Codeine methyl ether

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Codeine methyl ether
Systematic (IUPAC) name
N/A
Identifiers
CAS number  ?
ATC code  ?
PubChem 11186074
Chemical data
Formula C19H23NO3
Mol. mass 313.39082
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes  ?

[edit] Description

Codeine is widely used as an analgesic and is the methyl ether of morphine. While it occurs naturally in opium to a small extent, it has been prepared synthetically by methylation of the phenolic hydroxyl group in morphine. Thus, it is known to prepare codeine by the reaction of morphine with a methylating agent such as dimethyl sulfate or trimethylphenyl ammonium ethoxide or trimethylphenyl ammonium hydroxide in the presence of a base such as aqueous sodium hydroxide, or alcoholic sodium ethoxide.

[edit] General Properties

*Molecular Weight

313.39082

*Molecular Formula

C19H23NO3

*IUPAC NAME

N/A

*Canonical Smiles

CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)OC

*Isomeric Smiles

CN1CC[C@]23C4C1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)OC

*XLogP

1.6

*Topological Polar Surface Area

30.9

[edit] External Links

Link to BIAdb Database