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Merck
CN

PZ0408

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
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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



Global Trade Item Number

SKUGTIN
PZ0408-5MG04061842387472
PZ0408-25MG04061842387465