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Sigma-Aldrich

WAY-100635 maleate salt

powder

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Synonym(s):
N-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate salt
Empirical Formula (Hill Notation):
C25H34N4O2 · C4H4O4
CAS Number:
634908-75-1
Molecular Weight:
538.64
MDL number:
MFCD01321056
UNSPSC Code:
12352200
PubChem Substance ID:
24278113
NACRES:
NA.77

form

powder

Quality Level

100

color

white

solubility

H2O: 25 mg/mL

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.COc1ccccc1N2CCN(CC2)CCN(C(=O)C3CCCCC3)c4ccccn4

InChI

1S/C25H34N4O2.C4H4O4/c1-31-23-12-6-5-11-22(23)28-18-15-27(16-19-28)17-20-29(24-13-7-8-14-26-24)25(30)21-9-3-2-4-10-21;5-3(6)1-2-4(7)8/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

XIGAHNVCEFUYOV-BTJKTKAUSA-N

Gene Information

human ... HTR1A(3350)

Application

WAY-100635 maleate salt has been used as a 5-HT1A serotonin receptor antagonist:
  • to study whether the behavior of the cleaner wrasse is regulated by serotonin activity
  • to block activity of 3,4 methylenedioxymethamphetamine (MDMA) used to induce oxytocin release in male Wistar rats to increase their social behavior
  • to study the role of serotonin during metamorphosis of the ascidian Phallusia mammillata larvae

Biochem/physiol Actions

WAY-100635 maleate salt is a highly selective 5-HT1A serotonin receptor antagonist. It has an ability to inhibit brexpiprazole, an antipsychotic drug that regulates serotonin-dopamine activity.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Naozumi Araragi et al.
Frontiers in pharmacology, 4, 97-97 (2013-08-13)
Firing activity of serotonin (5-HT) neurons in the dorsal raphe nucleus (DRN) is controlled by inhibitory somatodendritic 5-HT1A autoreceptors. This autoinhibitory mechanism is implicated in the etiology of disorders of emotion regulation, such as anxiety disorders and depression, as well
H Gozlan et al.
European journal of pharmacology, 288(2), 173-186 (1995-01-16)
The tritiated derivative of the novel silent 5-HT1A receptor antagonist WAY 100635 [N-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-N-(2-pyridinyl) cyclohexane carboxamide] was tested as a potential radioligand of 5-HT1A receptors in the rat brain. Binding assays with membranes from various brain regions showed that [3H]WAY 100635
Elizabeth G Pitts et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 42(10), 1962-1971 (2017-04-21)
3,4-Methylenedioxymethamphetamine (MDMA) increases sociality in humans and animals. Release of serotonin (5-HT) is thought to have an important role in the increase in social behaviors, but the mechanisms underlying these effects are poorly understood. Despite the advantages of nonhuman primate
A Fletcher et al.
Behavioural brain research, 73(1-2), 337-353 (1996-01-01)
Although considerable progress has been made in characterising the 5-HT1A receptor using agonists, partial agonists or non-selective antagonists, further studies of 5-HT1A receptor function have been hindered by the lack of highly selective antagonists. The term 'silent' antagonist has been
The role of serotonin in the modulation of cooperative behavior
Paula J, et al.
Behavioral ecology : official journal of the International Society for Behavioral Ecology, 26(4), 1005-1012 (2015)
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