Category: piperidines

Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. , Name: 6-(Benzyloxy)-7H-purin-2-amine, 19916-73-5, Name is 6-(Benzyloxy)-7H-purin-2-amine, molecular formula is C12H11N5O, belongs to piperidines compound. In a document, author is Virjamo, Virpi, introduce the new discover.

Quality and quantity of piperidine alkaloids in needles and bark of Scots pine (Pinus sylvestris) seedlings

The Northern boreal forest zone is dominated by two coniferous species that synthesize piperidine alkaloids: Scots pine (Punts sylvestris) and Norway spruce (Picea abies). These compounds are known to have antifeedant properties. We have earlier shown that Norway spruce has a diverse alkaloid chemistry, but reports from P. sylvestris are few, and no quantitative analysis has been conducted so far. Here we have studied 2-year-old seedlings of P. sylvestris to reveal possible differences in alkaloid chemistry compared to P. abies. Alkaloids were extracted from bark and mature needles by solid-phase partitioning and analysed by GC-MS. We detected only four individual compounds from P. sylvestris samples, confirming earlier assumptions that the species lacks large parts of the biosynthesis pathway of coniferous alkaloids. Euphococcinine, also present in mature P. abies needles, is the sole end-product of alkaloid biosynthesis in P. sylvestris, although a compound tentatively identified as an isomer of euphococcinine was also detected. The two other alkaloid compounds detected are also encountered in P. abies, but only in juvenile plant parts, such as developing needles and stems. Concentrations of all alkaloids were extremely low, with totals amounting to about 25% of the amount found in P. abies. It is also notable that concentrations in three out of ten seedlings were under the detection limit, in bark or in both plant parts, whereas in P. abies individuals lacking alkaloids are virtually non-existent. The compound composition, concentrations and absence of alkaloids in some individuals emphasize the difference between these two major boreal zone species, and this calls for further studies on the ecological significance of these compounds.

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 19916-73-5. Name: 6-(Benzyloxy)-7H-purin-2-amine.

Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

In an article, author is Karakaya, Gulsah, once mentioned the application of 767-69-1, Name is 6-Bromo-7H-purine, molecular formula is C5H3BrN4, molecular weight is 199.01, MDL number is MFCD00022648, category is piperidines. Now introduce a scientific discovery about this category, Quality Control of 6-Bromo-7H-purine.

Synthesis and Cytotoxic Evaluation of Kojic Acid Derivatives with Inhibitory Activity on Melanogenesis in Human Melanoma Cells

Background: Malignant melanoma is an agressive tumour related to the overproduction of melanin, which provides colors of skin, eyes and hair. In addition contributing to the risk of malignant melanoma, abnormal production of melanin has many drawbacks, including hyperpigmentation, post-inflammatory pigmentation, melasma and skin aging. Kojic acid is currently employed in order to lighten skin pigmentation and provide depigmentation. Objective: Mannich bases of kojic acid with the structure of 2-substituted-3-hydroxy-6-hyroxymethyl/chloromethyl/methyl/morpholinomethyl/piperidinylmethylipyrrolidinylmethyl-4H-pyran-4-one (compounds 1-23) were synthesized by the reaction of kojic acid/chlorokojic acid/allomaltol and substituted benzylpiperazine derivatives in the presence of formaline. To obtain the cyclic amine (morpholine, piperidine and pyrrolidine) derivatives, nucleophilic substitutions were carried out. Method: Cytotoxic effects on A375 human malignant melanoma, IIGF-1 human gingival fibroblasts, and MRC-5 human lung cell lines were investigated by sulphorhodamine B assay. Control agents were vemurafenib, dacarbazine, temozolomide, and lenalidomide, which are the commercially available drugs for the treatment of malignant melanoma. Results: Cytotoxic action against melanoma cells was significantly more efficacious (IC50 : 11.26-68.58 mu M) than the FDA-approved drugs except for vemurafenib. Fourteen of the compounds were proven to have higher IC50 values for the non-cancerous cell lines, HGF-1, and MRC-5 cells. Melanogenesis inhibition assay was performed to observe the ability of the drugs to inhibit melanin production and certain compounds were shown to be capable of actively inhibiting melanin production in melanoma cells. Conclusion: Mannich bases of kojic acid derivatives may be promising therapeutic agents, since some have more potent erects on melanoma cells than previously FDA-approved drugs for the treatment of malignant melanoma.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. , Category: piperidines, 388077-74-5, Name is 1-Boc-2-piperidinamide, molecular formula is C11H20N2O3, belongs to piperidines compound. In a document, author is Mitsudo, Koichi, introduce the new discover.

