Heterocodeine

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Heterocodeine
File:Heterocodeine.png
Gene therapy
Clinical data
Other namesHeterocodeine, Morphine 6-methyl ester
Physiological data
Legal status
Pharmacokinetic data
Identifiers
CAS Number
PubChem Template:Abbreviation
Chemical and physical data
FormulaC18H21NO3
Molar mass299.364 g/mol

Heterocodeine (6-methylmorphine) is an opiate derivative, the 6-methyl ether of morphine, and a structural isomer of codeine. Heterocodeine was first synthesised in 1932, and can be made from morphine by selective methylation.[1]

Heterocodeine is 6 times more potent than morphine[1] due to the masking of the 6-hydroxy group giving greater lipophilicity, in a similar manner to 6-acetylmorphine.[2]

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References

  1. ↑ Barber RB, Rapoport H. Synthesis of thebaine and oripavine from codeine and morphine. Journal of Medicinal Chemistry. 1975 Nov;18(11):1074-7.

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