Laudanosine
From DrugPedia: A Wikipedia for Drug discovery
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==Description== | ==Description== | ||
opium alkaloid | opium alkaloid | ||
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+ | Laudanosine or N-methyltetrahydropapaverine is a toxic metabolite of atracurium and cisatracurium that decreases the seizure threshold. It also occurs naturally in minute amounts (0.1%) in opium, from which it was first isolated in 1871. Partial dehydration of laudanosine will lead to papaverine. | ||
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+ | Laudanosine is a benzylisoquinoline alkaloid. It has been shown to interact with GABA receptors, opioid receptors, and nicotinic acetylcholine receptors. | ||
==General Properties== | ==General Properties== | ||
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[http://crdd.osdd.net/raghava/biadb/detail.php?id=1141 Link to BIAdb Database] | [http://crdd.osdd.net/raghava/biadb/detail.php?id=1141 Link to BIAdb Database] | ||
+ | [[Category:BIAdb_old]] |
Current revision
Laudanosine
| |
Systematic (IUPAC) name | |
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline | |
Identifiers | |
CAS number | ? |
ATC code | ? |
PubChem | |
Chemical data | |
Formula | C21H27NO4 |
Mol. mass | 357.44338 |
SMILES | & |
Pharmacokinetic data | |
Bioavailability | ? |
Metabolism | ? |
Half life | ? |
Excretion | ? |
Therapeutic considerations | |
Pregnancy cat. |
? |
Legal status | |
Routes | ? |
[edit] Description
opium alkaloid
Laudanosine or N-methyltetrahydropapaverine is a toxic metabolite of atracurium and cisatracurium that decreases the seizure threshold. It also occurs naturally in minute amounts (0.1%) in opium, from which it was first isolated in 1871. Partial dehydration of laudanosine will lead to papaverine.
Laudanosine is a benzylisoquinoline alkaloid. It has been shown to interact with GABA receptors, opioid receptors, and nicotinic acetylcholine receptors.
[edit] General Properties
*Molecular Weight
357.44338
*Molecular Formula
C21H27NO4
*IUPAC NAME
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
*Canonical Smiles
CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC)OC)OC
*Isomeric Smiles
N/A
*XLogP
2.7
*Topological Polar Surface Area
40.2