Stereoselective nucleophilic addition reactions to cyclic N-acyliminium ions using the indirect cation pool method: Elucidation of stereoselectivity by spectroscopic conformational analysis and DFT calculations

In this study, six-membered N-acyliminium ions were generated by the indirect cation pool method and reacted with several nucleophiles. These reactions afforded disubstituted piperidine derivatives with high diastereoselectivities and good to excellent yields. The conformations of the obtained N-acyliminium ions were studied by low temperature NMR analyses and DFT calculations and were found to be consistent with the Steven’s hypothesis.

A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 388077-74-5. Category: piperidines.

Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 477600-74-1, Name is N-Methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C13H19N5. In an article, author is Brandt, Simon D.,once mentioned of 477600-74-1, Recommanded Product: N-Methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Synthetic cannabinoid receptor agonists: Analytical profiles and development of QMPSB, QMMSB, QMPCB, 2F-QMPSB, QMiPSB, and SGT-233

A diverse assortment of molecules designed to explore the cannabinoid receptor system and considered new psychoactive substances (NPS) have become known as synthetic cannabinoid receptor agonists (SCRAs). One group of SCRAs that has received little attention involves those exhibiting sulfamoyl benzoate, sulfamoyl benzamide, andN-benzoylpiperidine based structures. In this study, quinolin-8-yl 4-methyl-3-(piperidine-1-sulfonyl)benzoate (QMPSB), quinolin-8-yl 4-methyl-3-(morpholine-4-sulfonyl)benzoate (QMMSB), quinolin-8-yl 4-methyl-3-(piperidine-1-carbonyl)benzoate (QMPCB, SGT-11), quinolin-8-yl 3-(4,4-difluoropiperidine-1-sulfonyl)-4-methylbenzoate (2F-QMPSB, QMDFPSB, SGT-13), quinolin-8-yl 4-methyl-3-[(propan-2-yl)sulfamoyl]benzoate (QMiPSB, SGT-46), and 3-(4,4-difluoropiperidine-1-sulfonyl)-4-methyl-N-(2-phenylpropan-2-yl)benzamide (SGT-233) were extensively characterized (including data on impurities). The analytical profiles may be useful to researchers and scientists who deal with the emergence of NPS during forensic and clinical investigations. The detection of QMPSB was first published in 2016 but it is worth noting that Stargate International, a company originally formed to develop harm reduction solutions, were involved in the investigation and development of these six compounds for potential release between 2011 and early 2014. Whilst information on the prevalence of use of these particular compounds at the present time is limited, one of the key outcomes of the research performed by Stargate International reviewed here was to set the stage for the quinolin-8-yl ester head group that ultimately led to hybridization with anN-alkyl-1H-indole core to give SGT-21 and SGT-32, which became later known as PB-22 (QMPSB/JWH-018 hybrid) and BB-22, respectively, thus, opening the door to a range of SCRAs carrying the quinolin-8-yl head group from about 2012 onwards.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Application of 105812-81-5, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 105812-81-5, Name is (3S,4R)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine, SMILES is CN1C[C@@H](CO)[C@H](C2=CC=C(F)C=C2)CC1, belongs to piperidines compound. In a article, author is Nachtigall, Fabiane M., introduce new discover of the category.

