84358-13-4 | Page 5 of 9 | Heterocyclic Building Blocks-piperidine

Piticari, Amalia-Sofia team published research on Advanced Synthesis & Catalysis in 2022 | 84358-13-4

Formula: C11H19NO4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

N-Boc-isonipecotic acid is a potent antitumor agent that has been clinically shown to be effective against leukemia and lymphoma. It has potent antibacterial activity against Gram-positive bacteria such as Staphylococcus aureus and Streptococcus pyogenes. N-Boc-isonipecotic acid binds to the gyrase enzyme, which is used by these bacteria to maintain the integrity of their DNA, inhibiting protein synthesis and cell division. This drug also has anti-inflammatory properties. N-Boc-isonipecotic acid inhibits prostaglandin synthesis in cells, which may be due to its ability to inhibit the production of tumor necrosis factor α (TNFα) in macrophages., 84358-13-4.

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. It is a colorless liquid with an odor described as objectionable, and typical of amines. Formula: C11H19NO4.

Piticari, Amalia-Sofia;Antermite, Daniele;Higham, Joe I.;Moore, J. Harry;Webster, Matthew P.;Bull, James A. research published 《 Stereoselective Palladium-Catalyzed C(sp³)-H Mono-Arylation of Piperidines and Tetrahydropyrans with a C(4) Directing Group》, the research content is summarized as follows. A selective Pd-catalyzed C(3)-H cis-functionalization of piperidine and tetrahydropyran carboxylic acids is achieved using a C(4) aminoquinoline amide auxiliary. High mono- and cis-selectivity is attained by using mesityl carboxylic acid as an additive. Conditions are developed with significantly lower reaction temperatures (≤50°C) than other reported heterocycle C(sp³)-H functionalization reactions, which is facilitated by a DoE optimization. A one-pot C-H functionalization-epimerization procedure provides the trans-3,4-disubstituted isomers directly. Divergent aminoquinoline removal is accomplished with the installation of carboxylic acid, alc., amide and nitrile functional groups. Overall, fragment compounds suitable for screening are generated in 3-4 steps from readily-available heterocyclic carboxylic acids.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Park, Sang-Hyun team published research on Analytical Chemistry (Washington, DC, United States) in 2020 | 84358-13-4

HPLC of Formula: 84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. HPLC of Formula: 84358-13-4.

Park, Sang-Hyun;Shin, Insu;Kim, Young-Hyun;Shin, Injae research published 《 Mitochondrial Cl^–-Selective Fluorescent Probe for Biological Applications》, the research content is summarized as follows. Herein the authors describe the development of the first mitochondrial Cl^–-selective fluorescent probe, Mito-MQAE(I), and its applications in biol. systems. Fluorescence of Mito-MQAE is insensitive to pH over the physiol. pH range and is quenched by Cl^– with a Stern-Volmer quenching constant of 201 M^-1 at pH 7.0. The results of cell studies using Mito-MQAE show that substances with the ability to disrupt mitochondrial membranes cause increases in the mitochondrial Cl^– concentration

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Oh, Sangmi team published research on ACS Medicinal Chemistry Letters in 2021 | 84358-13-4

84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Piperidine the name comes from the genus name Piper, which is the Latin word for pepper. 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins. Application of C11H19NO4.

Oh, Sangmi;Kwon, Do Yoon;Choi, Inhee;Kim, Young Mi;Lee, Ji Young;Ryu, Jiyoung;Jeong, Hangyeol;Kim, Myung Jin;Song, Rita research published 《 Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities》, the research content is summarized as follows. This study evaluated the potential use of senescence-inducing small mols. in the treatment of melanoma. We screened com. available small-mol. libraries with high-throughput screening and high-content screening image-based technol. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogs were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Nie, Fang-Yuan team published research on Journal of Organic Chemistry in 2022 | 84358-13-4

Nie, Fang-Yuan;Cai, Yi-Ping;Song, Qin-Hua research published 《 Visible Light-Driven Decarboxylative Alkylation of Aldehydes via Electron Donor-Acceptor Complexes of Active Esters》, the research content is summarized as follows. In this paper, authors have developed photocatalyst-free and visible light-driven decarboxylative alkylation of pyridinaldehydes. The photochem. reactions are initiated via photoinduced single electron transfer from triethylamine to N-hydroxyphthalimide esters in electron donor-acceptor complexes. This photochem. method can achieve to translate 15 pyridinaldehydes and 11 2-quinolinaldehydes to the corresponding ketones. Furthermore, this strategy can also achieve two other transformations, disulfanes to aryl sulfides and a styrene sulfone to the alkyl-substituted alkene.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Nguyen, Vu T. team published research on Chemical Science in 2022 | 84358-13-4

Nguyen, Vu T.;Haug, Graham C.;Nguyen, Viet D.;Vuong, Ngan T. H.;Karki, Guna B.;Arman, Hadi D.;Larionov, Oleg V. research published 《 Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation》, the research content is summarized as follows. The development of a photocatalytic system that for the first time enabled direct decarboxylative conversion of carboxylic acids to sulfones and sulfinates, as well as sulfonyl chlorides and fluorides in one step and in a multicomponent fashion. A mechanistic study prompted by the development of the new method revealed the key structural features of the acridine photocatalysts that facilitated the decarboxylative transformations and provided an informative and predictive multivariate linear regression model that quant. relates the structural features with the photocatalytic activity.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Murthy, Vallabhaneni S. team published research on Journal of Enzyme Inhibition and Medicinal Chemistry in 2021 | 84358-13-4

