1007596-63-5

Usage

Uses

Used in Organic Synthesis:
Benzyl (3S,4S)-4-amino-3-hydroxypiperidine-1-carboxylate is used as a building block in organic synthesis for its unique structure and functional groups, which make it suitable for the synthesis of various bioactive compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, benzyl (3S,4S)-4-amino-3-hydroxypiperidine-1-carboxylate is used as a precursor in the development of pharmaceutical drugs. Its specific stereochemistry and functional groups provide a foundation for creating new drugs with potential therapeutic applications.
Used in Drug Discovery and Development:
Benzyl (3S,4S)-4-amino-3-hydroxypiperidine-1-carboxylate is utilized in drug discovery and development processes, where its unique molecular features are leveraged to explore and create novel therapeutic agents with potential applications in treating various diseases and conditions.

Upstream product

• 167832-25-9 trans(±)benzyl-4-azido-3-hydroxypiperidine-1-carboxylate 

Relevant academic research and scientific papers

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.

PYRROLE DERIVATIVES WITH ANTIBACTERIAL ACTIVITY

Compounds of formula (I) and their pharmaceutically acceptable salts are described. Processes for their preparation, pharmaceutical compositions containing them, their use as medicaments and their use in the treatment of bacterial infections are also described.