- Tifluadom
-
Tifluadom 
Systematic (IUPAC) name N-[(5-(2-fluorophenyl)- 1-methyl- 2,3-dihydro- 1,4-benzodiazepin-2-yl) methyl] thiophene- 3-carboxamide Clinical data Pregnancy cat. ? Legal status ? Routes oral, unknown Identifiers CAS number 83386-35-0 
ATC code None PubChem CID 115208 IUPHAR ligand 1667 ChemSpider 103084 
UNII TF8X866L0I KEGG D02694 ChEMBL CHEMBL169703 Chemical data Formula C22H20FN3OS Mol. mass 393.477 g/mol SMILES eMolecules & PubChem - InChI=1S/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)
Key:NPGABYHTDVGGJK-UHFFFAOYSA-N
(what is this?) (verify)Tifluadom[1] is a benzodiazepine derivative with an unusual activity profile. Unlike most benzodiazepines, tifluadom has no activity as a GABAA agonist, but instead is a selective agonist for the κ-opioid receptor.[2] Tifluadom has potent analgesic[3] and diuretic[4] effects in animals, and also has sedative effects and stimulates appetite.[5][6]
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 Salvia divinorum.
See also
References
- ^ US Patent 4325957
- ^ Romer D, Buscher 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 Sep 20-27;31(12-13):1217-20.
- ^ Genovese RF, Dykstra LA. Tifluadom's effects under electric shock titration and tail-immersion procedures in squirrel monkeys. Life Sciences. 1986 Nov 10;39(19):1713-9.
- ^ Leander JD. Kappa opioid agonists and antagonists: effects on drinking and urinary output. Appetite. 1984 Mar;5(1):7-14.
- ^ Jackson HC, Sewell RD. The role of opioid receptor sub-types in tifluadom-induced feeding. Journal of Pharmacy and Pharmacology. 1984 Oct;36(10):683-6.
- ^ Dykstra LA, Gmerek DE, Winger G, Woods JH. Kappa opioids in rhesus monkeys. I. Diuresis, sedation, analgesia and discriminative stimulus effects. Journal of Pharmacology and Experimental Therapeutics. 1987 Aug;242(2):413-20.
Benzodiazepine derivatives 1,4-Benzodiazepines Bromazepam · Camazepam · Carburazepam · Chlordiazepoxide · Cinolazepam · Clonazepam · Clorazepate · Cyprazepam · Delorazepam · Demoxepam · Devazepide * · Diazepam · Doxefazepam · Elfazepam · Ethyl carfluzepate · Ethyl dirazepate · Ethyl loflazepate · Fletazepam · Fludiazepam · Flunitrazepam · Flurazepam · Flutemazepam · Flutoprazepam · Fosazepam · Gidazepam · Halazepam · Iclazepam · Ketazolam · Lorazepam · Lormetazepam · Meclonazepam · Medazepam · Menitrazepam · Metaclazepam · Motrazepam · Nimetazepam · Nitrazepam · Nitrazepate · Nordazepam · Nortetrazepam · Oxazepam · Phenazepam · Pinazepam · Pivoxazepam · Prazepam · Proflazepam · Quazepam · QH-II-66 · Reclazepam · Ro5-2904 · Ro5-4864 * · Sulazepam · Temazepam · Tetrazepam · Tifluadom * · Tolufazepam · Tuclazepam · Uldazepam
1,5-Benzodiazepines Arfendazam · Clobazam · CP-1414S · Lofendazam · Triflubazam
2,3-Benzodiazepines * Girisopam · GYKI-52466 · GYKI-52895 · Nerisopam · Talampanel · Tofisopam
Triazolobenzodiazepines Adinazolam · Alprazolam · Estazolam · Flubromazolam · Triazolam
Imidazobenzodiazepines Bretazenil · Climazolam · FG-8205 · Flumazenil · Imidazenil · L-655,708 · Loprazolam · Midazolam · PWZ-029 · Remimazolam · Ro15-4513 · Ro48-6791 · Ro48-8684 · Sarmazenil · SH-053-R-CH3-2′F
Oxazolobenzodiazepines Cloxazolam · Flutazolam · Haloxazolam · Mexazolam · Oxazolam
Thienodiazepines Bentazepam · Brotizolam · Ciclotizolam · Clotiazepam · Etizolam · Olanzapine *
Pyridodiazepines Lopirazepam · Zapizolam
Pyrazolodiazepines Pyrrolodiazepines Tetrahydroisoquinobenzodiazepines Benzodiazepine prodrugs * atypical activity profile (not GABAA receptor ligands)Opioids Opium and
poppy straw
derivativesCrude opiate extracts/
whole opium productsCompote/Kompot/Polish heroin • Diascordium • B & O Supprettes • Dover's powder • Kendal Black Drop • Laudanum • Mithridate • Opium • Paregoric • Poppy straw concentrate • Poppy tea • Smoking opium • Theriac
Natural opiates Opium alkaloids
see also: Components of opiumCodeine • Morphine • Oripavine • Pseudomorphine • Thebaine
Alkaloid salts mixtures Semisynthetics
including
