CAS 129-49-7: Methysergide maleate
Description:Methysergide maleate is a synthetic compound primarily known for its use in the treatment of migraine headaches and cluster headaches. It is a derivative of lysergic acid and acts as a serotonin receptor antagonist, particularly at the 5-HT2 receptor sites. The substance appears as a white to off-white crystalline powder and is typically administered in the form of tablets. Methysergide maleate is characterized by its relatively low solubility in water, which can influence its bioavailability and pharmacokinetics. It has a moderate half-life, allowing for once or twice daily dosing in clinical settings. However, prolonged use can lead to side effects, including retroperitoneal fibrosis and pulmonary hypertension, necessitating careful monitoring of patients. Due to these potential adverse effects, its use has become less common, and it is often considered when other treatments have failed. Methysergide maleate is classified under the category of ergot alkaloids, which are known for their vasoconstrictive properties.
Formula:C21H27N3O2·C4H4O4
InChI:InChI=1/C21H27N3O2.C4H4O4/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;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
SMILES:O=C(O)C=CC(=O)O.O=C(NC(CO)CC)C1C=C2C3=CC=CC4=C3C(=CN4C)CC2N(C)C1
- Synonyms:
- (+)-N-[(1-Hydroxymethyl)propyl]-1-methyl-<span class="text-smallcaps">D</span>-lysergamide bimaleate
- (8beta)-N-[(1S)-1-(hydroxymethyl)propyl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide (2Z)-but-2-enedioate (salt)
- (8beta)-N-[(2S)-1-hydroxybutan-2-yl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide
- 1-Methyl-<span class="text-smallcaps">D</span>-lysergic acid butanolamide bimaleate
- Deseril-retard
- Desernil
- Desernil bimaleate
- Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-1,6-dimethyl-, (8β)-, (2Z)-2-butenedioate (1:1)
- Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-1,6-dimethyl-, (8β)-, (2Z)-2-butenedioate (1:1) (salt)
- Ergoline-8-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-, [8β(S)]-, (Z)-2-butenedioate (1:1) (salt)
- See more synonyms
- Ergoline-8β-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-, maleate (1:1) (salt)
- Lysergamide, N-[1-(hydroxymethyl)propyl]-1-methyl-, maleate
- Methysergide Hydrogen Maleate
- Methysergide bimaleate
- NSC 186061
- Sansert