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PZ0408

Sigma-Aldrich

WAY-163909 hydrochloride

≥98% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C14H18N2·HCl
CAS Number:
Molecular Weight:
250.77
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

room temp

SMILES string

Cl.N21[C@H]3[C@H](CCC3)c4c2c(ccc4)CNCC1

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Amanda E Price et al.
Frontiers in pharmacology, 9, 821-821 (2018-08-14)
Binge eating disorder (BED) is characterized by dysfunctional hedonic food intake and reward-related processes. Activation of the serotonin (5-HT) 5-HT2C receptor (5-HT2CR) suppresses both food intake and reward-related behaviors and is thus poised to regulate BED. This study assessed the
Tyler J Murphy et al.
European journal of pharmacology, 842, 255-261 (2018-11-10)
Anesthesia-Induced Hypothermia (AIH) has been reported to be the cause of many postoperative adverse effects, including increased mortality, decreased immune responses, cardiac events, and a greater prevalence of postoperative surgical wound infections. AIH can in some cases be minimized with
Steven M Grauer et al.
Psychopharmacology, 204(1), 37-48 (2008-12-25)
5-HT(2C) agonists, by decreasing mesolimbic dopamine without affecting nigrostriatal dopamine, are predicted to have antipsychotic efficacy with low extrapyramidal side effects (EPS). Combining 5-HT(2C) agonists with low doses of existing antipsychotics could increase treatment efficacy while reducing treatment liabilities such
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
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

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