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M110

Sigma-Aldrich

α-Methylserotonin maleate salt

≥98% (HPLC)

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Synonym(s):
α-Methyl-5-hydroxytryptamine maleate salt, (±)-3-(2-Aminopropyl)indol-5-ol maleate salt
Empirical Formula (Hill Notation):
C11H14N2O · C4H4O4
CAS Number:
97469-12-0
Molecular Weight:
306.31
MDL number:
MFCD00082468
PubChem Substance ID:
24278102
NACRES:
NA.77

Quality Level

100

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

human ... HTR2A(3356) , HTR2B(3357) , HTR2C(3358)

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Biochem/physiol Actions

5-HT2 serotonin receptor agonist.

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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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
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
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)
Dmitrii Zabelskii et al.
Nature communications, 11(1), 5707-5707 (2020-11-13)
Phytoplankton is the base of the marine food chain as well as oxygen and carbon cycles and thus plays a global role in climate and ecology. Nucleocytoplasmic Large DNA Viruses that infect phytoplankton organisms and regulate the phytoplankton dynamics encompass
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
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