2688-77-9
Chemical Structure
(S)-Laudanosine
- CAS No.: 2688-77-9
- Formula:C21H27NO4
- Molecular Weight:357.44
IUPAC Name: (S)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
InChIKey: KGPAYJZAMGEDIQ-KRWDZBQOSA-N
SMILES: CN1[C@H](C2=C(CC1)C=C(C(OC)=C2)OC)CC3=CC=C(C(OC)=C3)OC
Biological Activity: (S)-Laudanosine is an alkaloid that can be found in poppies and is the S-enantiomer of Laudanosine. Laudanosine acts on the central nervous system and cardiovascular system, inhibiting low-affinity GABA receptors with an IC50 value of 10 μM, and can cause seizures, hypotension, and bradycardia. Additionally, Laudanosine exerts analgesic effects by competitively binding to the opioid Mu-1 receptor (Ki = 2.7 μM)[1][2][3][4].
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(S)-Laudanosine | 99.95% | (S)-Laudanosine is an alkaloid that can be found in poppies and is the S-enantiomer of Laudanosine. Laudanosine acts on the central nervous system and cardiovascular system, inhibiting low-affinity GABA receptors with an IC50 value of 10 μM, and can cause seizures, hypotension, and bradycardia. Additionally, Laudanosine exerts analgesic effects by competitively binding to the opioid Mu-1 receptor (Ki = 2.7 μM). | ||||||||||||||||||||
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References
- [1]. Fodale V, et al. Laudanosine, an atracurium and cisatracurium metabolite[J]. European journal of anaesthesiology, 2002, 19(7): 466-473. [Content Brief]
- [2]. Katz Y, et al. Interactions between laudanosine, GABA, and opioid subtype receptors: implication for laudanosine seizure activity. Brain Res. 1994 May 23;646(2):235-41. [Content Brief]
- [3]. Chuliá S, et al. Mechanism of the cardiovascular activity of laudanosine: comparison with papaverine and other benzylisoquinolines. Br J Pharmacol. 1994 Dec;113(4):1377-85. [Content Brief]
- [4]. Chapple DJ, et al. Cardiovascular and neurological effects of laudanosine. Studies in mice and rats, and in conscious and anaesthetized dogs. Br J Anaesth. 1987 Feb;59(2):218-25. [Content Brief]
