5.06419

Methysergide Maleate

• Synonyma: Methysergide Maleate, 5-HT Serotonin Receptor Antagonsit, Methysergide Maleate, UML-491
• Empirický vzorec (Hillův zápis): C₂₁H₂₇N₃O₂ · xC₄H₄O₄
• Číslo CAS: 129-49-7
• Molekulová hmotnost: 353.46 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00083185
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Vlastnosti

• assay: ≥99% (HPLC)
• Quality Segment: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: off-white
• solubility: water: 10 mM
• storage temp.: 2-8°C
• SMILES string: [n]1(c2c3c(c1)C[C@H]4N(C[C@@H](C=C4c3ccc2)C(=O)N[C@H](CO)CC)C)C.OC(=O)\C=C/C(=O)O
• InChI: 1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
• InChI key: LWYXFDXUMVEZKS-ZVFOLQIPSA-N

Popis

General description

An antagonist of the 5-HT_2B (pki = 8.0-9.4) and 5-HT_2C (pki = 8.6-9.1) receptor. At the 5-HT_1A and some other 5-HT receptors it serves as a partial agonist. It is known to have partial agonist effects on other 5-HT receptors as well. In neuronal and platelet culture, Methysergide blocks serotonin action with an IC₅₀ = 18 µM. Originally developed in the 1960′s as a migraine/cluster headache treatment, but discontinued due to significant physiological and pyschotropic side effects. Methysergide is still actively used in research as a 5-HT₂ receptor antagonist in both in vivo and in vitro experiments.

Biochem/physiol Actions

Primary Target
5-HT

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Matsuta, Y. et al. 2013. Exp. Neurol.247, 250.
IUHPAR Database 2013.

Shad, K.F., Saeed, S.A. 2007. Exp. Brain Res.183, 411.

Knight, A.R. et al. 2004. Naunyn Schmiedebergs Arch. Pharmacol.370, 114.

Saxena, P.R and Lawang, A. 1985. Arch. Int. Pharmacodyn. Ther.277, 235.
Colpaert, F. C. et al. 1979. Eur. J. Pharmacol.58, 505.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Bezpečnostní informace

• Piktogramy: GHS06
• Výstražné slovo: Danger
• Kódy nebezpečí: H301
• Bezpečnostní pokyny: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Co se děje?: WGK 3
• Bod vzplanutí (°F): Not applicable
• Bod vzplanutí (°C): Not applicable
• Skladovací třída: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects