83863-72-3

Basic information

• Product Name: N-Carbethoxy-3-methoxy-4-piperidone
• Synonyms: N-CARBETHOXY-3-METHOXY-4-PIPERIDONE;3-METHOXY-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID ETHYL ESTER;ethyl 3-methoxy-4-oxopiperidine-1-carboxylate;N-Carbethoxy-3-methoxy-4-piperidine;N-Carboethoxy-3-Methoxy-4-Piperidone;1-CARBETHOXY-3-METHOXY-4-PIPERIDONE;3-Methoxy-4-oxo-1-piperidinecarboxylic acid ethyl ester;Einecs 281-138-0
• CAS NO: 83863-72-3
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.22
• EINECS: 281-138-0
• Mol File: 83863-72-3.mol

Chemical Properties

• Boiling Point: 301.3 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-Carbethoxy-3-methoxy-4-piperidone(CAS DataBase Reference)
• NIST Chemistry Reference: N-Carbethoxy-3-methoxy-4-piperidone(83863-72-3)
• EPA Substance Registry System: N-Carbethoxy-3-methoxy-4-piperidone(83863-72-3)

Safety Data

• Hazardous Substances Data: 83863-72-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-Carbethoxy-3-methoxy-4-piperidone is utilized as a key intermediate for the synthesis of various drugs and pharmaceutical products. Its functional groups enable the development of new compounds with specific therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Synthesis:
In the agrochemical sector, N-Carbethoxy-3-methoxy-4-piperidone is employed as a precursor for the production of various agrochemicals. Its chemical versatility aids in the creation of compounds that can be used in pest control and crop protection, enhancing agricultural productivity and sustainability.
Used in Organic Chemistry Research:
As a building block for organic compounds, N-Carbethoxy-3-methoxy-4-piperidone is also used in research settings to explore new chemical reactions and pathways. Its presence in the lab allows scientists to investigate novel methods for compound synthesis and modification, potentially leading to breakthroughs in organic chemistry.

InChI:InChI=1/C9H15NO4/c1-3-14-9(12)10-5-4-7(11)8(6-10)13-2/h8H,3-6H2,1-2H3

Upstream product

• 83898-43-5 ethyl 3-hydroxy-4,4-dimethoxy-1-piperidinecarboxylate 
• 83863-73-4 (-)-ethyl 3,4,4-trimethoxy-1-piperidinecarboxylate 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 
• 67-56-1 methanol 
• 203984-87-6 4-Methoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester 

Downstream Products

• 1000027-11-1 ethyl 4-(dibenzylamino)-3-methoxypiperidine-1-carboxylate 
• 128225-42-3 cis(+/-) ethyl 4-amino-3-methoxypiperidine-1-carboxylate 

Relevant articles and documents

LUMINALLY-ACTING N-(PIPERIDIN-4-YL)BENZAMIDE DERIVATIVES

Disclosed are compounds of Formula 1, and pharmaceutically acceptable salts thereof, wherein m, R1, R2, R3, R4, R5, R6, X1, X2, X3 and X4 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula 1, to pharmaceutical compositions which contain them, and to their use for treating diseases, disorders, and conditions associated with the 5-HT4 receptor.

Discovery and SAR of N-(1-((substituted piperidin-4-yl)methyl)-3-methoxypiperidin-4-yl)-2-methoxybenzamide derivatives: 5-Hydroxytryptamine receptor 4 agonist as a potent prokinetic agent

A series of novel benzamide derivatives, altering the 4-fluorophenylalkyl moiety in cisapride, were synthesized as 5-HT4 receptor agonists, and SAR of these analogs was examined on in vitro and in vivo prokinetic activities. These compounds were synthesized for high 5-HT4 receptor binding affinities and low hERG affinities. Several types of analogs were obtained and screened for 5-HT4 binding, hERG blocking, agonism, and gastric emptying assessment. Among the analogues, compound 23g showed promising results compared with the other analogs with respect to gastric emptying rates in rats. Therefore, we suggest that it may be a clinical candidate for the development of a potent prokinetic agent to treat GI disorders.

Optimization of pyrrolamide topoisomerase II inhibitors toward identification of an antibacterial clinical candidate (AZD5099)

AZD5099 (compound 63) is an antibacterial agent that entered phase 1 clinical trials targeting infections caused by Gram-positive and fastidious Gram-negative bacteria. It was derived from previously reported pyrrolamide antibacterials and a fragment-based approach targeting the ATP binding site of bacterial type II topoisomerases. The program described herein varied a 3-piperidine substituent and incorporated 4-thiazole substituents that form a seven-membered ring intramolecular hydrogen bond with a 5-position carboxylic acid. Improved antibacterial activity and lower in vivo clearances were achieved. The lower clearances were attributed, in part, to reduced recognition by the multidrug resistant transporter Mrp2. Compound 63 showed notable efficacy in a mouse neutropenic Staphylococcus aureus infection model. Resistance frequency versus the drug was low, and reports of clinical resistance due to alteration of the target are few. Hence, 63 could offer a novel treatment for serious issues of resistance to currently used antibacterials.

3-Aminocyclopentanecarboxamides as Modulators of Chemokine Receptors

The present invention is directed to compounds of Formula I: I which are modulators of chemokine receptors. The compounds of the invention, and compositions thereof, are useful in the treatment of diseases related to chemokine receptor expression and/or activity.

Reaction of enol ethers with lead tetraacetate : An improved method for the synthesis of α- methoxy ketones

The reaction of cyclic enol ethers with lead tetraacetate in methanol in the presence of BF3.Et2O at 0°C gives α- methoxy cyclic ketones.