5754-35-8

Basic information

• Product Name: 2-(2-AMINOETHYL)-1,3-DIOXOLANE
• Synonyms: 2-(2-AMINOETHYL)-1,3-DIOXOLANE;Aminoethyldioxolane;1,3-dioxolane-2-ethylamine;2-(2-AMINOETHYL)-13-DIOXOLANE, 97+%;1,3-Dioxolane-2-ethanamine;2-(1,3-dioxolan-2-yl)ethanamine;3-AMinopropionaldehyde Cyclic Ethylene Acetal
• CAS NO: 5754-35-8
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 117.15
• EINECS: 227-277-2
• Product Categories: Dioxanes & Dioxolanes;Dioxolanes;Amines;Heterocycles;Miscellaneous Reagents
• Mol File: 5754-35-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 75 °C / 18mmHg
• Flash Point: 61.5°C
• Appearance: /
• Density: 1,07 g/cm3
• Vapor Pressure: 0.0222mmHg at 25°C
• Refractive Index: 1.4510-1.4540
• Storage Temp.: 0-10°C
• Solubility: Dichloromethane, Methanol
• PKA: 10.33±0.10(Predicted)
• CAS DataBase Reference: 2-(2-AMINOETHYL)-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-AMINOETHYL)-1,3-DIOXOLANE(5754-35-8)
• EPA Substance Registry System: 2-(2-AMINOETHYL)-1,3-DIOXOLANE(5754-35-8)

Safety Data

• Hazard Codes: Xn
• Statements: 11-36/37/38-41-37/38-22
• Safety Statements: 16-26-36/37/39-39
• RIDADR: 1993
• HazardClass: 3/8
• PackingGroup: III
• Hazardous Substances Data: 5754-35-8(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Oil

InChI:InChI=1/C5H9NO4/c7-6(8)2-1-5-9-3-4-10-5/h5H,1-4H2

Upstream product

• 4360-63-8 2-bromomethyl-1,3-dioxolane 
• 18742-02-4 2-bromo-2-(2-ethyl)dioxolane 
• 1074-82-4 potassium phtalimide 
• 111752-08-0 2-(2-azidoethyl)-1,3-dioxolane 
• 64-17-5 ethanol 
• 185563-61-5 N-(2-[1,3]dioxolan-2-yl-ethyl)-phthalimide 
• 82891-99-4 ethylene ketal of 3-nitropropanal 

Downstream Products

• 960209-12-5 N-(2-(1,3-dioxolan-2-yl)ethyl)-4-methylbenzenesulfonamide 
• 1538625-25-0 N-((1,3-dioxolan-2-yl)methyl)-3-methoxyaniline 
• 1024500-49-9 4-(2-chloro-4-fluorophenyl)-8-(2,6-difluorophenyl)-2-{[2-(1,3-dioxolan-2-yl)ethyl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one 
• 905970-21-0 C₂₇H₃₁ClN₄O₄ 
• 935440-34-9 3-[(1,3-dioxolan-2-yl)-methyl]-1-[2-fluoro-4-(trifluoromethylthio)-phenyl]-1-methylurea 
• 170728-43-5 2-Chloro-N-[2-(1,3-dioxolan-2-yl)ethyl]-3-(phenylmethoxy)propanamide 
• 135833-78-2 phenylmethyl 1-<2-(1,3-dioxolan-2-yl)ethyl>-5-(4-fluorophenyl)-2-(1-methylethyl)-4-phenyl-1H-pyrrole-3-carboxylate 
• 110862-45-8 1-<2-(1,3-dioxolan-2-yl)ethyl>-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide 
• 135833-91-9 4-(4-Cyano-phenyl)-1-(2-[1,3]dioxolan-2-yl-ethyl)-5-(4-fluoro-phenyl)-2-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 135833-90-8 1-(2-[1,3]Dioxolan-2-yl-ethyl)-2-(4-fluoro-phenyl)-5-isopropyl-1H-pyrrole-3,4-dicarboxylic acid diethyl ester 
• 135833-76-0 ethyl 1-<2-(1,3-dioxolan-2-yl)ethyl>-2-(4-fluorophenyl)-5-(1-methylethyl)-4-phenyl-1H-pyrrole-3-carboxylate 

Relevant articles and documents

Synthetic studies towards N-substituted 3-vinyl-4-piperidineacetic acid derivatives

The synthesis and full characterization of two new (E)-2-butenyl)-5-amino-2-pentenoates, (Z)-4-[N-(3-buten-1-yl)benzamido]-2-buten-1-ol, and (Z)-1-chloro-4-[N-(3-buten-l-yl)benzamido]-2-butene are reported. These were designed as substrates for a projected thermal ene cyclization leading to the N-substituted 3-vinyl-4-piperidineacetic acid scaffold. Although conditions for this ene-cyclization have not yet been uncovered, the ease of preparation of these ene-cyclization substrates gives promise for their future use.

In Situ Proteome Profiling and Bioimaging Applications of Small-Molecule Affinity-Based Probes Derived from DOT1L Inhibitors

DOT1L is the sole protein methyltransferase that methylates histone H3 on lysine 79 (H3K79), and is a promising drug target against cancers. Small-molecule inhibitors of DOT1L such as FED1 are potential anti-cancer agents and useful tools to investigate the biological roles of DOT1L in human diseases. FED1 showed excellent in vitro inhibitory activity against DOT1L, but its cellular effect was relatively poor. In this study, we designed and synthesized photo-reactive and "clickable" affinity-based probes (AfBPs), P1 and P2, which were cell-permeable and structural mimics of FED1. The binding and inhibitory effects of these two probes against DOT1L protein were extensively investigated in vitro and in live mammalian cells (in situ). The cellular uptake and sub-cellular localization properties of the probes were subsequently studied in live-cell imaging experiments, and our results revealed that, whereas both P1 and P2 readily entered mammalian cells, most of them were not able to reach the cell nucleus where functional DOT1L resides. This offers a plausible explanation for the poor cellular activity of FED1. Finally with P1/P2, large-scale cell-based proteome profiling, followed by quantitative LC-MS/MS, was carried out to identify potential cellular off-targets of FED1. Amongst the more than 100 candidate off-targets identified, NOP2 (a putative ribosomal RNA methyltransferase) was further confirmed to be likely a genuine off-target of FED1 by preliminary validation experiments including pull-down/Western blotting (PD/WB) and cellular thermal shift assay (CETSA). Minimalist "clickable" probes: Small-molecule probes P1 and P2 based on FED1 (a known DOT1L inhibitor) were developed and successfully used in experiments including live-cell imaging, in situ proteome profiling, and off-target identification (see scheme).

SELECTIVE HYDROGENATION OF ORGANIC AZIDES TO AMINES BY INTERLAMELLAR MONTMORILLONITEDIPHENYLPHOSPHINE PALLADIUM(II) CATALYST

Organic azides are selectively and catalytically hydrogenated to amines by a heterogenized homogeneous catalyst for the first time.