Heterocyclic Building Blocks-piperidine

Sasakura, Kazuyuki; Adachi, Makoto; Sugasawa, Tsutomu published their research in Synthetic Communications on February 29 ,1988. The article was titled 《Simple synthesis of 1-(azacycloalkyl)indoles using exclusive ortho α-chloroacetylation of N-(azacycloalkyl)anilines》.Recommanded Product: 1-(Piperidin-4-yl)-1H-indole The article contains the following contents:

Indoles I (n = 1,2; R1 = H, F; R2 = H, halo, OMe) were prepared from the resp. 2-amino-2-chloroacetophenones II (R3 = Me, PhCH2) by sequential hydride reduction, cyclization, dealkylation-acylation with ClCO2Et, and deacylation. In the part of experimental materials, we found many familiar compounds, such as 1-(Piperidin-4-yl)-1H-indole(cas: 118511-81-2Recommanded Product: 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. Recommanded Product: 1-(Piperidin-4-yl)-1H-indole

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Wang, Xiaolei; Ding, Yingzhi; Dionysiou, Dionysios D.; Liu, Cun; Tong, Yunping; Gao, Juan; Fang, Guodong; Zhou, Dongmei published their research in Science of the Total Environment on December 20 ,2020. The article was titled 《Efficient activation of peroxymonosulfate by copper sulfide for diethyl phthalate degradation: Performance, radical generation and mechanism》.SDS of cas: 826-36-8 The article contains the following contents:

Copper-containing minerals have been extensively used in Fenton-like processes for degradation of pollutants and have exhibited great potential for environmental remediation. This work reports the first use of copper sulfide (CuS), a typical Cu-mineral, for the activation of peroxymonosulfate (PMS) for pollutant degradation; the study also elucidates the underlying mechanism of these processes. Copper sulfide effectively activated PMS to degrade di-Et phthalate (DEP). ESR, free radical quenching, XPS, X-ray diffraction analyses and DFT calculations confirmed that Ξ Cu (I)/ ΞCu (II) cycling on the surface of CuS provided the main pathway to activate PMS to produce highly oxidative species. Unlike conventional sulfate radical-based PMS activation processes, hydroxyl radical (·OH) were found to be the dominant radical in the tested CuS/PMS system, which performed more efficiently than an alternative ·OH-based oxidation system (CuS/H2O2) for DEP degradation In addition, the presence of anions such Cl- and NO-3 has limited inhibition effects on DEP degradation Overall, this study provides an efficient pathway for PMS-based environmental remediation as well as a new insight into the mechanism of PMS activation by Cu-containing minerals. In the experiment, the researchers used many compounds, for example, Triacetonamine(cas: 826-36-8SDS of cas: 826-36-8)

Triacetonamine(cas: 826-36-8) 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.SDS of cas: 826-36-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2016,Horikawa, Rikiya; Fujimoto, Chika; Yazaki, Ryo; Ohshima, Takashi published 《μ-Oxo-Dinuclear-Iron(III)-Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of Tertiary Alcohols》.Chemistry – A European Journal published the findings.COA of Formula: C7H15NO The information in the text is summarized as follows:

A highly chemoselective and reactive μ-oxo-dinuclear iron(III) salen catalyst for transesterification was developed. The developed iron complex catalyzed acylation of aliphatic amino alcs. with nearly perfect O-selectivity, even when using activated esters, for which chemoselectivity is more difficult to control. In addition, O-selective transesterification of aromatic amino alcs. was achieved for the first time. The high activity of the iron complex enabled the use of sterically congested tertiary alcs., including unprecedented tert-butanol. After reading the article, we found that the author used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4COA of Formula: C7H15NO)

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) can be used to synthese ursolic acid derivatives, spiroimidazolidinone NPC1L1 inhibitors, neurokinin-2 receptor antagonists, antagonists for inhibition of platelet aggregation.COA of Formula: C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2017,Yamaki, Susumu; Koga, Yuji; Nagashima, Akira; Kondo, Mitsuhiro; Shimada, Yoshiaki; Kadono, Keitaro; Moritomo, Ayako; Yoshihara, Kosei published 《Synthesis and pharmacological evaluation of glycine amide derivatives as novel vascular adhesion protein-1 inhibitors without CYP3A4 and CYP2C19 inhibition》.Bioorganic & Medicinal Chemistry published the findings.Synthetic Route of C7H15NO The information in the text is summarized as follows:

