Category: 73874-95-0

Hayhow, Thomas G. published the artcileA Buchwald-Hartwig Protocol to Enable Rapid Linker Exploration of Cereblon E3-Ligase PROTACs**, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is isoindolyl amine preparation; aryl bromide amine Buchwald Hartwig amination palladium catalyst; PEPPSI; PROTAC; amination; cereblon; drug discovery.

A palladium-catalyzed Buchwald-Hartwig amination for lenalidomide-derived aryl bromides was optimized using high throughput experimentation (HTE) to afford isoindolyl amines I [R1 = H, Me; R2 = n-Bu, Ph, 2-MeC6H4, etc.; R1R2 = (CH2)2O(CH2)2, (CH2)2CH(CH2OH)(CH2)2, (CH2)2N(Boc)(CH2)2, etc.]. The substrate scope of the optimized conditions was evaluated for a range of alkyl- and aryl- amines and functionalised aryl bromides. The methodol. allowed access to new cereblon-based bifunctional proteolysis targeting chimeras with a reduced step count and improved yields.

Chemistry – A European Journal published new progress about Aryl bromides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Song, Bichao published the artcilePd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors, Application of tert-Butyl piperidin-4-ylcarbamate, the main research area is vinylethylene carbonate diazo ester palladium decarboxylative olefination catalyst; vinyloxazolidinone diazo ester palladium decarboxylative olefination catalyst; vinylbenzoxazinone diazo ester palladium decarboxylative olefination catalyst; butadiene polysubstituted stereoselective preparation.

The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alc.-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold.

Journal of the American Chemical Society published new progress about Allyl amines Role: SPN (Synthetic Preparation), PREP (Preparation). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application of tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhang, Xiangyu published the artcileDesign, synthesis and biological evaluation of novel benzofuran derivatives as potent LSD1 inhibitors, Synthetic Route of 73874-95-0, the main research area is cyanophenyl aminomethyl arylbenzofuran preparation; LSD1 cytochromep450 inhibition SAR antitumor cytotoxicity docking apoptosis induction; Anti-lung cancer; Benzofuran derivatives; LSD1; Molecular docking; Structure-activity relationships.

A series of benzofurans I [R = 3-aminopropylamino, pyrrolidin-3-ylamino, piperazin-1-yl, etc.; Ar = pyrimidin-5-yl, p-tolyl, 1-methylindazol-5-yl, etc.] were designed, synthesized and biochem. evaluated as LSD1 inhibitors based on scaffold hopping and conformational restriction strategy. Most of the compounds I potently suppressed the enzymic activities of LSD1 and potently inhibited tumor cells proliferation. In particular, the representative compound I [R = (3S)-3-amino-1-piperidyl; Ar = p-tolyl] exhibited excellent LSD1 inhibition at the mol. levels with IC50 = 0.065μM, as well as anti-proliferation against MCF-7, MGC-803, H460, A549 and THP-1 tumor cells with IC50 values of 2.90 ± 0.32, 5.85 ± 0.35, 2.06 ± 0.27, 5.74 ± 1.03 and 6.15 ± 0.49μM, resp. The binding modes of these compounds I were rationalized by mol. docking. Meanwhile, a preliminary druggability evaluation showed that compound I [R = (3S)-3-amino-1-piperidyl; Ar = p-tolyl] displayed favorable liver microsomal stability and weak inhibitory activity against CYPs at 10μM. Remarkably, H460 xenograft tumors studies revealed that compound I [R = (3S)-3-amino-1-piperidyl; Ar = p-tolyl] demonstrated robust in-vivo antitumor efficacy without significant side effects. All the results demonstrated that compound I [R = (3S)-3-amino-1-piperidyl; Ar = p-tolyl] could represent a promising lead for further development.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Synthetic Route of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Na published the artcileStructure-Based Discovery of a Series of NSD2-PWWP1 Inhibitors, Formula: C10H20N2O2, the main research area is imidazole preparation SAR antitumor activity inhibitor.

A series of NSD2-PWWP1 inhibitors I (R = 4-cyanophenyl, 4-cyanonaphthalen-1-yl, 8-cyanoquinolin-5-yl, etc.; R1 = H, OMe, F, Cl, CF3; R2 = H, Me, OMe; R3 = aminomethyl, CHO, 4-aminopiperidin-1-yl, etc.), and further structure-based optimization resulted in a potent inhibitor compound I (R = 4-cyanonaphthalen-1-yl; R1 = R2 = Me; R3 = 4-aminopiperidin-1-yl) (II), that has high selectivity toward the NSD2-PWWP1 domain were reported. The detailed biol. evaluation revealed that compound II can bind to NSD2-PWWP1 and then affect the expression of genes regulated by NSD2. The current discovery will provide a useful chem. probe to the future research in understanding the specific regulation mode of NSD2 by PWWP1 recognition and pave the way to develop potential drugs targeting NSD2 protein.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Formula: C10H20N2O2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Nguyen, William published the artcileStructure activity refinement of phenylsulfonyl piperazines as antimalarials that block erythrocytic invasion, SDS of cas: 73874-95-0, the main research area is phenyl sulfonyl piperazine preparation antimalarial antitumor lipophilicity SAR; Antimalarial; Erythrocyte invasion; Malaria; Phenylsulfonyl piperazine; Plasmodium.

The optimization and further characterization of the phenylsulfonyl piperazine class I [R = 4-Me, 3-t-Bu, 4-Br, etc.; R1 = pyrrolidin-1-yl, piperidin-1-yl, 1,2,3,4-tetrahydroisoquinolin-2-yl, etc.; X = -(N(CH2)2N(CH2)2)-CH(CH3), -(NCH(CH3)N(CH2)2)-CH(CH3), -(NC(CH3)2N(CH2)2)-CH(CH3), etc.] was described. During the optimization process the functionality required for P. falciparum asexual stage activity was defined and determined the alpha-carbonyl S-Me isomer was important for antimalarial potency. The optimized compounds I also possessed comparable activity against multidrug resistant strains of P. falciparum and displayed weak activity against sexual stage gametocytes. The optimized compounds I blocked erythrocyte invasion consistent with the asexual activity observed and therefore the phenylsulfonyl piperazine analogs described could serve as useful tools for studying Plasmodium erythrocyte invasion.

European Journal of Medicinal Chemistry published new progress about Antimalarials. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, SDS of cas: 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Chen, Yun published the artcileDesign and synthesis of Imidazo[1,2-b]pyridazine IRAK4 inhibitors for the treatment of mutant MYD88 L265P diffuse large B-cell lymphoma, Synthetic Route of 73874-95-0, the main research area is imidazopyridazine preparation docking SAR cytotoxicity IRAK4 inhibitor human; Antitumor agents; Diffuse large B-cell lymphoma; Drug design; Imidazo[1,2-b]pyridazine; Interleukin-1 receptor associated kinase 4.

The design, synthesis and structure-activity relationships of imidazo[1,2-b]pyridazines I [R = 2-aminoethyl, 3-amino-piperidin-1-yl, piperazin-1-yl, etc.; R1 = CF2, CF3, CN, etc.; R2 =Me, Et, iPr, etc.; R3 = H, Me] as potent IRAK4 inhibitors was reported. The representative compound I [R = amino-piperidin-3-yl; R1 = CF2; R2 = Me; R3 = H] exhibited excellent IRAK4 potency (IRAK4 IC50 = 1.3 nM) and favorable kinase selectivity profile. It demonstrated cellular selectivity for activated B cell-like (ABC) subtype DLBCL with MYD88 L265P mutation in cytotoxicity assay. The kinase inhibitory efficiency of compound I [R = amino-piperidin-3-yl; R1 = CF2; R2 = Me; R3 = H] was further validated by western blot anal. of phosphorylation of IRAK4 and downstream signaling in OCI-LY10 and TMD8 cells. Besides, combination of compound I [R = amino-piperidin-3-yl; R1 = CF2; R2 = Me; R3 = H] and BTK inhibitor ibrutinib synergistically reduced the viability of TMD8 cells. These results indicated that compound I [R = amino-piperidin-3-yl; R1 = CF2; R2 = Me; R3 = H] could be a promising IRAK4 inhibitor for the treatment of mutant MYD88 DLBCL.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Synthetic Route of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Schiesser, Stefan published the artcileDiscovery and optimization of cyclohexane-1,4-diamines as allosteric MALT1 inhibitors, Category: piperidines, the main research area is diaryl cyclohexane diamine preparation lymphoma translocation protein inhibition; Allosteric inhibitor; Discovery and optimization; MALT1; Mucosa-associated lymphoid tissue lymphoma translocation protein-1; Paracaspase; Protease inhibitor.

Inhibition of mucosa-associated lymphoid tissue lymphoma translocation protein-1 (MALT1) is a promising strategy to modulate NF-κB signaling, with the potential to treat B-cell lymphoma and autoimmune diseases. The discovery and optimization of (1s,4s)-N,N′-diaryl cyclohexane-1,4-diamines, I [R1 = pyrimidin-4-yl, [2-(trifluoromethyl)pyrimidin-4-yl], (3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl), etc.], II [R2 = [[4-(methylamino)cyclohexyl]amino], (4-aminocyclohexoxy), piperazin-1-yl, etc] and III [R3 = pyrimidin-4-yl, [2-(trifluoromethyl)pyrimidin-4-yl], [3-(trifluoromethyl)phenyl], etc] a novel series of allosteric MALT1 inhibitors, resulting in compound I [R1 = (3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)] with single digit micromolar cell potency was described. X-ray anal. confirms that this compound binds to an induced allosteric site in MALT1. Compound I [R1 = (3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)] was highly selective and has an excellent in vivo rat PK profile with low clearance and high oral bioavailability, making it a promising lead for further optimization.

European Journal of Medicinal Chemistry published new progress about Diamines 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, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tsuji, Kohei published the artcileExploratory studies on soluble small molecule CD4 mimics as HIV entry inhibitors, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is pyridinyl guanidinopentanamido piperidinyl amide preparation anti HIV mol docking; Aqueous solubility; CD4 mimic; Halopyridinyl group; anti-HIV.

Several small mol. CD4 mimics, which inhibit the interaction of gp120 with CD4, have been developed. Original CD4 mimics such as NBD-556, which has an aromatic ring, an oxalamide linker and a piperidine moiety, possess significant anti-HIV activity but with their hydrophobic aromatic ring-containing structures are poorly soluble in water. We have developed derivatives with a halopyridinyl group in place of the Ph group, such as KKN-134, and found them to have excellent aqueous solubility Other leads that were examined are YIR-821, a compound with a cyclohexane group in a spiro attachment to a piperidine ring and a guanidino group on the piperidine nitrogen atom, and its PEGylated derivative, TKB-002. YIR-821 and TKB-002 retain potent anti-HIV activity. Here, new CD4 mimics, in which the Ph group was replaced by a halopyridinyl group with the halogen atoms in different positions, their derivatives without a cyclohexane group on the piperidine ring and their hybrid mols. with PEG units were designed and synthesized. Some of these compounds show significantly higher aqueous solubility with maintenance of certain levels of anti-HIV activity. The present data should be useful in the future design of CD4 mimic mols.

Bioorganic & Medicinal Chemistry published new progress about Anti-HIV agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate.

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

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