Category: 33439-27-9

Novel 3,5-bis(arylidiene)-4-piperidone based monocarbonyl analogs of curcumin: anticancer activity evaluation and mode of action study was written by Thakur, Anuj;Manohar, Sunny;Velez Gerena, Christian E.;Zayas, Beatriz;Kumar, Vineet;Malhotra, Sanjay V.;Rawat, Diwan S.. And the article was included in MedChemComm in 2014.Formula: C12H15NO3S This article mentions the following:

A series of eighteen novel 3,5-bis(arylidiene)-4-piperidone based sym. monocarbonyl analogs of curcumin I (R = H, CH₃; R¹ = 3-F, 3-Cl, 3-Br, etc.) were synthesized and a subset was screened by National Cancer Institute (NCI), USA for their anticancer activity. Dose-response studies and the mechanism of action investigation suggest that most active compounds are apoptosis inducers. 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 is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Approach toward Enantiopure Cyclic Sulfinamides was written by Jersovs, Glebs;Bojars, Matiss;Donets, Pavel A.;Suna, Edgars. And the article was included in Organic Letters in 2022.Application of 33439-27-9 This article mentions the following:

A synthetic approach toward densely substituted enantiopure cyclic sulfinamides possessing up to four consecutive stereogenic centers has been developed based on a completely diastereoselective SN₂‘ cyclization/tert-Bu cleavage sequence. Diastereospecific transformation of the obtained scaffold into chiral S^VI derivatives such as sulfoximines and sulfonimidamides is demonstrated. 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 structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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 of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and 浼?Ketoamides was written by Li, Tingting;Hammond, Gerald B.;Xu, Bo. And the article was included in Chemistry – A European Journal in 2021.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C-C bond cleavage of readily available alkyl aldehydes. Green and abundant mol. oxygen (O₂) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcs. and 浼?ketoamides from aldehydes. 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. 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. 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.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The 浼?tertiary amine motif drives remarkable selectivity for Pd-catalyzed carbonylation of 灏?methylene C-H bonds was written by Hogg, Kirsten F.;Trowbridge, Aaron;Alvarez-Perez, Andrea;Gaunt, Matthew J.. And the article was included in Chemical Science in 2017.SDS of cas: 33439-27-9 This article mentions the following:

The selective C-H carbonylation of methylene bonds in the presence of traditionally more reactive Me C-H and C(sp²)-H bonds in 浼?tertiary amines was reported. The exceptional selectivity was driven by the bulky 浼?tertiary amine motif, the hypothesis orientates the activating C-H bond proximal to Pd in order to avoid an unfavorable steric clash with a second 浼?tertiary amine on the Pd center, promoting preferential cyclopalladation at the methylene position. The reaction tolerated a range of structurally interesting and synthetically versatile functional groups, delivered the corresponding 灏?lactam products in good to excellent yields. 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 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.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rhodium-Catalyzed Intermolecular Cyclopropanation of Benzofurans, Indoles, and Alkenes via Cyclopropene Ring Opening was written by Ross, Rachel J.;Jeyaseelan, Rubaishan;Lautens, Mark. And the article was included in Organic Letters in 2020.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

The generation of metal carbenoids via ring opening of cyclopropenes by transition metals offers a simple entry into highly reactive intermediates. Herein, we describe a diastereoselective intermol. rhodium-catalyzed cyclopropanation of heterocycles and alkenes using cyclopropenes as carbene precursors with a low loading of a com. available rhodium catalyst. The reported method is scalable and could be performed with catalyst loadings as low as 0.2 mol %, with no impact to the reaction yield or selectivity. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rapid synthesis of 4-benzyl-4-aminopiperidines by addition of Grignard reagents to N-(1-Boc-piperidin-4-ylidene)-tert-butanesulfinyl imine was written by Caldwell, John J.;Collins, Ian. And the article was included in Synlett in 2006.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

Two concise methods for the synthesis of aryl-substituted 4-benzyl-4-aminopiperidines by the addition of benzyl Grignard reagents to sulfinyl imines were developed. The hydration-prone tert-butylsulfinyl imine derived from N-Boc-piperidin-4-one was trapped as a stable 浼?sulfinylamino nitrile, which underwent displacement of the nitrile on treatment with Grignard reagents. Alternatively, benzyl and allyl Grignards added to the sulfinyl imine in situ in a one-pot procedure. Acid deprotection provided various substituted 4-benzyl-4-aminopiperidines. 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 is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, Synthesis, and Structure-Activity Relationships of Novel Bicyclic Azole-amines as Negative Allosteric Modulators of Metabotropic Glutamate Receptor 5 was written by Burdi, Douglas F.;Hunt, Rachel;Fan, Lei;Hu, Tao;Wang, Jun;Guo, Zihong;Huang, Zhiqiang;Wu, Chengde;Hardy, Larry;Detheux, Michel;Orsini, Michael A.;Quinton, Maria S.;Lew, Robert;Spear, Kerry. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C12H15NO3S This article mentions the following:

