130190-35-1

Basic information

• Product Name: dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate
• Synonyms: dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate
• CAS NO: 130190-35-1
• Molecular Weight: 306.252
• Mol File: 130190-35-1.mol

Chemical Properties

• CAS DataBase Reference: dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate(130190-35-1)
• EPA Substance Registry System: dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate(130190-35-1)

Safety Data

• Hazardous Substances Data: 130190-35-1(Hazardous Substances Data)

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 868-85-9 Dimethyl phosphite 
• 813-78-5 dimethylphosphoric acid 

Downstream Products

• 89064-44-8 5-[(2R)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol 
• 205366-78-5 2-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethane-1-one 
• 130190-39-5 2-(benzo[d][1,3]dioxol-5-yl)-1-(3,4,5-trimethoxyphenyl)ethan-1-one 
• 130190-40-8 2-(3,4-dimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethan-1-one 
• 89018-72-4 2-(3-hydroxy-4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethan-1-one 
• 916165-41-8 5-(4-methoxy-3-nitro-phenyl)-4-(3,4,5-trimethoxy-phenyl)-[1,2,3]thiadiazole 

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.

Design, synthesis and biological evaluation of 3,4-diaryl-1,2,5-oxadiazole-2/5-oxides as highly potent inhibitors of tubulin polymerization

Structure-activity relationships for rigid analogues of combretastatin A-4 (CA-4) were investigated, leading to the discovery of a series of 3,4-diaryl-1,2,5-oxadiazole-N-oxides. Among them, 7n′ and 7n′′ showed remarkable antiproliferative activities agai

Preparation and application of 3,4-diaryl-1,2,5-oxadiazole oxide

The invention belongs to the technical field of medicine, and relates to preparation and application of a 3,4-diaryl-1,2,5-oxadiazole oxide, in particular to a 3,4-diaryl-1,2,5-oxadiazole oxide compound and application thereof in preparation of anti-tumor medicine by serving as a tumor cell proliferation inhibitor. The compound is shown as the general formula I or general formula II (please see the formulas in the description), wherein R1-R5 are described as the claims and the description.

Synthesis and biological evaluation of 2,3-diarylthiophene analogues of combretastatin A-4

A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 (CA-4) were designed with a rigid thiophene moiety to retain the cis-olefin configuration of CA-4 and were subsequently synthesised. All of the target compounds were evaluated for their

Synthesis and biological evaluation of novel 3,4-diaryl-1,2,5-selenadiazol analogues of combretastatin A-4

A set of novel selenium-containing heterocyclic analogues of combretastatin A-4 (CA-4) have been designed and synthesised using a rigid 1,2,5-selenadiazole as a linker to fix the cis-orientation of ring-A and ring-B. All of the target compounds were evalu

Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues

In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasi

COMPOUNDS FOR THE TREATMENT OF ANGIOGENESIS

The invention relates to isoxazole, isothiazole, and triazole compounds that are useful for treating or inhibiting angiogenesis.

Synthesis and activity of Combretastatin A-4 analogues: 1,2,3-thiadiazoles as potent antitumor agents

A series of 4,5-disubstitute-1,2,3-thiadiazole compounds were designed and synthesized as potent anticancer agents, some of them exhibited excellent in vitro and in vivo inhibitory activity.

COMPOUNDS FOR THE TREATMENT OF PROLIFERATIVE DISORDERS

The invention relates to compounds of structural formula (I); or a pharmaceutically acceptable salt, solvate, clathrate, and prodrug thereof, wherein Ra, Rb, and R2 are defined herein. These compounds inhibit tubulin polym

REGIOSPECIFICALLY SUBSTITUTED DEOXIBENZOINS BY HORNER CONDENSATION OF AROMATIC ALDEHYDES WITH O-PROTECTED α-ARYL-α-HYDROXYMETHANEPHOSPHONATES

Dimethyl-α-aryl-α-hydroxymethanephosphonates, prepared by addition of dimethyl phosphite to the appropriate aromatic aldehyde, Ar-CHO, have been protected at oxygen by reaction with 3,4-dihydro-2H-pyran catalyzed by p-toluenesulphonic acid and condensed w