Thiorphan

Thiorphan
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • (±)-2-[(2-benzyl-3-sulfanyl-propanoyl)amino]acetic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC12H15NO3S
Molar mass253.32 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
SMILES
  • C1=CC=C(C=C1)CC(CS)C(=O)NCC(=O)O
InChI
  • InChI=1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15) checkY
  • Key:LJJKNPQAGWVLDQ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Thiorphan is the active metabolite of the antidiarrheal racecadotril (acetorphan).[1] It prevents the degradation of endogenous enkephalins by acting as an enkephalinase inhibitor.[1][2]

References

  1. 1 2 Spillantini MG, Geppetti P, Fanciullacci M, Michelacci S, Lecomte JM, Sicuteri F (June 1986). "In vivo 'enkephalinase' inhibition by acetorphan in human plasma and CSF". European Journal of Pharmacology. 125 (1): 147–50. doi:10.1016/0014-2999(86)90094-4. PMID 3015640.
  2. ↑ Matheson AJ, Noble S (April 2000). "Racecadotril". Drugs. 59 (4): 829–35, discussion 836–7. doi:10.2165/00003495-200059040-00010. PMID 10804038.



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