ENADOLINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H32N2O3
Molecular Weight	396.5225
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)CC4=CC=CC5=C4C=CO5

InChI

InChIKey=JMBYBVLCYODBJQ-HFMPRLQTSA-N

InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3/t20-,21-,24-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2178014 | https://www.ncbi.nlm.nih.gov/pubmed/8889289 | https://www.ncbi.nlm.nih.gov/pubmed/15989506

Enadoline (CI-977) is a potent and selective agonist at the kappa-opioid receptor. Enadoline is a potent antinociceptive agent. Clinical use of enadoline was associated with dose-limiting neuropsychiatric adverse events. Enadoline may yet find some application against ischaemic stroke and severe head injury, presumably in comatose patients.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed

Sample Use Guides

In Vivo Use Guide

20, 40, 80, and 160 microg/70 kg. The highest dose (160 microg/70 kg) was not tolerated and led to psychotomimetic effects.

Route of Administration: Intramuscular

Name

Type

Language

ENADOLINE

Official Name

English

ENADOLINE [HSDB]

Common Name

English

4-BENZOFURANACETAMIDE, N-METHYL-N-(7-(1-PYRROLIDINYL)-1-OXASPIRO(4.5)DEC-8-YL)-, (5R-(5.ALPHA.,7.ALPHA.,8.BETA.))-

Common Name

English

N-METHYL-N-((5R,7S,8S)-7-(1-PYRROLIDINYL)-1-OXASPIRO(4.5)DEC-8-YL)-4-BENZOFURANACETAMIDE

Systematic Name

English

enadoline [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67413