Dihydrocodeine: Difference between revisions

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Dihydrocodeine, or 4,5-alpha-epoxy-3-methoxy-17-methylmorphinan-6-ol, is an opioid of the morphinan class. Dihydrocodeine and other molecules of this class contain a polycyclic core of three benzene rings fused in a zig-zag pattern called a phenanthrene. A fourth nitrogen containing ring is fused to the phenanthrene at R9 and R13 with the nitrogen member looking at R17 of the combined structure. This structure is called morphinan.

Dihydrocodeine, along with other morphinans, contains an ether bridge between two of its rings, connecting R4 and R5 through an oxygen group. It also contains a hydroxy group (OH-) bound at R6 and a methyl group located on the nitrogen atom at R17. On the same ring containing the hydroxy group, dihydrocodeine contains a double bond, which ~~dihydrocodeine~~ lacks. This results in a much more stable chemical structure and also affects its metabolism.

Dihydrocodeine, along with other morphinans, contains an ether bridge between two of its rings, connecting R4 and R5 through an oxygen group. It also contains a hydroxy group (OH-) bound at R6 and a methyl group located on the nitrogen atom at R17. On the same ring containing the hydroxy group, dihydrocodeine contains a double bond, which codeine lacks. This results in a much more stable chemical structure and also affects its metabolism.

Dihydrocodeine can be synthesized from morphine by reduction of the 7,8-double bond. It readily converts to [[dihydromorphine]] with high yields (>95%) which can be methylated to create dihydrocodeine. Dihydrocodeine is analogous to the other morphinans including [[codeine]], [[heroin]], [[ethylmorphine]], [[hydrocodone]], and [[oxycodone]].

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 Dihydrocodeine, or 4,5-alpha-epoxy-3-methoxy-17-methylmorphinan-6-ol, is an opioid of the morphinan class. Dihydrocodeine and other molecules of this class contain a polycyclic core of three benzene rings fused in a zig-zag pattern called a phenanthrene. A fourth nitrogen containing ring is fused to the phenanthrene at R<sub>9</sub> and R<sub>13</sub> with the nitrogen member looking at R<sub>17</sub> of the combined structure. This structure is called morphinan.
-Dihydrocodeine, along with other morphinans, contains an ether bridge between two of its rings, connecting R<sub>4</sub> and R<sub>5</sub> through an oxygen group. It also contains a hydroxy group (OH-) bound at R<sub>6</sub> and a methyl group located on the nitrogen atom at R<sub>17</sub>. On the same ring containing the hydroxy group, dihydrocodeine contains a double bond, which dihydrocodeine lacks. This results in a much more stable chemical structure and also affects its metabolism.
+Dihydrocodeine, along with other morphinans, contains an ether bridge between two of its rings, connecting R<sub>4</sub> and R<sub>5</sub> through an oxygen group. It also contains a hydroxy group (OH-) bound at R<sub>6</sub> and a methyl group located on the nitrogen atom at R<sub>17</sub>. On the same ring containing the hydroxy group, dihydrocodeine contains a double bond, which codeine lacks. This results in a much more stable chemical structure and also affects its metabolism.
 Dihydrocodeine can be synthesized from morphine by reduction of the 7,8-double bond. It readily converts to [[dihydromorphine]] with high yields (>95%) which can be methylated to create dihydrocodeine. Dihydrocodeine is analogous to the other morphinans including [[codeine]], [[heroin]], [[ethylmorphine]], [[hydrocodone]], and [[oxycodone]].