| Identification | Back Directory | [Name]
EPTAPIRONE | [CAS]
179756-58-2 | [Synonyms]
F 11440
EPTAPIRONE
F-11440;F11440
4-Methyl-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-1,2,4-triazine-3,5(2H,4H)-dione
4-methyl-2-(4-(4-(pyrimidin-2-yl)piperazin-1-yl)butyl)-1,2,4-triazine-3,5(2H,4H)-dione
1,2,4-Triazine-3,5(2H,4H)-dione, 4-methyl-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]- | [Molecular Formula]
C16H23N7O2 | [MDL Number]
MFCD08690608 | [MOL File]
179756-58-2.mol | [Molecular Weight]
345.4 |
| Chemical Properties | Back Directory | [Boiling point ]
517.4±60.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMF:10.0(Max Conc. mg/mL);28.95(Max Conc. mM) | [form ]
A crystalline solid | [pka]
7.72±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Eptapirone is a potent agonist of the serotonin (5-HT) receptor subtype 5-HT1A (Ki = 4.8 nM in a radioligand binding assay). It is selective for 5-HT1A over other 5-HT receptor subtypes, dopamine D2 receptors, α1-adrenergic receptors, and histamine H1 receptors (Kis = <10,000, 1,770, 691.8, and <10,000 nM, respectively). Eptapirone inhibits cAMP stimulation induced by forskolin in HA7 cells transfected with human 5-HT1A receptors (EC50 = 158 nM). In vivo, eptapirone increases extracellular 5-HT in the ventral hippocampus of rats (ED50 = 0.049 mg/kg) and serum corticosterone levels when administered p.o. or i.p. (ED50s = 0.16 and 0.057 mg/kg, respectively). It decreases immobility in rats in a forced swim test and increases punished responding in a pigeon conflict procedure, demonstrating antidepressant-like and anxiolytic activity. Eptapirone (2.5 mg/kg, p.o.) also attenuates hypertension and tachycardia induced by sibutramine in rats with no effect on sibutramine-induced hypophagia. | [Uses]
Eptapirone is 5-HT1A receptor agonist with anxiolytic and antidepressant potential. | [Definition]
ChEBI: Eptapirone is a N-arylpiperazine. | [IC 50]
5-HT1A Receptor | [References]
[1] W KOEK. F 11440, a potent, selective, high efficacy 5-HT1A receptor agonist with marked anxiolytic and antidepressant potential.[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 287 1: 266-283.
[2] GERARD H. THOMAS. 5-HT1A Activation Counteracts Cardiovascular But Not Hypophagic Effects of Sibutramine in Rats[J]. Obesity, 2012, 17 3: 467-473. DOI: 10.1038/oby.2008.550 |
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