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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 of ENADOLINE

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

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

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