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This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C18H21NO3.H2O.2H3O4P
Molecular Weight 812.7341
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE PHOSPHATE

SMILES

O.OP(O)(O)=O.OP(O)(O)=O.COC1=C2O[C@H]3[C@@H](O)C=C[C@H]4[C@H]5CC(C=C1)=C2[C@@]34CCN5C.COC6=C7O[C@H]8[C@@H](O)C=C[C@H]9[C@H]%10CC(C=C6)=C7[C@@]89CCN%10C

InChI

InChIKey=DKSZLDSPXIWGFO-BLOJGBSASA-N
InChI=1S/2C18H21NO3.2H3O4P.H2O/c2*1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;2*1-5(2,3)4;/h2*3-6,11-13,17,20H,7-9H2,1-2H3;2*(H3,1,2,3,4);1H2/t2*11-,12+,13-,17-,18-;;;/m00.../s1

HIDE SMILES / InChI

Molecular Formula H3O4P
Molecular Weight 97.9952
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H21NO3
Molecular Weight 299.3642
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Codeine is an opiate used to manage mild to moderate pain severe enough to require an opioid. Codeine is a selective agonist for the mu opioid receptor and has an affinity to delta and kappa-opioid receptors. In some countries, this drug is regulated under various narcotic control laws, because its chronic use can cause physical dependence. In others, it is available without a medical prescription in combination with paracetamol.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
6.1 µM [EC50]
Target ID: P41145
Gene ID: 4986.0
Gene Symbol: OPRK1
Target Organism: Homo sapiens (Human)
Target ID: P41143
Gene ID: 4985.0
Gene Symbol: OPRD1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CAPITAL AND CODEINE

