2815-67-0

Basic information

• Product Name: 1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE
• Synonyms: TRANS-2,3-DIMETHOXY-BETA-NITROSTYRENE;2-(2,3-DIMETHOXYPHENYL)NITROETHENE;2,3-DIMETHOXY-W-NITROSTYRENE;2,3-DIMETHOXY-OMEGA-NITROSTYRENE;2',3'-DIMETHOXY-BETA-NITROSTYRENE;1-(2,3-DIMETHOXYPHENYL) 2-NITROETHENE;1-(2,3-DIMETHOXYPHENYL)-2-NITROETHYLENE;1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE
• CAS NO: 2815-67-0
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.2
• Product Categories: Ethanes/ethenes
• Mol File: 2815-67-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 80-84 °C(lit.)
• Boiling Point: 328.3°Cat760mmHg
• Flash Point: 148.2°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 0.000366mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: 1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE(2815-67-0)
• EPA Substance Registry System: 1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE(2815-67-0)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36-50/53
• Safety Statements: 26-36-60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2815-67-0(Hazardous Substances Data)

Usage

General Description

1,2-DIMETHOXY-3-(2-NITROVINYL)BENZENE, also known as o-Nitroanethole, is a chemical compound with the molecular formula C10H12O4N2. It is a yellow liquid with a slightly sweet, herbal odor, and is commonly used as a flavoring agent in the food and beverage industry. It is also used in the synthesis of pharmaceuticals, fragrances, and other organic compounds. It is important to handle this chemical with caution, as it is classified as a hazardous substance and can cause skin and eye irritation upon contact. It is important to follow proper safety protocols when working with this chemical to avoid any potential health risks.

InChI:InChI=1/C10H11NO4/c1-14-9-5-3-4-8(10(9)15-2)6-7-11(12)13/h3-7H,1-2H3/b7-6+

Upstream product

• 76048-88-9 1-(2,3-dimethoxyphenyl)-2-nitroethan-1-ol 
• 75-52-5 nitromethane 
• 86-51-1 2,3-dimethyoxybenzaldehyde 

Downstream Products

• 3213-29-4 2,3-dimethoxyphenethylamine 
• 98862-93-2 7-[1-(2,3-dimethoxy-phenyl)-2-nitro-ethyl]-5H-[1,3]dioxolo[4,5-f]indole 
• 1190077-75-8 (S)-1,1-dimethylethyl-2-(1,1-dimethylethoxycarbo)-4-nitro-3-(2,3-dimethoxyphenyl)butyrate 
• 1198184-59-6 1-(1-(2,3-dimethoxyphenyl)-2-nitroethyl)-4-methoxybenzene 
• 1092516-31-8 (R)-3-(1-(2,3-dimethoxyphenyl)-2-nitroethyl)-1H-indole 
• 5707-56-2 (2,3-dimethoxyphenyl)acetaldehyde 
• 109937-92-0 1-(2,3-dimethoxy-benzyl)-5,6-dimethoxy-isoquinoline 
• 796074-04-9 (2,3-dimethoxy-phenyl)-acetic acid-(2,3-dimethoxy-phenethylamide) 
• 872788-11-9 1-(2,3-dimethoxy-benzyl)-5,6-dimethoxy-3,4-dihydro-isoquinoline 
• 141944-32-3 6-(2,3-dimethoxyphenyl)-N²,N²-dimethyl-3-cyclohexene-1,2-diamine 
• 142062-57-5 1,4,4a,10b-tetrahydro-9,10-dimethoxy-N,N-dimethyl-6-phenyl-4-phenanthridinamine hydrochloride 
• 141944-39-0 N-<6-(2,3-dimethoxyphenyl)-2-(dimethylamino)-3-cyclohexen-1-yl>benzamide 
• 141944-53-8 1,4,4a,5,6,10b-hexahydro-9,10-dimethoxy-N,N-dimethyl-6-phenyl-4-phenanthridinamine 
• 65713-30-6 2-chloro-N-(2,3-dimethoxyphenethyl)acetamide 

Relevant articles and documents

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.

SAR based design of nicotinamides as a novel class of androgen receptor antagonists for prostate cancer

Molecular knowledge of pure antagonism and systematic SAR study offered a direction for structural optimization of DIMN to provide nicotinamides as a novel series of AR antagonists. Nicotinamides with extended linear scaffold bearing sterically bulky alkoxy groups on isoquinoline end were synthesized for H12 displacement. AR binding affinity and molecular basis of antiandrogenic effect establish the optimized derivatives, 7au and 7bb, as promising candidates of second generation AR antagonists for advanced prostate cancer.

Efficient syntheses of (±)-cherylline and latifine dimethyl ether

A concise route for the syntheses of (±)-cherylline and latifine dimethyl ether is reported. The key steps involved are Michael addition of veratrole with p-methoxy nitrostyrene (for cherylline), anisole with 2,3-dimethoxy nitrostyrene (for latifine), and reduction of nitro intermediate, followed by Pictet-Spengler cyclization. Copyright