Methylergometrine maleate

Modify Date: 2025-08-21 16:51:17

Methylergometrine maleate structure	Common Name	Methylergometrine maleate
	CAS Number	57432-61-8	Molecular Weight	455.50400
	Density	1.2744 (rough estimate)	Boiling Point	638.4ºC at 760mmHg
	Molecular Formula	C₂₄H₂₉N₃O₆	Melting Point	172ºC (dec)
	MSDS	N/A	Flash Point	N/A
	Symbol	GHS06, GHS08	Signal Word	Danger

Use of Methylergometrine maleate

Methylergometrine maleate (Methylergonovine maleate) is an ergot alkaloid and an active metabolite of Methysergide with vasoconstrictive and uterotonic activity. Methylergometrine maleate is a potent, selective and orally active 5-HT receptors antagonist with a pA2 value of 9.6. Methylergometrine maleate has antimigraine and dopaminergic activity. Methylergometrine maleate can used for the prevention and control of postpartum hemorrhage[1][2][3].

Name	Methyl Ergonovine Maleate Salt
Synonym	More Synonyms

Description	Methylergometrine maleate (Methylergonovine maleate) is an ergot alkaloid and an active metabolite of Methysergide with vasoconstrictive and uterotonic activity. Methylergometrine maleate is a potent, selective and orally active 5-HT receptors antagonist with a pA2 value of 9.6. Methylergometrine maleate has antimigraine and dopaminergic activity. Methylergometrine maleate can used for the prevention and control of postpartum hemorrhage[1][2][3].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor
Target	serotonin:9.6 nM (pA2)
In Vitro	Both Methysergide and Methylergometrine displace the concentration-response curve of 5-HT to the right and depressed the maximum effect ; thus, both agents behaved as non-competitive antagonists of 5-HT. Methylergometrine is approximately 40-times more potent than Methysergide as an antagonist of the 5-HT-induced responses, since the calculated apparent pA2 values are 9.6 and 8.0, respectively[3].
In Vivo	Methylergometrine is more potent than Methysergide as a vasoconstrictor on bovine middle cerebral artery and human coronary arteries, an effect on 5-HT1B receptors. Subacute oral administration would result in metabolism of Methysergide to Methylergometrine[2].
References	[1]. Meneghetti F, et al. Crystallographic and NMR Investigation of Ergometrine and Methylergometrine, Two Alkaloids from Claviceps purpurea. Molecules. 2020 Jan 14;25(2). pii: E331. [2]. Koehler PJ, et al. History of methysergide in migraine. Cephalalgia. 2008 Nov;28(11):1126-35. [3]. Tfelt-Hansen P, et al. Methylergometrine antagonizes 5 HT in the temporal artery. Eur J Clin Pharmacol. 1987;33(1):77-9.

Density	1.2744 (rough estimate)
Boiling Point	638.4ºC at 760mmHg
Melting Point	172ºC (dec)
Molecular Formula	C₂₄H₂₉N₃O₆
Molecular Weight	455.50400
Exact Mass	455.20600
PSA	142.96000
LogP	1.96530
Appearance of Characters	white
Index of Refraction	1.6500 (estimate)
InChIKey	NOFOWWRHEPHDCY-DAUURJMHSA-N
SMILES	CCC(CO)NC(=O)C1C=C2c3cccc4[nH]cc(c34)CC2N(C)C1.O=C(O)C=CC(=O)O
Storage condition	-20°C Freezer
Water Solubility	H2O: 25 mg/mL

Methylergometrine maleate MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KE5500000

CAS REGISTRY NUMBER :: 57432-61-8

LAST UPDATED :: 199509

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C20-H25-N3-O2.C4-H4-O4

MOLECULAR WEIGHT :: 455.56

WISWESSER LINE NOTATION :: T C6656 1A P GN LM CUTT&&J EVMY2&1Q G1 &OV1U1VO 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 93 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 23 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 187 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 85 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 2600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

DOSE :: 4 ug/kg

SEX/DURATION :: female 36 week(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 10 nmol/L

REFERENCE :: TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 8,169,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5464 No. of Facilities: 98 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1396 (estimated) No. of Female Employees: 807 (estimated)

Symbol	GHS06, GHS08
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H361
Precautionary Statements	Missing Phrase - N15.00950417-P261-P280-P302 + P352 + P312-P304 + P340 + P312-P403 + P233
Hazard Codes	T
Risk Phrases	R23/24/25;R62
Safety Phrases	S36/37/39-S45
RIDADR	UN 1544
WGK Germany	3
RTECS	KE5500000
Packaging Group	III
Hazard Class	6.1(b)

Methylergometrine: adverse effects in breastfed infants.

Prescrire Int. 23(148) , 102, (2014)

[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].

Arch. Mal. Coeur Vaiss. 88(2) , 247-53, (1995)

Oral methylergonovine maleate for refractory migraine and cluster headache prevention.

Headache 53(2) , 378-81, (2013)

(6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide,(Z)-but-2-enedioic acid

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China
Product Name: Methylergonovine Maleate
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