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Merck

W108

WAY-100635 maleate salt

5-HT1A serotonin receptor antagonist, powder

Synonym(s):

N-[2-[4-(2-Methoxyphenyl)-1-piperazinyl]ethyl]-N-2-pyridinylcyclohexanecarboxamide maleate salt

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About This Item

Empirical Formula (Hill Notation):
C25H34N4O2 · C4H4O4
CAS Number:
634908-75-1
Molecular Weight:
538.64
UNSPSC Code:
12352200
PubChem Substance ID:
24278113
NACRES:
NA.77
MDL number:
MFCD01321056

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Product Name

WAY-100635 maleate salt, powder

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

form

powder

color

white

solubility

H2O: 25 mg/mL

Quality Level

100

Gene Information

human ... HTR1A(3350)

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000410128
0000284068
0000284068
0000225757
0000225757

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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
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)
Shrikant S Kolan et al.
Scientific reports, 9(1), 4276-4276 (2019-03-14)
A majority of lymphomas are derived from B cells and novel treatments are required to treat refractory disease. Neurotransmitters such as serotonin and dopamine influence activation of B cells and the effects of a selective serotonin 1A receptor (5HT1A) antagonist
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
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
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