ETOXADROL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H23NO2
Molecular Weight	261.3593
Optical Activity	( + )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@@]1(OC[C@@H](O1)[C@@H]2CCCCN2)C3=CC=CC=C3

InChI

InChIKey=INOYCBNLWYEPSB-XHSDSOJGSA-N

InChI=1S/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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16169732 | https://www.ncbi.nlm.nih.gov/pubmed/5921 | https://www.ncbi.nlm.nih.gov/pubmed/6118431 | https://www.ncbi.nlm.nih.gov/pubmed/4085541

Etoxadrol is an NMDA receptor antagonist. It exerts phencyclidine-like properties. Etoxadrol has anticonvulsant and anesthetic activity. Intravenous etoxadrol was clinically tested as an anesthetic.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glutamate [NMDA] receptor 125 Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16169732	Antagonist 2849		19.8 null [Ki]

PubMed

Title	Date	PubMed
Synthesis, absolute configuration, and molecular modeling study of etoxadrol, a potent phencyclidine-like agonist.	1988-12	2903930
Discriminative stimulus and reinforcing properties of etoxadrol and dexoxadrol in monkeys.	1982-01	6118431
Clinical investigation of a new intravenous anesthetic--etoxadrol hydrochloride (CL-1848; U-37862A).	1976-05-01	5921
Effects of intravenous anesthetics on continuous avoidance behavior in the rat.	1976-02	5976

Sample Use Guides

In Vivo Use Guide

0.75 mg/kg

Route of Administration: Intravenous

Name

Type

Language

ETOXADROL

Official Name

English

NSC-288020

Preferred Name

English

etoxadrol [INN]

Common Name

English

(+)-2-(2-ETHYL-2-PHENYL-1,3-DIOXOLAN-4-YL)PIPERIDINE

Systematic Name

English

(2S)-2-((2S,4S))-2-(2-ETHYL-2-PHENYL-1,3-DIOXOLAN-4-YL)PIPERIDINE

Common Name

English

ETOXADROL [MI]

Common Name

English

PIPERIDINE, 2-(2-ETHYL-2-PHENYL-1,3-DIOXOLAN-4-YL)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245