59481-63-9

Basic information

• Product Name: Benzaldehyde, 2-hydroxy-3,4,5-trimethoxy-
• CAS NO: 59481-63-9
• Molecular Formula: C10H12O5
• Molecular Weight: 212.202
• Mol File: 59481-63-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2-hydroxy-3,4,5-trimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2-hydroxy-3,4,5-trimethoxy-(59481-63-9)
• EPA Substance Registry System: Benzaldehyde, 2-hydroxy-3,4,5-trimethoxy-(59481-63-9)

Safety Data

• Hazardous Substances Data: 59481-63-9(Hazardous Substances Data)

Upstream product

• 100-97-0 hexamethylenetetramine 
• 19676-64-3 2,3,4-trimethoxyphenol 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 73252-53-6 3,4,5-trimethoxy-2-iodobenzaldehyde 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 
• 76-05-1 trifluoroacetic acid 
• 50-00-0 formaldehyd 
• 127581-59-3 1-benzyloxy-2,3,4-trimethoxybenzene 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 65884-12-0 2,3,4,5-tetramethoxybenzaldehyde 
• 1601474-97-8 (2-(tert-butyldimethylsilyloxy)-3,4,5-trimethoxyphenyl)(3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl) 
• 1601474-98-9 (2-(tert-butyldimethylsilyloxy)-3,4,5-trimethoxyphenyl)(3-(tert-butyldimethylsilyloxy)-4-methoxyphenyl)methanone 
• 1601474-77-4 (2-hydroxy-3,4,5-trimethoxyphenyl)(4-methoxyphenyl)methanone 
• 1601474-87-6 (3-hydroxy-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxyphenyl)-methanone 
• 1601474-95-6 2-((tert-butyldimethylsilyl)oxy)-3,4,5-trimethoxybenzaldehyde 
• 6035-49-0 6,7,8-trimethoxy-2H-chromen-2-one 

Relevant articles and documents

Identification of Pyruvate Carboxylase as the Cellular Target of Natural Bibenzyls with Potent Anticancer Activity against Hepatocellular Carcinoma via Metabolic Reprogramming

Cancer cell proliferation in some organs often depends on conversion of pyruvate to oxaloacetate via pyruvate carboxylase (PC) for replenishing the tricarboxylic acid cycle to support biomass production. In this study, PC was identified as the cellular target of erianin using the photoaffinity labeling-click chemistry-based probe strategy. Erianin potently inhibited the enzymatic activity of PC, which mediated the anticancer effect of erianin in human hepatocellular carcinoma (HCC). Erianin modulated cancer-related gene expression and induced changes in metabolic intermediates. Moreover, erianin promotes mitochondrial oxidative stress and inhibits glycolysis, leading to insufficient energy required for cell proliferation. Analysis of 14 natural analogs of erianin showed that some compounds exhibited potent inhibitory effects on PC. These results suggest that PC is a cellular target of erianin and reveal the unrecognized function of PC in HCC tumorigenesis; erianin along with its analogs warrants further development as a novel therapeutic strategy for the treatment of HCC.

SMALL MOLECULE DRUG CONJUGATES OF GEMCITABINE MONOPHOSPHATE

Disclosed are compounds having formula (I): or a pharmaceutically acceptable salt, ester, amide, solvate, or stereoisomer thereof, wherein L, Y1, Y2, Y3, Y4, Y5, Z1, Z2, Z3, Z4, Z5, Z6 are each as defined in the specification; compositions thereof; uses thereof; and methods of use thereof.

Antimitotic and vascular disrupting agents: 2-Hydroxy-3,4,5- trimethoxybenzophenones

2-Hydroxy-3,4,5-trimethoxybenzophenones (8-16) manifest pseudo-ring formation involving intramolecular hydrogen bonding of the 2-OH and the carbonyl group. Among the synthetic products described in this report, (3-hydroxy-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxyphenyl)-methanone (14) and (3-amino-4-methoxyphenyl)(2-hydroxy-3,4,5-trimethoxy-phenyl)methanone (16) exhibit significant antiproliferative activity against KB cells with IC 50 values of 11.1 and 11.3 nM, respectively. These two compounds also displayed tubulin affinity comparable to that of combretastatin A-4. In studies with human umbilical vein endothelial cells, compounds 14 and 16 revealed concentration-dependent vascular-disrupting properties. The results support the rationale of the pseudo-ring concept and suggest further investigation of A-ring modification in these benzophenones.