All Photos(1)
Synonym(s):
(7bR,10aR)-1,2,3,4,7a,9,10,10a-Octahydro-8H-cyclopenta[4,5]pyrrolo[3,2,1-jk][1,4]benzodiazepine, hydrochloride, (7bR,10aR)-1,2,3,4,8,9,10,10a-Octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole, hydrochloride, WAY 163909 hydrochloride, WAY-162545 active isomer, WAY-909 hydrochloride, WAY163909 hydrochloride
Empirical Formula (Hill Notation):
C14H18N2·HCl
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
H2O: 2 mg/mL, clear
storage temp.
room temp
InChI
1S/C14H18N2.ClH/c1-3-10-9-15-7-8-16-13-6-2-4-11(13)12(5-1)14(10)16;/h1,3,5,11,13,15H,2,4,6-9H2;1H/t11-,13-;/m1./s1
InChI key
UJVFYZZBCUXMDV-LOCPCMAASA-N
Biochem/physiol Actions
WAY-163909 is a 5-hydroxytryptamine receptor 2C (5-HT2C) agonist (EC50/Emax = 8 nM/90% vs. 185 nM/40%/5-HT2B; Ki = 10.5 nM/5-HT2C, 212 nM/5-HT2A, 343 nM/5-HT7, 485 nM/5-HT2B, 245 nM/D4, 665 nM/rat α-1, >1 μM/5-HT1A, D2, D3, rat 5-HT-T) with no 5-HT2A-stimulatory potency. WAY-163909 exhibits anorectic (ED50 in mg/kg via i.p. = 1.4/DIO mice and 5.19/Zucker rats), antipsychotic (morphine-induced mouse climbing ID50 = 10.69 mg/kg i.p.; rat avoidance responding reduction ED50 = 1.27 mg/kg i.p. and 6.50 mg/kg p.o.) and antidepressant (10 mg/kg, i.p. or s.c. in forced rat swimming test ; 3 mg/kg/day i.p. in reducing olfactory bulbectomy/BULB-induced hyperactivity in rats) efficacy in vivo.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Karen L Marquis et al.
The Journal of pharmacology and experimental therapeutics, 320(1), 486-496 (2006-10-14)
Serotonin-2C (5-HT2C) receptor antagonists and agonists have been shown to affect dopamine (DA) neurotransmission, with agonists selectively decreasing mesolimbic DA. As antipsychotic efficacy is proposed to be associated with decreased mesolimbic DA neurotransmission by virtue of DA D2 receptor antagonism
John Dunlop et al.
The Journal of pharmacology and experimental therapeutics, 313(2), 862-869 (2005-02-12)
The pharmacological profile of WAY-163909 [(7bR, 10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole], a novel 5-hydroxytryptamine (HT)(2C) (serotonin) receptor-selective agonist is presented. WAY-163909 displaced [(125)I]2,5-dimethoxy-4-iodoamphetamine binding from human 5-HT(2C) receptor sites, in Chinese hamster ovary (CHO) cell membranes, with a K(i) value of 10.5 +/- 1.1
Benjamin U Phillips et al.
Psychopharmacology, 235(7), 2101-2111 (2018-04-24)
Dysregulation of the serotonin (5-HT) system is a pathophysiological component in major depressive disorder (MDD), a condition closely associated with abnormal emotional responsivity to positive and negative feedback. However, the precise mechanism through which 5-HT tone biases feedback responsivity remains
Maylen Perez Diaz et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 44(3), 478-486 (2018-09-07)
Perseverative behavior has been highly implicated in addiction. Activation of serotonin 2C receptors (5-HT2CRs) attenuates cocaine and high caloric food intake, but whether a 5-HT2CR agonist can reduce high caloric diet (HCD) or methamphetamine (METH) intake and response perseveration remains
Sharon Rosenzweig-Lipson et al.
Psychopharmacology, 192(2), 159-170 (2007-02-14)
Activation of one or more of the serotonin (5-HT) receptors may play a role in mediating the antidepressant effects of SSRIs. The present studies were conducted to evaluate the effects of the novel 5-HT2C receptor agonist WAY-163909 in animal models
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