Malouetine

In today's world, Malouetine is a topic that has sparked great interest and debate in different areas. Its relevance and impact are undeniable, and its influence extends to a wide range of aspects of daily life. As time progresses, Malouetine continues to be the object of analysis, reflection and study, since its importance is not limited to a single area, but crosses borders and affects people of different cultures, ages and social conditions. In this article, we will explore this topic in depth, analyzing its different perspectives and consequences, in order to better understand its scope and meaning in today's society.

Malouetine
Names
IUPAC name
-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopentaphenanthren-3-yl]-trimethylazanium diiodide
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C27H52N2.2HI/c1-19(28(4,5)6)23-12-13-24-22-11-10-20-18-21(29(7,8)9)14-16-26(20,2)25(22)15-17-27(23,24)3;;/h19-25H,10-18H2,1-9H3;2*1H/q+2;;/p-2/t19-,20-,21-,22-,23+,24-,25-,26-,27+;;/m0../s1
    Key: ZKPCQHGEQUQGJK-DMZQXVSVSA-L
  • C(1CC21(CC32CC43(CC(C4)(C)(C)C)C)C)(C)(C)C..
Properties
C27H52I2N2
Molar mass 658.536 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).

Malouetine is an aminosteroid neuromuscular blocking agent and antinicotinic alkaloid isolated from Malouetia spp.[1]

The structure of malouetine inspired the development of modern aminosteroid muscle relaxants such as pancuronium bromide and vecuronium bromide by workers at Organon.[2][3][4]

References

  1. ^ Janot MM; Laine F; Goutarel R (1960). "Steroid alkaloids. V. Alkaloids of Malouetia bequaertiana e. Woodson (Apocynaceae): Funtuphyllamine B and malouetine. Preliminary communication". Annales Pharmaceutiques Françaises. 18: 673–677. PMID 13789457.
  2. ^ Alauddin, M.; Caddy, B.; Lewis, J.J.; Martin-Smith, M.; Sugrue, M.F. (January 1965). "Non-depolarising neuromuscular blockade by 3α,17α-bis(quaternary ammonium) 5α-androstanes". Journal of Pharmacy and Pharmacology. 17 (1): 55–59. doi:10.1111/j.2042-7158.1965.tb07569.x. PMID 14285698. S2CID 71497007.
  3. ^ Buckett, W.R.; Hewett, C.L.; Savage, D.S. (October 1973). "Pancuronium bromide and other steroidal neuromuscular blocking agents containing acetylcholine fragments". Journal of Medicinal Chemistry. 16 (10): 1116–24. doi:10.1021/jm00268a011. PMID 4356139.
  4. ^ McKenzie, A.G. (June 2000). "Prelude to pancuronium and vecuronium". Anaesthesia. 55 (6): 551–556. doi:10.1046/j.1365-2044.2000.01423.x. PMID 10866718. S2CID 22476701.
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