A novel series of diaryl bicyclic azole-amines that are potent selective neg. modulators of metabotropic glutamate receptor 5 (mGluR5) were identified through rational design. An initial hit compound, I, of modest potency (IC₅₀ = 1.2 娓璏) was synthesized. Evaluation of structure-activity relationships (SAR) on the left-hand side of the mol. revealed a preference for a 2-substituted pyridine group linked directly to the central heterocycle. Variation of the central azolo-amine portion of the mol. revealed a preference for the [4,5-c]-oxazoloazepine scaffold, while right-hand side variants showed a preference for ortho- and meta-substituted benzene rings linked directly to the tertiary amine of the saturated heterocycle. These iterations led to the synthesis of II, a potent (IC₅₀ = 16 nM) and selective neg. modulator that showed good brain penetrance, high receptor occupancy, and a duration of action greater than 1 h in rat when administered i.p. Formal PK studies in rat and Rhesus monkey revealed a short half-life that was attributable to high first-pass clearance. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of 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. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Development of the Scope of a Co-Mediated O閳墫 Rearrangement Reaction was written by Meek, Simon J.;Pradaux, Fabienne;Carbery, David R.;Demont, Emmanuel H.;Harrity, Joseph P. A.. And the article was included in Journal of Organic Chemistry in 2005.Application of 33439-27-9 This article mentions the following:

An Al-promoted, Co-mediated O閳墫 rearrangement reaction of cyclic enol ethers is described. This process delivers functionalized cyclohexanones with good to excellent levels of diastereo control, whereby the product stereochem. is dependent on the E/Z-stereochem. of the starting enol ether. The rearrangement process also permits access to highly substituted 浼?spirocyclic cyclohexanones as well as cyclopentanones. The latter rearrangement appears to proceed via an unusual 5-(enol-endo)-exo-trig cyclization process. 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 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. 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

Development of a Suzuki Cross-Coupling Reaction between 2-Azidoarylboronic Pinacolate Esters and Vinyl Triflates To Enable the Synthesis of [2,3]-Fused Indole Heterocycles was written by Jana, Navendu;Nguyen, Quyen;Driver, Tom G.. And the article was included in Journal of Organic Chemistry in 2014.Recommanded Product: 33439-27-9 This article mentions the following:

The scope and limitations of a Suzuki reaction between 2-azidoarylboronic acid pinacolate esters and vinyl triflates are reported. This cross-coupling reaction enables the regioselective synthesis of indoles, e.g., I, after a subsequent Rh^II₂-catalyzed sp²-C-H bond amination reaction. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Recommanded Product: 33439-27-9).

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. 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.Recommanded Product: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ligand-Free Iron-Catalyzed Regioselectivity-Controlled Hydroboration of Aliphatic Terminal Alkenes was written by Su, Wei;Qiao, Rui-Xiao;Jiang, Yuan-Ye;Zhen, Xiao-Li;Tian, Xia;Han, Jian-Rong;Fan, Shi-Ming;Cheng, Qiushi;Liu, Shouxin. And the article was included in ACS Catalysis in 2020.COA of Formula: C12H15NO3S This article mentions the following:

The control of regioselectivities has been recognized as the elementary issue for alkene hydroboration. Despite considerable progress, the specificity of alkene substrates or the adjustment of ligands was necessary for specific regioselectivities, which restrict the universality and practicability. Herein, we report a ligand-free iron-catalyzed regiodivergent hydroboration of aliphatic terminal alkenes that obtains both Markovnikov and anti-Markovnikov hydroboration products in high regioselectivities. Notably, solvents and bases were shown to be crucial factors influencing the regioselectivities and further studies suggested that the iron-boron alkoxide ate complex is the key intermediate that determines the unusual Markovnikov regioselectivity. Terminal alkenes with diverse structures (monosubstituted and 1,1-disubstituted, open-chain and exocyclic) underwent the transformation smoothly. The reaction does not require the addition of auxiliary ligands and it can be performed on a gram scale, thus providing an efficient and sustainable method for the synthesis of primary, secondary, and tertiary alkyl borates. 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. 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. 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.COA of Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem