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1 References  














Thiorphan






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Srpskohrvatski / српскохрватски
 

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Thiorphan

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) 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[edit]

    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.
  • ^ 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.

  • Rehydration

    Intestinal anti-infectives

  • Colistin
  • Fidaxomicin
  • Kanamycin
  • Natamycin
  • Neomycin
  • Nystatin
  • Paromomycin
  • Polymyxin B
  • Rifaximin
  • Streptomycin
  • Vancomycin
  • Intestinal adsorbents

  • Bismuth (including bismuth subsalicylate, known as Pepto-Bismol)
  • Pectin
  • Kaolin
  • Crospovidone
  • Attapulgite
  • Diosmectite
  • Antipropulsives (opioids)

  • Codeine
  • Morphine
  • Camphorated opium tincture (paregoric)
  • Intestinal anti-inflammatory agents

  • Hydrocortisone
  • Prednisone
  • Betamethasone#
  • Tixocortol
  • Budesonide
  • Beclometasone
  • Antidiarrheal micro-organisms

  • Saccharomyces boulardii
  • Other antidiarrheals

  • Bismuth subsalicylate
  • Ceratonia
  • Crofelemer
  • Octreotide
  • Racecadotril
  • Kaopectate
  • Withdrawn from market
  • Clinical trials:
  • §Never to phase III
  • μ-opioid
    (MOR)

    Agonists
    (abridged;
    full list)

  • 7-Acetoxymitragynine
  • 7-Hydroxymitragynine
  • ψ-Akuammigine
  • α-Chlornaltrexamine
  • α-Narcotine
  • Acetyldihydrocodeine
  • Acetylfentanyl
  • Acrylfentanyl
  • Adrenorphin (metorphamide)
  • AH-7921
  • Akuammicine
  • Akuammidine
  • Alfentanil
  • Anileridine
  • Apparicine
  • β-Endorphin
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Benzhydrocodone
  • Benzylmorphine
  • Bezitramide
  • Biphalin
  • BU08070
  • Buprenorphine
  • Butorphan
  • Butorphanol
  • Butyrfentanyl
  • BW373U86
  • Carfentanil
  • Casokefamide
  • Cebranopadol
  • Chloroxymorphamine
  • Codeine
  • DADLE
  • DAMGO (DAGO)
  • Dermorphin
  • Desmetramadol (desmethyltramadol)
  • Desomorphine
  • Dextromoramide
  • Dextropropoxyphene (propoxyphene)
  • Dezocine
  • Dimenoxadol
  • Dimethylaminopivalophenone
  • Eluxadoline
  • Diamorphine (heroin)
  • Dihydrocodeine
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diphenoxylate
  • Dipipanone
  • Dynorphin A
  • Embutramide
  • Endomorphin-1
  • Endomorphin-2
  • Eseroline
  • Ethylmorphine
  • Etorphine
  • Fentanyl
  • Fluorophen
  • Frakefamide
  • Furanylfentanyl
  • Hemorphin-4
  • Herkinorin
  • Hodgkinsine
  • Hydrocodone
  • Hydromorphinol
  • Hydromorphone
  • IBNtxA
  • Ketamine
  • Ketobemidone
  • Kratom
  • Laudanosine
  • Lefetamine
  • Leu-enkephalin
  • Levacetylmethadol
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Loperamide
  • Loxicodegol
  • LS-115509
  • Matrine
  • Meptazinol
  • Met-enkephalin (metenkefalin)
  • Methadone
  • Metkefamide
  • Metopon
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphiceptin
  • Morphine
  • Nalbuphine
  • NalBzOH
  • Nalmexone
  • Naltalimide
  • Neopine
  • NFEPP
  • Nicocodeine
  • Nicodicodine
  • Nicomorphine
  • Norketamine
  • Nufenoxole
  • Octreotide
  • Oliceridine
  • Oxycodegol
  • OM-3-MNZ
  • Oripavine
  • Oxycodone
  • Oxymorphazone
  • Oxymorphonazine
  • Oxymorphone
  • Oxymorphone phenylhydrazone
  • OxyPNPH
  • Papaver somniferum (opium)
  • Pentazocine
  • Pericine
  • Pethidine (meperidine)
  • Phenazocine
  • Phencyclidine
  • Piminodine
  • Piritramide
  • PL-017
  • Prodine
  • Propiram
  • PZM21
  • Racemethorphan
  • Racemorphan
  • Remifentanil
  • Salsolinol
  • SC-17599
  • Sinomenine
  • Sufentanil
  • Tapentadol
  • Tetrahydropapaveroline
  • TH-030418
  • Thebaine
  • Thienorphine
  • Tianeptine
  • Tilidine
  • Tramadol
  • Trimebutine
  • TRIMU 5
  • TRV734
  • Tubotaiwine
  • U-47700
  • Valorphin
  • Viminol
  • Xorphanol
  • Antagonists

