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Merck
CN

M2776

Methylergonovine maleate salt

≥98% (TLC)

Synonym(s):

9,10-Didehydro-N-[(S)-1-(hydroxymethyl)propyl]-6-methylergoline-8β-carboxamide maleate salt, Methergine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C20H25N3O2 · C4H4O4
CAS Number:
Molecular Weight:
455.50
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
260-734-4
MDL number:
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InChI key

NOFOWWRHEPHDCY-DAUURJMHSA-N

InChI

1S/C20H25N3O2.C4H4O4/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13;5-3(6)1-2-4(7)8/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t13-,14+,18-;/m1./s1

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.[H][C@@]12Cc3c[nH]c4cccc(C1=C[C@H](CN2C)C(=O)N[C@@H](CC)CO)c34

assay

≥98% (TLC)

color

white

solubility

H2O: 25 mg/mL, 0.1 M HCl: soluble, ethanol: slightly soluble

Gene Information

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Biochem/physiol Actions

Dopamine antagonist interacts with serotonergic, dopaminergic and α-adrenergic systems.
Ergot alkaloid which interacts with serotonergic, dopaminergic and α-adrenergic systems. Dopamine antagonist.

signalword

Danger

pictograms

Skull and crossbonesHealth hazard

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Repr. 2

Storage Class

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 P3 (EN 143) respirator cartridges

Regulatory Information

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Falah Aboukhoudir et al.
European journal of echocardiography : the journal of the Working Group on Echocardiography of the European Society of Cardiology, 10(4), 556-561 (2009-02-10)
The aim of this article was to assess whether abnormal dobutamine stress echocardiography (DSE) can be due to a dobutamine-induced coronary spasm in patients with angiographically documented vasospastic coronary arteries. Between January 2004 and April 2008, we prospectively evaluated all
Kazutoshi Isobe et al.
Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society, 46(12), 1007-1012 (2009-02-07)
A 35-year-old woman underwent endometrial curettage for suspicion of miscarriage. A few minutes after intravenous injection of methylergometrin (0.2 mg) for inducing uterine contraction, blood gas analysis revealed severe hypoxemia. Chest CT showed diffuse ground-glass opacities in both lung fields
C C Enweronu-Laryea et al.
East African medical journal, 85(9), 463-465 (2009-06-23)
Methylergometrine is probably the most commonly used drug in obstetric care at all levels of the health care system. Many communities in Africa lack skilled birth attendants and adequate health systems; medication errors are more likely to occur and go
Sudden death caused by atypical variant angina.
Franck Laporte et al.
Archives of cardiovascular diseases, 104(8-9), 480-481 (2011-09-29)
Axel de Labriolle et al.
Cardiovascular toxicology, 9(1), 46-48 (2009-02-17)
Ergot derivatives are frequently administrated during cesarean delivery, induced abortion, or post-partum hemorrhage to promote uterine contractions. Ergot derivatives may also induce coronary spasm and intravenous ergonovine is used in cardiac catheterization laboratories as a diagnostic agent. Serious ischemic cardiac

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