1190-92-7

Basic information

• Product Name: 1-DIMETHYLAMINO-2-NITROETHYLENE
• Synonyms: 1-(N,N-Dimethylamino)-2-nitroethylene;1-Nitro-2-(dimethylamino)ethylene;N-(2-Nitrovinyl)dimethylamine;N,N-Dimethyl-2-nitrovinylamine;DiMethylaMino nitroethylene;EthenaMine, N,N-diMethyl-2-nitro-;N,N-dimethyl-2-nitroethen-1-amine;(E)-N,N-dimethyl-2-nitroethen-1-amine
• CAS NO: 1190-92-7
• Molecular Formula: C₄H₈N₂O₂
• Molecular Weight: 116.12
• EINECS: -0
• Mol File: 1190-92-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 103-107 °C(lit.)
• Boiling Point: 161℃
• Flash Point: 51℃
• Appearance: /
• Density: 1.073
• Vapor Pressure: 2.31mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: Keep Cold
• PKA: 2.71±0.70(Predicted)
• BRN: 1903136
• CAS DataBase Reference: 1-DIMETHYLAMINO-2-NITROETHYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-DIMETHYLAMINO-2-NITROETHYLENE(1190-92-7)
• EPA Substance Registry System: 1-DIMETHYLAMINO-2-NITROETHYLENE(1190-92-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-43
• Safety Statements: 26-36/37/39-45
• WGK Germany: 3
• HazardClass: IRRITANT, KEEP COLD
• Hazardous Substances Data: 1190-92-7(Hazardous Substances Data)

Usage

Description

1-Dimethylamino-2-nitroethylene is an organic compound characterized by the presence of a dimethylamino group attached to the first carbon and a nitro group attached to the second carbon in an ethylene chain. This molecule is known for its reactivity and ability to participate in various organic reactions, making it a valuable intermediate in the synthesis of a range of chemical products.

Uses

Used in Organic Synthesis:
1-Dimethylamino-2-nitroethylene is used as a reactive intermediate in organic synthesis for the preparation of various chemical compounds. Its unique structure allows it to participate in a wide range of reactions, facilitating the formation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Dimethylamino-2-nitroethylene is used as a key building block in the synthesis of certain pharmaceutical compounds. Its reactivity and ability to form stable adducts with other molecules make it a valuable component in the development of new drugs.
Used in Chemical Research:
1-Dimethylamino-2-nitroethylene is also utilized in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methodologies. Its unique reactivity provides insights into the behavior of similar compounds and contributes to the advancement of organic chemistry.
Used in the Synthesis of 3-(2-Nitrovinyl)Indoles:
1-(Dimethylamino)-2-nitroethylene undergoes addition-elimination reactions with indoles to form the corresponding 3-(2-nitrovinyl)indoles. This reaction is particularly useful in the synthesis of indole-based compounds, which have a wide range of applications in various fields, including pharmaceuticals and materials science.

InChI:InChI=1/C4H8N2O2/c1-5(2)3-4-6(7)8/h3-4H,1-2H3/b4-3+

Upstream product

• 75-52-5 nitromethane 
• 5780-17-6 (bis-ethylsulfanyl-methyl)-dimethyl-amine 
• 1783-25-1 N₁,N₁-dimethyl-N₂-phenylformamidine 
• 89712-45-8 N,N-dimethylformamide dimethyl sulfate adduct 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 126-81-8 dimedone 
• 58261-64-6 α-nitro-β-dimethylaminoacrolein 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 105-45-3 acetoacetic acid methyl ester 
• 120539-85-7 ((E)-2-Nitro-vinylsulfanyl)-benzene 
• 124-40-3 dimethyl amine 
• 122-51-0 orthoformic acid triethyl ester 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 4994-91-6 4-Nitro-1-<4-brom-phenyl>-buten-(2)-on-(1) 
• 13722-88-8 3-Nitro-3-(4-brom-phenylhydrazono)-1,1-bis-ethoxycarbonyl-prop-1-en 
• 131653-79-7 2-(5'-bromo-3'-indolyl)-1-nitroethene 
• 126318-27-2 3-nitro-5-hydroxybenzofuran 
• 319493-07-7 3-(2-nitrovinyl)-6-bromo-1H-indole 
• 13722-82-2 3-O-Methyl-aci-nitro-1-phenyl-1-cyan-prop-1-en 
• 61-54-1 tryptamine 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 3610-36-4 2-(6-methoxy-1H-indol-3-yl)ethanamine 
• 3764-94-1 5-chlorotryptamine 
• 3610-42-2 5-bromotryptamine 
• 23077-59-0 6-fluoro-3-(2-nitrovinyl)-1H-indole 
• 61675-19-2 5-methoxy-3-(2-nitroethylenyl)-1H-indole 
• 4748-80-5 4-ethyl-3-nitro-benzaldehyde 

Relevant articles and documents

A Facile Method for the Preparation of Nitroenamines

Various kinds of nitroenamines are readily prepared by the reaction of 1-nitro-2-phenylthioalkenes with amines.

Preparation technology for 3-aryl-4-nitro isoxazole compound

The invention discloses a preparation technology for a 3-aryl-4-nitro isoxazole compound. The preparation technology comprises the following steps: synthesizing a compound shown as formula II through the nucleophilic addition of hydroxylamine hydrochloride and the compound shown as formula I used as the raw material; acquiring the compound shown as formula III through the substitution reaction of the compound shown as formula II and N-chlorosuccinimide; preparing 1-dimethyl amino-2-nitro ethylene through the reaction of N,N-dimethylformamide dimethyl acetal and nitromethane used as the raw material; and acquiring a target product 3-aryl-4-nitro isoxazole compound through the cyclization reaction of the compound shown as formula III and 1-dimethyl amino-2-nitro ethylene. The raw materials in the synthesis route are low in cost and easily acquired, the operation condition is mild and is easily controlled, the product is easily purified and the preparation technology is a new method for synthesizing the 3-aryl-4-nitro isoxazole compound.

Structure-activity relationship study of beta-carboline derivatives as haspin kinase inhibitors

Haspin is a serine/threonine kinase that phosphorylates Thr-3 of histone H3 in mitosis that has emerged as a possible cancer therapeutic target. High throughput screening of approximately 140,000 compounds identified the beta-carbolines harmine and harmol as moderately potent haspin kinase inhibitors. Based on information obtained from a structure-activity relationship study previously conducted for an acridine series of haspin inhibitors in conjunction with in silico docking using a recently disclosed crystal structure of the kinase, harmine analogs were designed that resulted in significantly increased haspin kinase inhibitory potency. The harmine derivatives also demonstrated less activity towards DYRK2 compared to the acridine series. In vitro mouse liver microsome stability and kinase profiling of a representative member of the harmine series (42, LDN-211898) are also presented.