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M109

Sigma-Aldrich

2-Methylserotonin maleate salt

≥98% (HPLC)

Synonym(s):

2-Methyl-5-hydroxytryptamine maleate salt, 3-(2-Aminoethyl)-2-methyl-1H-indol-5-ol maleate salt

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About This Item

Empirical Formula (Hill Notation):
C11H14N2O · C4H4O4
CAS Number:
78263-91-9
Molecular Weight:
306.31
MDL number:
MFCD00082467
UNSPSC Code:
12352200
PubChem Substance ID:
24278101

Assay

≥98% (HPLC)

form

solid

color

tan

solubility

H2O: 4.5 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)\C=C/C(O)=O.Cc1[nH]c2ccc(O)cc2c1CCN

Gene Information

human ... HTR3A(3359) , HTR3B(9177)

Biochem/physiol Actions

5-HT3 serotonin receptor agonist.

Storage Class Code

13 - Non 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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Certificates of Analysis (COA)

Lot/Batch Number
048K4614
056K4622
127H4734

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D M Gillies et al.
European journal of pharmacology, 303(1-2), 1-12 (1996-05-06)
5-Hydroxytryptamine (5-HT) is involved in the modulation of dopaminergic activity in the mesolimbic system, but its sites of action and the receptors involved are not well understood. Locomotor activity responses in rats were monitored in Animex automated activity boxes following
T Endo et al.
Research communications in molecular pathology and pharmacology, 104(2), 145-155 (2000-01-14)
The object of this study was to evaluate the involvement of 5-HT3 receptors in the regulation of 5-HT release from the small intestine using ferrets, an animal model of emesis. 2-Methyl-5-HT, a 5-HT3 receptor agonist, produced a concentration-dependent increase of
A M Ismaiel et al.
Journal of medicinal chemistry, 33(2), 755-758 (1990-02-01)
alpha-Methyl-5-hydroxytryptamine (alpha-Me-5-HT; 2) and 2-methyl-5-hydroxytryptamine (2-Me-5-HT; 3) are considered to be 5-HT2-selective and 5-HT3-selective agents, respectively. These agents were synthesized and examined at serotonin (5-HT) binding sites because there is relatively little documentation as to their selectivity and because they
Weixia Zhong et al.
PloS one, 9(8), e104718-e104718 (2014-08-15)
Stimulation of 5-HT3 receptors (5-HT3Rs) by 2-methylserotonin (2-Me-5-HT), a selective 5-HT3 receptor agonist, can induce vomiting. However, downstream signaling pathways for the induced emesis remain unknown. The 5-HT3R channel has high permeability to extracellular calcium (Ca(2+)) and upon stimulation allows

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