5691-54-3

Upstream product

• 18735-47-2 MEDZQ 
• 186581-53-3 diazomethane 
• 25653-42-3 2-hydroxy-5-methoxy-p-xyloquinone 
• 2654-72-0 2,5-dihydroxy-3,6-dimethyl-1,4-benzoquinone 
• 173348-65-7 2,5-diacetoxy-p-xyloquinone 
• 213831-85-7 2-acetoxy-5-methoxy-p-xyloquinone 
• 173348-62-4 2-acetoxy-5-hydroxy-p-xyloquinone 
• 3117-03-1 2,5-dimethoxyquinone 
• 67-68-5 dimethyl sulfoxide 

Relevant academic research and scientific papers

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.

Partial deacetylation of asterriquinone diacetate by aqueous sodium bicarbonate in pyridine

Asterriquinone (ARQ); 2,5 -bis[1-(1,1-dimethyl-2-propenyl)-1H-indol-3- yl]-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione and ARQ monoacetate are metabolites from mycelium of Aspergillus terreux IFO 6123. ARQ diacetate was convened into ARQ monoacetate by treatment with 5% aq. NaHCO3 in pyridine at 80°C for 5 min, and the yield was 93.4%. Similarly, by treatment with 5% aq. NaHCO3 in acetone at room temperature, 2,5-diacetoxy-p-xyloquinone and 2,5- diacetoxy-p-benzoquinone were convened into 2-acetoxy-5-hydroxy-p-xyloquinone (yield, 85.8%) and 2-acetoxy-5-hydroxy-p-benzoquinone (yield, 66.7%), respectively.

Dimethyl sulfoxide and anhydrous copper (II) sulfate as alkylating reagent for 1,4-quinones

1,4-Quinones and its derivatives have been alkylated by dimethyl sulfoxide in the presence of anhydrous copper (II) sulfate at the active quinonoid position selectively, in a facile single step reaction with good yields.

Reactive dyestuffs

Triphendioxazine reactive dyestuffs of the general formula STR1 with the substituent definition given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups. They give red dyeings with high wet- and light-fastnesses.

Triphendioxazine dyestuffs

Triphendioxazine dyestuffs of the formula STR1 having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.