Category: piperidines

Spin Labeling of Surface Cysteines Using a Bromoacrylaldehyde Spin Label was written by Heaven, Graham;Hollas, Michael A.;Tabernero, Lydia;Fielding, Alistair J.. And the article was included in Applied Magnetic Resonance in 2021.Application of 2896-70-0 This article mentions the following:

Structural investigations of proteins and their biol. complexes are now frequently complemented by distance constraints between spin labeled cysteines generated using double electron-electron resonance (DEER) spectroscopy, via site directed spin labeling (SDSL). Methanethiosulfonate spin label (MTSSL), has become ubiquitous in the SDSL of proteins, however, has limitations owing to its high number of rotamers, and reducibility. In this article we introduce the use of bromoacrylaldehyde spin label (BASL) as a cysteine spin label, demonstrating an advantage over MTSSL due to its increased selectivity for surface cysteines, eliminating the need to ‘knock out’ superfluous cysteine residues. Applied to the multidomain protein, His domain protein tyrosine phosphatase (HD-PTP), we show that BASL can be easily added in excess with selective labeling, whereas MTSSL causes protein precipitation Furthermore, using DEER, we were able to measure a single cysteine pair distance in a three cysteine domain within HD-PTP. The label has a further advantage of comprising a sulfide in a three-bond tether, making it a candidate for protein binding and in-cell studies. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Application of 2896-70-0).

4-Oxo-tempo (cas: 2896-70-0) 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.Application of 2896-70-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Thermochemistry of some derivatives of 2- and 4-piperidone was written by Ribeiro da Silva, Manuel A. V.;Cabral, Joana I. T. A.. And the article was included in Journal of Chemical & Engineering Data in 2006.Application of 3612-18-8 This article mentions the following:

Standard (p掳 = 0.1 MPa) energies of combustion for 2-piperidone, 1-methyl-2-piperidone, 1-benzyl-2-piperidone, 1-methyl-4-piperidone, 1-ethyl-4-piperidone, and 1-benzyl-4-piperidone were measured at T = 298.15 K by static bomb calorimetry. The standard molar enthalpies of formation in the condensed phase were derived. The standard molar enthalpies of vaporization at T = 298.15 K of the piperidone and derivatives studied were determined by high-temperature Calvet microcalorimetry. The resp. standard molar enthalpies of formation in the gaseous phase, at T = 298.15 K, were derived. These results are discussed in terms of mol. structure contributions. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Application of 3612-18-8).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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 bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application of 3612-18-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Regio- and Stereoselective Synthesis of 1,2-cis-Glycosides by Anomeric O-Alkylation with Organoboron Catalysis was written by Izumi, Sanae;Kobayashi, Yusuke;Takemoto, Yoshiji. And the article was included in Organic Letters in 2019.Formula: C10H21N This article mentions the following:

Regio- and stereoselective synthesis of 1,2-cis-glycosides has been achieved by catalytic anomeric O-alkylation using organoboron compounds Modulating steric and electronic factors of both catalysts and substrates enables activation of the axially oriented anomeric oxygens of glucose-derived dialkoxyborates. The mild reaction conditions allow broad functional-group tolerance. This approach can be applied to the efficient sequential synthesis of oligosaccharides. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Formula: C10H21N).

1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) 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. 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.Formula: C10H21N

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Basicity of piperidine derivatives and transmission of polar effects through piperidine ring. IV was written by Sokolova, T. D.;Bogatkov, S. V.;Malina, Yu. F.;Unkovskii, B. V.;Cherkasova, E. M.. And the article was included in Reaktsionnaya Sposobnost Organicheskikh Soedinenii in 1969.Safety of 1-(1-Methylpiperidin-4-yl)ethanone This article mentions the following:

The pKa of I and some other amines were determined potentiometrically in 1:1 H2O-MeOH by volume (R or amine and pKa are given): HOCH2, 9.29 卤 0.02; Ac, 8.64 卤 0.03; MeO2C, 8.51 卤 0.02; AcO, 8.35 卤 0.02; CN, 7.53 U 0.02; PhCH2CH2NEt2, 9.55 卤 0.02; Ph(CH2)3NMe2, 9.34 卤 0.01; 1-benzylpiperidine, 9.06 卤 0.02; PhCH2CH2NMe2, 9.01 卤 0.02; Ph-CH2NMe2, 8.71 卤 0.02; 4-methylmorpholine, 7.24 卤 0.02. The former values were correlated with inductive constants of equatorial substituents: pKa = (9.57 卤 0.09) – (1.5 卤 0.1)-未*RCH2; r = 0.981; s = 0.12; and the latter with 危未*: pKa = (9.29 卤 0.06) – (3.0 卤 0.2)危未*; r = 0.994; s = 0.10. Transmission coefficient of piperidine ring Z* = 0.45 卤 0.06 is independent of the solvent used (the above mixture, MeOH, PhNO2) and is higher than Z* = 0.30 of simple chains with 未 bonds. In the experiment, the researchers used many compounds, for example, 1-(1-Methylpiperidin-4-yl)ethanone (cas: 20691-91-2Safety of 1-(1-Methylpiperidin-4-yl)ethanone).