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
66.9 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
145 ng/mL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
229 ng/mL
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
93 ng/mL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
242 ng/mL
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
53.5 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
MORPHINE-3-GLUCURONIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
66.9 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
968 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE-6-GLUCURONIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
0.61 μM × h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
466 ng × h/mL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
849 ng × h/mL
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
467 ng × h/mL
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
937 ng × h/mL
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.47 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2.8 h
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
2.8 h
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
2.7 h
60 mg single, oral
dose: 60 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
2.9 h
60 mg single, intramuscular
dose: 60 mg
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
1.71 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
MORPHINE-3-GLUCURONIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
1.47 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2.75 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE-6-GLUCURONIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
75%
15 mg single, oral
dose: 15 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CODEINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
360 mg 1 times / day multiple, oral
Highest recorded dose
Dose: 360 mg, 1 times / day
Route: oral
Route: multiple
Dose: 360 mg, 1 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: M+F
Food Status: UNKNOWN
Sources:
OverviewDrug as perpetrator​Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Mimicking gene defects to treat drug dependence.
2000
Over-the-counter medications for acute cough in children and adults in ambulatory settings.
2001
LC method for the analysis of acetylsalicylic acid, caffeine and codeine phosphate in pharmaceutical preparations.
2001 Apr
The diagnosis and treatment of cough.
2001 Apr 5
LC method for the analysis of paracetamol, caffeine and codeine phosphate in pharmaceutical preparations.
2001 Dec
Effect of penicillin on postoperative endodontic pain and swelling in symptomatic necrotic teeth.
2001 Feb
Effect of prophylactic amoxicillin on endodontic flare-up in asymptomatic, necrotic teeth.
2001 Jan
Inhibition by glucocorticoids of the mast cell-dependent weal and flare response in human skin in vivo.
2001 Jan
Packaging of codeine phosphate suppositories.
2001 Jan
Using evidence from different sources: an example using paracetamol 1000 mg plus codeine 60 mg.
2001 Jan 10
Head-column field-amplified sample stacking in presence of siphoning. Application to capillary electrophoresis-electrospray ionization mass spectrometry of opioids in urine.
2001 Jul 27
[Information on preparations containing codeine].
2001 Jun 20
Myocardial Infarction associated with methadone and/or dihydrocodeine.
2001 Mar
Opiate use to control bowel motility may induce chronic daily headache in patients with migraine.
2001 Mar
Audit of pain management at home following tonsillectomy in children.
2001 Mar
Treatment of severe pain from osteoarthritis with slow-release tramadol or dihydrocodeine in combination with NSAID's: a randomised study comparing analgesia, antinociception and gastrointestinal effects.
2001 Mar
Dextromethorphan is an effective cough suppressant.
2001 May
Capillary electrophoresis-electrospray ionization ion trap mass spectrometry for analysis and confirmation testing of morphine and related compounds in urine.
2001 May 4
Selective antibodies to methadone enantiomers: synthesis of (R)- and (R,S)-methadone conjugates and determination by an immunoenzymatic method in human serum.
2001 May 5
Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations.
2001 May-Jun
Scalp nerve blocks decrease the severity of pain after craniotomy.
2001 Nov
The role of adrenal corticosteroids in induction of micronuclei by morphine.
2001 Nov 15
Nutritional effects of surgical and medical treatment for short bowel syndrome.
2001 Nov-Dec
Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes.
2001 Oct
Seizures with intravenous codeine phosphate.
2001 Oct
Incorporation of selegiline metabolites into hair after oral selegiline intake.
2001 Oct
Ropivacaine with or without clonidine improves pediatric tonsillectomy pain.
2001 Oct
Predictors for completing an inpatient detoxification program among intravenous heroin users, methadone substituted and codeine substituted patients.
2001 Oct 1
Spontaneous reports on drug-induced pancreatitis in Denmark from 1968 to 1999.
2001 Sep
Community pharmacists' experience of over-the-counter medicine misuse in Scotland.
2001 Sep
Tramadol/acetaminophen combination tablets and codeine/acetaminophen combination capsules for the management of chronic pain: a comparative trial.
2001 Sep
Detection of non-prescription heroin markers in urine with liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.
2001 Sep
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:48:29 GMT 2025
Edited
by admin
on Mon Mar 31 17:48:29 GMT 2025
Record UNII
GSL05Y1MN6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CODEINE PHOSPHATE HEMIHYDRATE
EP   WHO-DD   WHO-IP  
Preferred Name English
CODEINE PHOSPHATE
ORANGE BOOK   USP   VANDF   WHO-IP  
Common Name English
CODEINE PHOSPHATE CII
USP-RS  
Common Name English
DIMETANE-DC COMPONENT CODEINE PHOSPHATE
Common Name English
CODEINE PHOSPHATE [VANDF]
Common Name English
CODEINE PHOSPHATE [ORANGE BOOK]
Common Name English
CODEINE PHOSPHATE HYDRATE [JAN]
Common Name English
CODEINE PHOSPHATE CII [USP-RS]
Common Name English
7,8-Didehydro-4,5?-epoxy-3-methoxy-17-methylmorphinan-6?-ol phosphate (1:1) (salt) hemihydrate
Common Name English
CODEINE PHOSPHATE HEMIHYDRATE [EP MONOGRAPH]
Common Name English
AMBENYL COMPONENT CODEINE PHOSPHATE
Common Name English
CODEINE PHOSPHATE [WHO-IP]
Common Name English
TRIACIN-C COMPONENT CODEINE PHOSPHATE
Common Name English
CODEINI PHOSPHAS [WHO-IP LATIN]
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.ALPHA.)-, PHOSPHATE (SALT), HYDRATE (2:2:1)
Common Name English
COLREX COMPOUND
Brand Name English
BROMANYL COMPONENT CODEINE PHOSPHATE
Common Name English
MYPHETANE DC COMPONENT CODEINE PHOSPHATE
Common Name English
AMBENYL COUGH SYRUP
Brand Name English
CODEINE PHOSPHATE BP
Common Name English
CODRIX COMPONENT CODEINE PHOSPHATE
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.ALPHA.)-, PHOSPHATE (1:1) (SALT), HEMIHYDRATE
Common Name English
CODEINE PHOSPHATE [USP MONOGRAPH]
Common Name English
BROMANATE DC COMPONENT CODEINE PHOSPHATE
Common Name English
Codeine phosphate hemihydrate [WHO-DD]
Common Name English
CODEINE PHOSPHATE HEMIHYDRATE [WHO-IP]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 1308.15
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
CFR 21 CFR 290.2
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
NCI_THESAURUS C1657
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
DEA NO. 9050
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
CFR 21 CFR 341.14
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
CFR 21 CFR 341.74
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
Code System Code Type Description
EVMPD
SUB29134
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID20904612
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
DRUG BANK
DBSALT000030
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
SMS_ID
100000090188
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
PUBCHEM
6321303
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
NCI_THESAURUS
C74548
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
RS_ITEM_NUM
1144000
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
CAS
41444-62-6
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
ChEMBL
CHEMBL485
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
RXCUI
2672
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY RxNorm
WHO INTERNATIONAL PHARMACOPEIA
CODEINE PHOSPHATE
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY Description: Small, colourless crystals or a white, crystalline powder; odourless.Solubility: Soluble in 4 parts of water; slightly soluble in ethanol (~750 g/l) TS; practically insoluble in ether R.Category: Antitussive; analgesic.Storage: Codeine phosphate should be kept in a tightly closed container, protected from light.Labelling: The designation on the container should state if the Codeine phosphate is the hemihydrate or the sesquihydrate.Additional information. Codeine phosphate effloresces in dry air.
DAILYMED
GSL05Y1MN6
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
FDA UNII
GSL05Y1MN6
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
EVMPD
SUB13428MIG
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
EVMPD
SUB13427MIG
Created by admin on Mon Mar 31 17:48:29 GMT 2025 , Edited by admin on Mon Mar 31 17:48:29 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
SOLVATE->ANHYDROUS
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY