4230-93-7

Basic information

• Product Name: 3,4-DIMETHOXY-B-NITROSTYRENE
• Synonyms: 1-(3,4-DIMETHOXYPHENYL)-2-NITROETHENE;1,2-DIMETHOXY-4-(2-NITROVINYL)BENZENE;3,4-Dimethoxy-alpha-nitrostyrene;3,4-DIMETHOXY-B-NITROSTYRENE;3,4-DIMETHOXYNITROSTYRENE;3,4-DIMETHOXY-OMEGA-NITROSTYRENE;3,4-DIMETHOXY-BETA-NITROSTYRENE;2-METHOXY-4-(2-NITROVINYL)PHENYL METHYL ETHER
• CAS NO: 4230-93-7
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.2
• Product Categories: Styrenes
• Mol File: 4230-93-7.mol
• Article Data: 117

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 343.9 °C at 760 mmHg
• Flash Point: 158.6 °C
• Appearance: /
• Density: 1.197 g/cm³
• Vapor Pressure: 0.000136mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3,4-DIMETHOXY-B-NITROSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHOXY-B-NITROSTYRENE(4230-93-7)
• EPA Substance Registry System: 3,4-DIMETHOXY-B-NITROSTYRENE(4230-93-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 4230-93-7(Hazardous Substances Data)

Usage

General Description

3,4-Dimethoxy-beta-nitrostyrene is a chemical compound known for being a potent nitroalkene intermediate. It is known for its usage in various organic synthesis processes. Its chemical formula is C10H11NO4, and it is characterized by the presence of a nitro group (-NO2) and two methoxy groups (-OCH3). It has a molecular weight of 211.20 g/mol. The chemicals' presence of nitro affords it an electron-withdrawing capacity, contributing to its importance in broader reactivity scopes. However, due to the potential hazards associated with its handling, direct contact, exposure or ingestion, precautions are required.

InChI:InChI=1/C10H11NO4/c1-14-9-4-3-8(5-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3/b6-5+

Upstream product

• 75-52-5 nitromethane 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 631-61-8 ammonium acetate 
• 91-16-7 1,2-dimethoxybenzene 
• 120-80-9 benzene-1,2-diol 
• 121-33-5 vanillin 
• 6380-23-0 3,4-dimethoxystyrene 
• 20583-78-2 ethyl (E)-3,4-dimethoxycinnamate 
• 39220-86-5 2-nitro-1-(3,4-dimethoxyphenyl)ethanol 

Downstream Products

• 57542-90-2 (dimethoxy-3,4 phenyl)-2 methoxy-2 nitro-1 ethane 
• 118509-95-8 (E)-1,2-dimethoxy-4-nitro-5-(2-nitroethenyl)benzene 
• 55446-63-4 4-(1,2-dibromo-2-nitro-ethyl)-1,2-dimethoxy-benzene 
• 77733-60-9 2-(3,4-dimethoxyphenyl)acetaldehyde oxime 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 189831-08-1 4-(3,4-dimethyl-6-nitro-cyclohex-3-enyl)-1,2-dimethoxy-benzene 
• 67861-34-1 4-{6-[1-(3,4-dimethoxy-phenyl)-2-nitro-ethyl]-cyclohex-1-enyl}-morpholine 
• 56493-39-1 [2-(3,4-Dimethoxy-phenyl)-3-nitro-propyl]-methyl-amine 
• 56580-12-2 6-Hydroxy-4-(3,4-dimethoxyphenyl)-5-nitrobicyclo<4.3.0>nonan-2-on 
• 56580-13-3 6-Hydroxy-4-(3,4-dimethoxyphenyl)-5-nitrobicyclo<4.4.0>decan-2-on 
• 54210-65-0 2-(3,4-Dimethoxyphenyl)-1-hydroxy-2-nitro-5-oxo-1-cyclohexanessigsaeure-methylester 
• 54210-64-9 2-(3,4-Dimethoxyphenyl)-4-hydroxy-4-methyl-3-nitro-6-oxo-1-cyclohexancarbonsaeure-methylester 
• 18123-21-2 4-Nitro-1-ethoxy-5-(3,4-dimethoxy-phenyl)-cyclohexen-⁽¹⁾ 
• 136289-41-3 1-nitro-2-(3,4-dimethoxyphenyl)-3-(phenylsulphonyl)propene 

Relevant articles and documents

Microwave-assisted rapid synthesis of spirooxindole-pyrrolizidine analogues and their activity as anti-amyloidogenic agents

A library of Sox-pyrrolizidines was rapidly prepared by microwave-assisted, one-pot, three-component, 1,3-dipolar cycloaddition of azomethine ylides from l-proline and isatin, with various β-nitrostyrenes. Nitro-Sox compounds, 4b, 4d and 4e inhibit HEWL amyloid fibril formation by ThT studies with percentages of fluorescence intensity of 55.4, 42.9 and 40.3%, respectively. Further studies with MTT assay, Raman spectroscopy, TEM and molecular docking supported these promising candidates for activity against amyloid misfolding, a phenomenon leading to Alzheimer's disease pathology.

Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhanced the survival rate of patient with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives were synthesized and evaluated for their activities on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure–activity relationship (SAR) analysis revealed that 2,3-dimethoxy moiety might be beneficial for activity. Among them, 9k displayed the most potent activity with IC50 value of 9.5 ± 0.5 μM, better than that of BBR. Also, it significantly decreased PCSK9 protein level at cellular level, as well as in the liver and serum of mice in vivo. Furthermore, 9k markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of 9k is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, 9k might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

A covalent p97/VCP ATPase inhibitor can overcome resistance to CB-5083 and NMS-873 in colorectal cancer cells

Small-molecule inhibitors of p97 are useful tools to study p97 function. Human p97 is an important AAA ATPase due to its diverse cellular functions and implication in mediating the turnover of proteins involved in tumorigenesis and virus infections. Multi