CAS 361-37-5

Methysergide

Description:

Methysergide is a synthetic compound belonging to the class of ergot alkaloids, primarily known for its use in the treatment of migraine headaches and cluster headaches. It acts as a serotonin receptor antagonist, particularly at the 5-HT2 receptor sites, which contributes to its therapeutic effects. Methysergide is characterized by its complex structure, which includes a bicyclic ergoline framework. The compound is typically administered orally and has a relatively long half-life, allowing for sustained effects. However, its use has been limited due to potential side effects, including retroperitoneal fibrosis and pulmonary hypertension, which can arise with prolonged use. Methysergide is not commonly prescribed today, as newer migraine treatments with improved safety profiles have become available. Its chemical formula reflects its unique structure, and it is classified under the category of prescription medications. As with all medications, it is essential to use methysergide under medical supervision to mitigate risks and monitor for adverse effects.

Formula: C₂₁H₂₇N₃O₂

InChI: InChI=1S/C21H27N3O2/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/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26)/t14-,15+,19-/m1/s1

InChI key: InChIKey=KPJZHOPZRAFDTN-ZRGWGRIASA-N

SMILES: CN1C2=C3C(C=4[C@@](CC3=C1)(N(C)C[C@H](C(N[C@@H](CC)CO)=O)C4)[H])=CC=C2

Synonyms:

• (+)-N-[1-(Hydroxymethyl)propyl]-1-methyl-<span class="text-smallcaps">D</span>-lysergamide
• (+)-N-[1-(Hydroxymethyl)propyl]-1-methyl-D-lysergamide
• (8β)-9,10-Didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-1,6-dimethylergoline-8-carboxamide
• Deseril
• Desernyl
• Deseryl
• Ergoline-8-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-, [8β(S)]-
• Ergoline-8β-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-
• Indolo[4,3-fg]quinoline, ergoline-8-carboxamide deriv.
• Lysergamide, N-[1-(hydroxymethyl)propyl]-1-methyl-, <span class="text-smallcaps">D</span>-
• Lysergamide, N-[1-(hydroxymethyl)propyl]-1-methyl-, D-
• Methysergid
• Methysergide
• Metisergido
• Uml 491

Methylergometrine EP impurity G (Methysergide)

CAS: 361-37-5

Formula: C₂₁H₂₇N₃O₂

Molecular weight: 353.47

Ref: 4Z-M-130012

Methysergide

Controlled Product

CAS: 361-37-5

Stability Light Sensitive
Applications Methysergide (Methylergonovine EP Impurity G) is a serotonergic receptor antagonist.
References Park, S., et al.: Neuropeptides, 68, 7-14 (2018)

Formula: C₂₁H₂₇N₃O₂

Color and Shape: Neat

Molecular weight: 353.46

Ref: TR-M329359

Methysergide

Controlled Product

CAS: 361-37-5

Methysergide is a drug that is used to treat the pain, nausea and vomiting associated with cancer, as well as Parkinson's disease. Methysergide is also used to treat the symptoms of carcinoid syndrome, which is a rare disorder in which cells from the gastrointestinal tract release serotonin. Methysergide blocks glutamate receptors on nerve cells and inhibits the release of gamma-aminobutyric acid (GABA), thereby reducing neuronal activity in certain areas of the brain. Methysergide is an antagonist at 5-HT2 receptors. It has been shown to have potent antagonist effects on these receptors in areas such as the hypothalamus and brainstem, where it may be involved in regulating pain and sleep patterns. This drug has been shown to be effective against autoimmune diseases such as multiple sclerosis and rheumatoid arthritis. The use of methysergide for treating these diseases may be due to its ability to block substances that cause inflammation or reduce immune responses.

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 353.46 g/mol

Ref: 3D-FM31590

Methylergometrine EP impurity G

CAS: 361-37-5

Formula: C₂₁H₂₇N₃O₂

Molecular weight: 353.47

Ref: ST-EA-CP-M83013