MALDI coupled to modified traveling wave ion mobility mass spectrometry for fast enantiomeric determination

In this work, the use of MALDI traveling wave ion mobility spectrometry-mass spectrometry (MALDI-TWIMS-MS) for stereoselective structural analysis of direct cleavage and identification of 2-substituted piperidines obtained through solid-phase asymmetric synthesis by using heterogeneous 8-phenylmenthyl-based chiral auxiliary resins. A strategy for gas-phase chiral and structural characterization of small molecular weight molecules by using MALDI-IMS-MS technique is discussed. Because both MALDI and IMS do not directly offer chiral resolution, an easy methodology by adding a chiral phase is described to carry out in situ online ion/molecule complexation with different chiral analytes inside the mass spectrometer. Piperidine enantiomers were resolved, and separation obtained shows dependence of surface areas. To corroborate this assumption and elucidate the separation mechanism to accomplish an analytical technique by which fast determination of the chirality of molecules may be determined for a wide range organic compound applications, it was performed DFT calculations to determine the cross-sectional areas of proton-bound dimer complexes. Drift times are affected by cross-sectional areas, correlating bigger times with bigger molecular volumes during the ion mobility experiments of proton-bound dimer complexes.

Application of 105812-81-5, The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 105812-81-5 is helpful to your research.

Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

In an article, author is Niwa, Hideaki, once mentioned the application of 34737-89-8, Name is 1-Benzyl-3-methylpiperidin-4-one, molecular formula is C13H17NO, molecular weight is 203.28, MDL number is MFCD00044806, category is piperidines. Now introduce a scientific discovery about this category, Formula: C13H17NO.

Crystal Structure of LSD1 in Complex with 4-[5-(Piperidin-4-ylmethoxy)-2-(p-tolyl)pyridin-3-yl]benzonitrile

Because lysine-specific demethylase 1 (LSD1) regulates the maintenance of cancer stem cell properties, small-molecule inhibitors of LSD1 are expected to be useful for the treatment of several cancers. Reversible inhibitors of LSD1 with submicromolar inhibitory potency have recently been reported, but their exact binding modes are poorly understood. In this study, we synthesized a recently reported reversible inhibitor, 4-[5-(piperidin-4-ylmethoxy)-2-(p-tolyl)pyridin-3-yl]benzonitrile, which bears a 4-piperidinylmethoxy group, a 4-methylphenyl group, and a 4-cyanophenyl group on a pyridine ring, and determined the crystal structure of LSD1 in complex with this inhibitor at 2.96 angstrom. We observed strong electron density for the compound, showing that its cyano group forms a hydrogen bond with Lys661, which is a critical residue in the lysine demethylation reaction located deep in the catalytic center of LSD1. The piperidine ring interacts with the side chains of Asp555 and Asn540 in two conformations, and the 4-methylphenyl group is bound in a hydrophobic pocket in the catalytic center. Our elucidation of the binding mode of this compound can be expected to facilitate the rational design of more-potent reversible LSD1 inhibitors.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. HPLC of Formula: C12H20N4O2, 10465-81-3, Name is Diazene-1,2-diylbis(piperidin-1-ylmethanone), SMILES is O=C(/N=N/C(N1CCCCC1)=O)N2CCCCC2, in an article , author is Ouchakour, Lamiaa, once mentioned of 10465-81-3.

A de novo synthetic method to the access of N-substituted benzazepines

A novel, convenient procedure has been described for the construction of fluorine-containing benzazepines. The synthetic protocol starting from readily available dihydronaphthalene regioisomers is based on oxidative ring olefin bond cleavage followed by ring closure of the diformyl intermediates in the presence of some fluorine-containing primary amines across double reductive amination. The applicability of the developed synthetic method was demonstrated by the synthesis of 13 benzazepine compounds isolated in 22-35 % overall yields.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Let¡¯s face it, organic chemistry can seem difficult to learn, Recommanded Product: 13360-65-1, Especially from a beginner¡¯s point of view. Like 13360-65-1, Name is 3-Ethyl-2,5-dimethylpyrazine, molecular formula is piperidines, belongs to piperidines compound. In a document, author is Cui, Longchen, introducing its new discovery.

