Category: piperidines

Coleman, David R. published the artcileInvestigation of the Binding Determinants of Phosphopeptides Targeted to the Src Homology 2 Domain of the Signal Transducer and Activator of Transcription 3. Development of a High-Affinity Peptide Inhibitor, COA of Formula: C21H21NO4, the main research area is phosphopeptide preparation structure activity inhibitor Stat3 SH2 domain.

As part of their research on the design of Src homol. 2 (SH2) directed peptidomimetic inhibitors of Stat3, the authors, here, describe structure-activity relationship studies that provide information on the nature of peptide-protein interactions of a high-affinity phosphopeptide, Ac-Tyr(PO3H2)-Leu-Pro-Gln-Thr-Val-NH2 (peptide 1), inhibitor of Stat3 dimerization and DNA binding. There is a hydrophobic surface on the SH2 domain that can accommodate lipophilic groups on the N-terminus. Of the amino acids tested, leucine provided the highest affinity at pY+1 and its main chain NH is involved with a hydrogen bond with Stat3, presumably Ser636. Cis-3,4-Methanoproline is optimal as a backbone constraint at pY+2. The side chain amide protons of Gln are required for high-affinity interactions. The C-terminal dipeptide, Thr-Val, can be replaced with groups ranging in size from Me to benzyl. The authors synthesized a phosphopeptide incorporating groups that provided increases in affinity at each position. Thus, Ph(CH2)2CO-Tyr(PO3H2)-Leu-cis-3,4-methanoPro-Gln-NHCH2Ph was the highest affinity peptide, exhibiting an IC50 of 125 nM vs. 290 nM for peptide 1 in a fluorescence polarization assay.

Journal of Medicinal Chemistry published new progress about Protein motifs, SH2 domain. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, COA of Formula: C21H21NO4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kanemoto, Kazuya published the artcileCopper-Catalyzed Single C-H Amination of 8-Aminoquinoline-Directed Ferrocenes, Quality Control of 73874-95-0, the main research area is aminoquinoline amidoferrocene copper catalyzed amination cyclic acyclic amine; amino amido ferrocene aminoquinoline derivative preparation amination.

An unprecedented Cu-catalyzed C-H monoamination of ferrocenes directed by an 8-aminoquinoline amide directing group is described. This reaction proceeds in the presence of a catalytic amount of Cu catalyst with both cyclic and acyclic amines to afford the various aminoferrocenes. The C-H amination of ortho-substituted ferroceneamides was also achieved, enabling rapid access to multisubstituted ferrocenes that are useful for developing new functional mols.

Organic Letters published new progress about Amination. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Quality Control of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

El Oualid, Farid published the artcileA Combinatorial Approach toward the Generation of Ambiphilic Peptide-Based Inhibitors of Protein:Geranylgeranyl Transferase-1, Quality Control of 158922-07-7, the main research area is protein geranylgeranyl transferase inhibitor peptide combinatorial solid phase preparation.

A combinatorial synthesis of oligopeptide analogs and their evaluation as protein geranylgeranyl transferase inhibitors is presented. The combinatorial strategy is based on the random mutation, in each new generation, of one of any of the four amino acid building blocks of which the most effective compounds of the previous generation are assembled. In this way, a progressive improvement of the average inhibitory activity was observed until the fifth generation. The most active inhibitors were found to inhibit PGGT-1 in the low micromolar range (IC50 = 3.8-8.1 μM).

Journal of Combinatorial Chemistry published new progress about Combinatorial chemistry, solid-phase. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Quality Control of 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kulkarni, Santosh S. published the artcileDesign and synthesis of noncompetitive metabotropic glutamate receptor subtype 5 antagonists, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, the main research area is metabotropic glutamate receptor subtype 5 antagonist aroylaminopyridine aroylaminothiazole preparation.

A series of diaryl amides was designed and synthesized as novel nonethynyl mGluR5 antagonists. The systematic variation of the pharmacophoric groups led to the identification of a lead compound that demonstrated micromolar affinity for the mGluR5. Further optimization resulted in compounds with improved binding affinities and antagonist profiles, in vitro.

Bioorganic & Medicinal Chemistry Letters published new progress about. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Recommanded Product: 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rodrigalvarez, Jesus published the artcileCatalytic C(sp3)-H bond activation in tertiary alkylamines, Safety of tert-Butyl piperidin-4-ylcarbamate, the main research area is tertiary alkylamine arylboronic acid palladium bond activation arylation catalyst.

The development of robust catalytic methods to assemble tertiary alkylamines provides a continual challenge to chem. synthesis. In this regard, transformation of a traditionally unreactive C-H bond, proximal to the nitrogen atom, into a versatile chem. entity would be a powerful strategy for introducing functional complexity to tertiary alkylamines. A practical and selective metal-catalyzed C(sp3)-H activation facilitated by the tertiary alkylamine functionality, however, remains an unsolved problem. Here, we report a Pd(II)-catalyzed protocol that appends arene feedstocks to tertiary alkylamines via C(sp3)-H functionalization. A simple ligand for Pd(II) orchestrates the C-H activation step in favor of deleterious pathways. The reaction can use both simple and complex starting materials to produce a range of multifaceted γ-aryl tertiary alkylamines and can be rendered enantioselective. The enabling features of this transformation should be attractive to practitioners of synthetic and medicinal chem. as well as in other areas that use biol. active alkylamines.

