5438-41-5

Basic information

• Product Name: 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE
• Synonyms: 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE;1-(3',4'-METHYLENEDIOXYPHENYL)-2-NITRO-1-PROPENE;1-(3,4-METHYLENEDIOXYPHENYL) 2-NITROPROPENE;1-(3,4-Methylenedioxyphenyl)-2-nitroprop-1-ene;5-(2-Nitroprop-1-enyl)benzo[d][1,3]dioxole;5-(2-Nitroprop-1-en-1-yl)benzo[d][1,3]dioxole;1,3-Benzodioxole,5-(2-nitro-1-propen-1-yl)-;5-[(1E)-2-nitroprop-1-en-1-yl]-1,3-benzodioxole
• CAS NO: 5438-41-5
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18
• Product Categories: Propanes/propenes
• Mol File: 5438-41-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 94-96°C
• Boiling Point: 336.7 °C at 760 mmHg
• Flash Point: 160.7 °C
• Appearance: /
• Density: 1.343 g/cm³
• Vapor Pressure: 0.000215mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE(5438-41-5)
• EPA Substance Registry System: 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE(5438-41-5)

Safety Data

• Statements: 23/24/25-36/37/38
• Safety Statements: 23-24/25
• Hazardous Substances Data: 5438-41-5(Hazardous Substances Data)

Usage

Description

5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE is an organic compound derived from 3,4-Methylenedioxy Methamphetamine (M303985) and is characterized by its yellow solid appearance. It is known for its inhibitory effects on hepatic microsomal enzyme function in mice, which can be significant in various applications.

Uses

Used in Pharmaceutical Industry:
5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE is used as a research chemical for its inhibitory properties on hepatic microsomal enzyme function in mice. This application is crucial in the development of new drugs and therapies, as it can help understand the metabolic pathways and potential interactions with other compounds.
Used in Chemical Research:
As a byproduct of 3,4-Methylenedioxy Methamphetamine (M303985), 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE can be utilized in chemical research to explore its properties, reactivity, and potential applications in various chemical processes and reactions.
Used in Toxicology Studies:
Due to its origin from a psychoactive substance, 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE can be employed in toxicology studies to investigate the effects of its parent compound and related substances on biological systems, potentially leading to a better understanding of their mechanisms of action and safety profiles.
Used in Environmental Monitoring:
The chemical properties of 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE, including its solid state and color, make it a candidate for environmental monitoring applications, where it could be used to detect or quantify the presence of specific contaminants or pollutants in various samples.
Used in Material Science:
The unique properties of 5-(2-NITROPROP-1-ENYL)-1,3-BENZODIOXOLE may also find applications in material science, where it could be used to develop new materials with specific characteristics, such as improved stability, reactivity, or selectivity in various chemical processes.

InChI:InChI=1/C10H9NO4/c1-7(11(12)13)4-8-2-3-9-10(5-8)15-6-14-9/h2-5H,6H2,1H3/b7-4+

Upstream product

• 79-24-3 Nitroethane 
• 120-57-0 piperonal 
• 36462-33-6 1-Benzo[1,3]dioxol-5-yl-2-nitro-propan-1-ol 
• 4676-39-5 1-(1,3-benzodioxol-5-yl)-2-propanone 
• 120-58-1 isosafrole 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 
• 509-14-8 tetranitromethane 
• 148527-36-0 acetic acid-(1-benzo[1,3]dioxol-5-yl-2-nitro-propyl ester) 

Downstream Products

• 136056-99-0 benzo[1,3]dioxol-5-yl-acetone oxime 
• 6974-61-4 β-oxy-α-(3',4'-methylenedioxyphenyl)propane 
• 87095-03-2 5-(2-nitropropyl)benzo[d][1,3]dioxole 
• 1449522-77-3 4-benzo[1,3]dioxol-5-yl-5-methyl-2-phenyl-1H-imidazole 
• 36209-71-9 N-[1-methyl-2-(3,4-methylenedioxyphenyl)ethyl]acetamide 
• 14089-52-2 3,4-methylenedioxyethylamphetamine 
• 154148-22-8 N-(2-benzo[1,3]dioxol-5-yl-1-methylethyl)-N-methylformamide 
• 42542-10-9 3,4-methylenedioxymethamphetamine 
• 4676-39-5 1-(1,3-benzodioxol-5-yl)-2-propanone 
• 4720-68-7 4,5-methylenedioxy-2-hydroxybenzaldehyde 
• 4764-17-4 3,4-methylenedioxyamphetamine 

Relevant articles and documents

Synthesis, antimicrobial study, and molecular docking simulation of 3,4-dimethoxy-β-nitrostyrene derivatives as candidate ptp1b inhibitor

A derivative series of 3,4-dimethoxy-β-nitrostyrene was synthesized through nitroaldol reaction, including a new compound of 3,4-ethylenedioxy-β-bromo-β-nitrostyrene. The antimicrobial activity effect of 3,4-alkyloxy modification of β-nitrostyrene was investigated. A molecular docking study was also performed to obtain information about their interactions with protein tyrosine phosphatase 1B (PTP1B). The active residues of cysteine-215 and arginine-221 of PTP1B play a key role in signaling pathways that regulate various microorganism cell functions. It also acts as a negative regulator in signaling pathways of insulin that are involved in type 2 diabetes and other metabolic diseases. These derivatives exhibited potential antifungal activity. The studied compounds were also had potential as fragments to be PTP1B inhibitors by interacting with serine-216 and arginine-221 residues, according to their molecular docking. 3,4-Ethylenedioxy-β-methyl-β-nitrostyrene was the most successful potential candidate as a PTP1B inhibitor. However, further research is needed to investigate their potential for medicinal use.

Substrate promiscuity of ortho-naphthoquinone catalyst: Catalytic aerobic amine oxidation protocols to deaminative cross-coupling and n-nitrosation

ortho-Naphthoquinone-based organocatalysts have been identified as versatile aerobic oxidation catalysts. Primary amines were readily cross-coupled with primary nitroalkanes via deaminative pathway to give nitroalkene derivatives in good to excellent yields. Secondary and tertiary amines were inert to ortho-naphthoquinone catalysts; however, secondary nitroalkanes were readily converted by ortho-naphthoquinone catalysts to the corresponding nitrite species that in situ oxidized the amines to the corresponding N-nitroso compounds. Without using harsh oxidants in a stoichiometric amount, the present catalytic aerobic oxidation protocol utilizes the substrate promiscuity feature to provide a facile access to amine oxidation products under mild reaction conditions.

ANTIMICROBIAL AND RADIOPROTECTIVE COMPOUNDS

The present invention relates to a method of treatment and/or prophylaxis of a microbial infection, comprising the step of administering an effective amount of a compound of formula (I), in which X and Y are either the same or different and selected from a heteroatom; is a double or single bond depending on the heteroatoms X and Y; R1 to R5 are either the same or different and selected from hydrogen or a non-deleterious substituent; and R6 and R7 are either the same or different and selected from hydrogen and a non-deleterious substituent or one of R6 and R7 are absent when there is a double bond present, pharmaceutically acceptable salts or derivatives, pro-drugs, tautomers and/or isomers thereof. The present invention also relates to a method for protecting a subject from radiation damage, a method of cancer radiotherapy and use as an antimicrobial or radioprotective agent of the compound of formula (I) defined above. Some of the compounds of formula (I) are novel and are also described in the present invention, together with pharmaceutical or veterinary compositions containing them.