Day: February 22, 2023

Recyclable Copper-Catalyzed Decarboxylative C-C Coupling of the sp³-Hybridized Carbon Atoms of 伪-Amino Acids was written by Zhao, Ruonan;Li, Jianying;Huang, Bin;Cai, Mingzhong. And the article was included in Catalysis Letters.Computed Properties of C13H17NO2 This article mentions the following:

A highly efficient heterogeneous copper(I)-catalyzed decarboxylative C-C coupling of 伪-amino acids with various carbon nucleophiles has been developed that proceeds smoothly in toluene at 110 掳C by using an 2-aminoethylamino-modified SBA-15-supported copper(I) bromide complex as the catalyst and di-tert-Bu peroxide as the oxidant and provides a novel and practical approach for the synthesis of diverse propargylamines ArCH₂N(R¹)CH(R²)C=CR³ [Ar = Ph, 4-MeC₆H₄, 4-FC₆H₄, etc., R¹R² = CH₂CH₂CH₂, CH₂(CH₂)₂CH₂, R³ = n-hexyl, Ph, 2-thienyl, etc.], (PhCH₂)₂NCH₂C顚咰Ph, and ArCH₂N(R¹)CH(R²)X [Ar = Ph, 4-MeC₆H₄, 4-ClC₆H₄, X = CH₂NO₂, 3-indolyl, 5-chloro-2-indolyl, etc.] in good yields. The new heterogeneous copper(I) catalyst can be facilely prepared from com. easily available and inexpensive reagents via a simple procedure and exhibits a slightly higher catalytic activity than homogeneous CuBr/TMEDA system and can be recycled at least 8 times without any apparent loss of catalytic efficiency. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-2-carboxylic acid (cas: 21319-53-9Computed Properties of C13H17NO2).

1-Benzylpiperidine-2-carboxylic acid (cas: 21319-53-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Computed Properties of C13H17NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Polyamine-Conjugated Nitroxides Are Efficacious Inhibitors of Oxidative Reactions Catalyzed by Endothelial-Localized Myeloperoxidase was written by Maiocchi, Sophie;Ku, Jacqueline;Hawtrey, Tom;De Silvestro, Irene;Malle, Ernst;Rees, Martin;Thomas, Shane R.;Morris, Jonathan C.. And the article was included in Chemical Research in Toxicology in 2021.Recommanded Product: 2896-70-0 This article mentions the following:

The heme enzyme myeloperoxidase (MPO) is a key mediator of endothelial dysfunction and a therapeutic target in cardiovascular disease. During inflammation, MPO released by circulating leukocytes is internalized by endothelial cells and transcytosed into the subendothelial extracellular matrix of diseased vessels. At this site, MPO mediates endothelial dysfunction by catalytically consuming nitric oxide (NO) and producing reactive oxidants, hypochlorous acid (HOCl) and the nitrogen dioxide radical (^{鈥?/sup>NO₂). Accordingly, there is interest in developing MPO inhibitors that effectively target endothelial-localized MPO. Here the authors studied a series of piperidine nitroxides conjugated to polyamine moieties as novel endothelial-targeted MPO inhibitors. ESR anal. of cell lysates showed that polyamine conjugated nitroxides were efficiently internalized into endothelial cells in a heparan sulfate dependent manner. Nitroxides effectively inhibited the consumption of MPO’s substrate hydrogen peroxide (H₂O₂) and formation of HOCl catalyzed by endothelial-localized MPO, with their efficacy dependent on both nitroxide and conjugated-polyamine structure. Nitroxides also differentially inhibited protein nitration catalyzed by both purified and endothelial-localized MPO, which was dependent on 鈥?/sup>NO₂ scavenging rather than MPO inhibition. Finally, nitroxides uniformly inhibited the catalytic consumption of NO by MPO in human plasma. Nitroxides effectively inhibit local oxidative reactions catalyzed by endothelial-localized MPO. Novel polyamine-conjugated nitroxides, ethylenediamine-TEMPO and putrescine-TEMPO, emerged as efficacious nitroxides uniquely exhibiting high endothelial cell uptake and efficient inhibition of MPO-catalyzed HOCl production, protein nitration, and NO oxidation Polyamine-conjugated nitroxides represent a versatile class of antioxidant drugs capable of targeting endothelial-localized MPO during vascular inflammation. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Recommanded Product: 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. 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.Recommanded Product: 2896-70-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of new 4-substitued-1-(4-aminophenyl)-5,6-dihydropyridine-2(1H)-one sulfonamide conjugates and evaluation of their anti-microbial activity was written by Das, Tonmoy Chitta;Quadri, Syed Aziz Imam;Farooqui, Mazahar. And the article was included in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 2019.Application of 38560-30-4 This article mentions the following:

