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M137

Sigma-Aldrich

Methysergide maleate salt

solid

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About This Item

Fórmula empírica (Notação de Hill):
C21H27N3O2 · C4H4O4
Número CAS:
Peso molecular:
469.53
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77
Preço e disponibilidade não estão disponíveis no momento.

Formulário

solid

cor

white to off-white

solubilidade

DMSO: >10 mg/mL
H2O: 2 mg/mL

originador

Novartis

cadeia de caracteres SMILES

OC(=O)\C=C/C(O)=O.[H][C@@]12Cc3cn(C)c4cccc(C1=C[C@H](CN2C)C(=O)N[C@@H](CC)CO)c34

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

chave InChI

LWYXFDXUMVEZKS-ZVFOLQIPSA-N

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Aplicação

Methysergide maleate salt has been used as a serotonin (5HT) receptor antagonist to evaluate the potential systemic effects of methysergide (METH) and 5-HT infusions on production and milk composition in multiparous Holstein cows.[1] It may also be used as a serotonin receptor blocker to identify the serotonergic receptor type involved in the direct excitation of mitral cells in the main olfactory bulb.[2]

Ações bioquímicas/fisiológicas

Methysergide maleate, also known as sansert,[3] is a semisynthetic ergot alkaloid ergometrine derivative.[4] Methysergide is a serotonin 1(5-HT1) receptor agonist and a nonselective 5-HT2 and 5-HT7 serotonin receptor antagonist.[1][2] Methysergide maleate is used as a pharmacological agent to treat migraines and other vascular headaches. But, prolonged and uncontrolled use of this drug may cause Leriche′s syndrome, angina pectoris, acute ischemia of the limbs. In addition, gastrointestinal side effects, such as abdominal cramps, nausea, and diarrhea have also been observed in few patients.[5]

Características e benefícios

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogramas

Skull and crossbones

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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S D Silberstein
Cephalalgia : an international journal of headache, 18(7), 421-435 (1998-10-30)
Methysergide is a semisynthetic ergot alkaloid ergometrine derivative, introduced in pharmacotherapy for migraine prophylaxis as a specific serotonin (5HT) receptor antagonist. Methysergide is not just a 5HT2 antagonist, it is also a 5HT1 agonist. Open and controlled studies attest to
Abdominal angina as a complication of methysergide maleate therapy.
J Katz et al.
JAMA, 199(2), 124-125 (1967-01-09)
Acute ischemia of a limb complicating methysergide maleate therapy.
A L URELES et al.
JAMA, 183, 1041-1042 (1963-03-23)
J A Terrón
British journal of pharmacology, 121(3), 563-571 (1997-06-01)
1. The receptor mediating the long-lasting hypotensive effect of intravenous (i.v.) 5-hydroxytryptamine (5-HT) in the rat was originally classified as 5-HT1-like. Since some pharmacological properties of this receptor are closely similar to those for the cloned 5-ht7 receptor, the present
Seth D Depuy et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(6), 1981-1990 (2011-02-11)
We used optogenetics to determine the global respiratory effects produced by selectively stimulating raphe obscurus (RO) serotonergic neurons in anesthetized mice and to test whether these neurons detect changes in the partial pressure of CO(2), and hence function as central

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