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HomeProduct name listMethylergonovine maleate salt

Methylergonovine maleate salt

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

  • CAS NO.:57432-61-8
  • Empirical Formula: C24H29N3O6
  • Molecular Weight: 455.51
  • MDL number: MFCD00078588
  • EINECS: 260-734-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-02 08:55:14
Methylergonovine maleate salt Structural

What is Methylergonovine maleate salt?

Chemical properties

Crystalline Solid

Originator

Methergine,Sandoz,US,1948

The Uses of Methylergonovine maleate salt

A metabolite of Methysergide. Semisynthetic ergot alkaloid. Oxytocic

What are the applications of Application

Methylergonovine Maleate Salt is an oxytocic, and a metabolite of Methysergide

Definition

ChEBI: Methylergonovine Maleate is an ergoline alkaloid. It has a role as a geroprotector.

Manufacturing Process

To a freshly prepared solution of 2 parts of d-isolysergic acid azide in 300 parts of either is added an ethereal solution of 2 parts of d-2-aminobutanol-1 and the mixture is left to stand at room temperature during 12 hours. The yellowish clear solution is then washed several times with some water, dried over sodium sulfate and the ether evaporated in vacuo. The crystallized residue is treated with a small quantity of acetone and filtered. Yield: 2.2 parts of d-isolysergic acid-d-1-hydroxybutylamide-2. On recrystallization from some hot methanol the new compound is obtained in form of beautiful polygonal crystals that melt with some decomposition at 192° to 194°C (corr.).
1 part of the iso-compound is then dissolved in 10 parts of absolute ethanol and an alcoholic potassium hydroxide solution is added thereto. The mixture is left to stand at room temperature during 45 minutes. After this time equilibrium is reached between lysergic acid and the isolysergic acid forms, which can be checked by determination of the constancy of the optical rotation of the solution. When this point is reached, potassium hydroxide is transformed into potassium carbonate by bubbling through the solution a stream of carbon dioxide; the thick crystal paste of potassium carbonate is then diluted with 50 parts of ether, filtered and washed again with 50 parts of ether.
The alcoholic ethereal filtrate is then dried over calcined potassium carbonate and the solution evaporated, whereby 0.9 to 1 part of a mixture of d-lysergic acid-d-1-hydroxybutylamide-2 and of d-isolysergic acid-d-1- hydroxybutylamide-2 is obtained. In order to separate the isomers, the residue is dissolved in 15 parts of hot chloroform and filtered from the small quantity of inorganic salt, whereby on cooling down, the difficultly soluble chloroform compound of d-lysergic acid-d-1-hydroxybutylamide-2 crystallizes out. Yield: 0.4 part. This compound can be recrystallized from hot benzene, whereby crystals melting with some decomposition at 172°C (corr.) are obtained. It may then be reacted with maleic acid to give the maleate.

brand name

Methergine(Novartis).

Therapeutic Function

Oxytocic

storage

Desiccate at RT

Properties of Methylergonovine maleate salt

Melting point: 1720C (dec)
Boiling point: 561.98°C (rough estimate)
Density  1.2744 (rough estimate)
refractive index  1.6500 (estimate)
storage temp.  -20°C Freezer
solubility  H2O: 25 mg/mL
form  Solid
form  neat
color  white
Water Solubility  Soluble to 25 mM in water

Safety information for Methylergonovine maleate salt

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H361:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Methylergonovine maleate salt

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