Vascular adhesion protein-1 (VAP-1) is a promising therapeutic target for the treatment of diabetic nephropathy. Here, the authors conducted optimization studies of the authors’ lead compound 1 (I), which the authors previously reported as a novel VAP-1 inhibitor, to enhance the inhibition of human VAP-1 and to reduce CYP3A4 and CYP2C19 inhibition. As a result, the authors identified 3-chloro-4-{4-[5-(3-{[glycyl(methyl)amino]methyl}phenyl)pyrimidin-2-yl]piperazin-1-yl}benzoic acid (17h) as a novel orally active VAP-1 inhibitor, with 14-fold increased human VAP-1 inhibitory activity compared to 1, without CYP3A4 and CYP2C19 inhibition. Oral administration of 17h significantly inhibited the progression of proteinuria in streptozotocin (STZ) induced diabetic rats at 0.3 and 1 mg/kg, suggesting that this compound has potential to be a therapeutic agent for the treatment of diabetic nephropathy. In addition to this study using 2-(Piperidin-4-yl)ethanol, there are many other studies that have used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Synthetic Route of C7H15NO) was used in this study.

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) can be used to synthese ursolic acid derivatives, spiroimidazolidinone NPC1L1 inhibitors, neurokinin-2 receptor antagonists, antagonists for inhibition of platelet aggregation.Synthetic Route of C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Inorganica Chimica Acta included an article by Prishchenko, Andrey A.; Alekseyev, Roman S.; Livantsov, Mikhail V.; Novikova, Olga P.; Livantsova, Ludmila I.; Petrosyan, Valery S.. Safety of 1-Methyl-4-piperidone. The article was titled 《Bis(trimethylsiloxy)phosphine as key synthon for synthesis of new aminomethylphosphinic acids with N-alkyl 4-hydroxypiperidines moieties》. The information in the text is summarized as follows:

The convenient synthesis of new aminomethylphosphinic acids and their derivatives containing N-alkyl 4-hydroxypiperidines moieties was developed. The addition of bis(trimethylsiloxy)phosphine to N-alkyl 4-piperidones proceeds under mild conditions to give PH-phosphinates as key compounds for preparation of trimethylsilyl esters of above acids via interaction with various aminals. The further treatment of phosphinic acids trimethylsilyl esters with the methanol resulted in the water-soluble corresponding acids. The structures of aminomethylphosphinic acids and their precursors 1-3 with substituted piperidine moieties were confirmed by the 1H, 13C, 31P NMR spectra. In the experimental materials used by the author, we found 1-Methyl-4-piperidone(cas: 1445-73-4Safety of 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) 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.Safety of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Novel colchicine conjugate with unusual effect on the microtubules of cancer cells》 was published in Pure and Applied Chemistry in 2020. These research results belong to Zefirova, Olga N.; Nurieva, Evgenia V.; Wobith, Birgit; Schulz, Svetlana; Zefirov, Nikolay A.; Kuznetsov, Sergei A.. Synthetic Route of C10H19NO3 The article mentions the following:

Colchicine derivative bearing substituted bispidine moiety, namely N-{7-(3,7-Di-(tert-butoxycarbonyl)-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-yl)-oxy-7-oxoheptanoyl}-N-deacetylcolchicine, was synthesized and tested for its effect on the net of microtubules (MT) in lung cancer cells A549. The compound induced not only MT depolymerization but stimulated the formation of small tubulin aggregates and long tubulin fibrils localized mainly around nuclei. The assemblies were morphol. different from tubulin clusters induced by structurally related anticancer agent tubuloclustin. The biotests data demonstrate that the depolymerization takes place for both pure tubulin and tubulin in cellulo, while fibrils are formed only in the cells. The research data of structure-activity relationship for several similar colchicine derivatives synthesized in the work give evidence for the proposition that the initial conjugate may interact not only with tubulin and MT in the cells, but also with MT-associated proteins, involved in the process of tubulin polymerization The ability to affect simultaneously MAP – tubulin interactions opens attractive prospects in the design of novel anticancer agents. The experimental process involved the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Synthetic Route of 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.Synthetic Route of C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Design, synthesis, and structure activity relationship (SAR) studies of novel imidazo[1,2-a]pyridine derivatives as Nek2 inhibitors》 was written by Wang, Haili; Chen, Yunzhong; Gu, Xiaofan; Xi, Jianbei; Ren, Ziwei; Wang, Shuting; Duan, Yanhong; Li, Hongyu; Zhu, Tong; Du, Yijie; Zhang, Xiongwen; Ma, Mingliang. Formula: C10H19NO3 And the article was included in Bioorganic & Medicinal Chemistry in 2020. The article conveys some information:

Herein, a series of imidazo[1,2-a]pyridines, e.g., I, Nek2 inhibitors were designed, synthesized and their biol. activities were investigated. Besides, structure activity relationship anal. of these compounds were performed in the MGC-803 cell. The screening results are promising, and tert-Bu 3-((4-(3-(5-carbamoyl-4-(1-(2-(trifluoromethyl)phenyl)ethoxy)thiophen-2-yl) imidazo[1,2-a] pyridine-7-yl)-1H-pyrazol-1-yl)methyl)azetidine-1-carboxylate showed good proliferation inhibitory activity with an IC50 of 38 nM. The results would be helpful to design and develop more effective Nek2 inhibitors for the treatment of gastric cancer. In addition to this study using tert-Butyl 4-hydroxypiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Formula: C10H19NO3) was used in this study.