Stereoselective Sequential [4+2]/[2+2] Cycloadditions Involving 2-Alkenylindolenines: An Approach to Densely Functionalized Benzo[b]indolizidines

A stereoselective sequential [4+2]/[2+2] cycloaddition process involving 2-alkenylindolenines has been developed. This unprecedented protocol allows a rapid access to densely functionalized benzo[b]indolizidines containing a fully substituted piperidine ring with five contiguous stereogenic centers in good yields with excellent diastereoselectivities. This finding demonstrated the unique synthetic utility of the 2-alkenylindolenine species in the construction of complex polycyclic N-heterocycles.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Application of 5570-77-4, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 5570-77-4, Name is 4-Chloro-1-methylpiperidine, SMILES is CN1CCC(CC1)Cl, belongs to piperidines compound. In a article, author is Chierrito, Talita P. C., introduce new discover of the category.

Chameleon-like behavior of indolylpiperidines in complex with cholinesterases targets: Potent butyrylcholinesterase inhibitors

Alzheimer’s disease (AD) is the most common form of dementia worldwide with an increasing prevalence for the next years. The multifactorial nature of AD precludes the design of new drugs directed to a single target being probably one of the reasons for recent failures. Therefore, dual binding site acetyl cholinesterase (AChE) inhibitors have been revealed as cognitive enhancers and beta-amyloid modulators offering an alternative in AD therapy field. Based on the dual ligands NP61 and donepezil, the present study reports the synthesis of a series of indolylpiperidines hybrids to optimize the NP61 structure preserving the indole nucleus, but replacing the tacrine moiety of NP61 by benzyl piperidine core found in donepezil. Surprisingly, this new family of indolylpiperidines derivatives showed very potent and selective hBuChE inhibition. Further studies of NMR and molecular dynamics have showed the capacity of these hybrid molecules to change their bioactive conformation depending on the binding site, being capable to inhibit with different shapes BuChE and residually AChE. (C) 2018 Elsevier Masson SAS. All rights reserved.

Application of 5570-77-4, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 5570-77-4 is helpful to your research.

Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem

 

Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 4727-72-4, Name is 1-Benzylpiperidin-4-ol. In a document, author is Chen, Liang, introducing its new discovery. Quality Control of 1-Benzylpiperidin-4-ol.

Revisiting Cationic Phosphorus Dendrimers as a Nonviral Vector for Optimized Gene Delivery Toward Cancer Therapy Applications

Gene delivery, one important cancer-therapy mode, still remains to be challenging because of the shortage of highly efficient and safe nonviral vectors. Here, we revisit the development of cationic phosphorus dendrimers by synthesizing them with different generations (G1-3) and surface ligands (1-(2-amino-ethyl) pyrrolidine, 1-(3-aminopropyl) piperidine, or 1-(2-amino-ethyl) piperidine) for optimized gene delivery toward cancer-gene- therapy applications. First, the synthesized dendrimer derivatives were employed to condense plasmid DNA (pDNA) encoding enhanced green fluorescent protein (EGFP) to optimize their gene- delivery efficiency by varying the dendrimer generations and surface polycationic ligands. We show that all dendrimer/pDNA polyplexes display good cytocompatibility, and the 1-(2-aminoethyl) pyrrolidine-modified protonated G1 dendrimers (1-G1) display the best gene-delivery efficiency to HeLa cells under the same conditions through flow cytometry and fluorescence microscopic imaging analyses. Hence, 1-G1 dendrimers were then used as a vector to transfect pDNA encoding both EGFP and p53 protein for cancer-gene-therapy applications. Our results reveal that under the optimized conditions, the transfection of pDNA induces the significant p53 protein expression as verified through the resulted ceE cycle arrest (regulation of p21 and Cdk4/Cyclin-D1 expression) and Western blotting. The cancer-gene-therapy potential of the polyplexes was finally validated through therapy of a xenografted tumor model after intratumoral injection without systemic toxicity. The developed cationic 1-G1 dendrimers may be adopted as a powerful vector system for gene therapy of cancer, as well as for highly effective gene therapy of other diseases.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem