ChemicalBook--->CAS DataBase List--->2688-77-9

2688-77-9

2688-77-9 Structure

2688-77-9 Structure
IdentificationBack 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 PropertiesBack 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)
Hazard InformationBack 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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