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W108

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:
Molecular Weight:
538.64
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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)

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Q1004P233P5514
WAY-100635 maleate salt powder

Sigma-Aldrich

W108

WAY-100635 maleate salt

Quipazine maleate salt

Sigma-Aldrich

Q1004

Quipazine maleate salt

PD 168,077 maleate salt powder

Sigma-Aldrich

P233

PD 168,077 maleate salt

color

white

color

-

color

white

color

-

solubility

H2O: 25 mg/mL

solubility

H2O: soluble, alcohol: soluble, dilute aqueous acid: soluble

solubility

DMSO: >10 mg/mL

solubility

-

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

-

Gene Information

human ... HTR1A(3350)

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Gene Information

human ... DRD4(1815)

Gene Information

human ... HRH1(3269)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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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