6316-70-7

Basic information

• Product Name: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROETHENE
• Synonyms: 3,4,5-Trimethyl-.beta.-nitrostyrene;3,4,5-TRIMETHOXYNITROSTYRENE;1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROETHENE;AKOS 217-22;NSC22597;3,4,5-TRIMETHOXY-BETA-NITROSTYRENE, >95%;1,2,3-Trimethoxy-5-(2-nitroethenyl)benzene;β-Nitro-3,4,5-trimethoxystyrene
• CAS NO: 6316-70-7
• Molecular Formula: C₁₁H₁₃NO₅
• Molecular Weight: 239.22
• Product Categories: Ethanes/ethenes
• Mol File: 6316-70-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 120-121 °C
• Boiling Point: 374.4°C at 760 mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.203g/cm³
• Vapor Pressure: 1.8E-05mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROETHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROETHENE(6316-70-7)
• EPA Substance Registry System: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROETHENE(6316-70-7)

Safety Data

• Hazardous Substances Data: 6316-70-7(Hazardous Substances Data)

Usage

General Description

1-(3,4,5-Trimethoxyphenyl)-2-nitroethene is a chemical compound that can be understood by parsing its name. It is based on an ethene molecule, which includes a double bond between two carbon atoms. One carbon is attached to a nitro group (NO2), making it a nitroethene. The other carbon is bonded to a phenyl group, which is a ring of six carbon atoms attached to hydrogen atoms. This phenyl group is further substituted with three methoxy groups (OCH3) at the third, fourth, and fifth positions on the ring. This product is typically presented as a yellow crystal solid. Its applications are mainly in the field of scientific research, particularly in organic chemistry. Safety measures are required while handling this chemical as it might be harmful if swallowed, inhaled, or makes contact with skin and eyes.

InChI:InChI=1/C11H13NO5/c1-15-9-6-8(4-5-12(13)14)7-10(16-2)11(9)17-3/h4-7H,1-3H3/b5-4+

Upstream product

• 75-52-5 nitromethane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 14326-13-7 1-(1-hydroxy-2-nitroethyl)-3,4,5-trimethoxybenzene 
• 64-17-5 ethanol 
• 67-56-1 methanol 
• 440667-51-6 3-(3,4,5-trimethoxyphenyl)dihydropyrrolo[1,2-c]oxazole-1,5-dione 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 34346-90-2 3-(3',4',5'-trimethoxyphenyl)-prop-2-en-1-al 

Downstream Products

• 54-04-6 mescaline 
• 128869-27-2 2-(allylthio)-1-nitro-2-(3,4,5-trimethoxyphenyl)ethane 
• 141944-24-3 N,N-dimethyl-6-nitro-5-(3,4,5-trimethoxyphenyl)-2-cyclohexen-1-amine 
• 132557-22-3 (1S,2R,3R,10bS)-8,9-Dimethoxy-1-nitro-2-(3,4,5-trimethoxy-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester 
• 63909-39-7 1,2,3-trimethoxy-5-(2-nitroethyl)benzene 
• 81289-20-5 3-nitro-2-(3,4,5-trimethoxyphenyl)-2H-chromene 
• 33877-70-2 ethyl 4-nitro-3-(3,4,5-trimethoxyphenyl)butanoate 
• 133116-46-8 3-(3,4,5-Trimethoxy-phenyl)-furo[3,2-c]chromen-4-one 
• 402717-56-0 4′′-methyl-N-[(3,4,5-trimethoxyphenyl)ethyl]benzenesulfonamide 
• 107092-75-1 3-[(Z)-2-Nitro-3-(3,4,5-trimethoxy-phenyl)-propenyl]-1H-indole 
• 107092-63-7 4-[(Z)-2-Nitro-3-(3,4,5-trimethoxy-phenyl)-propenyl]-phenol 
• 107092-62-6 3-[(Z)-2-Nitro-3-(3,4,5-trimethoxy-phenyl)-propenyl]-phenol 
• 107092-56-8 1,2,3-Trimethoxy-5-[(Z)-3-(3-methoxy-phenyl)-2-nitro-allyl]-benzene 
• 107092-57-9 1,2,3-Trimethoxy-5-[(Z)-3-(4-methoxy-phenyl)-2-nitro-allyl]-benzene 

Relevant articles and documents

Synthesis, binding, and functional properties of tetrahydroisoquinolino-2-alkyl phenones as selective σ2R/TMEM97 ligands

Sigma-2 receptor (σ2R/TMEM97) has been implicated to play important roles in multiple cellular dysfunctions, such as cell neoplastic proliferation, neuro-inflammation, neurodegeneration, etc. Selective σ2 ligands are believed to be promising pharmacological tools to regulate or diagnose various disorders. As an ongoing effort of discovery of new and selective σ2 ligands, we have synthesized a series of tetrahydroisoquinolino-2-alkyl phenone analogs and identified that 10 of them have moderate to potent affinity and selectivity for σ2R/TMEM97. Especially, 4 analogs showed Ki values ranging from 0.38 to 5.1 nM for σ2R/TMEM97 with no or low affinity for sigma-1 receptor (σ1R). Functional assays indicated that these 4 most potent analogs had no effects on intracellular calcium concentration and were classified as putative σ2R/TMEM97 antagonists according to current understanding. The σ2R/TMEM97 has been suggested to play important roles in the central nervous system. Based on published pharmacological and clinical results from several regarded σ2R/TMEM97 antagonists, these analogs may potentially be useful for the treatment of various neurodegenerative diseases.

Combretastatin A-4: The Antitubulin Agent that Inspired the Design and Synthesis of Styrene and Spiroisatin Hybrids as Promising Cytotoxic, Antifungal and Antiviral Compounds

The design of a series of styrene and spiroisatin hybrids was based on the structure of combretastatin A-4 1. This library of 20 compounds were synthesized with the pharmacophoric units: 3,4,5-trimethoxy or/and 4-hydroxy-3-methoxy phenyl moities in their structure. Thereby, the libraries of β-nitrostyrenes 10a-10c, spiroisatin-dihydroquinolines 14a-14c, spiroisatinthiazolidinones 17a-17c and spiroisatin-nitropyrrolizidines 20a-20k were evaluated for their in vitro cytotoxic, anti-proliferative, antifungal and antiviral activities. Biological results revealed that among these compounds, β-nitrostyrenes 10a-10c exhibited significant cytotoxicity (HeLa and Jurkat tumor cells) and antifungal (T. mentagrophytes) activities. Moreover, the spiroisatin-dihydroquinoline 14a and 14c showed promising cytotoxicity (U937 cells). 14a-14c molecules were active against human herpesviruses serotypes 1 and 2 (HHV-1 and HHV-2), but only 14a and 14b were effective against dengue virus serotype 2 (DENV-2). The spiroisatin-nitropyrrolizidine 20c exhibited moderate anti-herpetic activity, while 17c spiroisatin-thiazolidinone derivative also reduced the infection of HHV-1 and DENV-2. Finally, the molecular docking showed that these kind of molecules interact with the subunit α/β-tubulin.

Design, synthesis and evaluation of thiourea derivatives as antimicrobial and antiviral agents

Background: The development of drug-resistant by bacteria appears rapidly and thus making the effectiveness of antibiotics severely limited. Methods: A series of thiourea derivatives was synthesized, characterized and evaluated for their in vitro antibacterial, antifungal and antiviral activities. Results: Structures of the newly synthesized compounds were confirmed by elemental and spectral analysis. The biological results showed that some of the target compounds displayed comparable antimicrobial and antiviral activities with reference drugs. Structure-activity relationship studies revealed that the ortho-chloro or fluoro substituted phenyl at Ar1 and substituted pyridinyl at Ar2 positions of the thiourea nucleus are essential for their in vitro antimicrobial and anti-HIV activity. In particular, compounds 8 and 10 showed better activity against the tested bacteria, fungi and viral strains than other synthesized PET derivatives reported in the present study. Conclusion: These results provide an encouraging lead that could be used for the development of new potent antiviral and antimicrobial agents.