Thiorphan

Chemical compound
  • none
Identifiers
  • (±)-2-[(2-benzyl-3-sulfanyl-propanoyl)amino]acetic acid
CAS Number
  • 76721-89-6 ☒N
PubChem CID
  • 3132
DrugBank
  • DB08626 ☒N
ChemSpider
  • 3020 checkY
UNII
  • B79L7B5X3Z
KEGG
  • C01619
ChEMBL
  • ChEMBL10247 checkY
Chemical and physical dataFormulaC12H15NO3SMolar mass253.32 g·mol−13D model (JSmol)
  • Interactive image
ChiralityRacemic mixture
  • 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. ^ a b 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.


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RehydrationIntestinal anti-infectivesIntestinal adsorbentsAntipropulsives (opioids)Intestinal anti-inflammatory agentsAntidiarrheal micro-organismsOther antidiarrheals
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μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others
  • Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)


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