Propisergide

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Propisergide
Propisergide.svg
Clinical data
Other namesErgalgin; N-Methylergobasine; N-Methylergonovine; N-Methylergometrine; 1-Methylergonovine
Drug class Serotonin receptor modulator; Antimigraine agent
Identifiers
  • (6aR,9R)-N-[(2S)-1-hydroxypropan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
Formula C20H25N3O2
Molar mass 339.439 g·mol−1
3D model (JSmol)
  • C[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C
  • InChI=1S/C20H25N3O2/c1-12(11-24)21-20(25)14-7-16-15-5-4-6-17-19(15)13(9-22(17)2)8-18(16)23(3)10-14/h4-7,9,12,14,18,24H,8,10-11H2,1-3H3,(H,21,25)/t12-,14+,18+/m0/s1
  • Key:XUKAVPATXGYVKJ-WPKBUWHJSA-N

Propisergide (INN Tooltip International Nonproprietary Name), also known as ergalgin or as N-methylergometrine or 1-methylergometrine, is a serotonin receptor modulator and antimigraine agent of the ergoline and lysergamide families which was never marketed. [1] [2] [3] [4] It is the 1-methyl derivative of ergometrine (ergonovine) and is a close analogue of methylergonovine and methysergide. [5] The drug was first described in the literature by 1962 [6] and then further around 1980 and after. [4] [7] [8]

References

  1. ↑ Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. ISBN   978-1-4757-2085-3 . Retrieved 13 March 2025.
  2. ↑ Ganellin CR, Triggle DJ (1996). Dictionary of Pharmacological Agents. Taylor & Francis. ISBN   978-0-412-46630-4 . Retrieved 13 March 2025.
  3. ↑ Waldman M, Fraczkiewicz R, Clark RD (September 2015). "Tales from the war on error: the art and science of curating QSAR data". Journal of Computer-Aided Molecular Design. 29 (9): 897–910. doi:10.1007/s10822-015-9865-0. PMID   26290258.
  4. 1 2 Oelszner W (1980). "Displacement of specific serotonin and lysergic acid diethylamide binding by Ergalgin, a new antiserotonin drug". Acta Biologica et Medica Germanica. 39 (8–9): 897–901. PMID   7282219.
  5. ↑ "Propisergide". PubChem. U.S. National Library of Medicine. Retrieved 13 March 2025.
  6. ↑ World Health Organization (1962). Cumulative List of Proposed International Non-proprietary Names for Pharmaceutical Preparations. 1962-. World Health Organization. ISBN   978-92-4-056013-0 . Retrieved 13 March 2025.
  7. ↑ Bartsch R, Nowak R (January 1979). "Pharmacological Evaluation of a New Ergolin Derivative (Ergalgin)". Die Pharmazie . 34 (5–6). Eschborn, Germany: Govi-Verlag Pharmazeutischer GmbH: 358.
  8. ↑ Harhammer R, Morgenstern R, Ott T (1992). "Pharmacological Effects of Ergalgin, a Potent Antagonist at Central and Peripheral 5-Ht (2) Receptors". Biogenic Amines. 8 (3–4): 267–275.
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