Codeine
IUPAC: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
| Formula / Notation | C18H21NO3 |
|---|---|
| CAS Number | 76-57-3 |
| Molecular Weight | 299.4 |
| Melting Point | 309 to 313 °F (after drying at 176 °F) (NTP, 1992) |
| Boiling Point | 482 °F at 22 mmHg (sublimes) (NTP, 1992) |
| Density | 1.32 at 68 °F (NTP, 1992) - Denser than water; will sink |
| Solubility | less than 1 mg/mL at 70 °F (NTP, 1992) |
| Appearance | Codeine appears as colorless to white crystalline solid or white powder. Sublimes at 284 °F. Odorless. Bitter taste. pH (saturated aqueous solution) 9.8. (NTP, 1992) |
| Also Known As | (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol; Methylmorphine; Codicept; Codeine anhydrous; 76-57-3; Coducept; l-Codeine; Morphine monomethyl ether; (-)-Codeine; O3-Methylmorphine |
| Category | Organic Compounds |
What is Codeine?
Codeine is a morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties. It has a role as an opioid analgesic, a xenobiotic, a prodrug, an antitussive, an opioid receptor agonist, an environmental contaminant and a drug allergen. It is a morphinane alkaloid and an organic heteropentacyclic compound. It is functionally related to a morphine. It is a conjugate base of a codeine(1+).
Formula & Notation
IUPAC Name: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
Other Names / Synonyms: (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol; Methylmorphine; Codicept; Codeine anhydrous; 76-57-3; Coducept; l-Codeine; Morphine monomethyl ether; (-)-Codeine; O3-Methylmorphine
Properties & Characteristics
Physical Data
| Property | Value |
|---|---|
| Melting Point | 309 to 313 °F (after drying at 176 °F) (NTP, 1992) |
| Boiling Point | 482 °F at 22 mmHg (sublimes) (NTP, 1992) |
| Density | 1.32 at 68 °F (NTP, 1992) - Denser than water; will sink |
| Molecular Weight | 299.4 |
| Solubility | less than 1 mg/mL at 70 °F (NTP, 1992) |
| Appearance | Codeine appears as colorless to white crystalline solid or white powder. Sublimes at 284 °F. Odorless. Bitter taste. pH (saturated aqueous solution) 9.8. (NTP, 1992) |
Uses & Applications
Safety Information
Always consult the SDS/MSDS before handling any chemical. This information is for educational purposes only.
Key Facts
Frequently Asked Questions
Codeine is a morphinane alkaloid found in the opium poppy, Papaver somniferum var. album; has analgesic, anti-tussive and anti-diarrhoeal properties. It has a role as an opioid analgesic, a xenobiotic, a prodrug, an antitussive, an opioid receptor agonist, an environmental contaminant and a drug allergen. It is a morphinane alkaloid and an organic heteropentacyclic compound. It is functionally related to a morphine. It is a conjugate base of a codeine(1+).
Used as an industrial feedstock, solvent, pharmaceutical intermediate, flavoring agent, or chemical building block.
Flammable or irritant. Many organic compounds are flammable liquids or vapours. Keep away from ignition sources. Consult SDS for specific hazard data.
The formula or notation for Codeine is: C18H21NO3