Category: piperidines, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Murthy, Vallabhaneni S.;Tamboli, Yasinalli;Krishna, Vagolu Siva;Sriram, Dharmarajan;Akber Ansari, Siddique;Alarfaj, Abdullah A.;Hirad, Abdurahman H.;Vijayakumar, Vijayaparthasarathi research published 《 Design and characterisation of piperazine-benzofuran integrated dinitrobenzenesulfonamide as Mycobacterium tuberculosis H37Rv strain inhibitors》, the research content is summarized as follows. Mol. hybridization of four bioactive fragments piperazine, substituted-benzofuran, amino acids, and 2,4-dinitrobenzenesulfonamide as single mol. architecture was designed. A series of new hybrids were synthesized and subjected to evaluation for their inhibitory activity against Mycobacterium tuberculosis (Mtb) H37Rv. A number were found to exhibit MIC as 1.56μg/mL, equally active as ethambutol whereas 4a, 4c, 4j (I–III, resp.) displayed MIC 0.78μg/mL and were superior to ethambutol. Tested compounds demonstrated an excellent safety profile with very low toxicity, good selectivity index, and antioxidant properties. All the newly synthesized compounds were thoroughly characterized by anal. methods. The result was further supported by mol. modeling studies on the crystal structure of Mycobacterium tuberculosis enoyl reductase.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Murthy, Vallabhaneni S. team published research on ACS Omega in 2021 | 84358-13-4

Quality Control of 84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Murthy, Vallabhaneni S.;Tamboli, Yasinalli;Krishna, Vagolu Siva;Sriram, Dharmarajan;Zhang, Fang Xiong;Zamponi, Gerald W.;Vijayakumar, Vijayaparthasarathi research published 《 Synthesis and Biological Evaluation of Novel Benzhydrylpiperazine-Coupled Nitrobenzenesulfonamide Hybrids》, the research content is summarized as follows. A series of novel benzhydryl piperazine-coupled nitrobenzenesulfonamide hybrids, e.g., I, were synthesized with good to excellent yields. They were tested for in vitro inhibition of mycobacterial activity against the Mycobacterium tuberculosis H37Rv strain, in vitro cytotoxicity MTT (RAW 264.7cells) assay, nutrient starvation (H37Rv strain), and ability to block Cav3.2 T-type calcium channels. Novel hybrids did not inhibit T-type calcium channels, whereas they showed excellent antituberculosis (TB) activity and low cytotoxicity with a selectivity index of >30. A direct impact of the amino acid linker was not observed Studied hybrids exhibited good inhibition activities, and the 2,4-dinitrobenzenesulfonamide group emerged as a promising scaffold for further drug design by hybridization approaches for anti-TB therapy.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Merkens, Kay team published research on Advanced Synthesis & Catalysis in 2020 | 84358-13-4

Merkens, Kay;Aguilar Troyano, Francisco Jose;Djossou, Jonas;Gomez-Suarez, Adrian research published 《 Synthesis of unnatural α-amino acid derivatives via light-mediated radical decarboxylative processes》, the research content is summarized as follows. Unnatural amino acids (UAAs) are key building blocks with widespread application across several scientific fields. Therefore, it is highly attractive to develop straightforward and simple methodologies capable of granting quick access to these species. Herein we report a light-mediated protocol for the synthesis of UAA via radical decarboxylative processes. This methodol., which employs readily available and abundant starting materials – such as carboxylic and α-keto acids – proceeds under very mild reaction conditions and shows a high functional group tolerance. In addition, the products of the radical reaction can be readily derivatized to grant rapid access to complex UAAs.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Meden, Anze team published research on European Journal of Medicinal Chemistry in 2020 | 84358-13-4

Meden, Anze;Knez, Damijan;Malikowska-Racia, Natalia;Brazzolotto, Xavier;Nachon, Florian;Svete, Jurij;Salat, Kinga;Groselj, Uros;Gobec, Stanislav research published 《 Structure-activity relationship study of tryptophan-based butyrylcholinesterase inhibitors》, the research content is summarized as follows. A series of tryptophan-based selective nanomolar butyrylcholinesterase (BChE) inhibitors was designed and synthesized. Compounds were optimized in terms of potency, selectivity, and synthetic accessibility. The crystal structure of the inhibitor (I) in complex with BChE revealed the mol. basis for its low nanomolar inhibition (IC₅₀ = 2.8 nM). The favorable in vitro results enabled a first-in-animal in vivo efficacy and safety trial, which demonstrated a pos. impact on fear-motivated and spatial long-term memory retrieval without any concomitant adverse motor effects. Altogether, this research culminated in a handful of new lead compounds with promising potential for symptomatic treatment of patients with Alzheimer’s disease.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mao, Runze team published research on Journal of the American Chemical Society in 2021 | 84358-13-4

Mao, Runze;Bera, Srikrishna;Turla, Aurelya Christelle;Hu, Xile research published 《 Copper-Catalyzed Intermolecular Functionalization of Unactivated C(sp³)-H Bonds and Aliphatic Carboxylic Acids》, the research content is summarized as follows. A Cu-catalyzed process for the diverse functionalization of both unactivated C(sp³)-H bonds RH (cyclododecyl, n-hexyl, tetrahydrofuran-2-yl, etc.) and aliphatic carboxylic acids R¹C(O)OH (R¹ = 1-phenylethyl, tetrahydro-2H-pyran-4-yl, 4-oxocyclohexyl, etc.) was described. The process is enabled by trapping of alkyl radicals generated through hydrogen atom abstraction by arylsulfonyl-based SOMO-philes, which introduces a large array of C, N, S, Se, and halide-based functional groups. The chemoselectivity can be switched from C-H functionalization to decarboxylative functionalization by matching the bond dissociation energy of the hydrogen atom transfer reagent with that of the target C-H or O-H bond.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem