16523-32-3

Basic information

• Product Name: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(acetyloxy)-
• CAS NO: 16523-32-3
• Molecular Formula: C10H8O6
• Molecular Weight: 224.17
• Mol File: 16523-32-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(acetyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(acetyloxy)-(16523-32-3)
• EPA Substance Registry System: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(acetyloxy)-(16523-32-3)

Safety Data

• Hazardous Substances Data: 16523-32-3(Hazardous Substances Data)

Upstream product

• 108-46-3 recorcinol 
• 108-24-7 acetic anhydride 
• 2654-72-0 2,5-dihydroxy-3,6-dimethyl-1,4-benzoquinone 
• 615-94-1 2,5-dihydroxy-1,4-benzoquinone 

Downstream Products

• 68014-16-4 Acetic acid 5-acetoxy-3,6-dioxo-bicyclohexyl-1,4-dien-2-yl ester 
• 68014-15-3 Acetic acid 5'-acetoxy-3',6'-dioxo-[1,1';4',1'']tercyclohexane-1',4'-dien-2'-yl ester 
• 2552-83-2 Di-O-acetyl-rapanon (11β-Hydroxy-coroglaucigenin) 
• 573-40-0 rapanone 
• 71924-08-8 1,4,5,8-tetrahydro-anthraquinone 
• 213831-86-8 2-acetoxy-5-methoxy-[1,4]benzoquinone 
• 3117-03-1 2,5-dimethoxyquinone 
• 5691-70-3 2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione 
• 173348-63-5 2-acetoxy-5-hydroxy-p-benzoquinone 
• 68014-17-5 Acetic acid 4-acetoxy-2-butyl-3,6-dihydroxy-phenyl ester 

Relevant articles and documents

Preparation and structure-activity relationships of novel asterriquinone derivatives

Asterriquinone (ARQ, la) is an antitumor metabolite of Aspergillus terreus IFO 6123. To gain insight into the structure-activity relationships of ARQ, a series of chemically modified derivatives (1 - 6), the ARQ analogues (b - e) and the 2,5-dihydroxy-p-benzoquinone analogues (f - h), were prepared, and cytotoxic activity against mouse leukemia P388 cells investigated. Results indicated that: 1) at least one hydroxy group or acetoxy group in the p-benzoquinone moiety is important to exhibit cytotoxicity; 2) in the p-benzoquinone moiety, a single methoxy group and/or one acetoxy group substitution showed more potent cytotoxicity than when two hydroxy groups are substituted (1); 3) the indole ring is important for the cytotoxicity of ARQ analogues; 4) the 1,1-dimethyl-2-propenyl group in the indole ring is not important for the cytotoxic activity of ARQ.

New Heterocycles Derived from a Simultaneous Substitution and Reductive Acetylation of 2,5-Dihydroxy-1,4-benzoquinone by N-Containing Heterocycles

Reaction of 2,5-dihydroxy-1,4-benzoquinone with pyridine, 3-picoline and acridine in acetic anhydride lead to the preparation of 3-(4-pyridyl)-1,2,4,5-benzenetetrol tetraacetate, 3--1,2,4,5-benzeneterol tetraacetate and 3-(9-acridyl)-