Laudanosin

Laudanosine

HCID 73397CAS 2688-77-9

Grundinformationen

Standard-SMILES
COc1ccc(C[C@H]2c3cc(OC)c(OC)cc3CCN2C)cc1OC
InChIKey
KGPAYJZAMGEDIQ-KRWDZBQOSA-N
Summenformel
C21H27NO4
Durchschnittliche Molmasse
357,4 g/mol
Monoisotopische Masse
357,19400834

Namen und Bezeichner

Bevorzugter Name
Laudanosine
IUPAC
(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
Lokaler Name
Laudanosin
Englischer Name
laudanosine
Summenformel
C21H27NO4
Molmasse
357.44

Namen und Synonyme

N-MethyltetrahydropapaverineDA7R5WVN48NSC-35045RefChem:924552216-923-9220-253-21-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolineLaudanosine(S)-Laudanosine2688-77-9(+)-LaudanosineNSC 35045
Weitere Namen anzeigen
(+)-(S)-LaudanosineCisatracurium Besylate Impurity 49Atracurium Impurity 10(S-Laudanosine)(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
EINECS 220-253-2(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline(1S)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(S)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolineIsoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (1S)-(S)-(+)-LaudanosineAC1L2JSD

Datenbank-Bezeichner

CAS
2688-77-9
PubChem CID
73397
DTXSID
DTXSID30878577
ChEMBL
CHEMBL1407、CHEMBL519894
ChEBI
CHEBI:6389
UNII
DA7R5WVN48
EC Number
220-253-2
Nikkaji
J14.884I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,7
Polarare Oberfläche (TPSA)
40,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
6
Schwere Atome
26

Physikochemische Eigenschaften

Schmelzpunkt
89 ° · 89°
Siedepunkt
490.07 °C · 490.07°C (rough estimate)
Dichte
1.1729 · 1.1729 (rough estimate)
Brechungsindex
1.5614 · 1.5614 (estimate)
storage temp.
-20 °C · -20°C Freezer
Löslichkeit
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly, Sonicated)

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 1 Eintrag

A class of drugs producing both physiological and psychological effects through a variety of mechanisms. They can be divided into specific agents, e.g., affecting an identifiable molecular mechanism unique to target cells bearing receptors for that agent, and nonspecific agents, those producing effects on different target cells and acting by diverse molecular mechanisms. Those with nonspecific mechanisms are generally further classed according to whether they produce behavioral depression or stimulation. Those with specific mechanisms are classed by locus of action or specific therapeutic use. (From Gilman AG, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p252)

Anwendungen

VerwendenLaudanosine 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.

Anbieter27 Anbieter

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