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USP

Methylergonovine maleate

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Methylergonovine maleate salt, 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:
57432-61-8
Molecular Weight:
455.50
MDL number:
MFCD00078588
UNSPSC Code:
41116107
PubChem Substance ID:
329750438
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

methylergonovine

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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

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

InChI key

NOFOWWRHEPHDCY-DAUURJMHSA-N

Gene Information

human ... DRD1(1812) , HTR2B(3357)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

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

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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L Mueller et al.
Headache, 37(7), 437-442 (1997-07-01)
Methylergonovine maleate (Methergine), an ergot derivative with vasoconstrictive properties, has been cited as an effective treatment for vascular headaches. Few studies are available to support its use in headache management. An uncontrolled pilot study of 20 episodic cluster headache patients
Oral methylergonovine maleate for refractory migraine and cluster headache prevention.
Joel R Saper et al.
Headache, 53(2), 378-381 (2013-02-26)
Methylergometrine: adverse effects in breastfed infants.
Prescrire international, 23(148), 102-102 (2014-05-27)
A J Butwick et al.
British journal of anaesthesia, 113(4), 661-668 (2014-06-08)
Uterine atony (UA) is recognized as a leading cause of postpartum haemorrhage. However, knowledge of risk factors of haemorrhage-related morbidity among patients diagnosed with UA is uncertain. We investigated risk factors for haemorrhage-related morbidity among patients undergoing Caesarean delivery with
[Reflections of an expert committee of the French Society of Cardiology on the use of methylergometrine maleate (Methergin) for the detection of abnormal coronary vasomotricity].
J M Lablanche et al.
Archives des maladies du coeur et des vaisseaux, 88(2), 247-253 (1995-02-01)

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