235420-68-5

Basic information

• Product Name: 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Boc-4-Allylaminopiperidine;4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(WXG00701)
• CAS NO: 235420-68-5
• Molecular Formula: C₁₃H₂₄N₂O₂
• Molecular Weight: 240.34
• Mol File: 235420-68-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 327°Cat760mmHg
• Flash Point: 151.6°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.000207mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(235420-68-5)
• EPA Substance Registry System: 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(235420-68-5)

Safety Data

• Hazardous Substances Data: 235420-68-5(Hazardous Substances Data)

Usage

General Description

4-Allylamino piperidine-1-carboxylic acid tert-butyl ester is a chemical compound with the molecular formula C14H24N2O2. It is a tertiary amine derivative with a piperidine ring and an allyl group attached to the nitrogen atom. The tert-butyl ester group is a protecting group for the carboxylic acid functionality. 4-ALLYLAMINO PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is primarily used as an intermediate in the synthesis of pharmaceutical compounds and other organic molecules. It has applications in the field of medicinal chemistry and drug development, where it is utilized as a building block for the creation of new therapeutic agents. Additionally, it may also have potential applications in organic synthesis and chemical research.

InChI:InChI=1/C13H24N2O2/c1-5-8-14-11-6-9-15(10-7-11)12(16)17-13(2,3)4/h5,11,14H,1,6-10H2,2-4H3

Upstream product

• 87120-72-7 1-(tert-butoxycarbonyl)-4-aminopiperidine 
• 106-95-6 allyl bromide 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 107-11-9 1-amino-2-propene 

Downstream Products

• 1292801-74-1 C₂₁H₂₉FN₂O₃ 
• 1259908-85-4 C₂₁H₂₈F₃N₃O₃ 
• 1259908-55-8 C₂₂H₂₉F₃N₂O₄ 
• 1259909-06-2 C₂₂H₃₁N₃O₅ 
• 1259908-94-5 C₂₂H₃₀N₄O₃ 
• 1259908-86-5 C₂₂H₃₀F₃N₃O₃ 
• 1259908-92-3 C₂₁H₃₀FN₃O₃ 
• 1259908-58-1 C₂₁H₂₉FN₂O₄ 
• 1259908-88-7 C₂₀H₂₈FN₃O₃ 
• 1292801-91-2 C₂₂H₃₁N₃O₄ 
• 1259908-93-4 C₂₁H₂₈N₄O₃ 
• 1259908-99-0 C₂₁H₃₁N₃O₅S 
• 1292801-89-8 C₂₂H₂₉F₃N₂O₄ 
• 1292801-87-6 C₂₂H₃₂N₂O₅S 

Relevant articles and documents

Linker-switch approach towards new ATP binding site inhibitors of DNA gyrase B

Due to increasing emergence of bacterial resistance, compounds with new mechanisms of action are of paramount importance. One of modestly researched therapeutic targets in the field of antibacterial discovery is DNA gyrase B. In the present work we synthesized a focused library of potential DNA gyrase B inhibitors composed of two key pharmacophoric moieties linked by three types of sp3-rich linkers to obtain three structural classes of compounds. Using molecular docking, molecular dynamics and analysis of conserved waters in the binding site, we identified a favourable binding mode for piperidin-4-yl and 4-cyclohexyl pyrrole-2-carboxamides while predicting unfavourable interactions with the active site for piperazine pyrrole-2-carboxamides. Biological evaluation of prepared compounds on isolated enzyme DNA gyrase B confirmed our predictions and afforded multiple moderately potent inhibitors of DNA gyrase B. Namely trans-4-(4,5-dibromo-1H-pyrrole-2-carboxamide)cyclohexyl)glycine and 4-(4-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)piperidin-1-yl)-4-oxobutanoic acid with an IC50value of 16 and 0.5?μM respectively.

Studies on the structure-activity relationship of 1,3,3,4-tetra-substituted pyrrolidine embodied CCR5 receptor antagonists. Part 2: Discovery of highly potent anti-HIV agents

Modification of 1,3,3,4-tetra-substituted pyrrolidine embodied CCR5 receptor antagonists revealed that introducing a fluoro group at the 3-position of the 3-phenyl group to reduce metabolism did not adversely affect the high potency against HIV infection, and that replacing the piperidine ring with a tropane ring could deliver the most potent anti-HIV agents. Stereochemistry of the substituted tropane ring is essential for maintaining the potent anti-HIV activity because only exo-isomers displayed subnanomolar whole cell activity.

PYROLLIDINE-BASED COMPOUNDS

A compound of formula (I) or a pharmaceutically acceptable derivative, salt or prodrug thereof, which can inhibit HIV replication.