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| Laudanosine | |
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| IUPAC name | (1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy- 2-methyl-3,4-dihydro-1H-isoquinoline |
| Other names | N-Methyl-1,2,3,4-tetrahydropapaverine |
| Identifiers | |
| CAS number | [2688-77-9] |
| PubChem | |
| Properties | |
| Molecular formula | C21H27NO4 |
| Molar mass | 357.44 g mol-1 |
| Melting point |
89 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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Laudanosine or N-methyltetrahydropapaverine is a toxic metabolite of atracurium and cisatracurium[1] that decreases the seizure threshold. It also occurs naturally in minute amounts (0.1%) in opium, from which it was first isolated in 1871.[2] Partial dehydration of laudanosine will lead to papaverine.
Laudanosine has been shown to interact with GABA receptors, opioid receptors, and nicotinic acetylcholine receptors.[1]
References
- ^ a b Fodale V, Santamaria LB (July 2002). "Laudanosine, an atracurium and cisatracurium metabolite". Eur J Anaesthesiol 19 (7): 466–73. PMID 12113608.
- ^ Burger A [1954] (2005). "The Benzylisoquinoline Alkaloids", in Manske RHF, Holmes HL (eds.): The Alkaloids: Chemistry and Physiology 4. New York: Academic Press, p. 48. ISBN 0124695043. Retrieved September 18, 2008 through Google Book Search.
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- This page was last modified on 18 September 2008, at 23:37.
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