  • 2-(S)-N,N-(R)-Viminol
  • 3CS-nalmefene
  • 4-Caffeoyl-1,5-quinide
  • 4′-Hydroxyflavanone
  • 4',7-Dihydroxyflavone
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • 18-MC
  • α-Gliadin
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Akuammine
  • Alvimopan
  • AM-251
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • CTAP
  • CTOP
  • Cyclofoxy
  • Cyprodime
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Epicatechin
  • Eptazocine
  • Gemazocine
  • Ginsenoside R
  • Hyperoside
  • Ibogaine
  • JDTic
  • Levallorphan
  • Lobeline
  • LY-255582
  • LY-2196044
  • Methocinnamox
  • Methylnaltrexone
  • Methylsamidorphan chloride
  • Naldemedine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Nalorphine dinicotinate
  • Naloxazone
  • Naloxegol
  • Naloxol
  • Naloxonazine
  • Naloxone
  • Naltrexazone
  • Naltrexonazine
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Noribogaine
  • Oxilorphan
  • Pawhuskin A
  • Rimonabant
  • Quadazocine
  • Samidorphan
  • Taxifolin
  • δ-opioid
    (DOR)

    Agonists

  • 6'-GNTI
  • 7-SIOM
  • ADL-5747 (PF-04856881)
  • ADL-5859
  • Alazocine (SKF-10047)
  • Amoxapine
  • AR-M100390 (ARM390)
  • AZD2327
  • β-Endorphin
  • BAM-18P
  • Biphalin
  • BU-48
  • Butorphan
  • Butorphanol
  • BW373U86
  • Casokefamide
  • Cebranopadol
  • Codeine
  • Cyclazocine
  • DADLE
  • Deltorphin A
  • Deltorphin I
  • Deltorphin II
  • Desmethylclozapine
  • Desmetramadol (desmethyltramadol)
  • Dezocine
  • Diamorphine (heroin)
  • Dihydroetorphine
  • Dihydromorphine
  • DPDPE
  • DPI-221
  • DPI-3290
  • DSLET
  • Ethylketazocine
  • Etorphine
  • Fentanyl
  • FIT
  • Fluorophen
  • Hemorphin-4
  • Hydrocodone
  • Hydromorphone
  • Ibogaine
  • Isomethadone
  • JNJ-20788560
  • KNT-127
  • Kratom
  • Laudanosine
  • Leu-enkephalin
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • Met-enkephalin (metenkefalin)
  • Metazocine
  • Metkefamide
  • Mitragynine
  • Mitragynine pseudoindoxyl
  • Morphine
  • N-Phenethyl-14-ethoxymetopon
  • Norbuprenorphine
  • NalBzOH
  • Oripavine
  • Oxycodone
  • Oxymorphone
  • Pethidine (meperidine)
  • Proglumide
  • Racemethorphan
  • Racemorphan
  • RWJ-394674
  • Samidorphan
  • SB-235863
  • SNC-80
  • SNC-162
  • TAN-67 (SB-205,607)
  • TH-030418
  • Thebaine
  • Thiobromadol (C-8813)
  • Tonazocine
  • Tramadol
  • TRV250
  • Xorphanol
  • Zenazocine
  • Antagonists

  • 5'-NTII
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • α-Santolol
  • β-Chlornaltrexamine
  • Apigenin
  • AT-076
  • Axelopran
  • Bevenopran
  • BNTX
  • Catechin
  • Catechin gallate
  • Clocinnamox
  • Diacetylnalorphine
  • Diprenorphine
  • ECG
  • EGC
  • Eluxadoline
  • Epicatechin
  • ICI-154129
  • ICI-174864
  • LY-255582
  • LY-2196044
  • Methylnaltrexone
  • Methylnaltrindole
  • N-Benzylnaltrindole
  • Nalmefene
  • Nalorphine
  • Naltrexone
  • Naltriben
  • Naltrindole
  • Naloxone
  • Naringenin
  • Noribogaine
  • Pawhuskin A
  • Quadazocine
  • SDM25N
  • SoRI-9409
  • Taxifolin
  • Thienorphine
  • κ-opioid
    (KOR)

