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Compound

Tifluadom

Original Wikipedia articleen.wikipedia.org/wiki/Tifluadom revision used (24 October 2026)

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Overview

Tifluadom is a benzodiazepine derivative with an unusual activity profile. Unlike most benzodiazepines, tifluadom has no activity at the GABAA receptor, but instead is a selective agonist for the κ-opioid receptor. It has potent analgesic and diuretic effects in animals, and also has sedative effects and stimulates appetite.[1–6] WP

While tifluadom has several effects which might have potential uses in medicine, such as analgesia and appetite stimulation, κ-opioid agonists tend to produce undesirable effects in humans such as dysphoria and hallucinations, and so these drugs tend to only be used in scientific research. Dysphoric effects are similar to those seen when using other κ-opioid receptor agonists like pentazocine and salvinorin A, and can be considered the opposite of morphine-induced euphoria. As such, kappa agonists are believed to have very limited abuse potential. WP

Chemistry

Formula
C22H20FN3OS PC
CAS number
83386-35-0 PC
Molar mass (g/mol)
393.5 PC
IUPAC name (computed by PubChem)
N-[[5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1,4-benzodiazepin-2-yl]methyl]thiophene-3-carboxamide PC
SMILES
CN1C(CN=C(C2=CC=CC=C21)C3=CC=CC=C3F)CNC(=O)C4=CSC=C4 PC
InChIKey
NPGABYHTDVGGJK-UHFFFAOYSA-N PC
PubChem CID
115208

Harm reduction information

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Sources

  1. Other 2-Acylaminomethyl-1,4-benzodiazepine derivatives and their salts and pharmaceutical compositions thereof
  2. Journal / agency Römer D, Büscher HH, Hill RC, Maurer R, Petcher TJ, Zeugner H, Benson W, Finner E, Milkowski W, Thies PW. Unexpected opioid activity in a known class of drug. Life Sciences. 1982. doi:10.1016/0024-3205(82)90346-0 · PMID 6292610
  3. Journal / agency Genovese RF, Dykstra LA. Tifluadom's effects under electric shock titration and tail-immersion procedures in squirrel monkeys. Life Sciences. November 1986. doi:10.1016/0024-3205(86)90089-5 · PMID 3773641
  4. Journal / agency Leander JD. Kappa opioid agonists and antagonists: effects on drinking and urinary output. Appetite. March 1984. doi:10.1016/s0195-6663(84)80044-6 · PMID 6091543
  5. Journal / agency Jackson HC, Sewell RD. The role of opioid receptor sub-types in tifluadom-induced feeding. The Journal of Pharmacy and Pharmacology. October 1984. doi:10.1111/j.2042-7158.1984.tb04843.x · PMID 6150086
  6. Journal / agency Dykstra LA, Gmerek DE, Winger GA, Woods JH. Kappa opioids in rhesus monkeys. I. Diuresis, sedation, analgesia and discriminative stimulus effects. Journal of Pharmacology and Experimental Therapeutics. August 1987. doi:10.1016/S0022-3565(25)39097-X · PMID 3612543

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.