Thiorphan
Verifiedfieldschanged
Watchedfieldschanged
Verifiedrevid470608964
Iupac name(±)-2-[(2-benzyl-3-sulfanyl-propanoyl)amino]acetic acid
Width200px
ChiralityRacemic mixture
Cas number76721-89-6
Atc prefixnone
Stdinchi1S/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)
StdinchikeyLJJKNPQAGWVLDQ-UHFFFAOYSA-N
Pubchem3132
DrugbankDB08626
UniiB79L7B5X3Z
Chemspiderid3020
Chembl10247
KeggC01619
C12
H15
N1
O3
S1
SmilesC1=CC=C(C=C1)CC(CS)C(=O)NCC(=O)O

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. ^ 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