10521-07-0

Basic information

• Product Name: 2,8-Oxocanedione
• Synonyms: 2,8-Oxocanedione;oxocane-2,8-dione
• CAS NO: 10521-07-0
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.1525
• Mol File: 10521-07-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,8-Oxocanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,8-Oxocanedione(10521-07-0)
• EPA Substance Registry System: 2,8-Oxocanedione(10521-07-0)

Safety Data

• Hazardous Substances Data: 10521-07-0(Hazardous Substances Data)

Usage

Chemical Classification

Alpha-diketone

Physical State

Yellow crystalline solid

Odor

Distinctive odor

Application

Organic Synthesis: Used as a precursor for producing pharmaceuticals and other organic compounds
Manufacturing: Utilized in the production of certain types of resins and polymers

Handling Precautions

Toxicity: High concentrations can be toxic
Health Effects: May cause irritation to the skin, eyes, and respiratory system

Upstream product

• 111-16-0 heptanedioic acid 

Downstream Products

• 7472-43-7 6-benzoylhexanoic acid 
• 15513-04-9 pimelic acid monobenzyl ester 
• 160777-08-2 7-oxo-7-(phenylamino)heptanoic acid 
• 873936-22-2 4-benzyloxymethyl-2-[6-(4-octyl-phenyl)-hexyl]-[1,3]dioxolane 
• 86026-34-8 7-(4-octylphenyl)-heptanol 
• 873936-21-1 7-(4-octyl-phenyl)-heptanal 
• 873936-20-0 7-(4-octyl-phenyl)-7-oxo-heptanoic acid 
• 108-94-1 cyclohexanone 
• 21244-11-1 7-(4-methoxy-phenyl)-7-oxo-heptanoic acid 
• 1469894-57-2 7-(tert-butoxy)-7-oxoheptanoic acid 

Relevant articles and documents

A Fluorescence-Lifetime-Based Binding Assay for Class IIa Histone Deacetylases

Class IIa histone deacetylases (HDACs) show extremely low enzymatic activity and no commonly accepted endogenous substrate is known today. Increasing evidence suggests that these enzymes exert their effect rather through molecular recognition of acetylated proteins and recruiting other proteins like HDAC3 to the desired target location. Accordingly, class IIa HDACs like bromodomains have been suggested to act as “Readers” of acetyl marks, whereas enzymatically active HDACs of class I or IIb are called “Erasers” to highlight their capability to remove acetyl groups from acetylated histones or other proteins. Small-molecule ligands of class IIa histone deacetylases (HDACs) have gained tremendous attention during the last decade and have been suggested as pharmaceutical targets in several indication areas such as cancer, Huntington's disease and muscular atrophy. Up to now, only enzyme activity assays with artificial chemically activated trifluoroacetylated substrates are in use for the identification and characterization of new active compounds against class IIa HDACs. Here, we describe the first binding assay for this class of HDAC enzymes that involves a simple mix-and-measure procedure and an extraordinarily robust fluorescence lifetime readout based on [1,3]dioxolo[4,5-f]benzodioxole-based ligand probes. The principle of the assay is generic and can also be transferred to class I HDAC8.

Molecular umbrella as a nanocarrier for antifungals

A molecular umbrella composed of two O‐sulfated cholic acid residues was applied for the construction of conjugates with cispentacin, containing a “trimethyl lock” (TML) or o‐dithiobenzylcarbamoyl moiety as a cleavable linker. Three out of five conjugates

Design, synthesis, and biological evaluation of HDAC degraders with CRBN E3 ligase ligands

Histone deacetylases (HDACs) play important roles in cell growth, cell differentiation, cell apoptosis, and many other cellular processes. The inhibition of different classes of HDACs has been shown to be closely related to the therapy of cancers and other diseases. In this study, a series of novel CRBN-recruiting HDAC PROTACs were designed and synthesized by linking hydroxamic acid and benzamide with lenalidomide, pomalidomide, and CC-220 through linkers of different lengths and types. One of these PROTACs, denoted 21a, with a new benzyl alcohol linker, exhibited comparably excellent HDAC inhibition activity on different HDAC classes, acceptable degradative activity, and even better in vitro anti-proliferative activities on the MM.1S cell line compared with SAHA. Moreover, we report for the first time the benzyl alcohol linker, which could also offer the potential to be used to develop more types of potent PROTACs for targeting more proteins of interest (POI).