Heterocyclic Building Blocks-piperidine

Microwave-promoted amination of 3-bromoisoxazoles was written by Moore, Jane E.;Spinks, Daniel;Harrity, Joseph P. A.. And the article was included in Tetrahedron Letters in 2004.Recommanded Product: 58333-75-8 This article mentions the following:

Amination of 3-bromoisoxazoles, by a nucleophilic aromatic substitution reaction, is described. 3-Bromoisoxazoles were found to be inert to substitution under thermal conditions, however, the employment of phosphazene bases under microwave irradiation facilitated the amination process and allowed 3-aminoisoxazoles, e.g., I, to be isolated in moderate yields. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Recommanded Product: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Copper-Mediated Radical-Polar Crossover Enables Photocatalytic Oxidative Functionalization of Sterically Bulky Alkenes was written by Reed, Nicholas L.;Lutovsky, Grace A.;Yoon, Tehshik P.. And the article was included in Journal of the American Chemical Society in 2021.Electric Literature of C12H15NO3S This article mentions the following:

Oxidative heterofunctionalization reactions are among the most attractive methods for the conversion of alkenes and heteroat. nucleophiles into complex saturated heterocycles. However, the state-of-the-art transition-metal-catalyzed methods to effect oxidative heterofunctionalizations are typically limited to unhindered olefins, and different nucleophilic partners generally require quite different reaction conditions. Herein, we show that Cu(II)-mediated radical-polar crossover allows for highly efficient and exceptionally mild photocatalytic oxidative heterofunctionalization reactions between bulky tri- and tetrasubstituted alkenes and a wide variety of nucleophilic partners. Moreover, we demonstrate that the broad scope of this transformation arises from photocatalytic alkene activation and thus complements existing transition-metal-catalyzed methods for oxidative heterofunctionalization. More broadly, these results further demonstrate that Cu(II) salts are ideal terminal oxidants for photoredox applications and that the combination of photocatalytic substrate activation and Cu(II)-mediated radical oxidation can address long-standing challenges in catalytic oxidation chem. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Electric Literature of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Electric Literature of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of α-enaminones from cyclic ketones and anilines using oxoammonium salt as an oxygen transfer reagent was written by Xu, Biping;Shang, Yaping;Jie, Xiaoming;Zhang, Xiaofeng;Kan, Jian;Yedage, Subhash Laxman;Su, Weiping. And the article was included in Green Chemistry in 2020.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A convenient and straightforward transformation of cyclic ketones with anilines at room temperature was developed using oxoammonium salt TEMPO^+PF6- as an oxidant. This method enabled the synthesis of a broad range of α-enaminones. The ¹⁸O-labeling experiment demonstrated that oxoammonium salt served as the oxygen transfer reagent. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Safety of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

p-Trifluoromethyl- and p-pentafluorothio-substituted curcuminoids of the 2,6-di[(E)-benzylidene)]cycloalkanone type: syntheses and activities against Leishmania major and Toxoplasma gondii parasites was written by Al Nasr, Ibrahim S.;Hanachi, Riadh;Said, Ridha B.;Rahali, Seyfeddine;Tangour, Bahoueddine;Abdelwahab, Siddig I.;Farasani, Abdullah;M. E. Taha, Manal;Bidwai, Anil;Koko, Waleed S.;Khan, Tariq A.;Schobert, Rainer;Biersack, Bernhard. And the article was included in Bioorganic Chemistry in 2021.Application of 33439-27-9 This article mentions the following:

A series of the title curcuminoids I (X = NH, NTs, S, CH₂, etc.; R = CF₃, SF₅) with structural variance in the heteroatom of the cycloalkanone and the p-substituents of the Ph rings were tested for their activities against Leishmania major and Toxoplasma gondii parasites. The majority of them showed high activities against both parasite forms with EC₅₀ values in the sub-micromolar concentration range. The compound I (X = NH; R = SF₅) was not just noticeable antiparasitic, but also exhibited a considerable selectivity for L. major promastigotes over normal Vero cells. While derivatives differing only in the p-Ph substituents being CF₃ or SF₅ showed similar antiparasitic activities, the cyclic ketone hub was more decisive both for the anti-parasitic activities and the selectivities for the parasites vs. normal cells. QSAR calculations confirmed the observed structure-activity relations and suggested structural variations for a further improvement of the antiparasitic activity. Docking studies based on DFT calculations revealed L. major pteridine reductase 1 as a likely mol. target protein of the title compounds In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A Practical Source of Chlorodifluoromethyl Radicals. Convergent Routes to gem-Difluoroalkenes and -dienes and (2,2-Difluoroethyl)-indoles, -azaindoles, and -naphthols was written by Salomon, Pierre;Zard, Samir Z.. And the article was included in Organic Letters in 2014.Application of 33439-27-9 This article mentions the following:

The preparation of O-octadecyl-S-chlorodifluoromethyl xanthate ClF₂CS(C:S)OC₁₈H₃₇ (I) from chlorodifluoroacetic acid and its use as a convenient source of chlorodifluoromethyl radicals is described. This reagent may be used to access gem-difluoroalkenes and -dienes, as well as (2,2-difluoroethyl)indolines, -indoles, and -naphthols [e.g., I + 1-allyl-2,3-dimethoxybenzene followed by reductive removal of xanthate group → II; dehydrochlorination of II → III]. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures was written by Liu, Zhibo;Qin, Ling;Zard, Samir Z.. And the article was included in Organic Letters in 2012.Electric Literature of C12H15NO3S This article mentions the following:

A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Electric Literature of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Electric Literature of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, characterization and antimicrobial activity of substituted Tetrahydrothieno [2,3-c]pyridin-2-yl) Schiff base derivatives was written by Kalaria, Rushit;Odedara, R. J.;Dave, R. S.;Rajyaguru, Chetana;Upadhyay, Jatin J.. And the article was included in Journal of Applied Technology in Environmental Sanitation in 2012.Reference of 33439-27-9 This article mentions the following:

As a part of systematic investigation of synthesis, characterization and biol. activity of several new substituted Tetrahydrothieno [2,3-c]pyridin-2-yl Schiff base derivatives, (1a-1k) have been synthesized by well known chem. reaction of one active methylene containing moiety with a carbonyl function and Sulfur powder to give 2-Amino thiophene ring system followed by derivatization of amino into Schiff base using different aromatic aldehydes. The structures of all the synthesized compounds have been determined by their spectral and micro anal. data. All the compounds have been evaluated for their antibacterial activity against Gram Pos. bacteria like Staphylococcus aureus, Bacillus subtilis and Gram Neg. bacteria like Escherichia coli, Salmonella paratyphi B and they were also evaluated for antifungal activity against Candida albicans and Aspergillus niger at different concentrations Most of the synthesized compounds exhibited significant anti-bacterial and anti-fungal activities. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Reference of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.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. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Reference of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis, and mechanistic investigations of phenylalanine derivatives containing a benzothiazole moiety as HIV-1 capsid inhibitors with improved metabolic stability was written by Xu, Shujing;Sun, Lin;Dick, Alexej;Zalloum, Waleed A.;Huang, Tianguang;Meuser, Megan E.;Zhang, Xujie;Tao, Yucen;Cherukupalli, Srinivasulu;Ding, Dang;Ding, Xiao;Gao, Shenghua;Jiang, Xiangyi;Kang, Dongwei;De Clercq, Erik;Pannecouque, Christophe;Cocklin, Simon;Liu, Xinyong;Zhan, Peng. And the article was included in European Journal of Medicinal Chemistry in 2022.Recommanded Product: 118753-66-5 This article mentions the following:

Further clin. development of I, a lead compound targeting HIV-1 capsid, is impeded by low antiviral activity and inferior metabolic stability. By modifying the benzene (region I) and indole of I, we identified two potent compounds II [R = propargyl, 4-NH₂Ph] with significantly improved metabolic stability. Compared to PF74, II [R = 4-NH₂Ph] displayed greater metabolic stability in human liver microsomes (HLMs) with half-life (t_1/2) 109-fold that of PF74. Moreover, mechanism of action (MOA) studies demonstrated that II [R = propargyl, 4-NH₂Ph] effectively mirrored the MOA of compounds that interact within the I interprotomer pocket, showing direct and robust interactions with recombinant CA, and 7u displaying antiviral effects in both the early and late stages of HIV-1 replication. Furthermore, MD simulation corroborated that II [R = 4-NH₂Ph] was bound to the I binding site, and the results of the online molinspiration software predicted that II [R = propargyl, 4-NH₂Ph] had desirable physicochem. properties. Unexpectedly, this series of compounds exhibited better antiviral activity than I against HIV-2, represented by compound II [R = propargyl] whose anti-HIV-2 activity was almost 5 times increased potency over I. Therefore, we have rationally redesigned the I chemotype to inhibitors with novel structures and enhanced metabolic stability in this study. We hope that these new compounds can serve as a blueprint for developing a new generation of HIV treatment regimens. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5Recommanded Product: 118753-66-5).

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Recommanded Product: 118753-66-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, characterization and antimicrobial activity of substituted N-benzhydrylpiperidin-4-amine derivatives was written by Mittal, Manish;Sarode, Suraj M.;Shingare, Ramesh M.;Vidyasagar, G.;Shrivastava, Birendra. And the article was included in Journal of Chemical and Pharmaceutical Research in 2011.Application of 33439-27-9 This article mentions the following:

N-benzhydrylpiperidin-4-amine derivatives were synthesized by reductive amination of benzhydrylamine and N-Substituted 4-piperidones as the starting material. The structures of all the synthesized compoundswere determined by their spectral and microanal. data. All the synthesized products were evaluated for their anti-bacterial activity against Bacillus substilis, Escherichia coli, Klebsiella pneumoniae and Streptococcus aureus bacteria and anti-fungal activity against Aspergillus niger, Aspergillus flavus, fungi resp. Most of the synthesized compounds exhibited significant antibacterial and antifungal activities. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Investigation of the scope of an enantioselective Co-mediated O→C rearrangement reaction was written by Meek, Simon J.;Demont, Emmanuel H.;Harrity, Joseph P. A.. And the article was included in Tetrahedron Letters in 2007.Formula: C12H15NO3S This article mentions the following:

A series of enantiomerically enriched functionalized pyrans bearing a dicobalt hexacarbonyl-alkyne moiety were subjected to a Lewis acid-mediated rearrangement to carbocyclic ketones. This process was found to provide cyclohexanones with good enantioselectivity, however, cyclobutanones were generated with complete loss of enantiocontrol. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem