Month: January 2023

A General Method for Photocatalytic Decarboxylative Hydroxylation of Carboxylic Acids was written by Khan, Shah Nawaz;Zaman, Muhammad Kashif;Li, Ruining;Sun, Zhankui. And the article was included in Journal of Organic Chemistry in 2020.Reference of 406235-30-1 This article mentions the following:

A general and practical method for decarboxylative hydroxylation of carboxylic acids was developed through visible light-induced photocatalysis using mol. oxygen as the green oxidant. The addition of NaBH₄ to in situ reduce the unstable peroxyl radical intermediate much broadened the substrate scope. Different sp³ carbon-bearing carboxylic acids were successfully employed as substrates, including phenylacetic acid-type substrates, as well as aliphatic carboxylic acids. This transformation worked smoothly on primary, secondary, and tertiary carboxylic acids. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Reference of 406235-30-1).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Reference of 406235-30-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Dearomative Cyclopropanation of Naphthols via Cyclopropene Ring-Opening was written by Baker, Rachel J.;Ching, Justin;Hou, Teh Ren;Franzoni, Ivan;Lautens, Mark. And the article was included in Angewandte Chemie, International Edition in 2022.COA of Formula: C12H15NO3S This article mentions the following:

The dearomatization of 2-naphthols represents a simple method for the construction of complex 3D structures from simple planar starting materials. A cyclopropanation of 2-naphthols that proceeds via cyclopropene ring-opening using rhodium and acid catalysis under mild conditions is described. The vinyl cyclopropane mols. were formed with high chemoselectivity and scalability, which could be further functionalized at different sites. Both computational and exptl. evidence were used to elucidate the reaction mechanism. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9COA of Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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.COA of Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A practical procedure for carbonyl α-oxidation: synthesis of (2-benzoyloxy)-1,4-cyclohexanedione mono-ethylene ketal was written by Jones, Teyrnon C.;Tomkinson, Nicholas C. O.. And the article was included in Organic Syntheses in 2007.SDS of cas: 33439-27-9 This article mentions the following:

A convenient method for the preparation of α-acyloxy ketones is described. Oxyacylation of a variety of ketones with O-acyl hydroxyamine derivatives provided the corresponding α-acyloxy ketones in good yields. (2-Benzoyloxy)-1,4-cyclohexanedione mono-ethylene ketal was successfully synthesized from 1,4-cyclohexanedione mono-ethylene ketal. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of cas: 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Potent P2Y₁ urea antagonists bearing various cyclic amine scaffolds was written by Ruel, Rejean;L’Heureux, Alexandre;Thibeault, Carl;Lapointe, Philippe;Martel, Alain;Qiao, Jennifer X.;Hua, Ji;Price, Laura A.;Wu, Qimin;Chang, Ming;Zheng, Joanna;Huang, Christine S.;Wexler, Ruth R.;Rehfuss, Robert;Lam, Patrick Y. S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.HPLC of Formula: 58333-75-8 This article mentions the following:

A number of new amine scaffolds with good inhibitory activity in the ADP-induced platelet aggregation assay have been found to be potent antagonists of the P2Y₁ receptor. SAR optimization led to the identification of isoindoline and piperidine derivatives which showed good in vitro binding and functional activities, as well as improved aqueous solubility Among them, the piperidine I showed the best overall profile with favorable PK parameters. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8HPLC of Formula: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.HPLC of Formula: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Biomimetic Oxidative Coupling Cyclization Enabling Rapid Construction of Isochromanoindolenines was written by Ye, Jinxiang;Lin, Yuqi;Liu, Qing;Xu, Dekang;Wu, Fan;Liu, Bin;Gao, Yu;Chen, Haijun. And the article was included in Organic Letters in 2018.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

Herein, we report a biomimetic oxidative coupling cyclization strategy for the highly efficient functionalization of tetrahydrocarbolines (THCs). This process enables rapid access to complex isochromanoindolenine scaffolds I (X = N, Y-R¹ = CH₂; Y = N, X-R² = CH₂; R¹= R²= Ts, SO₂Ph, Ac, etc.; R³ = H, 10-Cl, 9-F, 10-MeO, etc.) in moderate to excellent yields. The reaction proceeds smoothly and rapidly (complete within minutes) in an open flask. This operationally simple protocol is scalable and compatible with a wide range of functional groups. Late-stage functionalization of a pharmacol. relevant mol. is also demonstrated. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).

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.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A library of conformationally restricted saturated heterocyclic sulfonyl chlorides was written by Zhersh, Sergey;Buryanov, Volodymyr V.;Karpenko, Oleksandr V.;Grygorenko, Oleksandr O.;Tolmachev, Andrey A.. And the article was included in Synthesis in 2011.Application of 95798-22-4 This article mentions the following:

An approach to the synthesis of conformationally restricted saturated heterocyclic sulfonyl chlorides is described. Being guided by the principle of diversity-oriented conformational restriction, a mini-library of saturated heterocyclic sulfonyl chlorides was designed and synthesized. The library consists of nine members that are derivatives of azetidine, pyrrolidine, and piperidine. These compounds were prepared in 19-88% total yields on multigram scale starting from the corresponding Cbz-protected amino alcs. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Application of 95798-22-4).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Application of 95798-22-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis, and pharmacological evaluation of mefloquine-based ligands as novel antituberculosis agents was written by Mao, Jialin;Wang, Yuehong;Wan, Baojie;Kozikowski, Alan P.;Franzblau, Scott G.. And the article was included in ChemMedChem in 2007.Related Products of 118753-66-5 This article mentions the following:

Tuberculosis (TB) is presently regarded as one of the most dangerous infective diseases worldwide and one of the major AIDS-associated infections. To shorten the current treatment regimen, there is an urgent need to identify new anti-TB agents which are active against both replicating TB (R-TB) and nonreplicating TB (NRP-TB). Mefloquine, a well-known antimalarial drug was found to possess reasonable activity against NRP-TB, and accordingly, 30 new analogs were synthesized and evaluated for their anti-TB activity against Mycobacterium tuberculosis H₃₇Rv. As the target of mefloquine in Mycobacterium tuberculosis remains unknown, we resorted to modifying mefloquine in a variety of chem. convenient ways, which led us in turn to the active hydrazone 10a. Further modifications of 10a led to compound 7f, with an improved anti-TB activity/selectivity profile with both less cytotoxicity and less predicted CNS side effects compared with mefloquine. The clear structure-activity relationships (SARs) derived from this study should facilitate our ultimate goal of identifying improved anti-TB agents. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5Related Products of 118753-66-5).

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) 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 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.Related Products of 118753-66-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, characterization and antimicrobial activity of substituted tricyclic compounds: 5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidines was written by Mittal, Manish;Sarode, Suraj M.;Vidyasagar, G.. And the article was included in International Journal of Pharma and Bio Sciences in 2011.Formula: C12H15NO3S This article mentions the following:

7-(Arylsulfonyl)-N-aryl-5,6,7,8-tetrahydropyrido[4,3′:4,5]thieno[2,3-d]pyrimidin-4-amines were synthesized from 7-(arylsulfonyl)-4-chloro-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidines using piperidin-4-one.HCl and arenesulfonyl chloride as the starting material. All the synthesized products were evaluated for antibacterial activity against B. subtilis, E. coli, K. pneumoniae, and S. aureus as well as for antifungal activity against A. niger, A. flavus, F. oxysporum, and T. viride. Most of the synthesized compounds exhibited antibacterial and antifungal activity. 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. 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Catalytic Asymmetric Dearomatizing Redox Cross Coupling of Ketones with Aryl Hydrazines Giving 1,4-Diketones was written by Huang, Shenlin;Koetzner, Lisa;De, Chandra Kanta;List, Benjamin. And the article was included in Journal of the American Chemical Society in 2015.Category: piperidines This article mentions the following:

;An asym. Bronsted acid catalyzed dearomatizing redox cross coupling reaction has been realized, in which aryl hydrazines react with ketones to deliver 1,4-diketones, bearing an all-carbon quaternary stereocenter in high enantiopurity [e.g., (2-methylnaphthalen-1-yl)hydrazine + cyclohexanone in presence of Amberlite CG50 and SPINOL-derived phosphoric acid afforded diketone I (72%, 96:4 er, optimized)]. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Category: piperidines).

1-Tosylpiperidin-4-one (cas: 33439-27-9) 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. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of Aminoethyl-Substituted Piperidine Derivatives as σ₁ Receptor Ligands with Antiproliferative Properties was written by Holtschulte, Catharina;Borgel, Frederik;Westphalinger, Stefanie;Schepmann, Dirk;Civenni, Gianluca;Laurini, Erik;Marson, Domenico;Catapano, Carlo V.;Pricl, Sabrina;Wuensch, Bernhard. And the article was included in ChemMedChem in 2022.SDS of cas: 33439-27-9 This article mentions the following:

A series of novel σ₁ receptor ligands with a 4-(2-aminoethyl)piperidine scaffold I [ R¹ = H,methyl, ethyl; R² = benzylamino, cyclohexylmethylamino etc] were prepared and biol. evaluated. The underlying concept of project were the improvement of the lipophilic ligand efficiency of previously synthesized potent σ₁ ligands. The key steps of the synthesis comprise the conjugate addition of phenylboronic acid at dihydropyridin-4(1H)-ones, homologation of the ketones and introduction of diverse amino moieties and piperidine N-substituents. 1-Methylpiperidines showed particular high σ₁ receptor affinity and selectivity over the σ₂ subtype, while piperidines with a proton, a tosyl moiety or an Et moiety exhibited considerably lower σ₁ affinity. Mol. dynamics simulations with per-residue binding free energy deconvolution demonstrated that different interactions of the basic piperidine-N-atom and its substituents (or the cyclohexane ring) with the lipophilic binding pocket consisting of Leu105, Thr181, Leu182, Ala185, Leu186, Thr202 and Tyr206 were responsible for the different σ₁ receptor affinities. Recorded logD_7.4 and calculated clogP values of I [ R¹ = H,methyl; R² = benzylamino] indicated low lipophilicity and thus high lipophilic ligand efficiency. Piperidine I [ R¹ = H; R² = benzylamino] inhibited the growth of human non-small cell lung cancer cells A427 to a similar extent as the σ₁ antagonist haloperidol. 1-Methylpiperidines I [ R¹ = methyl; R² = cyclohexylmethylamino, benzyl(methyl)amino, 4-phenylpiperazin-1-yl] showed stronger antiproliferative effects on androgen neg. human prostate cancer cells DU145 than the σ₁ ligands NE100 and S1RA. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of cas: 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem