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Merck
CN

M137

二甲麦角新碱 马来酸盐

solid

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关于此项目

经验公式（希尔记法）:
C21H27N3O2 · C4H4O4
化学文摘社编号:
129-49-7
分子量:
469.53
NACRES:
NA.77
PubChem Substance ID:
24278129
UNSPSC Code:
12352200
EC Number:
204-950-9
MDL number:
MFCD00083185

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InChI key

LWYXFDXUMVEZKS-ZVFOLQIPSA-N

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

SMILES string

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

form

solid

color

white to off-white

solubility

DMSO: >10 mg/mL, H2O: 2 mg/mL

originator

Novartis

Quality Level

100

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR7(3363)

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Application

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. 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.

Biochem/physiol Actions

Methysergide maleate, also known as sansert, is a semisynthetic ergot alkaloid ergometrine derivative. Methysergide is a serotonin 1(5-HT1) receptor agonist and a nonselective 5-HT2 and 5-HT7 serotonin receptor antagonist. 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.

Features and Benefits

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN7273
BCCJ3384
BCCB1072
BCBZ1920
BCBT4806

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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)
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
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
Acute ischemia of a limb complicating methysergide maleate therapy.
A L URELES et al.
JAMA, 183, 1041-1042 (1963-03-23)
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