28189-85-7

Basic information

• Product Name: Etoxadrol
• Synonyms: Etoxadrol;(S)-2-[(2S)-2-Ethyl-2α-phenyl-1,3-dioxolan-4β-yl]piperidine;Nsc288020;Piperidine, 2-(2-ethyl-2-phenyl-1,3-dioxolan-4-yl)-;Piperidine, 2-(2-ethyl-2-phenyl-1,3-dioxolan-4-yl)-, (+)-
• CAS NO: 28189-85-7
• Molecular Formula: C₁₆H₂₃NO₂
• Molecular Weight: 261.363
• Mol File: 28189-85-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 404.61°C (rough estimate)
• Flash Point: 157.4°C
• Appearance: /
• Density: 1.0086 (rough estimate)
• Refractive Index: 1.5500 (estimate)
• Water Solubility: 0.65g/L(20 oC)
• CAS DataBase Reference: Etoxadrol(CAS DataBase Reference)
• NIST Chemistry Reference: Etoxadrol(28189-85-7)
• EPA Substance Registry System: Etoxadrol(28189-85-7)

Safety Data

• Hazardous Substances Data: 28189-85-7(Hazardous Substances Data)

Usage

Description

Etoxadrol is a non-ionic surfactant chemical compound, primarily recognized for its role as a wetting and dispersing agent. It is renowned for its capacity to diminish the surface tension of liquids, thereby facilitating easier spreading and penetration. This versatile chemical is favored for its mild and non-toxic nature, offering a safer alternative in comparison to many other surfactants.

Uses

Used in Agrochemical Formulations:
Etoxadrol is utilized as a wetting agent to enhance the efficacy and coverage of pesticides, ensuring that the active ingredients are more effectively distributed across the target area.
Used in Industrial Processes:
In emulsion polymerization, textile processing, and metalworking industries, Etoxadrol is employed as a dispersing agent to improve the uniform distribution of substances within a mixture, which is crucial for the quality and performance of the end products.
Used in Household Products:
Etoxadrol is incorporated into detergents and cleaners as a surfactant to boost their cleaning properties, allowing for more effective removal of dirt and stains from various surfaces.

InChI:InChI=1/C16H23NO2/c1-2-16(13-8-4-3-5-9-13)18-12-15(19-16)14-10-6-7-11-17-14/h3-5,8-9,14-15,17H,2,6-7,10-12H2,1H3/t14-,15+,16-/m0/s1

Upstream product

• 25310-92-3 propiophenone dimethyl acetal 
• 30162-99-3 α-(S,S)-1-(2-piperidyl)-1,2-ethanediol hydrochloride 

Relevant articles and documents

Analogues of the dioxolanes dexoxadrol and etoxadrol as potential phencyclidine-like agents. Synthesis and structure-activity relationships

A series of dioxolane analogues based on dexoxadrol ((4S,6S)-2,2-diphenyl- 4-(2-piperidyl)-1,3-dioxolane) and etoxadrol ((2S,4S,6S)-2-ethyl-2-phenyl-4- (2-piperidyl)-1,3-dioxolane) were prepared and tested for their ability to displace [3H]TCP (1-[1-(2-thienyl)cyclohexyl]piperidine) from PCP (1-(1- phenylcyclohexyl)piperidine) binding sites in rat brain tissue homogenates. Qualitative structure-activity relationships within this series were explored through modifications of the three major structural units of dexoxadrol, the piperidine, 1,3-dioxolane, and aromatic rings of the molecule. N-Alkyl derivatives of dexoxadrol were found to be inactive, as were those analogues where the dioxolane ring was modified. Phenyl-substituted etoxadrol analogues were compared to similarly substituted PCP analogues and distinct differences were found in their structure-activity relationships suggesting that the aromatic rings in these two drug classes interact differently with the PCP binding sites. The replacement of the phenyl ring in etoxadrol by either a 2- or 3-thienyl ring led to compounds with affinity comparable to etoxadrol, and the replacement of the ethyl moiety on etoxadrol's dioxolane ring with propyl (7) or isopropyl (8) led to compounds which were more potent than etoxadrol or PCP. The most potent compound was (2S,4S,6S)-2-ethyl-2-(1- chlorophenyl)-4-(2-piperidyl)-1,3-dioxolane (11), where a chlorine moiety was placed in the ortho position in the aromatic ring of etoxadrol. Its potency was comparable with TCP in vitro.