Bentley compoundsMorphine family 3,6-diesters of morphine Acetylpropionylmorphine • Diacetyldihydromorphine (Dihydroheroin, Acetylmorphinol) • Dibenzoylmorphine • Dipropanoylmorphine • Heroin (Diacetylmorphine) • Nicomorphine
Codeine-dionine family Morphinones and morphols 14-Cinnamoyloxycodeinone • 14-Ethoxymetopon • 14-Methoxymetopon • 14-Phenylpropoxymetopon • 7-Spiroindanyloxymorphone • Acetylmorphone • Codeinone • Codorphone • Codoxime • Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) • Hydrocodone • Hydromorphone • Metopon • Morphinone • N-Phenethyl-14-ethoxymetopon • Oxycodone • Oxymorphol • Oxymorphone • Pentamorphone • Semorphone
Morphides Dihydrocodeine series 14-hydroxydihydrocodeine • Acetyldihydrocodeine • Dihydrocodeine • Nicocodeine • Nicodicodeine
Nitrogen morphine derivatives Hydrazones Halogenated morphine derivatives 1-Iodomorphine
Active opiate
metabolitesMorphine-6-glucuronide • 6-Monoacetylmorphine • Norcodeine • Normorphine
Morphinans Morphinan series Cyclorphan • Dextrallorphan • Levorphanol • Levophenacylmorphan • Levomethorphan • Norlevorphanol • Oxilorphan • Phenomorphan • Methorphan / Racemethorphan • Morphanol / Racemorphanol • Ro4-1539 • Xorphanol
Others Benzomorphans 8-Carboxamidocyclazocine • Alazocine • Bremazocine • Dezocine • Ketazocine • Metazocine • Pentazocine • Phenazocine
4-Phenylpiperidines Pethidines
(Meperidines)4-Fluoromeperidine • Allylnorpethidine • Anileridine • Benzethidine • Carperidine • Difenoxin • Diphenoxylate • Etoxeridine (Carbetidine) • Furethidine • Hydroxypethidine (Bemidone) • Morpheridine • Oxpheneridine (Carbamethidine) • Pethidine (Meperidine) • Pethidine Intermediate A • Pethidine Intermediate B (Norpethidine) • Pethidine Intermediate C (Pethidinic Acid) • Pheneridine • Phenoperidine • Piminodine • Properidine (Ipropethidine) • Sameridine
Prodines Ketobemidones Others Open chain
opioidsAmidones Methadols Moramides Dextromoramide • Levomoramide • Racemoramide
Thiambutenes Phenalkoxams Ampromides Others IC-26 • Isoaminile • Lefetamine • R-4066
Anilidopiperidines 3-Allylfentanyl • 3-Methylfentanyl • 3-Methylthiofentanyl • 4-Phenylfentanyl • Alfentanil • α-methylacetylfentanyl • α-methylfentanyl • α-methylthiofentanyl • β-hydroxyfentanyl • β-hydroxythiofentanyl • β-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Mirfentanil • Ocfentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thiofentanyl • Trefentanil
Oripavine
derivativesPhenazepanes Pirinitramides Benzimidazoles Indoles Diphenylmethylpiperazines Opioid peptides
see also: Opioid neuropeptidesAdrenorphin • Amidorphin • Casomorphin • DADLE • DAMGO • Dermorphin • Dynorphin • Endomorphin • Endorphins • Enkephalin • Gliadorphin • Morphiceptin • Nociceptin • Octreotide • Opiorphin • Rubiscolin • TRIMU 5
Others AD-1211 • AH-7921 • Azaprocin • BDPC • BRL-52537 • Bromadoline • C-8813 • Ciramadol • Doxpicomine • Enadoline • Faxeladol • GR-89696 • Herkinorin • ICI-199,441 • ICI-204,448 • J-113,397 • JTC-801 • Ketamine • LPK-26 • Methopholine • MT-45 • N-Desmethylclozapine • NNC 63-0532 • Nortilidine • O-Desmethyltramadol • Phencyclidine • Prodilidine • Profadol • Ro64-6198 • Salvinorin A • SB-612,111 • SC-17599 • RWJ-394,674 • TAN-67 • Tapentadol • Tifluadom • Tilidine • Tramadol • Trimebutine • U-50,488 • U-69,593 • Viminol • W-18
Opioid antagonists
&
inverse agonists5'-Guanidinonaltrindole • Alvimopan • Chlornaltrexamine • Cyclazocine • Cyprodime • Diprenorphine (M5050) • JDTic • Levallorphan • Methylnaltrexone • Nalfurafine • Nalmefene • Naloxazone • Naloxonazine • Naloxone • Nalorphine • Naltrexol-d4 • Naltrexone • Naltriben • Naltrindole • Norbinaltorphimine • Oxilorphan
List of opioidsCategories:- Dissociative drugs
- Benzodiazepines
- Thiophenes
- Amides
- Organofluorides
- Kappa agonists
- Hallucinogen stubs
- InChI=1S/C22H20FN3OS/c1-26-16(13-25-22(27)15-10-11-28-14-15)12-24-21(17-6-2-4-8-19(17)23)18-7-3-5-9-20(18)26/h2-11,14,16H,12-13H2,1H3,(H,25,27)
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