Structure via PubChem · Public domain (PubChem)
tifluadom
Sign in to saveTifluadom 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.
In the Vinony graph
Within Vinony's link graph, tifluadom is referenced by 985 other articles, and connects out to cannabinoids, OPRK1 and benzodiazepine drug.
It sits within the topics 2-Fluorophenyl compounds, Benzodiazepines and Carboxamides.
Its subject is documented across 8 Wikipedia language editions.
Chemical data
- Formula
- C22H20FN3OS
- Molecular weight
- 393.5 g/mol
- IUPAC name
- N-[[5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1,4-benzodiazepin-2-yl]methyl]thiophene-3-carboxamide
- SMILES
- CN1C(CN=C(C2=CC=CC=C21)C3=CC=CC=C3F)CNC(=O)C4=CSC=C4
- InChIKey
- NPGABYHTDVGGJK-UHFFFAOYSA-N
- XLogP
- 4
- Polar surface area
- 72.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
129 papers- Tifluadom's effects under electric shock titration and tail-immersion procedures in squirrel monkeys.Life sciences · 1986
- Drugs abused by humans preferentially increase synaptic dopamine concentrations in the mesolimbic system of freely moving rats.Proceedings of the National Academy of Sciences of the United States of America · 1988
- Tifluadom, a kappa-opiate agonist, acts as a peripheral cholecystokinin receptor antagonist.Neuroscience letters · 1986
- The influence of tifluadom on cholecystokinin-induced antinociception.European journal of pharmacology · 1990
- The interaction of the two isomers of the opioid benzodiazepine tifluadom with mu-, delta-, and kappa-binding sites and their analgesic and intestinal effects in rats.Neuropeptides · 1985
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 393.131
Show 4 more facts
- chemical formula
- C₂₂H₂₀FN₃OS
- Commons category
- Tifluadom
- canonical SMILES
- CN1C(CN=C(C2=CC=CC=C21)C3=CC=CC=C3F)CNC(=O)C4=CSC=C4
- subject has role
- diuretic
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
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.
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.
Excerpted from Wikipedia’s “tifluadom” article, available under the CC BY-SA 4.0 licence.