5428-09-1

Basic information

• Product Name: N-ALLYLPHTHALIMIDE
• Synonyms: N-ALLYLPHTHALIMIDE;IFLAB-BB F1799-0016;2-(2-Propenyl)-2H-isoindole-1,3-dione;2-Allyl-1,3-dihydro-2H-isoindole-1,3-dione;2-Allyl-2H-isoindole-1,3-dione;2-Allylisoindoline-1,3-dione;N-(2-Propenyl)phthalimide;2-allyl-1H-isoindole-1,3(2H)-dione
• CAS NO: 5428-09-1
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Product Categories: Intermediates
• Mol File: 5428-09-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 68.0 to 72.0 °C
• Boiling Point: 295°C(lit.)
• Flash Point: 129°C
• Appearance: White/Solid
• Density: 1.233g/cm³
• Vapor Pressure: 0.00145mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• PKA: -2.18±0.20(Predicted)
• CAS DataBase Reference: N-ALLYLPHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ALLYLPHTHALIMIDE(5428-09-1)
• EPA Substance Registry System: N-ALLYLPHTHALIMIDE(5428-09-1)

Safety Data

• Hazardous Substances Data: 5428-09-1(Hazardous Substances Data)

Usage

General Description

N-Allylphthalimide is a chemical compound with the molecular formula C10H9NO2. It is used as a reagent in organic synthesis, particularly in the preparation of allylic amines. N-Allylphthalimide has been shown to be an effective reagent in the allylation of a variety of nucleophiles, and it is also used in the synthesis of pharmaceutical compounds and natural products. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. N-Allylphthalimide should be handled and stored with proper care, as it may cause irritation to the skin, eyes, and respiratory tract, and may be harmful if ingested or inhaled.

InChI:InChI=1/C11H9NO2/c1-2-7-12-10(13)8-5-3-4-6-9(8)11(12)14/h2-6H,1,7H2

Upstream product

• 7223-50-9 N-propargylphthalimide 
• 201230-82-2 carbon monoxide 
• 107-11-9 1-amino-2-propene 
• 583-53-9 2,3-dibromobenzene 
• 85-44-9 phthalic anhydride 
• 71-43-2 benzene 
• 67-56-1 methanol 

Downstream Products

• 947-81-9 N-allyl-phthalamic acid 
• 226920-42-9 O-ethyl S-4-oxo-4-phenyl-1-phthalimidomethylbutyl dithiocarbonate 
• 226920-43-0 dithiocarbonic acid S-[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-4-(4-methoxy-phenyl)-4-oxo-butyl] ester O-ethyl ester 
• 875559-66-3 benzoic acid 1-cyano-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-ethoxythiocarbonylsulfanyl-butyl ester 
• 15741-71-6 N-phthalimidotryptamine 
• 112104-03-7 (E)-2-(3-(4-fluorophenyl)allyl)isoindoline-1,3-dione 
• 960072-35-9 C₁₈H₁₉NO₃ 
• 2436-29-5 3-(N-phthaloyl)propionaldehyde 
• 3416-57-7 N-acetonylphthalimide 
• 77629-09-5 (E)-2-(3-(4-methoxyphenyl)prop-2-enyl)isoindoline-1,3-dione 
• 22553-96-4 (E)-2-(3-(4-methylphenyl)prop-2-enyl)isoindoline-1,3-dione 
• 1152032-90-0 2-allyl-3-(difluoro(phenylsulfanyl)methyl)-3-hydroxy-isoindolin-1-one 
• 1039084-37-1 diethyl 5-((1,3-dioxoisoindolin-2-yl)methyl)-2,3-diphenylcyclohexa-1,3-diene-1,4-dicarboxylate 

Relevant articles and documents

Synthesis and pharmacological characterization of new silicon-based W84-type allosteric modulators for ligand binding to muscarinic M2 receptors

The silicon-based allosteric modulators of ligand binding to muscarinic acetylcholine receptors [R1- (CH2) 3-SiMe2-(CH2)5 -NMe2-(CH2)3- R1]Br (3), [R2-(CH2)3 -SiMe2-(CH2)5- NMe2-(CH2)3-R2] Br (4), [R1-(CH2)3- SiMe2-(CH2)5- NMe2-(CH2)3-R2] Br (5), and [R2-(CH2)3- SiMe2-(CH2)5- NMe2-(CH2)3-R1] Br (6) (R1=phthalimido; R2=1,8-naphthalimido) were synthesized, starting from chlorodimethylsilane. Compounds 3-6 were studied for their allosteric interaction at porcine heart muscarinic M2 receptors. They inhibited the dissociation of the orthosteric ligand [3H] N-methylscopolamine ([3H] NMS) with similar potency; compounds 4 and 6 yielded steep concentration-effect curves. All compounds enhanced [3H]NMS equilibrium binding, but with different efficacies. The effect of 4 on [3H]NMS binding was studied at cloned M1-M 5 receptor subtypes. Compound 4 did not affect [3H] NMS equilibrium binding at M1, M3, M4, and M5 receptors, thus representing an M2-selective allosteric enhancer of [3H]NMS binding.

Synthesis of Branched Triubiquitin Active-Site Directed Probes

Active-site directed probes are powerful tools for studying the ubiquitin conjugation and deconjugation machinery. Branched ubiquitin chains have emerged as important proteasome-targeting signals for aggregation-prone proteins and cell cycle regulators. By implementing a new synthetic strategy for the electrophilic warhead, we herein report on the generation and reactivity of a series of branched triubiquitin active-site directed probes. These new tools can be used to dissect the molecular basis of branched chain assembly and disassembly.

Preparation method of modified silane coupling agent

A preparation method of a modified silane coupling agent comprises: (1), dissolving mono-anhydride or tetracid dianhydride in glacial acetic acid, adding allylamine according to a molar ratio of the mono-anhydride or tetracid dianhydride to the allylamine being 1:1 or 1:2, stirring and reflowing for 3-24 h, adding water, filtering, washing, and drying to obtain an imide product; (2), dissolving the imide product in an aprotic solvent of medium polarity, adding 0.2 ml or 0.35 ml of a catalyst and trialkoxysilane according to a molar ratio to the imide product being 1:1 or 2:1, and reacting at 50-70 DEG C for 5-48 h, distilling at reduced pressure to remove a low-boiling-point fraction to obtain a product.Least catalyst is used at the premise of ensuring optimal catalytic efficiency so that lowest production cost is achieved.