170838-26-3

Basic information

• Product Name: 1-Boc-4-(2-Carboxyphenyl) Piperidine
• Synonyms: 1-Boc-4-(2-Carboxyphenyl) Piperidine;2-(1-BOC-PIPERIDIN-4-YL)BENZOIC ACID;(1-Boc-4-piperidyl)benzoic acid;2-(1-(tert-Butoxycarbonyl);piperidin-4-yl)
• CAS NO: 170838-26-3
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.36882
• Mol File: 170838-26-3.mol

Chemical Properties

• Boiling Point: 433.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.168±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.05±0.36(Predicted)
• CAS DataBase Reference: 1-Boc-4-(2-Carboxyphenyl) Piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-4-(2-Carboxyphenyl) Piperidine(170838-26-3)
• EPA Substance Registry System: 1-Boc-4-(2-Carboxyphenyl) Piperidine(170838-26-3)

Safety Data

• Hazardous Substances Data: 170838-26-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Boc-4-(2-Carboxyphenyl) Piperidine is used as a key intermediate in the synthesis of various bioactive compounds for the development of new drugs and potential therapeutic agents. Its Boc protecting group and carboxyphenyl moiety contribute to the structural diversity and functionalization of the synthesized compounds, enhancing their medicinal properties and biological activity.
Used in Medicinal Chemistry Research:
1-Boc-4-(2-Carboxyphenyl) Piperidine serves as a valuable tool in medicinal chemistry research, enabling the exploration of structure-activity relationships and the optimization of drug candidates. Its unique structure allows for the introduction of various functional groups and modifications, facilitating the design and synthesis of novel bioactive molecules with improved pharmacological profiles.
Used in Organic Synthesis:
1-Boc-4-(2-Carboxyphenyl) Piperidine is employed as a versatile building block in organic synthesis, allowing for the preparation of a wide range of organic compounds with diverse applications. Its Boc protecting group can be selectively removed under mild conditions, enabling further functionalization and the synthesis of complex molecular architectures.

Upstream product

• 301673-14-3 tert-butyl 4-iodopiperidine-1-carboxylate 
• 88-65-3 2-bromobenzoic-acid 
• 537-46-2 Methamphetamin 
• 1198283-93-0 4-(2-bromophenyl)piperidine-1-carboxylic acid tert-butyl ester 
• 82212-00-8 4-(2-bromophenyl)piperidine 
• 99983-26-3 3-(2-Bromphenyl)-glutarsaeureimid 
• 104115-67-5 3-(2-bromophenyl)glutaric acid 
• 375853-82-0 tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 610-97-9 o-iodo-methyl-benzoic acid 

Downstream Products

• 782494-03-5 2-(piperidin-4-yl)benzoic acid 
• 1227056-87-2 4-[2-(2,4,6-trifluorophenoxymethyl)phenyl]piperidine hydrochloride 
• 1227056-86-1 4-[2-(2,4,6-trifluorophenoxymethyl)phenyl]piperidine-1-carboxylic acid tert-butyl ester 
• 1201927-98-1 4-(2-methanesulfonyloxymethylphenyl)piperidine-1-carboxylic acid tert-butyl ester 
• 1227056-85-0 4-[2-(2,4,6-Trifluorophenoxymethyl)phenyl]piperidine Trifluroacetic Acid Salt 
• 1227056-83-8 4-[2-(toluene-4-sulfonyloxymethyl)phenyl]piperidine-1-carboxylic acid tert-butyl ester 
• 255051-62-8 4-(2-hydroxymethylphenyl)piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

PROCESS FOR PREPARING 2-(1-(tert-BUTOXYCARBONYL)PIPERIDINE-4-YL)BENZOIC ACID

The invention relates to processes for preparing 2-(1-(tert-butoxycarbonyl)-piperidine-4-yl)benzoic acid having formula I: Among its various uses, this compound is useful as an intermediate for preparing ampreloxetine and salts thereof.

Synthesis and antimicrobial evaluation of amixicile-based inhibitors of the pyruvate-ferredoxin oxidoreductases of anaerobic bacteria and Epsilonproteobacte

Amixicile is a promising derivative of nitazoxanide (an antiparasitic therapeutic) developed to treat systemic infections caused by anaerobic bacteria, anaerobic parasites, and members of the Epsilonproteobacteria (Campylobacter and Helicobacter). Amixicile selectively inhibits pyruvate-ferredoxin oxidoreductase (PFOR) and related enzymes by inhibiting the function of the vitamin B1 cofactor (thiamine pyrophosphate) by a novel mechanism. Here, we interrogate the amixicile scaffold, guided by docking simulations, direct PFOR inhibition assays, and MIC tests against Clostridium difficile, Campylobacter jejuni, and Helicobacter pylori. Docking simulations revealed that the nitro group present in nitazoxanide interacts with the protonated N4′-aminopyrimidine of thiamine pyrophosphate (TPP). The ortho-propylamine on the benzene ring formed an electrostatic interaction with an aspartic acid moiety (B456) of PFOR that correlated with improved PFOR-inhibitory activity and potency by MIC tests. Aryl substitution with electron-withdrawing groups and substitutions of the propylamine with other alkyl amines or nitrogen-containing heterocycles both improved PFOR inhibition and, in many cases, biological activity against C. difficile. Docking simulation results correlate well with mechanistic enzymology and nuclear magnetic resonance (NMR) studies that show members of this class of antimicrobials to be specific inhibitors of vitamin B1 function by proton abstraction, which is both novel and likely to limit mutation-based drug resistance.

Design and synthesis of a new class of malonyl-CoA decarboxylase inhibitors with anti-obesity and anti-diabetic activities

A new series of thiazole-substituted 1,1,1,3,3,3-hexafluoro-2-propanols were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Key analogs caused dose-dependent decreases in food intake and body weight in obese mice. Acute treatment with these compounds also led to a drop in elevated blood glucose in a murine model of type II diabetes.