Tag: 200-300

《Discovery of the Potent, Selective, Orally Available CXCR7 Antagonist ACT-1004-1239》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Richard-Bildstein, Sylvia; Aissaoui, Hamed; Pothier, Julien; Schafer, Gabriel; Gnerre, Carmela; Lindenberg, Eleanor; Lehembre, Francois; Pouzol, Laetitia; Guerry, Philippe. COA of Formula: C10H20N2O2 The article mentions the following:

The chemokine receptor CXCR7, also known as ACKR3, is a seven-transmembrane G-protein-coupled receptor (GPCR) involved in various pathologies such as neurol. diseases, autoimmune diseases, and cancers. By binding and scavenging the chemokines CXCL11 and CXCL12, CXCR7 regulates their extracellular levels. From an original high-throughput screening campaign emerged an arylketoamide hit among others. The hit-to-lead optimization led to the discovery of a novel chemotype series of acylaminopiperidinecarboxamides. This series provided CXCR7 antagonists that block CXCL11- and CXCL12-induced ss-arrestin recruitment. Further structural modifications on the acylaminopiperidinecarboxamide framework yielded compounds with high CXCR7 antagonistic activities and balanced ADMET properties. The effort described herein culminated in the discovery of ACT-1004-1239 I. Biol. characterization of I demonstrated that it is a potent, insurmountable antagonist. Oral administration of I in mice up to 100 mg/kg led to a dose-dependent increase of plasma CXCL12 concentration In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7COA of Formula: C10H20N2O2)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Shoji, Atsushi; Kuwahara, Masayasu; Ozaki, Hiroaki; Sawai, Hiroaki published an article on February 7 ,2007. The article was titled 《Modified DNA Aptamer That Binds the (R)-Isomer of a Thalidomide Derivative with High Enantioselectivity》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate The information in the text is summarized as follows:

A thalidomide-binding aptamer was produced by systematic evolution of ligands by exponential enrichment from a library of non-natural DNA in which thymidine had been replaced with a modified deoxyuridine bearing a cationic functional group via a hydrophobic methylene linker at the C5 position. The addnl. functional group in the modified DNA aptamer could improve stability against nucleases and increase the binding affinity to thalidomide. The selected aptamer could recognize thalidomide enantioselectively, although a racemic thalidomide-attached gel was used for the selection. Surface plasmon resonance and fluorescence titration studies revealed that the selected modified DNA aptamer and a truncated version bound with an (R)-thalidomide derivative with high enantioselectivity, but not with the (S)-form. The modified group in the DNA aptamer is indispensable for the interaction with thalidomide, as the corresponding natural type DNA bearing the same base sequence showed no binding affinity with (R)- nor (S)-thalidomide. Computational sequence anal. suggested that the selected apatamer (108mer) could fold into a three-way junction structure; however, truncation of this aptamer (31mer) revealed that the thalidomide-binding site is a hairpin-bulge region that is a component of one of the arms of the three-way junction structure. The Kd value of the truncated 31mer aptamer for binding with the (R)-thalidomide derivative was 1.0 μM estimated from fluorescence titration study. The aptamer that can recognize a single enantiomer of thalidomide will be useful as a biochem. tool for the anal. and study of the biol. action of thalidomide enantiomers. The results came from multiple reactions, including the reaction of Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Recommanded Product: Benzyl (2,6-dioxopiperidin-3-yl)carbamate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of 3-(Piperidin-4-yl)benzoic acidOn October 15, 2010 ,《Design and synthesis of a new class of malonyl-CoA decarboxylase inhibitors with anti-obesity and anti-diabetic activities》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Tang, Haifeng; Yan, Yan; Feng, Zhe; de Jesus, Reynalda K.; Yang, Lihu; Levorse, Dorothy A.; Owens, Karen A.; Akiyama, Taro E.; Bergeron, Raynald; Castriota, Gino A.; Doebber, Thomas W.; Ellsworth, Kenneth P.; Lassman, Michael E.; Li, Cai; Wu, Margaret S.; Zhang, Bei B.; Chapman, Kevin T.; Mills, Sander G.; Berger, Joel P.; Pasternak, Alexander. The article contains the following contents:

A new series of thiazole-substituted 1,1,1,3,3,3-hexafluoro-2-propanols, e.g. I, were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Key analogs caused dose-dependent decreases in food intake and body weight in obese mice. Acute treatment with these compounds also led to a drop in elevated blood glucose in a murine model of type II diabetes. The results came from multiple reactions, including the reaction of 3-(Piperidin-4-yl)benzoic acid(cas: 766508-67-2Application In Synthesis of 3-(Piperidin-4-yl)benzoic acid)

3-(Piperidin-4-yl)benzoic acid(cas: 766508-67-2) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Application In Synthesis of 3-(Piperidin-4-yl)benzoic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application 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: 194726-40-4Application 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.Application 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.SDS of cas: 109384-19-2 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: 109384-19-2SDS of cas: 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.SDS of cas: 109384-19-2

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. Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate 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: 109384-19-2Quality Control of 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.Quality Control of tert-Butyl 4-hydroxypiperidine-1-carboxylate

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.. Recommanded Product: 87120-72-7. 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: 87120-72-7Recommanded Product: 87120-72-7) 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.Recommanded Product: 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

COA of Formula: C13H17N3On 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: 136624-42-5COA of Formula: C13H17N3)

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).COA of Formula: C13H17N3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of 1-(Piperidin-4-yl)-1H-indoleOn 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: 118511-81-2Application In Synthesis of 1-(Piperidin-4-yl)-1H-indole)

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. Application In Synthesis of 1-(Piperidin-4-yl)-1H-indole

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. Electric Literature of 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: 118511-81-2Electric Literature of 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. Electric Literature of C13H16N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem