| Identification | Back Directory | [Name]
laudanosine | [CAS]
2688-77-9 | [Synonyms]
Nsc 35045
Einecs 220-253-2
(+)-(S)-Laudanosine
Cisatracurium Besylate Impurity 49
(S)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
(1S)-1,2,3,4-Tetrahydro-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methylisoquinoline
[1S,(+)]-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline
Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1S)- | [EINECS(EC#)]
220-253-2 | [Molecular Formula]
C21H27NO4 | [MDL Number]
MFCD27978049 | [MOL File]
2688-77-9.mol | [Molecular Weight]
357.44 |
| Chemical Properties | Back Directory | [Melting point ]
89° | [alpha ]
D16 +106° (c = 1.6 in 97% alc); D16 +130° (chloroform); D22 +52.2 ±1.3° (chloroform); D20 +82.5° (ethanol) | [Boiling point ]
490.07°C (rough estimate) | [density ]
1.1729 (rough estimate) | [refractive index ]
1.5614 (estimate) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly, Sonicated) | [form ]
White to Pale Beige | [pka]
7.80±0.40(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
Laudanosine is a metabolite of the neuromuscular-blocking drugs Atracurium (A794500) and Cisatracurium (C496700) with potentially toxic systemic effects. It crosses the blood-brain barrier and may cause excitement and seizure activity. | [Definition]
ChEBI: Laudanosine is a member of isoquinolines. | [Purification Methods]
Crystallise these from EtOH. The (±)-picrate crystallises from EtOH with m 177-178o. The (-)-isomer has m 83-85o and |
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