108536-18-1

Basic information

• Product Name: Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)-
• CAS NO: 108536-18-1
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• Mol File: 108536-18-1.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)-(108536-18-1)
• EPA Substance Registry System: Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)-(108536-18-1)

Safety Data

• Hazardous Substances Data: 108536-18-1(Hazardous Substances Data)

Usage

General Description

Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)- is a chemical compound that is also known as 4-(2-Nitroethenyl)-1,2-dimethoxybenzene. It is classified as a nitroalkenes compound, which is a type of compound that contains a nitro group (-NO2) and an alkene group. Benzene, 1,4-dimethoxy-2-(2-nitroethenyl)-, (E)- is commonly used in organic synthesis and as a building block for the production of various other chemicals. It may also have potential applications in pharmaceuticals and agrochemicals due to its unique structure and properties. Additionally, it is important to handle this compound with care, as it may pose health and environmental risks if not used properly.

Upstream product

• 14438-63-2 1-(2,5-dimethoxyphenyl)-2-nitroethanol 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 75-52-5 nitromethane 

Downstream Products

• 33877-55-3 3-(2,5-Dimethoxyphenyl)-N,N-dimethyl-4-nitrobutyramid 
• 3600-86-0 2,5-dimethoxyphenethylamine 
• 108536-19-2 1-(2,5-dimethoxyphenyl)-1-(phenylthio)-2-nitroethane 
• 24550-35-4 1-(2,5-dimethoxyphenyl)-1-methoxy-2-nitroethane 
• 3166-74-3 2,5-dimethoxyphenethylamine hydrochloride 
• 113966-97-5 Benzyl-[2-(2,5-dimethoxy-phenyl)-ethyl]-amine 
• 113967-07-0 2-Benzyl-5,8-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 
• 113967-01-4 Benzyl-[2-(2,5-dimethoxy-phenyl)-ethyl]-ethoxymethyl-amine 
• 113967-12-7 2-Benzyl-5,8-dimethoxy-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid butyl ester 
• 108536-21-6 (E)-N-[2-(2,5-dimethoxyphenyl)ethenyl] formamide 
• 100827-28-9 erbstatin 
• 108536-22-7 1-(2,5-dimethoxyphenyl)-1-(phenylthio)-2-aminoethane 

Relevant articles and documents

Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [3H]noradrenaline and [3H]5-HT transport in mammalian cell lines

Background and purpose: Illegal 'ecstasy' tablets frequently contain 3,4-methylenedioxymethamphetamine (MDMA)-like compounds of unknown pharmacological activity. Since monoamine transporters are one of the primary targets of MDMA action in the brain, a number of MDMA analogues have been tested for their ability to inhibit [3H]noradrenaline uptake into rat PC12 cells expressing the noradrenaline transporter (NET) and [3H]5-HT uptake into HEK293 cells stably transfected with the 5-HT transporter (SERT). Experimental approach: Concentration-response curves for the following compounds at both NET and SERT were determined under saturating substrate conditions: 4-hydroxy-3-methoxyamphetamine (HMA), 4-hydroxy-3-methoxymethamphetamine (HMMA), 3,4-methylenedioxy-N-hydroxyamphetamine (MDOH), 2,5-dimethoxy-4- bromophenylethylamine (2CB), 3,4-dimethoxymethamphetamine (DMMA), 3,4-methylenedioxyphenyl-2-butanamine (BDB), 3,4-methylenedioxyphenyl-N-methyl- 2-butanamine (MBDB) and 2,3-methylenedioxymethamphetamine (2,3-MDMA). Key results: 2,3-MDMA was significantly less potent than MDMA at SERT, but equipotent with MDMA at NET. 2CB and BDB were both significantly less potent than MDMA at NET, but equipotent with MDMA at SERT. MBDB, DMMA, MDOH and the MDMA metabolites HMA and HMMA, were all significantly less potent than MDMA at both NET and SERT. Conclusions and implications: This study provides an important insight into the structural requirements of MDMA analogue affinity at both NET and SERT. It is anticipated that these results will facilitate understanding of the likely pharmacological actions of structural analogues of MDMA.

Synthesis of angular quinoid heterocycles from 2-(2-nitrovinyl)-1,4- benzoquinone

Reactions of 2-(2-nitrovinyl)-1,4-benzoquinone with furans, indoles, and endocyclic enol ethers form angular fused heterocyclic quinoid ring systems. The reaction proceeds by a formal inverse electron-demand [4 + 2] cycloaddition reaction of the nitrovinylquinone and a double bond of the heterocycle. The initial quinoid cycloadducts can be readily tautomerized to hydroquinoid species, which may be dehydrogenated to fully aromatic quinones. In the case of furans, the tautomerized adducts may be ring-opened to give 6,7-di- or 5,6,7-tri-substituted-1,4-naphthalenediols. In the case of endocyclic enol ethers, formation of benzofuran products competes with [4 + 2] cycloaddition.

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.

Immunoassay for Phenethylamines of the 2C and DO Sub-Families

Immunoassay methods and their requisite components for the detection and determination of phenethylamines of the 2C and DO sub-families are described.