Methysergide
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Non-proprietary name | Methysergide | |||||||||||||||||||||
other names |
1-methyl- D -lysergic acid (1-hydroxybut-2-yl) amide ( IUPAC ) |
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Molecular formula | C 21 H 27 N 3 O 2 | |||||||||||||||||||||
Brief description |
colorless to yellowish solid (maleate salt) |
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Drug information | ||||||||||||||||||||||
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properties | ||||||||||||||||||||||
Molar mass | 353.46 g · mol -1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
194-196 ° C |
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solubility |
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safety instructions | ||||||||||||||||||||||
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Methysergide is a drug that has been used in the preventive treatment of migraines . It acts as an antagonist or partial agonist on various serotonin receptors (5-HT receptors). Its migraine prophylactic effect has been associated in particular with an inhibition of 5-HT 2B . Methysergide was withdrawn from the market due to severe side effects, particularly retroperitoneal fibroses , pleural fibroses , pleural effusions and heart valve fibroses.
Individual evidence
- ↑ a b c d e f data sheet Methysergide maleate salt from Sigma-Aldrich , accessed on May 12, 2017 ( PDF ).
- ↑ a b entry on methysergide. In: Römpp Online . Georg Thieme Verlag, accessed on December 29, 2014.
- ↑ Schmuck K, Ullmer C, Kalkman HO, Probst A, Lubbert H: Activation of meningeal 5-HT2B receptors: an early step in the generation of migraine headache? . In: Eur. J. Neurosci. . 8, No. 5, May 1996, pp. 959-967. PMID 8743744 .
- ↑ Berthold Jany, Tobias Welte: Pleural effusion in adults - causes, diagnosis and therapy. In: Deutsches Ärzteblatt. Volume 116, No. 21, (May) 2019, pp. 377-385, here: p. 380.
- ↑ Koehler PJ, Tfelt-Hansen PC: History of methysergide in migraine . In: Cephalalgia . 28, No. 11, November 2008, pp. 1126-1135. doi : 10.1111 / j.1468-2982.2008.01648.x . PMID 18644039 .