Professional Documents
Culture Documents
Morphine Chemistry
Morphine Chemistry
Morphine Chemistry
Prepared By:
Dr. Ram Babu Tripathi
Associate Prof
Ram Eesh Institute of Voc. & Tech Edu.
Greater Noida, UP
WHAT IS MORPHINE?
- Morphine
- Papaverine
- Thebaine
- Noscapine
-Codeine
Benzo-isoquinoline
Phenanthrene derivatives
derivatives
2. According to synthesis
Meconic acid
Opium alkaloids usually occur naturally combined with a specific acid: (Meconic acid).
■ Meconic acid present only in Opium with morphine.
■ Meconic acid gives a deep purplish red-colored complex with FeCl3
ISOLATION OF OPIUM ALKALOIDS
WHAT IS STRUCTURE ELUCIDATION?
When applied above formula in morphine the degree of unsaturation was found to be= 09
Means several double bonds present in structure including benzene
2. Nature of the N atom As morphine adds on one mole of methyl iodide to form a
quaternary salt, this shows that it contains tertiary nitrogen atom
Morphine + CH3 I→ quart. Salt
The tertiary nature of the N atom is further conformed by Hofmann degradation of codeine
derivatives-reveals the presence of nitrogen in the ring.
3.Morphine on acetylation gives the diacetyl (HEROIN)morphine it indicate that morphine containing two
hydroxyl groups
4.With ferric chloride morphine give characteristic violet color which indicates the presence of phenolic
hydroxyl group but when Morphine is methylated with methyl chloride gives monomethyl product which does
not give any color with FeCl3 indicating that phenolic hydroxyl group is methylated
5.Presence of phenanthrene nucleus Morphine on distillation with zinc dust gives phenanthrene
and a number of bases, suggesting that morphine may contain phenanthrene nucleus
6.From the unreactivity of third oxygen atom and degradation product of morphine concluded that
third oxygen atoms present as ether linkage.
STRUCTURE ACTIVITY RELATIONSHIP
OF MORPHINE (SAR)
NOTE: Its original name ‘narcotine’ was changed to Noscapine reflect this lack of
narcotic action.
REFERENCES :