Tag: 200-300

Product Details of 194726-40-4On May 10, 2018 ,《Strategic Approaches to Overcome Resistance against Gram-Negative Pathogens Using β-Lactamase Inhibitors and β-Lactam Enhancers: Activity of Three Novel Diazabicyclooctanes WCK 5153, Zidebactam (WCK 5107), and WCK 4234》 appeared in Journal of Medicinal Chemistry. The author of the article were Papp-Wallace, Krisztina M.; Nguyen, Nhu Q.; Jacobs, Michael R.; Bethel, Christopher R.; Barnes, Melissa D.; Kumar, Vijay; Bajaksouzian, Saralee; Rudin, Susan D.; Rather, Philip N.; Bhavsar, Satish; Ravikumar, Tadiparthi; Deshpande, Prasad K.; Patil, Vijay; Yeole, Ravindra; Bhagwat, Sachin S.; Patel, Mahesh V.; van den Akker, Focco; Bonomo, Robert A.. The article conveys some information:

Limited treatment options exist to combat infections caused by multidrug-resistant (MDR) Gram-neg. bacteria possessing broad-spectrum β-lactamases. The design of novel β-lactamase inhibitors is of paramount importance. Here, three novel diazabicyclooctanes (DBOs), WCK 5153, zidebactam (WCK 5107), and WCK 4234 (compounds 1-3, resp.), were synthesized and biochem. characterized against clin. important bacteria. Compound 3 inhibited class A, C, and D β-lactamases with unprecedented k2/K values against OXA carbapenemases. Compounds 1 and 2 acylated class A and C β-lactamses rapidly but not the tested OXAs. Compounds 1-3 formed highly stable acyl-complexes as demonstrated by mass spectrometry. Crystallog. revealed that 1-3 complexed with KPC-2 adopted a “”chair conformation”” with the sulfate occupying the carboxylate binding region. The cefepime-2 and meropenem-3 combinations were effective in murine peritonitis and neutropenic lung infection models caused by MDR Acinetobacter baumannii. Compounds 1-3 are novel β-lactamase inhibitors that demonstate potent cross-class inhibition, and clin. studies targeting MDR infections are warranted. In the part of experimental materials, we found many familiar compounds, such as (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4Product Details of 194726-40-4)

(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Product Details of 194726-40-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Bessieres, Maxime; Plebanek, Elzbieta; Chatterjee, Payel; Shrivastava-Ranjan, Punya; Flint, Mike; Spiropoulou, Christina F.; Warszycki, Dawid; Bojarski, Andrzej J.; Roy, Vincent; Agrofoglio, Luigi A. published an article in 2021. The article was titled 《Design, synthesis and biological evaluation of 2-substituted-6-[(4-substituted-1-piperidyl)methyl]-1H-benzimidazoles as inhibitors of ebola virus infection》, and you may find the article in European Journal of Medicinal Chemistry.Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylate The information in the text is summarized as follows:

Novel 2-substituted-6-[(4-substituted-1-piperidyl)methyl]-1H-benzimidazoles were designed and synthesized as Ebola virus inhibitors. The proposed structures of the new prepared benzimidazole-piperidine hybrids were confirmed based on their spectral data and CHN analyses. The target compounds were screened in vitro for their anti-Ebola activity. Among tested mols., compounds 26a (EC50 = 0.93μM, SI = 10) and 25a (EC50 = 0.64μM, SI = 20) were as potent as and more selective than Toremifene reference drug (EC50 = 0.38μM, SI = 7) against cell line. Probably the mechanism by which 25a and 26a block EBOV infection is through the inhibition of viral entry at the level of NPC1. Also, a docking study revealed that several of the NPC1 amino acids that participate in binding to GP are involved in the binding of the most active compounds 25a and 26a. Finally, in silico ADME prediction indicates that 26a is an idealy drug-like candidate. The authors’ results could enable the development of small mol. drug capable of inhibiting Ebola virus, especially at the viral entry step. In the experiment, the researchers used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylate)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Diverse functionalization of strong alkyl C-H bonds by undirected borylation》 was published in Science (Washington, DC, United States) in 2020. These research results belong to Oeschger, Raphael; Su, Bo; Yu, Isaac; Ehinger, Christian; Romero, Erik; He, Sam; Hartwig, John. COA of Formula: C10H19NO3 The article mentions the following:

In the presence of a catalyst generated from [Ir(cod)(OMe)]2 and 2-methyl-1,10-phenanthroline, alkanes (including alcs., ethers, and protected amines) and cycloalkanes, cyclic ethers, and protected nitrogen heterocycles underwent undirected and regioselective borylation with B2(pin)2 (at primary C-H bonds in alkanes with unblocked primary C-H bonds, at secondary C-H bonds in cycloalkanes, and at secondary bonds β to heteroatoms in cyclic ethers and nitrogen heterocycles) in cyclooctane to yield alkyl, cycloalkyl, and heterocyclyl boronates. The product boronates were used in a variety of post-functionalization reactions; the method allows functionalization of organic mols. at positions inaccessible by previous methods. The mechanism and kinetics of the borylation was studied through kinetic isotope effect experiments using deuterated substrates and partially deuterated methylphenanthrolines and by determination of the kinetics of borylation of various substrates using 1,10-phenanthroline ligands. The results came from multiple reactions, including the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2COA of Formula: C10H19NO3)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.COA of Formula: C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,European Journal of Medicinal Chemistry included an article by Volodina, Yulia L.; Dezhenkova, Lyubov G.; Tikhomirov, Alexander S.; Tatarskiy, Victor V.; Kaluzhny, Dmitry N.; Moisenovich, Anastasia M.; Moisenovich, Mikhail M.; Isagulieva, Alexandra K.; Shtil, Alexander A.; Tsvetkov, Vladimir B.; Shchekotikhin, Andrey E.. Formula: C10H20N2O2. The article was titled 《New anthra[2,3-b]furancarboxamides: A role of positioning of the carboxamide moiety in antitumor properties》. The information in the text is summarized as follows:

The synthesis and antitumor properties of a series of new anthra[2,3-b]furan-2-carboxamides was presented. Vast majority of new derivatives were similarly cytotoxic to wild type tumor cell lines and their isogenic sublines with P-glycoprotein overexpression and/or p53 inactivation. Comparison of structurally close derivatives varying in their position relative to the furan moiety, i.e., furan-3-carboxamide vs furan-2-carboxamides, revealed fundamental differences in the cytotoxicity profiles, formation of drug-DNA complexes, efficacy of topoisomerase 1 inhibition and mechanisms of tumor cell death. Together with previous SAR data on the role of individual substituents, these results provided evidence that regioisomerization of anthra[2,3-b]furancarboxamides generated the practically perspective derivatives whose properties varied significantly.tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Formula: C10H20N2O2) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) 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.Formula: C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Quality Control of 4-Amino-1-benzylpiperidine-4-carbonitrileOn May 1, 2007 ,《Identification of a novel class of succinyl-nitrile-based Cathepsin S inhibitors》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Bekkali, Younes; Thomson, David S.; Betageri, Raj; Emmanuel, Michel J.; Hao, Ming-Hong; Hickey, Eugene; Liu, Weimin; Patel, Usha; Ward, Yancey D.; Young, Erick R. R.; Nelson, Richard; Kukulka, Alison; Brown, Maryanne L.; Crane, Kathy; White, Della; Freeman, Dorothy M.; Labadia, Mark E.; Wildeson, Jessi; Spero, Denice M.. The article conveys some information:

The synthesis and in vitro activities of a series of succinyl-nitrile-based inhibitors of Cathepsin S I [R1 = cyclohexyl, 4-methylcyclohexyl, 2-indanyl, etc.; R2 = H, R3 = PhCH2CH2, PhCH2OCH2, 4-ClC6H4CH2OCH2; R2R3 = CH2CH2, (CH2)2N(cyclo-C6H11)CH2, (CH2)2NMe(CH2)2, etc.] are described. Several members of this class show nanomolar inhibition of the target enzyme as well as cellular potency. The inhibitors displaying the greatest potency contain N-alkyl-substituted piperidine and pyrrolidine rings spiro-fused to the α-carbon of the P1 residue. In the part of experimental materials, we found many familiar compounds, such as 4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5Quality Control of 4-Amino-1-benzylpiperidine-4-carbonitrile)

4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5) 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).Quality Control of 4-Amino-1-benzylpiperidine-4-carbonitrile

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Recommanded Product: 118511-81-2On March 1, 2014, Yang, Shyh-Ming; Tang, Yuting; Rano, Thomas; Lu, Huajun; Kuo, Gee-Hong; Gaul, Michael D.; Li, Yaxin; Ho, George; Lang, Wensheng; Conway, James G.; Liang, Yin; Lenhard, James M.; Demarest, Keith T.; Murray, William V. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《4-Bicyclic heteroaryl-piperidine derivatives as potent, orally bioavailable stearoyl-CoA desaturase-1 (SCD1) inhibitors: Pyridazine-based analogs》. The article mentions the following:

