U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC.[H][C@@]67OC8=C9C(C[C@H]%10N(C)CC[C@@]69[C@@]%10([H])C=C[C@@H]7O)=CC=C8OC

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

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

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
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Over-the-counter medications for acute cough in children and adults in ambulatory settings.
2001
Dystonia as acute adverse reaction to cough suppressant in a 3-year-old girl.
2001
[Pharmacokinetic and toxicokinetic parameters of some drugs of abuse].
2001
[Guillain-Barre syndrome as a result of poisoning with a mixture of "kompot"(Polish heroin) and drugs].
2001
Sticky business: patterns of procurement and misuse of prescription cough syrup in Houston.
2001 Apr-Jun
Simultaneous determination of codeine and ethyl morphine HCL in tablet formulations using LC.
2001 Aug
Prescribing limitations.
2001 Aug 11
Precipitated withdrawal following codeine administration is dependent on CYP genotype.
2001 Aug 17
[Paracetamol-codeine induced hepatic colic].
2001 Aug-Sep
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
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
Use of beta-cyclodextrin in the capillary zone electrophoretic separation of the components of clandestine heroin preparations.
2001 Jul 27
Heroin use by motorists in Sweden confirmed by analysis of 6-acetylmorphine in urine.
2001 Jul-Aug
Laboratory analysis of remotely collected oral fluid specimens for opiates by immunoassay.
2001 Jul-Aug
[Chronic pain in geriatrics].
2001 Jun
[Information on preparations containing codeine].
2001 Jun 20
Codeine phosphate in paediatric medicine.
2001 Mar
Codeine phosphate in children: time for re-evaluation?
2001 Mar
Expression and activity of cell-wall-degrading enzymes in the latex of opium poppy, Papaver somniferum L.
2001 Mar
From codeine to transdermal fentanyl for cancer pain control: a safety and efficacy clinical trial.
2001 May-Jun
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
Concentration ratios of morphine to codeine in blood of impaired drivers as evidence of heroin use and not medication with codeine.
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
Analysis of morphine and codeine in samples adulterated with Stealth.
2001 Oct
Detection of opiate use in a methadone maintenance treatment population with the CEDIA 6-acetylmorphine and CEDIA DAU opiate assays.
2001 Oct
Ropivacaine with or without clonidine improves pediatric tonsillectomy pain.
2001 Oct
Drug contamination of US paper currency.
2001 Oct 1
Predictors for completing an inpatient detoxification program among intravenous heroin users, methadone substituted and codeine substituted patients.
2001 Oct 1
Endogenous morphine and codeine. Possible role as endogenous anticonvulsants.
2001 Oct 12
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
Cetirizine inhibits skin reactions but not mediator release in immediate and developing late-phase allergic cutaneous reactions. A double-blind, placebo-controlled study.
2001 Sep
Rofecoxib versus codeine/acetaminophen in postoperative dental pain: a double-blind, randomized, placebo- and active comparator-controlled clinical trial.
2001 Sep
Tramadol/acetaminophen combination tablets and codeine/acetaminophen combination capsules for the management of chronic pain: a comparative trial.
2001 Sep
Blind trials of an onsite saliva drug test for marijuana and opiates.
2001 Sep
[Weak opioids].
2001 Sep
[Strong opioids].
2001 Sep
Concentration ratios of codeine-to-morphine in plasma after a single oral dose (100 mg) of codeine phosphate.
2001 Sep
Detection of non-prescription heroin markers in urine with liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.
2001 Sep
Pain control in medical abortion.
2001 Sep
Engineering novel biocatalytic routes for production of semisynthetic opiate drugs.
2001 Sep
Can standard open pediatric urological procedures be performed on an outpatient basis?
2001 Sep
Experience with urine drug testing by the Correctional Service of Canada.
2001 Sep 15
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:33 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:33 GMT 2023
Record UNII
GSL05Y1MN6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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 COMPONENT OF MYPHETANE DC
Common Name English
CODEINE PHOSPHATE [VANDF]
Common Name English
CODEINE PHOSPHATE HEMIHYDRATE
EP   WHO-DD   WHO-IP  
Common Name English
CODEINE PHOSPHATE [ORANGE BOOK]
Common Name English
CODEINE PHOSPHATE COMPONENT OF DIMETANE-DC
Common Name English
CODEINE PHOSPHATE HYDRATE [JAN]
Common Name English
CODEINE PHOSPHATE CII [USP-RS]
Common Name English
7,8-Didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α-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 COMPONENT OF CODRIX
Common Name English
CODEINE PHOSPHATE COMPONENT OF BROMANYL
Common Name English
CODEINE PHOSPHATE COMPONENT OF AMBENYL
Common Name English
CODEINE PHOSPHATE COMPONENT OF TRIACIN-C
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
CODEINE PHOSPHATE COMPONENT OF BROMANATE DC
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 Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
CFR 21 CFR 290.2
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
NCI_THESAURUS C1657
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
DEA NO. 9050
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
CFR 21 CFR 341.14
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
CFR 21 CFR 341.74
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
Code System Code Type Description
EVMPD
SUB29134
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID20904612
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
DRUG BANK
DBSALT000030
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
SMS_ID
100000090188
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
PUBCHEM
6321303
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
NCI_THESAURUS
C74548
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
RS_ITEM_NUM
1144000
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
CAS
41444-62-6
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL485
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
RXCUI
2672
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY RxNorm
WHO INTERNATIONAL PHARMACOPEIA
CODEINE PHOSPHATE
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
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 Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
FDA UNII
GSL05Y1MN6
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
EVMPD
SUB13428MIG
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
EVMPD
SUB13427MIG
Created by admin on Fri Dec 15 15:09:33 GMT 2023 , Edited by admin on Fri Dec 15 15:09:33 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
SOLVATE->ANHYDROUS
Related Record Type Details
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
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
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