The Full Wiki

More info on Eseroline

Eseroline: Wikis


Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.


From Wikipedia, the free encyclopedia

Systematic (IUPAC) name
(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1 H-pyrrolo[2,3-b]indol-7-ol
CAS number 469-22-7
ATC code none
PubChem 119198
Chemical data
Formula C 13H18N2O 
Mol. mass 218.295 g/mol
SMILES eMolecules & PubChem
Synonyms Eseroline
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Eseroline is a drug which acts as an opioid agonist.[1] It is a metabolite of the acetylcholinesterase inhibitor physostigmine but unlike physostigmine, the acetylcholinesterase inhibition produced by eseroline is weak and easily reversible,[2][3] and it produces fairly potent analgesic effects mediated through the μ-opioid receptor.[4] This mixture of activities gives eseroline an unusual pharmacological profile,[5][6] although its uses are limited by side effects such as respiratory depression[7] and neurotoxicity.[8]


  1. ^ Fürst S, Friedmann T, Bartolini A, Bartolini R, Aiello-Malmberg P, Galli A, Somogyi GT, Knoll J. Direct evidence that eseroline possesses morphine-like effects. European Journal of Pharmacology. 1982 Sep 24;83(3-4):233-41. PMID 6293841
  2. ^ Jhamandas K, Elliott J, Sutak M. Opiatelike actions of eseroline, an eserine derivative. Canadian Journal of Physiology and Pharmacology. 1981 Mar;59(3):307-10. PMID 7194726
  3. ^ Galli A, Renzi G, Grazzini E, Bartolini R, Aiello-Malmberg P, Bartolini A. Reversible inhibition of acetylcholinesterase by eseroline, an opioid agonist structurally related to physostigmine (eserine) and morphine. Biochemical Pharmacology. 1982 Apr 1;31(7):1233-8. PMID 7092918
  4. ^ Agresti A, Buffoni F, Kaufman JJ, Petrongolo C. Structure-activity relationships of eseroline and morphine: ab initio quantum-chemical study of the electrostatic potential and of the interaction energy with water. Molecular Pharmacology. 1980 Nov;18(3):461-7. PMID 7464812
  5. ^ Galli A, Ranaudo E, Giannini L, Costagli C. Reversible inhibition of cholinesterases by opioids: possible pharmacological consequences. Journal of Pharmacy and Pharmacology. 1996 Nov;48(11):1164-8. PMID 8961166
  6. ^ Liu WF. Effect of eseroline on schedule-controlled behavior in the rat. Pharmacology, Biochemistry and Behaviour. 1991 Apr;38(4):747-51. PMID 1871191
  7. ^ Berkenbosch A, Rupreht J, DeGoede J, Olievier CN, Wolsink JG. Effects of eseroline on the ventilatory response to CO2. European Journal of Pharmacology. 1993 Feb 23;232(1):21-8. PMID 8458393
  8. ^ Somani SM, Kutty RK, Krishna G. Eseroline, a metabolite of physostigmine, induces neuronal cell death. Toxicology and Applied Pharmacology. 1990 Oct;106(1):28-37. PMID 2251681


Got something to say? Make a comment.
Your name
Your email address