15182-94-2

Basic information

• Product Name: 4-(2-(DIETHYLAMINO)-ETHOXY)-BENZALDEHYDE
• Synonyms: 4-(2-(DIETHYLAMINO)-ETHOXY)-BENZALDEHYDE
• CAS NO: 15182-94-2
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29546
• Mol File: 15182-94-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 340.1°C at 760 mmHg
• Flash Point: 159.5°C
• Appearance: /
• Density: 1.029g/cm³
• Vapor Pressure: 8.81E-05mmHg at 25°C
• Refractive Index: 1.531
• PKA: 9.50±0.25(Predicted)
• CAS DataBase Reference: 4-(2-(DIETHYLAMINO)-ETHOXY)-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-(DIETHYLAMINO)-ETHOXY)-BENZALDEHYDE(15182-94-2)
• EPA Substance Registry System: 4-(2-(DIETHYLAMINO)-ETHOXY)-BENZALDEHYDE(15182-94-2)

Safety Data

• Hazardous Substances Data: 15182-94-2(Hazardous Substances Data)

Usage

General Description

4-(2-(diethylamino)ethoxy)-benzaldehyde is a chemical compound that contains a benzene ring attached to an aldehyde group and an ethoxy group, which in turn is connected to a diethylamino group. It is commonly used in organic synthesis as a reagent for the preparation of various other compounds. This chemical has been found to exhibit antimicrobial and anti-inflammatory properties, and it has been used in the development of pharmaceutical products. Additionally, 4-(2-(diethylamino)ethoxy)-benzaldehyde can also be used as a fluorescent probe in biochemical and medical research, particularly in the study of cell signaling and receptor mechanisms. However, it should be handled with care, as it may pose health hazards if not used properly.

InChI:InChI=1/C13H19NO2/c1-3-14(4-2)9-10-16-13-7-5-12(11-15)6-8-13/h5-8,11H,3-4,9-10H2,1-2H3

Upstream product

• 869-24-9 2-chloro-N,N-diethylethylamine hydrochloride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 4584-46-7 (2-chloroethyl)dimethylamine hydrochloride 
• 52191-15-8 4-(2-bromoethyloxy)benzaldehyde 
• 109-89-7 diethylamine 
• 54373-15-8 4-(2-chloroethoxy)benzaldehyde 
• 100-35-6 2-(diethylamino)ethyl chloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 115145-51-2 diethyl-[2-(4-inden-1-ylidenemethyl-phenoxy)-ethyl]-amine 
• 47367-87-3 {2-[4-(6-chloro-benzothiazol-2-yl)-phenoxy]-ethyl}-diethyl-amine 
• 97018-38-7 {2-[4-(6-ethoxy-benzothiazol-2-yl)-phenoxy]-ethyl}-diethyl-amine 
• 26628-05-7 C₂₅H₄₄N₂O 
• 101632-41-1 {2-[4-(2-diethylamino-ethoxy)-phenyl]-benzothiazol-6-yl}-dimethyl-amine 
• 34329-20-9 C₁₄H₂₂N₄O₂ 
• 46926-19-6 4-(2-Diethylaminoethoxy)-zimtsaeurenitril 
• 38528-90-4 [2-(4-benzothiazol-2-yl-phenoxy)-ethyl]-diethyl-amine 
• 31230-87-2 {2-[4-(2,3-dihydro-benzothiazol-2-yl)-phenoxy]-ethyl}-diethyl-amine 
• 53756-00-6 2-[4-(2-diethylamino-ethoxy)-benzyl]-11-trifluoromethyl-7H-benzo[2,3][1,4]oxazepino[6,5,4-ij]quinolin-3-one 
• 56484-88-9 2-[4-(2-diethylamino-ethoxy)-benzylidene]-11-trifluoromethyl-1,2-dihydro-7H-benzo[2,3][1,4]oxazepino[6,5,4-ij]quinolin-3-one 
• 3704-49-2 2-(4-Chlor-phenyl)-1-<4-(2-diethylamino-ethoxy)-phenyl>-ethanol 
• 34329-35-6 3-(2-Diaethylaminoaethoxy)benzaldoxim 
• 88137-03-5 (E)-3-[4-(2-Diethylamino-ethoxy)-phenyl]-2-thiophen-2-yl-acrylonitrile; hydrochloride 

Relevant articles and documents

Design, synthesis, antitrypanosomal activity, DNA/RNA binding and in vitro ADME profiling of novel imidazoline-substituted 2-arylbenzimidazoles

Novel imidazoline benzimidazole derivatives containing diversely substituted phenoxy moieties were synthesized with the aim of evaluating their antitrypanosomal activity, DNA/RNA binding affinity and in vitro ADME properties. The presence of the diethylaminoethyl subunit in 18a–18c led to enhanced antitrypanosomal potency, particularly for 18a and 18c, which contain unsubstituted and methoxy-substituted phenoxy moieties. They were found to be > 2-fold more potent against African trypanosomes than nifurtimox. Fluorescence and CD spectroscopy, thermal denaturation assays and computational analysis indicated a preference of 18a–18c toward AT-rich DNA and their minor groove binding mode. Replacement of the amidine group with less basic and ionisable nitrogen-containing moieties failed to improve membrane permeability of the investigated compounds. Due to structural diversification, the compounds displayed a range of physico-chemical features resulting in variable in vitro ADME properties, leaving space for further optimization of the biological profiles.

Design, synthesis and biological evaluation of novel 4-anlinoquinazoline derivatives as EGFR inhibitors with the potential to inhibit the gefitinib-resistant nonsmall cell lung cancers

A series of quinazoline derivatives with benzylidene hydrazine carboxamide were designed and synthesised as EGFR inhibitors. Most compounds exhibited exceptional anti-proliferative activity against A549, HepG2, MCF-7 and H1975 cells. Furthermore, six compounds demonstrated excellent inhibition activity against EGFRWT with the IC50 value both less than 2 nM. Among the six compounds, 44 exhibited the strongest activity (0.4 nM) and potently inhibited EGFRL858R/T790M (0.1 μM). Excitingly, the most potent compound 14 showed excellent enzyme inhibitory activity with 6.3 nM and 8.4 nM for both EGFRWT and EGFRT790M/L858R. The result of AO single staining and Annexin V/PI staining showed that the compound 14 and 44 could induce remarkable apoptosis of A549 cells. The compound 14 arrested the cell cycle at the S phase and compound 44 arrested the cell cycle at the G0 phase in A549 cells. These preliminary results demonstrate that compound 14 and 44 may be promising lead compound-targeting EGFR.

Ionic liquids for efficient hydrogen sulfide and thiol scavenging

Functionalised pyridinium and ammonium ionic liquids bearing a Michael acceptor are shown to scavenge H2S gas and various thiols, in most cases, without the aid of any added bases. Utilising the effective non-volatility of ionic liquids and 'ta