    Agonists

  • 6'-GNTI
  • 8-CAC
  • 18-MC
  • 14-Methoxymetopon
  • β-Chlornaltrexamine
  • β-Funaltrexamine
  • Adrenorphin (metorphamide)
  • Akuammicine
  • Alazocine (SKF-10047)
  • Allomatrine
  • Apadoline
  • Asimadoline
  • BAM-12P
  • BAM-18P
  • BAM-22P
  • Big dynorphin
  • Bremazocine
  • BRL-52537
  • Butorphan
  • Butorphanol
  • BW373U86
  • Cebranopadol
  • Ciprefadol
  • CR665
  • Cyclazocine
  • Cyclorphan
  • Cyprenorphine
  • Desmetramadol (desmethyltramadol)
  • Diamorphine (heroin)
  • Diacetylnalorphine
  • Difelikefalin
  • Dihydroetorphine
  • Dihydromorphine
  • Dinalbuphine sebacate
  • Diprenorphine
  • Dynorphin A
  • Dynorphin B (rimorphin)
  • Eluxadoline
  • Enadoline
  • Eptazocine
  • Erinacine E
  • Ethylketazocine
  • Etorphine
  • Fedotozine
  • Fentanyl
  • Gemazocine
  • GR-89696
  • GR-103545
  • Hemorphin-4
  • Herkinorin
  • HS665
  • Hydromorphone
  • HZ-2
  • Ibogaine
  • ICI-199,441
  • ICI-204,448
  • Ketamine
  • Ketazocine
  • Laudanosine
  • Leumorphin (dynorphin B-29)
  • Levallorphan
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • Lofentanil
  • LPK-26
  • Lufuradom
  • Matrine
  • MB-1C-OH
  • Menthol
  • Metazocine
  • Metkefamide
  • Mianserin
  • Mirtazapine
  • Morphine
  • Moxazocine
  • MR-2034
  • N-MPPP
  • Nalbuphine
  • NalBzOH
  • Nalfurafine
  • Nalmefene
  • Nalodeine (N-allylnorcodeine)
  • Nalorphine
  • Naltriben
  • Niravoline
  • Norbuprenorphine
  • Norbuprenorphine-3-glucuronide
  • Noribogaine
  • Norketamine
  • Oripavine
  • Oxilorphan
  • Oxycodone
  • Pentazocine
  • Pethidine (meperidine)
  • Phenazocine
  • Proxorphan
  • Racemethorphan
  • Racemorphan
  • RB-64
  • Salvinorin A (salvia)
  • Salvinorin B ethoxymethyl ether
  • Salvinorin B methoxymethyl ether
  • Samidorphan
  • Spiradoline (U-62,066)
  • TH-030418
  • Thienorphine
  • Tifluadom
  • Tricyclic antidepressants (e.g., amitriptyline, desipramine, imipramine, nortriptyline)
  • U-50488
  • U-54,494A
  • U-69,593
  • Xorphanol
  • Antagonists

  • 4',7-Dihydroxyflavone
  • 5'-GNTI
  • 6'-GNTI
  • 6β-Naltrexol
  • 6β-Naltrexol-d4
  • β-Chlornaltrexamine
  • Buprenorphine/samidorphan
  • Amentoflavone
  • ANTI
  • Apigenin
  • Arodyne
  • AT-076
  • Aticaprant
  • Axelopran
  • AZ-MTAB
  • Binaltorphimine
  • BU09059
  • Buprenorphine
  • Catechin
  • Catechin gallate
  • CERC-501 (LY-2456302)
  • Clocinnamox
  • CVL-354
  • Cyclofoxy
  • Dezocine
  • DIPPA
  • EGC
  • ECG
  • Epicatechin
  • Hyperoside
  • JDTic
  • LY-255582
  • LY-2196044
  • LY-2444296
  • LY-2459989
  • LY-2795050
  • MeJDTic
  • Methylnaltrexone
  • ML190
  • ML350
  • MR-2266
  • N-Fluoropropyl-JDTic
  • Naloxone
  • Naltrexone
  • Naltrindole
  • Naringenin
  • Navacaprant
  • Norbinaltorphimine
  • Noribogaine
  • Pawhuskin A
  • PF-4455242
  • RB-64
  • Quadazocine
  • Taxifolin
  • UPHIT
  • Zyklophin
  • Nociceptin
    (NOP)

    Agonists

  • ((pF)Phe4)Nociceptin(1-13)NH2
  • (Phe1Ψ(CH2-NH)Gly2)Nociceptin(1-13)NH2
  • Ac-RYYRWK-NH2
  • Ac-RYYRIK-NH2
  • BU08070
  • Buprenorphine
  • Cebranopadol
  • Dihydroetorphine
  • Etorphine
  • JNJ-19385899
  • Levomethorphan
  • Levorphanol
  • Lexanopadol
  • MCOPPB
  • MT-7716
  • NNC 63-0532
  • Nociceptin (orphanin FQ)
  • Nociceptin (1-11)
  • Nociceptin (1-13)NH2
  • Norbuprenorphine
  • Racemethorphan
  • Racemorphan
  • Ro64-6198
  • Ro65-6570
  • SCH-221510
  • SCH-486757
  • SR-8993
  • SR-16435
  • Sunobinop (S-117957)
  • TH-030418
  • Antagonists

  • AT-076
  • BAN-ORL-24
  • BTRX-246040 (LY-2940094)
  • J-113,397
  • JTC-801
  • NalBzOH
  • Nociceptin (1-7)
  • Nocistatin
  • SB-612,111
  • SR-16430
  • Thienorphine
  • Trap-101
  • UFP-101
  • Others

  • BL-2401
  • Candoxatril
  • D-Phenylalanine
  • Dexecadotril (retorphan)
  • Ecadotril (sinorphan)
  • Kelatorphan
  • Racecadotril (acetorphan)
  • RB-101
  • RB-120
  • RB-3007
  • Opiorphan
  • Selank
  • Semax
  • Spinorphin
  • Thiorphan
  • Tynorphin
  • Ubenimex (bestatin)

  • t
  • e

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Thiorphan&oldid=1206097195"

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    This page was last edited on 11 February 2024, at 05:55 (UTC).

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