Design, synthesis, and biol. evaluation of pyridazine-based, 4-bicyclic heteroaryl-piperidine derivatives as potent stearoyl-Co-A desaturase-1 (SCD1) inhibitors are described. In a chronic study of selected analog I in Zucker fa/fa (ZF) rat, dose-dependent decrease of body weight gain and plasma fatty acid desaturation index (DI) in both C16 and C18 are also demonstrated. The results indicate that the plasma fatty acid DI may serve as an indicator for direct target engagement and biomarker for SCD1 inhibition. The experimental process involved the reaction of 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2Recommanded Product: 118511-81-2)

1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Recommanded Product: 118511-81-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Aryl-indolyl maleimides as inhibitors of CaMKIIδ. Part 2: SAR of the amine tether》 was written by Levy, Daniel E.; Wang, Dan-Xiong; Lu, Qing; Chen, Zheng; Perumattam, John; Xu, Yong-jin; Higaki, Jeffrey; Dong, Hanmin; Liclican, Albert; Laney, Maureen; Mavunkel, Babu; Dugar, Sundeep. COA of Formula: C13H16N2 And the article was included in Bioorganic & Medicinal Chemistry Letters on April 1 ,2008. The article conveys some information:

A family of aryl-substituted maleimides was prepared and studied for their activity against calmodulin-dependant kinase. Inhibitory activities against the enzyme ranged from 34 nM to >20 μM and were dependant upon both the nature of the aryl group and the tether joining the basic amine to the indolyl maleimide core. Key interactions with the kinase ATP site and hinge region, predicted by homol. modeling, were confirmed. The experimental part of the paper was very detailed, including the reaction process of 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2COA of Formula: C13H16N2)

1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. COA of Formula: C13H16N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Lehmann, Hansjoerg; Ruppen, Thomas; Knoepfel, Thomas published an article in Organic Process Research & Development. The title of the article was 《Scale-Up of Diazonium Salts and Azides in a Three-Step Continuous Flow Sequence》.Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate The author mentioned the following in the article:

Rapid synthesis and scale-up of active mols. to support the development process of new drug candidates is key in the pharmaceutical industry. Herein, the authors describe the development of a scalable continuous flow procedure for three key steps in the synthesis of 2H-indazoles, e.g., I, which were identified as highly potent and selective TLR7 and TLR8 antagonists. Transformation of hazardous diazonium salt and azide chemistries from the batch mode to continuous flow mode helped mitigate and limit the risks associated with the handling of large amounts of hazardous reagents and intermediates in the batch mode. In a two-step approach, the authors first screened and optimized the reaction parameter for a diazotization-azidation-cyclization three-step sequence using a com. research-scale plug flow reactor. In the next step, the robustness and scalability of this reaction sequence were demonstrated, which finally enabled the authors to rapidly prepare and deliver the required amount of material in high quality. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Recommanded Product: tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Nakagawa, Masanari; Matsuki, Yuki; Nagao, Kazunori; Ohmiya, Hirohisa published an article in Journal of the American Chemical Society. The title of the article was 《A Triple Photoredox/Cobalt/Bronsted Acid Catalysis Enabling Markovnikov Hydroalkoxylation of Unactivated Alkenes》.Application of 109384-19-2 The author mentioned the following in the article:

Authors demonstrate Markovnikov hydroalkoxylation of unactivated alkenes using alcs. through a triple catalysis consisting of photoredox, cobalt, and Bronsted acid catalysts under visible light irradiation The triple catalysis realizes three key elementary steps in a single catalytic cycle: (1) Co(III) hydride generation by photochem. reduction of Co(II) followed by protonation, (2) metal hydride hydrogen atom transfer (MHAT) of alkenes by Co(III) hydride, and (3) oxidation of the alkyl Co(III) complex to alkyl Co(IV). The precise control of protons and electrons by the three catalysts allows the elimination of strong acids and external reductants/oxidants that are required in the conventional methods. After reading the article, we found that the author used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Application of 109384-19-2)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Application of 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Berger, Kathleen J.; Driscoll, Julia L.; Yuan, Mingbin; Dherange, Balu D.; Gutierrez, Osvaldo; Levin, Mark D. published their research in Journal of the American Chemical Society in 2021. The article was titled 《Direct Deamination of Primary Amines via Isodiazene Intermediates》.Name: tert-Butyl 4-aminopiperidine-1-carboxylate The article contains the following contents:

A reaction that selectively deaminated primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products was reported. An anomeric amide reagent was uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition to dramatically simplifying deamination compared to existing protocols, this approach enabled strategic applications of iminium and amine-directed chemistries as traceless methods. Mechanistic and computational studies supported the intermedicacy of a primary isodiazene which exhibited an unexpected divergence from previously studied secondary isodiazenes, leading to cage-escaping, free radical species that engage in a chain, hydrogen-atom transfer process involving aliphatic and diazenyl radical intermediates. In the experimental materials used by the author, we found tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Name: tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) 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: tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem