Tag: 200-300

《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 2018,Imberdis, Arnaud; Lefevre, Guillaume; Thuery, Pierre; Cantat, Thibault published 《Metal-Free and Alkali-Metal-Catalyzed Synthesis of Isoureas from Alcohols and Carbodiimides》.Angewandte Chemie, International Edition published the findings.Application In Synthesis of tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

The first addition of alcs. to carbodiimides catalyzed by transition-metal-free compounds employs 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and its alkali metal salts. Isoureas were obtained in short reaction times and high yields when TBDK was used as the catalyst. Control of the coordination sphere of potassium with exogenous chelating ligands, in combination with mechanistic DFT calculations, demonstrated the role and pos. influence of the alkali-metal cation on the kinetics. In the experiment, the researchers used many compounds, for example, tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Application In Synthesis of tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) 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).Application In Synthesis of tert-Butyl N,N’-diisopropylcarbamimidate

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

In 2016,Batrice, Rami J.; Kefalidis, Christos E.; Maron, Laurent; Eisen, Moris S. published 《Actinide-Catalyzed Intermolecular Addition of Alcohols to Carbodiimides》.Journal of the American Chemical Society published the findings.Reference of tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

The unprecedented actinide-catalyzed addition of alcs. to carbodiimides is presented. This represents a rare example of thorium-catalyzed transformations of an alc. substrate and the first example of uranium complexes showing catalytic reactivity with alcs. Using the uranium and thorium amides U[N(SiMe3)2]3 and [(Me3Si)2N]2An[κ2-(N,C)-CH2Si(CH3)2N(SiMe3)] (An = Th or U), alc. additions to unsaturated carbon-nitrogen bonds are achieved in short reaction times with excellent selectivities and high to excellent yields. Computational studies, supported by exptl. thermodn. data, suggest plausible models of the profile of the reaction which allow the system to overcome the high barrier of scission of the actinide-oxygen bond. Accompanied by exptl. determined kinetic parameters, a plausible mechanism is proposed for the catalytic cycle. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Reference of tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Reference of tert-Butyl N,N’-diisopropylcarbamimidate

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

Morimoto, Mariko; Cao, Wendy; Bergman, Robert G.; Raymond, Kenneth N.; Toste, F. Dean published an article on February 3 ,2021. The article was titled 《Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: 2418-95-3 The information in the text is summarized as follows:

Supramol. catalysts emulate the mechanism of enzymes to achieve large rate accelerations and precise selectivity under mild and aqueous conditions. While significant strides have been made in the supramol. host-promoted synthesis of small mols., applications of this reactivity to chemoselective and site-selective modification of complex biomols. remain virtually unexplored. We report here a supramol. system where coencapsulation of pyridine-borane with a variety of mols. including enones, ketones, aldehydes, oximes, hydrazones, and imines effects efficient reductions under basic aqueous conditions. Upon subjecting unprotected lysine to the host-mediated reductive amination conditions, we observed excellent ε-selectivity, indicating that differential guest binding within the same mol. is possible without sacrificing reactivity. Inspired by the post-translational modification of complex biomols. by enzymic systems, we then applied this supramol. reaction to the site-selective labeling of a single lysine residue in an 11-amino acid peptide chain and human insulin. In addition to this study using H-Lys(Boc)-OH, there are many other studies that have used H-Lys(Boc)-OH(cas: 2418-95-3Recommanded Product: 2418-95-3) was used in this study.

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).Recommanded Product: 2418-95-3

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

Lescop, Cyrille; Herzner, Holger; Siendt, Herve; Bolliger, Reto; Henneboehle, Marco; Weyermann, Philipp; Briguet, Alexandre; Courdier-Fruh, Isabelle; Erb, Michael; Foster, Mark; Meier, Thomas; Magyar, Josef P.; Von Sprecher, Andreas published their research in Bioorganic & Medicinal Chemistry Letters on December 1 ,2005. The article was titled 《Novel cell-penetrating α-keto-amide calpain inhibitors as potential treatment for muscular dystrophy》.Electric Literature of C13H26N2O4 The article contains the following contents:

Dipeptide-derived α-keto-amide compounds, e.g., I, with potent calpain inhibitory activity have been identified. These reversible covalent inhibitors have IC50 values down to 25 nM and exhibit greatly improved activity in muscle cells compared to the reference compound MDL28170. Several novel calpain inhibitors have shown pos. effects on histol. parameters in an animal model of Duchenne muscular dystrophy demonstrating their potential as a treatment option for this fatal disease. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Electric Literature of C13H26N2O4)

(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. Electric Literature of C13H26N2O4

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

Hooper, Joel F.; Seo, Sangwon; Truscott, Fiona R.; Neuhaus, James D.; Willis, Michael C. published an article on February 10 ,2016. The article was titled 《α-Amino Aldehydes as Readily Available Chiral Aldehydes for Rh-Catalyzed Alkyne Hydroacylation》, and you may find the article in Journal of the American Chemical Society.SDS of cas: 87694-50-6 The information in the text is summarized as follows:

Readily available α-amino aldehydes, incorporating a methylthiomethyl (MTM) protecting group on nitrogen, are shown to be efficient substrates in Rh-catalyzed alkyne hydroacylation reactions. The reactions are performed under mild conditions, employing a small-bite-angle bis-phosphine ligand, allowing for good functional group tolerance with high stereospecificity. Amino aldehydes derived from glycine, alanine, valine, leucine, phenylalanine, isoleucine, serine, tryptophan, methionine, and cysteine were successfully employed, as was an enantiomerically enriched α-OMTM-aldehyde derived from phenyllactic acid. The synthetic utility of the α-amino enone products is demonstrated in a short enantioselective synthesis of the natural product sphingosine. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6SDS of cas: 87694-50-6)

(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.SDS of cas: 87694-50-6

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

HPLC of Formula: 87694-50-6On May 5, 1998 ,《The design and synthesis of inhibitors of the cysteinyl protease, Der p I》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Billson, Jeremy; Clark, Jonathan; Conway, Simon P.; Hart, Terance; Johnson, Tony; Langston, Steven P.; Ramjee, Manoj; Quibell, Martin; Scott, Richard K.. The article conveys some information:

Prototype irreversible inhibitors I [R = H, Me3CO2C (Boc), Ac, Bz, R1 = CO2Et; R = Boc, R1 = SO2Me, SO2CH2Ph, SO2Ph] and II (R2 = H, Me, Cl, CF3) of the cysteinyl protease Der p I were designed, synthesized and evaluated in vitro. Candidates were designed using a modular approach, whereby a peptide sequence was appended with known thiophilic moieties. This hinged on utilizing peptide sequences from substrate specificity data compiled using proprietary RAPiD technol. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6HPLC of Formula: 87694-50-6)

(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.HPLC of Formula: 87694-50-6 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

Category: amides-buliding-blocksOn October 1, 2021 ,《Synthesis, antitumor activity and in silico analyses of amino acid derivatives of artepillin C, drupanin and baccharin from green propolis》 was published in Bioorganic & Medicinal Chemistry. The article was written by Rodrigues, Debora Munhoz; Portapilla, Gisele Bulhoes; Silva, Guilherme Martins; Duarte, Andressa; Rotta, Cristiana Goncalez; da Silva, Carlos Henrique Tomich de Paula; de Albuquerque, Sergio; Bastos, Jairo Kenupp; Campo, Vanessa Leiria. The article contains the following contents:

Breast cancer has the highest incidence and mortality in females, while prostate cancer has the second-highest incidence in males. Studies have shown that compounds from Brazilian green propolis have antitumor activities and can selectively inhibit the AKR1C3 enzyme, overexpressed in hormone-dependent prostate and breast tumors. Thus, in an attempt to develop new cytotoxic inhibitors against these cancers, three prenylated compounds, artepillin C, drupanin and baccharin, were isolated from green propolis to synthesize new derivatives via coupling reactions with different amino acids. All obtained derivatives were submitted to antiproliferative assays against four cancer cells (MCF-7, MDA MB-231, PC-3, and DU145) and two normal cell lines (MCF-10A and PNT-2) to evaluate their cytotoxicity. In general, the best activity was observed for compound 6e, derived from drupanin, which exhibited half-maximal inhibitory concentration (IC50) of 9.6 ± 3 μM and selectivity index (SI) of 5.5 against MCF-7 cells. In silico studies demonstrated that these derivatives present coherent docking interactions and binding modes against AKR1C3, which might represent a possible mechanism of inhibition in MCF-7 cells. The results came from multiple reactions, including the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Category: amides-buliding-blocks)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. These amino acids may be present in low concentrations and play a vital part as an intermediate in a biosynthetic pathway, e.g., ornithine, homoserine, or cystathionine. In contrast they may act as a major storage form of nitrogen, e.g., canavanine in the seed of Canavalia ensiformis, or may be formed in high amounts in response to an external stress, e.g., γ-aminobutyrate.Category: amides-buliding-blocks It is possible that some of these nonprotein amino acids may serve as insecticidal or fungicidal agents.

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