity. Structure-activity relationships were defined, and the solubility and efficacy profiles were improved over those of previous analogs and GE2270 A. These studies identified novel, potent, soluble, and efficacious elongation factor-Tu inhibitors, which bear cycloalkylcarboxylic acid side chains, and culminated in the selection of development candidates amide (I) (R1 = C:O) and urethane I (R1 = OC:O). In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Application of 71432-55-8) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application of 71432-55-8

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

Tao, Ming; Bihovsky, Ron; Kauer, James C. published their research in Bioorganic & Medicinal Chemistry Letters on December 17 ,1996. The article was titled 《Inhibition of calpain by peptidyl heterocycles》.Product Details of 87694-50-6 The article contains the following contents:

Dipeptidyl and tripeptidyl heterocycles designed to mimic peptide ketoamides and ketoacids were prepared and evaluated in vitro as inhibitors of human calpain I. For example, Boc-Leu-Leu-imidazole, I, inhibited calpain I at low micromolar concentrations In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Product Details of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Product Details of 87694-50-6 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.

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

Fu, Yiqiu; Xu, Bo; Zou, Xiaomin; Ma, Chao; Yang, Xiaoming; Ke, Mou; Fu, Gang; Yang, Lue; Xu, Ping published an article on February 15 ,2007. The article was titled 《Design and synthesis of a novel class of furan-based molecules as potential 20S proteasome inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Electric Literature of C13H26N2O4 The information in the text is summarized as follows:

A class of furan-based compounds as potential 20S proteasome inhibitors have been designed and synthesized, among which nine compounds are peptide derivatives and six mols. are statine peptidomimetics. The C-terminal furanyl moiety was introduced to target mols. as furan-based amino acids. All the compounds were obtained steadily with moderate to high yield. Compound I was a selective moderate potent proteasome peptidomimetic inhibitor. It inhibited HepG2 and HL-60 proliferation effectively. In the experiment, the researchers used many compounds, for example, (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Electric Literature of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Electric Literature of C13H26N2O4 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.

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

Recommanded Product: 87694-50-6On September 12, 2018 ,《Defining the Determinants of Specificity of Plasmodium Proteasome Inhibitors》 was published in Journal of the American Chemical Society. The article was written by Yoo, Euna; Stokes, Barbara H.; de Jong, Hanna; Vanaerschot, Manu; Kumar, T. R. S.; Lawrence, Nina; Njoroge, Mathew; Garcia, Arnold; Van der Westhuyzen, Renier; Momper, Jeremiah D.; Ng, Caroline L.; Fidock, David A.; Bogyo, Matthew. The article contains the following contents:

The Plasmodium proteasome is an emerging antimalarial target due to its essential role in all the major life cycle stages of the parasite and its contribution to the establishment of resistance to artemisinin (ART)-based therapies. However, because of a similarly essential role for the host proteasome, the key property of any antiproteasome therapeutic is selectivity. Several parasite-specific proteasome inhibitors have recently been reported, however, their selectivity must be improved to enable clin. development. Here we describe screening of diverse libraries of non-natural synthetic fluorogenic substrates to identify determinants at multiple positions on the substrate that produce enhanced selectivity. We find that selection of an optimal electrophilic “”warhead”” is essential to enable high selectivity that is driven by the peptide binding elements on the inhibitor. We also find that host cell toxicity is dictated by the extent of coinhibition of the human β2 and β5 subunits. Using this information, we identify compounds with over 3 orders of magnitude selectivity for the parasite enzyme. Optimization of the pharmacol. properties resulted in mols. that retained high potency and selectivity, were soluble, sufficiently metabolically stable and orally bioavailable. These mols. are highly synergistic with ART and can clear parasites in a mouse model of infection, making them promising leads as antimalarial drugs.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Recommanded Product: 87694-50-6) was used in this study.

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

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