1-(1-Methylpiperidin-4-yl)ethanone (cas: 20691-91-2) 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 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Safety of 1-(1-Methylpiperidin-4-yl)ethanone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Prediction of slope stability using Tree Augmented Naive-Bayes classifier: modeling and performance evaluation. was written by Ahmad, Feezan;Tang, Xiao-Wei;Qiu, Jiang-Nan;Wr贸blewski, Piotr;Ahmad, Mahmood;Jamil, Irfan. And the article was included in Mathematical biosciences and engineering : MBE in 2022.Name: 4-Oxo-tempo This article mentions the following:

Predicting slope stability is critical for identifying terrain that is prone to landslides and mitigating the damage caused by landslides. The relationships between factors that determine slope instability are complicated and multi-factorial, so it is sometimes difficult to mathematically characterize slope stability. In this paper, new Tree Augmented Naive-Bayes (TAN) model was developed to predict slope stability subjected to circular failures based on six input factors: cohesion, internal friction angle, pore pressure ratio, slope angle, unit weight, and slope angle. A total 87 slope stability case records obtained from published literature was used to train and test the proposed TAN model. According to the results of the performance indices-accuracy, precision, recall, F-score and Matthews correlation coefficient, the established TAN model was proven to be better at predicting slope stability with acceptable accuracy than other formerly developed empirical models in the literature. Furthermore, the slope height was revealed as the most sensitive factor in a sensitivity analysis. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Name: 4-Oxo-tempo).

4-Oxo-tempo (cas: 2896-70-0) 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. 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.Name: 4-Oxo-tempo

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of ³H-, ¹³C₃-, and ¹⁴C-labeled Sch 727965 was written by Lavey, C. Flader;Hesk, D.;Koharski, D.;Truong, V.;McNamara, P.. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 2011.Category: piperidines This article mentions the following:

The preparation of [³H]Sch 727965 ([³H]I) from unlabeled compound and tritiated water was base catalyzed. Di-Et [¹³C₃]malonate was used to prepare [¹³C₃]Sch 727965 in five steps in 21.8% overall yield. In a similar manner, [¹⁴C]Sch 727965 was prepared in five steps from di-Et [2-¹⁴C]malonate in 11.1% radiochem. yield. Copyright 漏 2010 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, (S)-2-(Piperidin-2-yl)ethanol (cas: 103639-57-2Category: piperidines).

(S)-2-(Piperidin-2-yl)ethanol (cas: 103639-57-2) 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. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of acyclic and heterocyclic derivatives of 2-carboxyquinuclidine. V was written by Bulacinski, Andrzej Benedykt;Gutkowska, Bozenna. And the article was included in Acta Poloniae Pharmaceutica in 1989.Product Details of 25560-00-3 This article mentions the following:

Quinuclidine derivatives I [RR¹N = PhCH₂CHPhCH₂NH, Ph₂CHNH, 3-(2-methyl-1-piperidinyl)propylamino (II), 4-(2-hydroxyethyl)-1-piperazinyl (III), and 4-benzyl-1-piperazinyl (IV)] were prepared in 51-60% yields from 2-chlorocarbonylquinuclidine.HCl and the resp. RR¹NH in C₆H₆ in the presence of Et₃N. Reduction of II, III, and IV with LiAlH₄ in Et₂O-THF gave 65-72% the corresponding aminomethylquinuclidines V. In the experiment, the researchers used many compounds, for example, 3-(2-Methylpiperidin-1-yl)propan-1-amine (cas: 25560-00-3Product Details of 25560-00-3).