A new series of substituted sulfonyloxopyridine conjugates I (R = morpholin-4-yl, N-methylpiperazin-4-yl; R¹ = Me, Et, CF₃, Ph, 2-naphthyl, 4-MeC₆H₄; R² = H, CF₃) are reported for first time. The antibacterial and antifungal activities of the synthesized compounds I have been evaluated against known bacterial strains. The obtained data indicated that in particular, compound I (R = morpholin-4-yl, R¹ = Ph, R² = H) exhibited activity comparable to the well known antibacterial agents. The previously reported expensive and delicate processes for synthesis of 1-(4-nitrophenyl)piperidine-2-one have also been replaced with novel and efficient processes via lactam ring activation. In the experiment, the researchers used many compounds, for example, 1-(4-Nitrophenyl)piperidin-2-one (cas: 38560-30-4Application of 38560-30-4).

1-(4-Nitrophenyl)piperidin-2-one (cas: 38560-30-4) 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鈥揌 bond in an axial position, and the other in an equatorial position.Application of 38560-30-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ureido derivatives of neoabietic acid was written by Gao, Xinyu;Feng, Niping;Zi, Yuhan;Cao, Jianguo;Huang, Guozheng. And the article was included in Molbank in 2018.Synthetic Route of C7H16N2 This article mentions the following:

A series of ureido derivatives I [R¹ = Me, n-Pr, n-octyl, etc.; R² = H, Me; R¹R² = (CH₂)₅, (CH₂)₂CH(Me)(CH₂)₂, (CH₂)O(CH₂)₂, etc.] of neoabietic acid were synthesized by application of Curtius rearrangement reaction to neoabietic acid and amines. Structure characterization of these compounds was done by ¹H-NMR, ¹³C-NMR and HRMS spectral anal. In the experiment, the researchers used many compounds, for example, N,N-Dimethylpiperidin-4-amine (cas: 50533-97-6Synthetic Route of C7H16N2).

N,N-Dimethylpiperidin-4-amine (cas: 50533-97-6) 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 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Synthetic Route of C7H16N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Preparation of tetramethylpiperidine-1-oxoammonium salts and their use as oxidants in organic chemistry. A review was written by Merbouh, Nabyl;Bobbitt, James M.;Brueckner, Christian. And the article was included in Organic Preparations and Procedures International in 2004.COA of Formula: C11H21BF4N2O2 This article mentions the following:

The discovery of 2,2,6,6-tetramethylpiperidine-based oxoammonium salts (I; R = oxo, H, OH, NH₂, NHAc, OMe, OBz) in 1965 by Golubev et al has led to the synthesis of a number of oxoammonium-based oxidizing agents with diverse properties. However, many of the oxoammonium salts or their precursors are either not com. available or are expensive. Reports of their preparation are spread over 40 yr of literature. This review is a compilation of the most often cited and most practical procedures for their syntheses and includes exptl. details. A large body of work detailing the use of oxoammonium salts as catalytic and stoichiometric oxidants in preparative organic chem. also accumulated over the past four decades. The review of their use, however, will focus on the literature from 1990 to date, excluding the patent literature, as a number of excellent earlier reviews on select aspects of this chem. are available. The goal of this review is to allow organic chemists to prepare and study oxoammonium salts, irresp. of their list prices or com. availability. Oxoammonium salts I are derived from nitroxide free radicals (II) by a one-electron oxidation Nitroxides are generally prepared by oxidation of the corresponding amine 2,2,6,6-tetramethylpiperidine derivatives (III). The 伪-Me groups are crucial for the stabilization of the oxoammonium salts. A number of 4-substituted tetramethylpiperidine derivatives were used for the synthesis of oxoammonium salts, combined with several counter ions. Oxoammonium salts are potent but selective oxidants. They can either be prepared in situ from a nitroxide by reaction with a secondary oxidant, thus making the nitroxide a catalyst, or they can be used as stoichiometric oxidants. They are versatile oxidants in organic chem. and the mild, transition metal-free reaction conditions and the selectivity of the oxidations recommend these oxidants for wider use. Further, the option for tandem reactions will greatly increase the utility of these reagents. In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6COA of Formula: C11H21BF4N2O2).

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) 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.COA of Formula: C11H21BF4N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

An efficient synthesis of N-arylated, orthogonally protected racemic aspartates was written by Luo, Guanglin;Chen, Ling;Civiello, Rita;Dubowchik, Gene M.. And the article was included in Tetrahedron Letters in 2008.Recommanded Product: 171049-35-7 This article mentions the following:

A brief and efficient synthesis of variously N-arylated racemic aspartates has been achieved by two consecutive reactions in one-pot, in which imine or equivalent, formed in situ from various anilines and Et glyoxylate, reacted with the Reformatsky reagent, tert-Bu 2-bromozinc acetate. Notably the two esters are orthogonally protected for the convenience of further derivatization. In the experiment, the researchers used many compounds, for example, tert-Butyl [4,4′-bipiperidine]-1-carboxylate (cas: 171049-35-7Recommanded Product: 171049-35-7).

tert-Butyl [4,4′-bipiperidine]-1-carboxylate (cas: 171049-35-7) 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 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Recommanded Product: 171049-35-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Multiclass Method for The Determination of 62 Antibiotics in Milk was written by Moretti, Simone;Cruciani, Gabriele;Romanelli, Sara;Rossi, Rosanna;Saluti, Giorgio;Galarini, Roberta. And the article was included in Journal of Mass Spectrometry in 2016.Recommanded Product: (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione This article mentions the following:

A multiclass method for screening and confirmatory anal. of antimicrobial residues in milk has been developed and validated. Sixty-two antibiotics belonging to ten different drug families (amphenicols, cephalosporins, lincosamides, macrolides, penicillin, pleuromutilins, quinolones, rifamycins, sulfonamides and tetracyclines) have been included. After the addition of an aqueous solution of EDTA, the milk samples were extracted twice with acetonitrile, evaporated and dissolved in ammonium acetate. After centrifugation, 10 渭L were analyzed using LC-Q-Orbitrap operating in pos. electrospray ionization mode. The method was validated in bovine milk in the range 2-150 渭g kg^-1 for all antibiotics; for four compounds with Maximum Residue Limits (MRLs) higher than 100 渭g kg^-1, the validation interval has been extended until 333 渭g kg^-1. The estimated performance characteristics were satisfactory complying with the requirements of Commission Decision 2002/657/EC. Good accuracies were obtained also taking advantage from the versatility of the hybrid mass analyzer. Identification criteria were achieved verifying the mass accuracy and ion ratio of two ions, including the pseudomol. one, where possible. Finally, the developed procedure was applied to thirteen real cases of suspect milk samples (microbiol. assay) confirming the presence of one or more antibiotics, although frequently the MRLs were not exceeded. The availability of rapid multiclass confirmatory methods can avoid wastes of suspect, but compliant, raw milk samples. In the experiment, the researchers used many compounds, for example, (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione (cas: 328898-40-4Recommanded Product: (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione).

