33065-54-2

Usage

Uses

Used in Organic Synthesis:
8-HYDROXY-1-OCTANETHIOL is utilized as a key building block for the synthesis of a wide range of organic compounds. Its capacity to react with various other compounds to form thioesters makes it an indispensable component in creating complex organic molecules.
Used in Fragrance and Flavor Production:
In the fragrance and flavor industry, 8-HYDROXY-1-OCTANETHIOL is employed as a raw material to produce a variety of scents and tastes. Its reactivity allows for the creation of unique and desirable fragrances and flavor profiles.
Used in Biochemical Research:
8-HYDROXY-1-OCTANETHIOL has potential applications in the field of biochemistry, particularly in the study of protein structure and function. Its ability to form thioesters can be instrumental in understanding the intricacies of protein interactions and behavior.

Upstream product

• 176753-25-6 S-(8-hydroxyoctyl) thioacetate 
• 10160-24-4 7-bromoheptyl alcohol 
• 1427195-72-9 C₁₃H₂₃ClO₃S 
• 64-17-5 ethanol 
• 1427195-71-8 C₁₁H₂₀BrClO₂ 
• 50816-19-8 8-bromooctanol 

Relevant academic research and scientific papers

Synthesis and structure-activity relationship of new cytotoxic agents targeting human glutathione-S-transferases

The 6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)hexan-1-ol (NBDHEX, 1), a "suicide inhibitor" of the glutathione-S-transferase GSTP1-1, showed pro-apoptotic properties in tumor cells, but in vivo studies were limited by poor bioavailability and high af finity towards GSTM2-2, expressed in many noncancerous tissues. Here we describe the synthesis and biological characterization of new 1 analogs (2-40), in which the hydroxyhexyl portion at the C4-sulfur atom has been replaced with phenylcontaining moieties as well as substituted alkyl chains. Some of the new compounds displayed 10-100 times increased water-solubility (8, 11, 17, 26-28, 34, 35), and most of them showed higher GSTP1- 1 selectivity (2-20, 23-26, 31-33, 35) than 1. The presence of a phenyl ring with polar substituents is in general associated, with some exceptions (23, 24) to low cytotoxicity in osteosarcoma U-2OS cells. Differently, some alkyl derivatives possess cytotoxicity comparable (26, 34, 35) or higher (30, 32) than 1. Among the novel compounds, selected ones (26, 27, 34, and 35) deserve further investigation for their anticancer potential.

Synthesis of (3E)-dodecen-12-olide, a potential pheromone component of the emerald ash borer

Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in the USA and Canada. A concise synthesis of a potential EAB pheromone component, (3E)-dodecen-12-olide, using highly stereoselective Julia-Kocienski olefination as the key step, is reported. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

Molecular recognition on functionalized self-assembled monolayers of alkanethiols on gold

A system for probing molecular recognition events at organic interfaces using fluorescent receptors is described. Receptors formed from the bis(2,6- diaminopyridine) amide of isophthalic acid are incorporated in mixed self- assembled monolayers (SAMs) of