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.Formula: C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Poly(meta/para-terphenylene-methyl piperidinium)-based anion exchange membranes: the effect of backbone structure in AEMFC application》 was written by Mayadevi, T. S.; Sung, Seounghwa; Varghese, Listo; Kim, Tae-Hyun. Synthetic Route of C6H11NO And the article was included in Membranes (Basel, Switzerland) in 2020. The article conveys some information:

A series of poly( meta/para-terphenylene-Me piperidinium)-based anion exchange membranes devoid of benzylic sites or aryl ether bonds, that are vulnerable to degradation by hydroxide ions, are synthesized and investigated for their application as novel anion exchange membranes. The copolymers are composed of both linear para-terphenyl units and kink-structured meta-terphenyl units. The meta-connectivity in terphenyl units permits the polymer backbones to fold back, maximizing the interactions among the hydrocarbon polymer chains and enhancing the peripheral formation of ion aggregates, due to the free volume generated by the kink structure. The effects of the copolymer composition between para-terphenyl and meta-terphenyl on the morphol. and the electrochem. and physicochem. properties of the corresponding polymer membranes are investigated. In the experiment, the researchers used 1-Methyl-4-piperidone(cas: 1445-73-4Synthetic Route of C6H11NO)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Synthetic Route of C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Klug, Dana M.; Mavrogiannaki, Eftychia M.; Forbes, Katherine C.; Silva, Lisseth; Diaz-Gonzalez, Rosario; Perez-Moreno, Guiomar; Ceballos-Perez, Gloria; Garcia-Hernandez, Raquel; Bosch-Navarrete, Cristina; Cordon-Obras, Carlos; Gomez-Linan, Claudia; Saura, Andreu; Momper, Jeremiah D.; Martinez-Martinez, Maria Santos; Manzano, Pilar; Syed, Ali; El-Sakkary, Nelly; Caffrey, Conor R.; Gamarro, Francisco; Ruiz-Perez, Luis Miguel; Gonzalez Pacanowska, Dolores; Ferrins, Lori; Navarro, Miguel; Pollastri, Michael P. published an article in 2021. The article was titled 《Lead Optimization of 3,5-Disubstituted-7-Azaindoles for the Treatment of Human African Trypanosomiasis》, and you may find the article in Journal of Medicinal Chemistry.Application of 109384-19-2 The information in the text is summarized as follows:

Neglected tropical diseases such as human African trypanosomiasis (HAT) are prevalent primarily in tropical climates and among populations living in poverty. Historically, the lack of economic incentive to develop new treatments for these diseases has meant that existing therapeutics have serious shortcomings in terms of safety, efficacy, and administration, and better therapeutics are needed. We now report a series of 3,5-disubstituted-7-azaindoles identified as growth inhibitors of Trypanosoma brucei, the parasite that causes HAT, through a high-throughput screen. We describe the hit-to-lead optimization of this series and the development and preclin. investigation of 29d (I), a potent antitrypanosomal compound with promising pharmacokinetic (PK) parameters. This compound was ultimately not progressed beyond in vivo PK studies due to its inability to penetrate the blood-brain barrier (BBB), critical for stage 2 HAT treatments. In the experiment, the researchers 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

Frolov, Andriy I.; Ostapchuk, Eugeniy N.; Pashenko, Alexander E.; Chuchvera, Yaroslav O.; Rusanov, Eduard B.; Volochnyuk, Dmitriy M.; Ryabukhin, Sergey V. published an article in 2021. The article was titled 《Selective α-Methylation of Ketones》, and you may find the article in Journal of Organic Chemistry.Reference of 1-Methyl-4-piperidone The information in the text is summarized as follows:

The convenient and scalable preparative approach for the two-step α-methylation of ketones was described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones was developed. The scope and limitations of the proposed methodol. were discussed. The advantages compared to known procedures were demonstrated. The unexpected role of acetone in the hydrogenation was suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization was shown. The elaborate procedures preparability and scalability were demonstrated by the synthesis of several α-Me ketones up to 100 g amount The results came from multiple reactions, including the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4Reference of 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine-containing compounds are also frequently employed in synthesis as ligands or auxiliaries. Accordingly, many efforts have been devoted to the development of novel methods for the synthesis of these compounds over the years.Reference of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem