4950-91-8

Usage

Chemical compound

4-HEXYLOXYBENZYLAMINE

Classification

Member of the amine class of chemicals

Functional group

Hexyloxybenzyl group

Uses

Intermediate in the synthesis of other organic compounds, pharmaceutical applications

Biological and pharmacological activities

Potential drug candidate

Properties

Unique properties, potential applications in organic chemistry and drug discovery

Upstream product

• 767-00-0 4-cyanophenol 
• 111-25-1 1-bromo-hexane 
• 66052-06-0 1-(4-cyanophenyl)oxyhexane 

Downstream Products

• 744221-50-9 3-(4-hexyloxy-benzylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 1040197-99-6 [Ag(NH₂CH₂C₆H₄OC₆H₁₃)2]⁽¹⁺⁾*NO₃^(1-)=[Ag(NH₂CH₂C₆H₄OC₆H₁₃)2][NO₃] 
• 1040198-08-0 [Ag(NH₂CH₂C₆H₄OC₆H₁₃)2]⁽¹⁺⁾*BF₄^(1-)=[Ag(NH₂CH₂C₆H₄OC₆H₁₃)2][BF₄] 

Relevant academic research and scientific papers

AMINE COMPOUNDS HAVING ANTI-INFLAMMATORY, ANTIFUNGAL, ANTIPARASITIC AND ANTICANCER ACTIVITY

Amine compounds having activity against inflammation, fungi, unicellular parasitic microorganisms, and cancer are described. The compounds contain a monocyclic, bicyclic, or tricyclic aromatic ring having one, two, or three ring nitrogen atoms.

Lipophilicity-related inhibition of blood platelet aggregation by nipecotic acid anilides

Using N-[4-(hexyloxy)phenyl]piperidine-3-carboxamide (17c) as a structural lead, a number of isomers, derivatives, and ring-opened analogs were synthesized and tested for their ability to block the in vitro aggregation of human platelets induced by adenosine 5′-diphosphate (ADP). For the most active compounds, inhibition of the platelet aggregation triggered by arachidonic acid (AA) and ADP-induced intraplatelet calcium mobilization was also demonstrated. Based on quantitative structure-activity relationships (QSARs), we proved the impact of hydrophobicity on antiplatelet activity by a nonlinear (parabolic or bilinear) relationship between pIC50 and lipophilicity, as assessed by RP-HPLC capacity factors and Clog P (i.e. calculated 1-octanol-water partition coefficients). This study highlighted the following additional SARs: quasi-isolipophilic isomers of 17c (isonipecotanilides and pipecolinanilides) and ring-opened analogs (e.g. anilide of β-alanine) exhibited lower antiplatelet activity; methylation of the piperidine nitrogen of 17c has no effect, whereas alkylation with an n-propyl group decreases the activity by a factor of approximately 2, most likely due to a conformation-dependent decrease in lipophilicity.