335266-05-2

Basic information

• Product Name: 1-CBZ-2-PHENYL-PIPERIDIN-4-ONE
• Synonyms: 1-N-CBZ-2-PHENYL-PIPERIDIN-4-ONE;1-CBZ-2-PHENYL-PIPERIDIN-4-ONE;Benzyl 4-oxo-2-phenylpiperidine-1-carboxylate;1-Cbz-2-Phenyl-4-Oxopiperidine
• CAS NO: 335266-05-2
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.36
• Mol File: 335266-05-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-CBZ-2-PHENYL-PIPERIDIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CBZ-2-PHENYL-PIPERIDIN-4-ONE(335266-05-2)
• EPA Substance Registry System: 1-CBZ-2-PHENYL-PIPERIDIN-4-ONE(335266-05-2)

Safety Data

• Hazardous Substances Data: 335266-05-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
1-CBZ-2-PHENYL-PIPERIDIN-4-ONE is used as a key intermediate in the synthesis of pharmaceutical drugs for its ability to contribute to the development of new and effective medications.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 1-CBZ-2-PHENYL-PIPERIDIN-4-ONE is utilized for the production of various organic compounds, showcasing its versatility in chemical reactions.
Used in the Synthesis of Analgesic and Anesthetic Drugs:
1-CBZ-2-PHENYL-PIPERIDIN-4-ONE is employed as a precursor in the synthesis of analgesic and anesthetic drugs, contributing to the development of medications that alleviate pain and provide anesthesia during medical procedures.
Used in the Synthesis of Other Piperidine-Based Compounds:
1-CBZ-2-PHENYL-PIPERIDIN-4-ONE is also used as a precursor in the synthesis of other piperidine-based compounds, highlighting its importance in the creation of a diverse range of chemical entities with potential applications in various fields.

Upstream product

• 501-53-1 benzyl chloroformate 
• 13197-81-4 dimethyl(phenyl)aluminum 
• 185847-84-1 benzyl 4-oxo-3,4-dihydropyridine-1(2H)-carboxylate 
• 620-08-6 4-methoxypyridine 
• 98-80-6 phenylboronic acid 
• 3262-89-3 triphenylboroxine 
• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 100-58-3 phenylmagnesium bromide 
• 126378-73-2 N-<(Benzyloxy)carbonyl>-2-phenyl-2,3-dihydro-4-pyridone 
• 780-69-8 triethoxyphenylsilane 

Downstream Products

• 1161787-66-1 benzyl 4-hydroxy-2,4-diphenylpiperidine-1-carboxylate 

Relevant articles and documents

Enantioselective synthesis of 2-aryl-4-piperidones via rhodium/ phosphoramidite-catalyzed conjugate addition of arylboroxines

(Chemical Equation Presented) The highly enantioselective synthesis of 2-aryl-4-piperidones by rhodium/phosphoramidite-catalyzed conjugate addition of arylboroxines to 2,3-dihydro-4-pyridones is described. Both enantiomers of a variety of products with sterically and electronically different R substituents were obtained in high isolated yield and with excellent enantioselectivity up to 99%.

Rhodium-catalyzed enantioselective conjugate addition of sodium tetraarylborates to 2,3-dihydro-4-pyridones and 4-quinolones by using (R,R)-1,2-Bis(tert-butylsulfinyl)benzene as a ligand

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Synthesis of Aminoethyl-Substituted Piperidine Derivatives as σ1 Receptor Ligands with Antiproliferative Properties

A series of novel σ1 receptor ligands with a 4-(2-aminoethyl)piperidine scaffold was prepared and biologically evaluated. The underlying concept of our project was the improvement of the lipophilic ligand efficiency of previously synthesized potent σ1 ligands. The key steps of the synthesis comprise the conjugate addition of phenylboronic acid at dihydropyridin-4(1H)-ones 7, homologation of the ketones 8 and introduction of diverse amino moieties and piperidine N-substituents. 1-Methylpiperidines showed particular high σ1 receptor affinity and selectivity over the σ2 subtype, whilst piperidines with a proton, a tosyl moiety or an ethyl moiety exhibited considerably lower σ1 affinity. Molecular dynamics simulations with per-residue binding free energy deconvolution demonstrated that different interactions of the basic piperidine-N-atom and its substituents (or the cyclohexane ring) with the lipophilic binding pocket consisting of Leu105, Thr181, Leu182, Ala185, Leu186, Thr202 and Tyr206 are responsible for the different σ1 receptor affinities. Recorded logD7.4 and calculated clogP values of 4a and 18a indicate low lipophilicity and thus high lipophilic ligand efficiency. Piperidine 4a inhibited the growth of human non-small cell lung cancer cells A427 to a similar extent as the σ1 antagonist haloperidol. 1-Methylpiperidines 20a, 21a and 22a showed stronger antiproliferative effects on androgen negative human prostate cancer cells DU145 than the σ1 ligands NE100 and S1RA.

SMALL MOLECULE DEGRADERS OF HELIOS AND METHODS OF USE

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THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

The invention provides a compound of formula: or a salt thereof, wherein the variables RAA, n, ring A, ring B, R1a, R1b, R2, R3, R4, R5, R6, R7, R8, and R9 have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

Copper-catalyzed asymmetric 1,4-addition of alkenyl alanes to N-substituted-2-3-dehydro-4-piperidones

Readily available vinyl alanes are used in the Cu-catalyzed asymmetric conjugate addition reaction to N-substituted-2-3-dehydro-4-piperidones. The enhanced reactivity of recently developed and easily prepared phosphine amine ligands in combination with inexpensive Cu(II)naphtenate (CuNp) allows the introduction of a great variety of alkenyl, alkyl, and aryl aluminums in high enantioselectivity.

Asymmetric 1,4-addition of arylboronic acids to 2,3-dihydro-4-pyridones catalyzed by axially chiral NHC-Pd(II) complexes

Figure presented Axially chiral cis-chelated bidentate bis(N-heterocyclic carbene)-palladium(II) complexes are effective catalysts for the asymmetric conjugate addition of arylboronic acids to 2,3-dihydro-4-pyridones, producing the synthetically and biolo

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The complex formed from Pd(CH3CN)4(BF 4)2 and (R,R)-MeDUPHOS is a highly enantioselective catalyst for the asymmetric conjugate addition of aryltriethylsiloxanes to a variety of unsaturated ketones, lactones and

Palladium-catalyzed enantioselective conjugate addition of arylboronic acids

(Chemical Equation Presented) The first asymmetric palladium-catalyzed conjugate addition of arylboronic acids to α,β-unsaturated aldehydes, ketones, and esters is described. For cyclic substrates, excellent chemo-, regio-, and enantioselectivities are achieved when a Pd(O2CCF 3)2/DuPHOS catalyst is applied.

NK1 ANTAGONIST

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