78055-65-9

Basic information

• Product Name: (3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER
• Synonyms: (3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER;diethyl 3,4-diMethoxybenzylphosphonate;4-(diethoxyphosphorylmethyl)-1,2-dimethoxybenzene
• CAS NO: 78055-65-9
• Molecular Formula: C₁₃H₂₁O₅P
• Molecular Weight: 288.276601
• Mol File: 78055-65-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 389.1°C at 760 mmHg
• Flash Point: 202.7°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 6.54E-06mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: (3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER(78055-65-9)
• EPA Substance Registry System: (3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER(78055-65-9)

Safety Data

• Hazardous Substances Data: 78055-65-9(Hazardous Substances Data)

Usage

Description

(3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER is a phosphonic acid ester compound with potential applications in various industries due to its unique chemical structure and properties.
Used in Pharmaceutical Industry:
(3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER is used as a building block for the synthesis of various drugs, contributing to the development of new therapeutic agents.
Used in Antiviral Applications:
(3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER is used as a potential inhibitor of the enzyme 3C-like protease, which is involved in the replication of coronaviruses, offering a possible approach to combat viral infections.
Used in Chemical Research:
(3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER is used in the study of metal-ion coordination and catalysis, providing insights into its potential applications in these fields and contributing to the advancement of chemical science.

InChI:InChI=1/C13H21O5P/c1-5-17-19(14,18-6-2)10-11-7-8-12(15-3)13(9-11)16-4/h7-9H,5-6,10H2,1-4H3

Upstream product

• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 122-52-1 triethyl phosphite 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 2150-38-1 methyl 3,4-dimethoxybenzoate 
• 78-40-0 triethyl phosphate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 76950-82-8 1-(3,4-Dimethoxy-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide 

Downstream Products

• 18513-98-9 3,4,3',4'-Tetramethoxystilben 
• 873336-79-9 5-[2-(3,4-dimethoxy-phenyl)-ethyl]-6-methoxy-2,2,7,8-tetramethyl-chroman 
• 873336-80-2 4-[2-(6-methoxy-2,2,7,8-tetramethyl-chroman-5-yl)-ethyl]-benzene-1,2-diol 
• 1459701-34-8 (E)-1-(2,3,4-trimethoxyphenyl)-2-(3,4-di-methoxyphenyl)ethene 
• 1459701-35-9 (E)-1-(2,6-dimethoxyphenyl)-2-(3,4-dimethoxyphenyl)ethene 
• 1219801-02-1 4-(3,4-dimethoxyphenethyl)benzene-1,2,3-triol 
• 76236-94-7 2'-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-3,4-dimethoxy-biphenyl 
• 1316240-22-8 (3S)-(3,4-dimethoxyphenyl)-(4R)-[(E)-3,4-dimethoxystyryl]cyclohex-1-ene 

Relevant articles and documents

Synthetic method for dihydrostilbenes and anti-inflammatory compounds containing thereof

The present invention aims to provide an effective anti-inflammatory agent without side effects. The present inventors have invented a method for efficiently synthesizing dihydrostilbene and derivatives (compounds 1 to 5) from starting materials at a high yield. In addition, the anti-inflammatory effects were evaluated in LPS-induced RAW-264.7 macrophages. The compounds of dihydrostilbene do not exhibit cytotoxicity and are shown to weakly or well inhibit nitric oxide production induced by LPS at the concentration of 10 andmu;M.COPYRIGHT KIPO 2018

Synthesis, biological evaluation and docking studies of trans-stilbene methylthio derivatives as cytochromes P450 family 1 inhibitors

Cytochromes P450 family 1 (CYP1) are responsible for the metabolism of procarcinogens, for example polycyclic aromatic hydrocarbons and aromatic and heterocyclic amines. The inhibition of CYP1 activity is examined in terms of chemoprevention and cancer chemotherapy. We designed and synthesized a series of trans-stilbene derivatives possessing a combination of methoxy and methylthio functional groups attached in different positions to the trans-stilbene skeleton. We determined the effects of synthesized compounds on the activities of human recombinant CYP1A1, CYP1A2 and CYP1B1 and, to explain the variation of inhibitory potency of methoxystilbene derivatives and their methylthio analogues, we employed computational analysis. The compounds were docked to CYP1A1, CYP1A2 and CYP1B1 binding sites with the use of Accelrys Discovery Studio 4.0 by the CDOCKER procedure. For CYP1A2 and CYP1B1, values of scoring functions correlated well with inhibitory potency of stilbene derivatives. All compounds were relatively poor inhibitors of CYP1A2 that possess the most narrow and flat enzyme cavity among CYP1s. For the most active CYP1A1 inhibitor, 2-methoxy-4′-methylthio-trans-stilbene, a high number of molecular interactions was observed, although the interaction energies were not distinctive.

3,4,2′-Trimethoxy-trans-stilbene-a potent CYP1B1 inhibitor

A novel series of methoxy-trans-stilbenes with 3,4-dimethoxy motifs was designed and synthesized. The inhibitory potency of 3,4-dimethoxystilbene derivatives against cytochrome P450 isozymes CYP1A1, CYP1B1 and CYP1A2 was evaluated. 3,4,2′-Trimethoxy-trans-stilbene (3,4,2′-TMS) exhibited extremely potent inhibitory action against CYP1B1 activity with an IC 50 of 0.004 μM. 3,4,2′-TMS exhibited 90-fold selectivity for CYP1B1 over CYP1A1 and 830-fold selectivity for CYP1B1 over CYP1A2. However, 3,4,2′,4′-tetramethoxy-trans-stilbene appeared to be the most selective inhibitor of both CYP1B1 and CYP1A1 showing very low affinity toward CYP1A2. Complementary experimental studies and computational methods were used to explain what structural determinants decide the specific affinity of stilbene derivatives to CYP1A2 and CYP1B1 binding sites.