Codeine impurities and related standards
Codeine sulfate is an opioid agonist with a relatively weak affinity for the mu-opioid receptor, and the label attributes most of its analgesia to conversion to morphine in the body rather than to the parent alkaloid. Tablets are used for mild to moderately severe pain, and codeine has also been prescribed as an antitussive. The salt choice is a real analytical variable: the sulfate and the phosphate differ in mass, solubility and water content, the monographs are written separately for each, and the label instructs dispensing in a tight, light-resistant container. Related-substance work follows the chemistry of the morphinan skeleton. The 3-methoxy group is what distinguishes codeine from morphine, so morphine is the obvious process residue and the first related substance to look for in a methylation route, while the tertiary amine generates N-demethylated and N-oxide material under oxidative stress. The C6 alcohol is secondary and sits next to the 7,8 double bond, which makes it the part of the molecule most exposed to oxidation and to photolysis. Identity by NMR and MS, a declared content basis, and the specified-impurity list of the monograph are the buyer's checks.
Sources: DailyMed - Codeine sulfate tablets, FDA-approved label.
41 reference standards related to Codeine held in the RSSE catalogue — pharmacopoeial impurities, non-compendial impurities, metabolites and labelled analogues where available.
In this group: 20 fine chemicals · 7 stable isotope labelled standards · 6 impurity reference standards · 4 pharmaceutical intermediates. CAS numbers are listed for 41 of 41; 41 entries carry a structure drawing.
On this page
41 reference standards
All entries — structure, identifiers and pack sizes
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codeine hydrochloride
CUSTOM SYNTHESISRS-Z400WBY -
Codeine Phosphate
IN STOCKRS-C331025 -
(R)-Norapocodeine
IN STOCKRS-C331022 -
10-Oxocodeine (1.0mg/ml in Acetonitrile)
IN STOCKRS-C331005 -
10-Oxocodeine 6-Acetate (1.0mg/ml in Acetonitrile)
IN STOCKRS-C331006 -
10a-Hydroxycodeine
BACK ORDERRS-C331011 -
2-Aminocodeine
CUSTOM SYNTHESISRS-Z412R26 -
2-Bromo Codeine
IN STOCKRS-C331034 -
2-Nitrocodeine (1.0mg/ml in Acetonitrile)
IN STOCKRS-C331002 -
6-Deoxycodeine
IN STOCKRS-C331003 -
6-Isocodeine Benzoate
BACK ORDERRS-C331001 -
Acetylcodeine
IN STOCKRS-C331028 -
Acetyldihydrocodeine
IN STOCKRS-C331035 -
Apocodeine HCL
IN STOCKRS-C331027 -
beta-Codeine
IN STOCKRS-C331019 -
Beta-Codeine Hydrobromide
IN STOCKRS-C331023 -
Codeine b-D-Glucuronide Triacetate Methyl Ester
BACK ORDERRS-C331012 -
Codeine D3
IN STOCKRS-C331030 -
Codeine D6
IN STOCKRS-C331032 -
Codeine hydrochloride dihydrate CRS-* narc
IN STOCKRS-C331037 -
Codeine methylbromide
CUSTOM SYNTHESISRS-C331036 -
Codeine Phosphate CII
BACK ORDERRS-C331018 -
Codeine Sulfate CII
BACK ORDERRS-C331029 -
Codeine β-D-Glucuronide Triacetate Methyl Ester-d3
CUSTOM SYNTHESISRS-C331016 -
Codeine-* narc (Y0000722)
IN STOCKRS-C331026 -
Codeine-6-β-D-glucuronide
BACK ORDERRS-C331013 -
Codeine-d3 6-Beta-D-Glucuronide Sodium Salt
BACK ORDERRS-C331010 -
Codeine-d3 6-glucuronide
CUSTOM SYNTHESISRS-C331015 -
Codeine-d3 N-Oxide
IN STOCKRS-C331008 -
Desocodeine
IN STOCKRS-C331017 -
Desocodeine-d3
IN STOCKRS-C331009 -
Dihydrocodeine 6-O-b-D-Glucuronide
BACK ORDERRS-C331031 -
Dihydrocodeine hydrogen tartrate (Y0000216)
CUSTOM SYNTHESISRS-C331004 -
Dihydrocodeine Phosphate
CUSTOM SYNTHESISRS-C331021 -
N-Demethylsinomenine
IN STOCKRS-U048565 -
N-Desmethyl-N-methoxycarbonyl Codeine
IN STOCKRS-C331014 -
Codeine EP Impurity H
IN STOCKRS-C331020 -
Norcodeine O-beta-d-Glucuronide
BACK ORDERRS-C331024 -
Pseudo Codeine Hydrochloride
IN STOCKRS-C331033 -
Codeine EP Impurity G
IN STOCKRS-U046394 -
α-Isocodeine
CUSTOM SYNTHESISRS-U061597
41 reference standards
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