Laudanosine
From DrugPedia: A Wikipedia for Drug discovery
| 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