(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione (cas: 328898-40-4) 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: (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(Dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Identification of a Novel 1,2,3,4-Tetrahydrobenzo[b][1,6]naphthyridine Analogue as a Potent Phosphodiesterase 5 Inhibitor with Improved Aqueous Solubility for the Treatment of Alzheimer’s Disease was written by Fiorito, Jole;Vendome, Jeremie;Saeed, Faisal;Staniszewski, Agnieszka;Zhang, Hong;Yan, Shijun;Deng, Shi-Xian;Arancio, Ottavio;Landry, Donald W.. And the article was included in Journal of Medicinal Chemistry in 2017.COA of Formula: C7H13NO This article mentions the following:

Phosphodiesterase 5 (PDE5) hydrolyzes cGMP leading to increased levels of the cAMP response element binding protein (CREB), a transcriptional factor involved with learning and memory processes. The authors previously reported potent quinoline-based PDE5 inhibitors (PDE5Is) for the treatment of Alzheimer’s disease (AD). However, the low aqueous solubility rendered them undesirable drug candidates. Here the authors report a series of novel PDE5Is with two new scaffolds, 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridine and 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-one. Among them, compound I, the most potent compound, has an excellent in vitro IC₅₀ (0.056 nM) and improved aqueous solubility as well as good efficacy in a mouse model of AD. Furthermore, the authors are proposing two plausible binding modes obtained through in silico docking, which provide insights into the structural basis of the activity of the two series of compounds reported herein. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8COA of Formula: C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.COA of Formula: C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Targeting Delavirdine/Atevirdine Resistant HIV-1: Identification of (Alkylamino)piperidine-Containing Bis(heteroaryl)piperazines as Broad Spectrum HIV-1 Reverse Transcriptase Inhibitors was written by Romero, Donna L.;Olmsted, Robert A.;Poel, Toni Jo;Morge, Raymond A.;Biles, Carolyn;Keiser, Barbara J.;Kopta, Laurice A.;Friis, Jan M.;Hosley, John D.. And the article was included in Journal of Medicinal Chemistry in 1996.Product Details of 50534-23-1 This article mentions the following:

A novel class of bis(heteroaryl)piperazine (BHAP) analogs which possesses the ability to inhibit NNRTI (non-nucleoside reverse transcriptase inhibitor) resistant recombinant HIV-1 reverse transcriptase (RT) and NNRTI resistant variants of HIV-1 was identified via targeted screening. Further investigation of the structure-activity relationships of close congeners of these novel (alkylamino)piperidine BHAPs (AAP-BHAPs) led to the synthesis of several compounds possessing the desired phenotype (e.g., activity against recombinant RTs carrying the Y181C and P236L substitutions). Further structural modifications were required to inhibit metabolism and modulate solubility in order to obtain compounds with the desired biol. profile as well as appropriate pharmaceutical properties. The AAP-BHAPs with the most suitable characteristics were compounds I and II. In the experiment, the researchers used many compounds, for example, N-(1-Benzylpiperidin-4-yl)acetamide (cas: 50534-23-1Product Details of 50534-23-1).

N-(1-Benzylpiperidin-4-yl)acetamide (cas: 50534-23-1) 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.Product Details of 50534-23-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Influence of uncharged mobile phase additives on retention and enantioselectivity of chiral drugs using an 伪₁-acid glycoprotein column was written by Enquist, Muerit;Hermansson, Joergen. And the article was included in Journal of Chromatography in 1990.Computed Properties of C14H20N2O This article mentions the following:

The effect of uncharged mobile phase additives on retention and enantioselectivity on a chiral 伪₁-acid glycoprotein (AGP) column was investigated. Chiral selectivity for several drugs can be induced by adding to the mobile phase uncharged modifiers with different hydrophobicities and different hydrogen bonding properties. Modifiers with different hydrogen bonding properties affect the enantioselectivity in different ways. The solute enantiomers seem to compete with the modifier mols. for binding to the chiral stationary phase. The adsorption of PrOH and MeCN on the AGP column was measured. A monolayer was obtained at mobile phase concentrations of 1.3M (10%) and 2.8M (15%) for AcOH and MeCN, resp. These concentrations are in the ranges usually used for chromatog. studies. The effect of 2-propanol on the protein conformation was studied using CD spectroscopy. It was not possible to detect any changes in the conformation of AGP, even in the presence of 40% 2-propanol. In the experiment, the researchers used many compounds, for example, (S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide (cas: 27262-40-4Computed Properties of C14H20N2O).

(S)-N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide (cas: 27262-40-4) 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. 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.Computed Properties of C14H20N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem