M110

Sigma-Aldrich

α-Methylserotonin maleate salt

≥98% (HPLC)

Synonym(s):
α-Methyl-5-hydroxytryptamine maleate salt, (±)-3-(2-Aminopropyl)indol-5-ol maleate salt
Empirical Formula (Hill Notation):
C11H14N2O · C4H4O4
CAS Number:
Molecular Weight:
306.31
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: >3 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.CC(N)Cc1c[nH]c2ccc(O)cc12

InChI

1S/C11H14N2O.C4H4O4/c1-7(12)4-8-6-13-11-3-2-9(14)5-10(8)11;5-3(6)1-2-4(7)8/h2-3,5-7,13-14H,4,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

YQNHFSXRABPJLP-BTJKTKAUSA-N

Gene Information

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Packaging

10, 50, 100 mg in glass bottle

Biochem/physiol Actions

5-HT2 serotonin receptor agonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Ralf Buettner et al.
Molecular therapy oncolytics, 14, 149-158 (2019-06-19)
The immunosuppressive agent leflunomide has been used in the treatment of over 300,000 patients with rheumatoid arthritis. Its active metabolite, teriflunomide (Ter), directly inhibits dihydroorotate dehydrogenase (DHODH), an enzyme involved in nucleoside synthesis. We report that Ter not only shows...
P D Feldman
Journal of the autonomic nervous system, 56(1-2), 119-124 (1995-12-05)
Spontaneous neuronal activity in the solitary tract nucleus was recorded extracellularly in a brain slice preparation during bath-application of 5-HT1 and 5-HT2 receptor-selective agonists and antagonists. The 5-HT1A/5-HT1B agonist 5-carboxamidotryptamine depressed activity in 20 of 25 neurons studied. The remaining...
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...
G P Leung et al.
The Journal of physiology, 519 Pt 3, 657-667 (1999-08-24)
1. The short-circuit current (Isc) technique was used to study the role of 5-hydroxytryptamine (5-HT) in the regulation of anion secretion in cultured rat cauda epididymal epithelia. 2. 5-HT, the 5-HT1B-selective agonist 5-nonyloxytryptamine (5-NOT) and the 5-HT2B-selective agonist alpha-methyl-5-hydroxytryptamine (alpha-methyl-5-HT)...
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