3-(2-Methylpiperidin-1-yl)propan-1-amine (cas: 25560-00-3) 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 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Product Details of 25560-00-3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cobaltate anion couples terminal dienes with trifluoroacetic anhydride: a direct fluoroacylation of 1,3-dienes was written by Kohn, Benjamin L.;Rovis, Tomislav. And the article was included in Chemical Science in 2014.Application of 79-55-0 This article mentions the following:

Cobalt-mediated fluoroacylation of 1,3-dienes using perfluorinated anhydrides such as TFAA was described. The reaction proceeded through a fluoroacylcobalt reagent which formed in-situ. Perfluoroacylation of 1,3 dienes was also performed to attain longer chain perfluorinated ketones. In the experiment, the researchers used many compounds, for example, 1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0Application of 79-55-0).

1,2,2,6,6-Pentamethylpiperidine (cas: 79-55-0) 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 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application of 79-55-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and in Vitro Biological Evaluation of Carbonyl Group-Containing Inhibitors of Vesicular Acetylcholine Transporter was written by Efange, Simon M. N.;Khare, Anil B.;von Hohenberg, Krystyna;Mach, Robert H.;Parsons, Stanley M.;Tu, Zhude. And the article was included in Journal of Medicinal Chemistry in 2010.Name: Phenyl(piperidin-4-yl)methanone hydrochloride This article mentions the following:

To identify selective high-affinity inhibitors of the vesicular acetylcholine transporter (VAChT), we have interposed a carbonyl group between the Ph and piperidyl groups of the prototypical VAChT ligand vesamicol and its more potent analogs benzovesamicol and 5-aminobenzovesamicol. Of 33 compounds synthesized and tested, 6 display very high affinity for VAChT (K_i, 0.25-0.66 nM) and greater than 500-fold selectivity for VAChT over 蟽₁ and 蟽₂ receptors. Twelve compounds have high affinity (K_i, 1.0-10 nM) and good selectivity for VAChT. Furthermore, 3 halogenated compounds, namely, trans-3-[4-(4-fluorobenzoyl)piperidinyl]-2-hydroxy-1,2,3,4-tetrahydronaphthalene (K_i = 2.7 nM, VAChT/sigma selectivity index = 70), trans-3-[4-(5-iodothienylcarbonyl)piperidinyl]-2-hydroxy-1,2,3,4-tetrahydronaphthalene (K_i = 0.66 nM, VAChT/sigma selectivity index = 294), and 5-amino-3-[4-(p-fluorobenzoyl)piperidinyl]-2-hydroxy-1,2,3,4,-tetrahydronaphthalene (K_i = 2.40 nM, VAChT/sigma selectivity index = 410) display moderate to high selectivity for VAChT. These three compounds can be synthesized with the corresponding radioisotopes so as to serve as PET/SPECT probes for imaging the VAChT in vivo. In the experiment, the researchers used many compounds, for example, Phenyl(piperidin-4-yl)methanone hydrochloride (cas: 25519-80-6Name: Phenyl(piperidin-4-yl)methanone hydrochloride).

Phenyl(piperidin-4-yl)methanone hydrochloride (cas: 25519-80-6) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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.Name: Phenyl(piperidin-4-yl)methanone hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of 6-Aryl-7-alkoxyisoquinoline Inhibitors of I魏B Kinase-尾 (IKK-尾) was written by Christopher, John A.;Bamborough, Paul;Alder, Catherine;Campbell, Amanda;Cutler, Geoffrey J.;Down, Kenneth;Hamadi, Ahmed M.;Jolly, Adrian M.;Kerns, Jeffrey K.;Lucas, Fiona S.;Mellor, Geoffrey W.;Miller, David D.;Morse, Mary A.;Pancholi, Kiritkant D.;Rumsey, William;Solanke, Yemisi E.;Williamson, Rick. And the article was included in Journal of Medicinal Chemistry in 2009.Recommanded Product: N-Boc-3-(bromomethyl)piperidine This article mentions the following:

The identification and progression of a potent and selective series of isoquinoline inhibitors of I魏B kinase-尾 (IKK-尾) are described. Hit-generation chem. based on IKK-尾 active-site knowledge yielded a weakly potent but tractable chemotype that was rapidly progressed into a series with robust enzyme and cellular activity and significant selectivity over IKK-伪. In the experiment, the researchers used many compounds, for example, N-Boc-3-(bromomethyl)piperidine (cas: 193629-39-9Recommanded Product: N-Boc-3-(bromomethyl)piperidine).

N-Boc-3-(bromomethyl)piperidine (cas: 193629-39-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.Recommanded Product: N-Boc-3-(bromomethyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem