Eseroline

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Eseroline
Eseroline.png
Systematic (IUPAC) name
(3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-ol
Identifiers
CAS Number 469-22-7 YesY
ATC code none
PubChem CID: 119198
ChemSpider 106485
ChEBI CHEBI:48845
Synonyms Eseroline
Chemical data
Formula C13H18N2O
Molecular mass 218.295 g/mol
  • C[C@@]12CCN([C@@H]1N(C3=C2C=C(C=C3)O)C)C
  • InChI=1S/C13H18N2O/c1-13-6-7-14(2)12(13)15(3)11-5-4-9(16)8-10(11)13/h4-5,8,12,16H,6-7H2,1-3H3/t12-,13+/m1/s1
  • Key:HKGWQUVGHPDEBZ-OLZOCXBDSA-N
  (verify)

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]

References

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