2781-29-5

Basic information

• Product Name: 3,4-Dimethyl-1,5-hexadiene-3,4-diol
• Synonyms: 3,4-Dimethyl-1,5-hexadiene-3,4-diol
• CAS NO: 2781-29-5
• Molecular Formula: C8H14O2
• Molecular Weight: 142.2
• Mol File: 2781-29-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dimethyl-1,5-hexadiene-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethyl-1,5-hexadiene-3,4-diol(2781-29-5)
• EPA Substance Registry System: 3,4-Dimethyl-1,5-hexadiene-3,4-diol(2781-29-5)

Safety Data

• Hazardous Substances Data: 2781-29-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 22, p. 3965, 1981 DOI: 10.1016/S0040-4039(01)82039-6

Upstream product

• 78-94-4 methyl vinyl ketone 
• 3536-96-7 vinylmagnesium chloride 
• 431-03-8 dimethylglyoxal 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 3168-90-9 1-(2-methylcyclopent-1-enyl)ethanone 

Relevant articles and documents

Revisiting Bromohexitols as a Novel Class of Microenvironment-Activated Prodrugs for Cancer Therapy

Bromohexitols represent a potent class of DNA-alkylating carbohydrate chemotherapeutics that has been largely ignored over the last decades due to safety concerns. The limited structure?activity relationship data available reveals significant changes in cytotoxicity with even subtle changes in stereochemistry. However, no attempts have been made to improve the therapeutic window by rational drug design or by using a prodrug approach to exploit differences between tumour physiology and healthy tissue, such as acidic extracellular pH and hypoxia. Herein, we report the photochemical synthesis of highly substituted endoperoxides as key precursors for dibromohexitol derivatives and investigate their use as microenvironment-activated prodrugs for targeting cancer cells. One endoperoxide was identified to have a marked increased activity under hypoxic and low pH conditions, indicating that endoperoxides may serve as microenvironment-activated prodrugs.