Nature Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tertiary). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Safety of tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ghoshal, Tanay published the artcileSynthesis of aminobenzoxazoles via simple, clean and efficient electrochemical redox reactions, Application In Synthesis of 73874-95-0, the main research area is benzoxazole secondary amine electrochem redox oxidative amination green chem; aminobenzoxazoles preparation.

An efficient single step process for the construction of pharmaceutically relevant substituted aminobenzoxazoles was described. Various electrodes and electrolytes combinations were carried out to harvest optimum coupling results. The presented C-N bond formation reaction methodol. was applied for the synthesis of biol. active compounds This methodol. saved reaction steps over traditional functionalization reactions.

Tetrahedron Letters published new progress about Electrochemical redox reaction. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application In Synthesis of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Logemann, Morten published the artcileContinuous gas-phase hydroformylation of but-1-ene in a membrane reactor by supported liquid-phase (SLP) catalysis, Product Details of C28H52N2O4, the main research area is butene hydroformylation membrane reactor liquid phase catalysis.

Process intensification is a cornerstone to achieve a significant reduction in energy consumption and CO2 emissions in the chem. industry. In this context, a monolithic membrane reactor combining homogeneous catalytic gas-phase hydroformylation of but-1-ene with in situ product removal is here presented. The homogeneous supported ionic liquid-phase (SILP) catalyst consists of a Rh-biphephos complex dissolved in 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide [C2C1Im][NTf2] and immobilized on a mesoporous silicon carbide monolith. The resulting monolith is catalytically active and selective towards linear aldehyde formation, but the accumulation of aldehyde products and high boilers in the ionic liquid leads to slow catalyst deactivation. This accumulation is suppressed when bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate is used as alternative solvent, where only marginal aldehyde accumulation and aldol formation occur. A polydimethylsiloxane (PDMS) membrane coating of the monolith increases the aldehyde-alkene ratio by an enrichment factor of 2.2 in the permeate gas compared to the retentate gas from the reactor simplifying further downstream processing. The monolithic membrane reactor loaded with SILP or SLP catalysts presents a scalable, versatile platform to achieve process intensification for diverse hydroformylation reactions as well as related gas-phase reactions.

Green Chemistry published new progress about Aldehydes, hydroxy Role: IMF (Industrial Manufacture), PREP (Preparation). 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Product Details of C28H52N2O4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

DeVita, Robert J. published the artcileIdentification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist, Synthetic Route of 27483-92-7, the main research area is quinolone gonadotropin releasing hormone receptor antagonist.

Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH (gonadotropin releasing hormone) receptor led to the identification of the substituted quinolone (I) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (∼300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship (gonadotropin releasing hormone receptor-antagonist). 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Synthetic Route of 27483-92-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Chen, Xiaoqi published the artcileDiscovery and characterization of a potent and selective antagonist of melanin-concentrating hormone receptor 2, Computed Properties of 137419-24-0, the main research area is MCHR 2 antagonist carbazolylmethyl spiroindanpiperidine preparation.

A series of carbazoylylmethylindanspiropiperidines were synthesized and evaluated as MCHR2 antagonists using a FLIPR assay. The pharmacokinetic properties of selected compounds have also been studied. This effort led to the discovery of potent and specific MCHR2 antagonists. Thus, I demonstrated good pharmacokinetic properties across rat, beagle dog and rhesus monkey and had a favorable selectivity profile against a number of other receptors. These MCHR2 antagonists are considered appropriate tool compounds for study of the function of MCHR2 in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Computed Properties of 137419-24-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Xie, Lan published the artcileLead Optimization: Synthesis and Biological Evaluation of PBT-1 Derivatives as Novel Antitumor Agents, Application In Synthesis of 73874-95-0, the main research area is phenanthrene tylophorine preparation antitumor activity SAR.

Phenanthrene-based tylophorine-1 (PBT-1) I (R = CH2OH, NHBoc, Me, SO2Me, etc.; R1 = H, OMe; R2 = OH, OMe, OAc, prop-2-yn-1-yloxidanyl, etc.; X = CH, N) and II (R3 = H, OMe; R4 = H, OMe) was identified previously as a lead compound in an anticancer drug discovery effort based on natural Tylophora alkaloids. An expanded structural optimization using a new more efficient synthetic route provided 14 PBT-derivatives I and II. Eleven compounds displayed obvious antiproliferative activities in cellular assays (GI50 0.55-9.32μM). The most potent compounds I (R = CH2OH, R1 = H, R2 = OH, X = CH; R = NHBoc, R1 = H, R2 = OH, X = CH; R = NH2, R1 = H, R2 = OH, X = CH) (GI50 ; 1μM) contained a 7-hydroxy group on the phenanthrene B-ring in addition to a pendant piperidine E-ring with different 4-substituents. While I (R = NH2, R1 = H, R2 = OH, X = CH) with NH2 as the piperidine substituent was at least 4-fold more potent against triple-neg. breast cancer MDA-MB-231 than estrogen-responsible breast cancer MCF-7 cell growth. In further biol. evaluations, the new active compounds induced cell cycle accumulation in late S and G2/M phase without interfering with microtubule formation or cell morphol. These results on the optimization of the B- and E-rings of PBT-1 I and II should benefit the further development of novel antitumor agents.

ACS Medicinal Chemistry Letters published new progress about Alkaloids Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application In Synthesis of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem