3485-84-5

Basic information

• Product Name: N-VINYLPHTHALIMIDE
• Synonyms: 2-Ethenyl-1H-isoindole-1,3(2H)-dione;2-ethenyl-1h-isoindole-3(2h)-dione;2-Vinyl-1H-isoindole-1,3(2H)-dione;Phthalimide, N-vinyl-;N-VINYLPHTHALIMIDE;N-Vinylphthalimide,99%;2-Ethenylisoindoline-1,3-dione;2-Vinyl-2H-isoindole-1,3-dione
• CAS NO: 3485-84-5
• Molecular Formula: C₁₀H₇NO₂
• Molecular Weight: 173.17
• EINECS: 222-473-4
• Product Categories: N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Phthalimides;Fused Ring Systems;High Refractive Index MonomersPolymer Science;Monomers;Photonic and Optical Materials;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers;Waveguide Materials
• Mol File: 3485-84-5.mol
• Article Data: 33

Chemical Properties

• Melting Point: 84-86 °C(lit.)
• Boiling Point: 151 °C / 9mmHg
• Flash Point: 140.5 °C
• Appearance: Off-white to light yellow/Crystalline Powder
• Density: 1.402
• Vapor Pressure: 0.000866mmHg at 25°C
• Refractive Index: 1.713
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.45±0.20(Predicted)
• BRN: 127880
• CAS DataBase Reference: N-VINYLPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-VINYLPHTHALIMIDE(3485-84-5)
• EPA Substance Registry System: N-VINYLPHTHALIMIDE(3485-84-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 3485-84-5(Hazardous Substances Data)

Usage

Description

N-Vinylphthalimide is an off-white to light yellow crystalline powder that serves as a reactant in the chemical synthesis process. It is primarily utilized in the preparation of specific compounds, such as trifluoromethylaryl-substituted fused piperidinecarboxamides, which are known as TRPM8 cation channel inhibitors.

Uses

Used in Pharmaceutical Industry:
N-Vinylphthalimide is used as a reactant for the synthesis of trifluoromethylaryl-substituted fused piperidinecarboxamides. These compounds are significant in the development of TRPM8 cation channel inhibitors, which have potential applications in various therapeutic areas, including pain management and temperature regulation. The inhibition of TRPM8 channels can lead to the alleviation of pain and modulation of cold sensations, making them valuable targets for pharmaceutical research and development.

InChI:InChI=1/C10H7NO2/c1-2-11-9(12)7-5-3-4-6-8(7)10(11)13/h2-6H,1H2

Upstream product

• 136918-14-4 phthalimide 
• 74-86-2 acetylene 
• 3891-07-4 N-(2-Hydroxyethyl)phthalimide 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 16199-06-7 potassium pyrrolide 
• 5466-90-0 2-(1,3(2H)-dioxo-1H-isoindol-2-yl)ethyl acetate 
• 22156-21-4 rac-1-(1,3-dioxoisoindolin-2-yl)ethyl acetate 
• 53701-47-6 2-(1,3-dioxoisoindolin-2-yl)propanoyl chloride 
• 5587-42-8 imidazolyl sodium 
• 95445-79-7 3-methyl 5-(1-methylethyl) 4-(3-chloro-6-fluoro-2-(trifluoromethyl)phenyl)-2-(fluoromethyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate 
• 29588-89-4 (2S)-2-(1,3-dioxoisoindolin-2-yl)-3-hydroxypropanoic acid 
• 29588-96-3 N,N-diphthaloyl-L,L-cystine 
• 48165-80-6 phthaloyl cysteine 
• 185342-50-1 N-phthaloyl-S-carboxymethyl-cysteine 

Downstream Products

• 101586-53-2 N-(1-cyclohexylamino-ethyl)-phthalimide 
• 2142-04-3 2-(4-methoxyphenyl)isoindoline-1,3-dione 
• 5383-82-4 4-phthalimidobenzoic acid 
• 520-03-6 N-phenylphthalimide 
• 16260-70-1 N-vinyl-phthalamic acid 
• 39739-01-0 methyl 3-(1,3-dioxoisoindolin-2-yl)propanoate 
• 33745-25-4 methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate 
• 22156-23-6 N-(1-methoxyethyl)phthalimide 
• 39895-15-3 methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate 
• 75082-78-9 (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)propanoate 
• 116856-62-3 4-<(tert-buthoxycarbonyl)methyl>-β-N-phthalimidostyrene 
• 51482-36-1 2-(N-phthaloylamino)propanal 
• 2436-29-5 3-(N-phthaloyl)propionaldehyde 
• 73365-03-4 (R)-(+)-2-N-phthalimidopropanal 

Relevant articles and documents

Synthesis and biological properties of novel structural analogs of isothiobarbamine

Novel structural analogs of isothiobarbamine, which differ from the prototype scaffold by the substituent at position 2 of the pyrimidine heterocycle, were for the first time synthesized and characterized. Data acquired in pharmacological experiments in vivo revealed that compounds 1b—d and 10 increase physical productivity, whereas compounds 1c and 10 exhibit a nootropic effect, compound 8a shows a psychostimulating effect, and compound 1b exhibits anxiolytic properties. The results reported herein indicate that the drug discovery based on new structural analogs of isothiobarbamine is promising since it may lead to drugs for the prevention and treatment of asthenia (chronic fatigue syndrome).

Michaelis-Arbuzov-type reaction of 1-imidoalkyltriarylphosphonium salts with selected phosphorus nucleophiles

In this study, Michaelis-Arbuzov-type reaction of 1-imidoalkyltriarylphosphonium salts with phosphites, phosphonites, and phosphinites was used in the synthesis of a wide range of phosphorus analogs of α-amino acids such as 1-imidoalkylphosphonates, 1-imidoalkylphosphinates, and 1-imidoalkylphosphine oxides. Large differences were observed in the reactivity of substrates depending on their structure, especially on the type of phosphonium moiety and N-protecting group. The conditions under which the expected products can be obtained in good to excellent yields have been developed. Mechanistic aspects of the transformation have been provided.

Oxidative Dehydroxymethylation of Alcohols to Produce Olefins

Catalyst compositions for the conversion of aldehyde compounds and primary alcohol compounds to olefins are disclosed herein. Reactions include oxidative dehydroxymethylation processes and oxidative dehydroformylation methods, which are beneficially conducted in the presence of a sacrificial acceptor of H2 gas, such as N,N-dimethylacrylamide.