55020-64-9

Basic information

• Product Name: Benzene, 1,2,3-tris(phenylmethoxy)-
• CAS NO: 55020-64-9
• Molecular Formula: C27H24O3
• Molecular Weight: 396.486
• Mol File: 55020-64-9.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1,2,3-tris(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2,3-tris(phenylmethoxy)-(55020-64-9)
• EPA Substance Registry System: Benzene, 1,2,3-tris(phenylmethoxy)-(55020-64-9)

Safety Data

• Hazardous Substances Data: 55020-64-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 87-66-1 2-hydroxyresorcinol 
• 100-44-7 benzyl chloride 

Downstream Products

• 6274-77-7 1,2,3-tris-benzyloxy-5-nitrobenzene 
• 6625-45-2 2,6-bis-benzyloxy-[1,4]benzoquinone 
• 224633-63-0 2,3-dibenzyloxy-1,4-benzoquinone 
• 27916-67-2 2,3,4-tris(benzyloxy)benzaldehyde 
• 42528-81-4 2,6-bis-benzyloxy-benzene-1,4-diol 
• 21450-56-6 1,2,3,4-tetramethoxybenzene 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 642-96-6 1,2,3,4-tetrahydroxybenzene 
• 95778-33-9 1,2,3,4-tetramethoxy-5-methyl-6-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene 
• 87997-28-2 2,3,4-tribenzyloxyphenol 
• 69422-80-6 ubiquinol-3 
• 42528-82-5 1,2-dibenzyloxy-1,4-hydroquinone-diacetate 
• 6274-74-4 2,6-dibenzyloxy-1,4-dimethoxybenzene 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 

Relevant articles and documents

Design of wogonin-inspired selective cyclin-dependent kinase 9 (CDK9) inhibitors with potent in vitro and in vivo antitumor activity

Wogonin, a natural product isolated from the plant Scutellaria baicalensis, has been shown to be a potent and selective inhibitor of CDK9. With the purpose of investigating the activity and selectivity of this chemical scaffold, several series of wogonin derivatives were prepared and screened for CDK9 inhibition and cellular antiproliferative activity. Among these compounds, the drug-like compound 51 showed potent activity against CDK9 (IC50 = 19.9 nM) and MV4-11 cell growth (IC50 = 20 nM). In addition, compound 51 showed much improved physicochemical properties, such as water solubility, compared with the parent compound wogonin. The follow-up studies showed that the compound 51 is selective toward CDK9-overexpressing cancer cells over normal cells. Preliminary mechanism studies on the anticancer effect indicated that 51 inhibited the proliferation of MV4-11 cells via caspase-dependent apoptosis. In addition, highlighted compound 51 showed significant antitumor activity in mouse acute myeloid leukemia (AML) models without producing apparent toxic effects in vivo, which gave us a new tool for further investigation of CDK9-targeted inhibitor as a potential antitumor drug especially for AML.

Discovery and synthesis of novel Wogonin derivatives with potent antitumor activity in vitro

Phenotypic screening of high quality compound library is one of the most effective strategy to obtain novel bioactive compounds. Recently, our group have constructed a Wogonin-scaffold library with substituents diversity and successfully obtained a series

Synthesis, evaluation and quantitative structure–activity relationship (QSAR) analysis of Wogonin derivatives as cytotoxic agents

A novel series of 49 wogonin derivatives were synthesized by introducing group at 7-, 8- or B ring of wogonin. The cytotoxic activities against HepG2, A549 and BCG-823 cancer cell lines were also investigated in vitro. Several of them showed obvious cytotoxic activities and compound 3h possessed the highest potency against HepG2, A549, and BCG-823 with IC50 values of 1.07 μM, 1.74 μM and 0.98 μM, respectively. A quantitative structure-activity relationship (QSAR) study of these synthetic derivatives as well as wogonin indicated that high solubility and low octanol/water partition coefficient are favorable, and excessive electrostatic properties and refractivity are unfavorable for the cytotoxic activities of these wogonin derivatives. These findings and results provide a base for further investigations.

Synthesis of 1,2,3,4-tetrahydroxybenzenes from biomass-derived carbon

A bioengineered synthesis scheme for the production of 1,2,3,4-tetrahydroxybenzene from a carbon source is provided. Methods of producing 1,2,3,4-tetrahydroxybenzene acid from a carbon source based on the synthesis scheme are also provided. Methods are also provided for converting 1,2,3,4-tetrahydroxybenzene to 1,2,3-trihydroxybenzene by catalytic hydrogenation.

Total synthesis of seco-lateriflorone

A convergent strategy toward the synthesis of lateriflorone (5) is described. Our approach is based on biosynthetic considerations and draws on a sequence of prenylation, oxygenation and Claisen reactions for the construction of chromenequinone 6, and a tandem Claisen/Diels-Alder reaction cascade for the synthesis of caged tricycle 7. Union of fragments 6 and 7 led to the synthesis of seco-lateriflorone (49).

A khellin-like 7,7'-glycerol-bridged bischromone with anti-anaphylactic activity

The synthesis of the title compound 3 is described. Its performance in Passive Cutaneous Anaphylaxis (PCA) testing was evaluated.