Thiorphan

Last updated

Thiorphan
Thiorphan2DCSD.svg
Clinical data
ATC code
  • none
Identifiers
  • (±)-2-[(2-benzyl-3-sulfanyl-propanoyl)amino]acetic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C12H15NO3S
Molar mass 253.32 g·mol−1
3D model (JSmol)
Chirality Racemic mixture
  • C1=CC=C(C=C1)CC(CS)C(=O)NCC(=O)O
  • 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) Yes check.svgY
  • Key:LJJKNPQAGWVLDQ-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (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. S2CID   245710392.