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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21NO3.H2O
Molecular Weight 317.3795
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE

SMILES

O.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC

InChI

InChIKey=WRRSFOZOETZUPG-FFHNEAJVSA-N
InChI=1S/C18H21NO3.H2O/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;/h3-6,11-13,17,20H,7-9H2,1-2H3;1H2/t11-,12+,13-,17-,18-;/m0./s1

HIDE SMILES / InChI

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
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
Determination of opiates in serum, saliva and hair addicted persons.
2001
Results of a phase-I/II randomized, masked, placebo-controlled trial of recombinant human interleukin-11 (rhIL-11) in the treatment of subjects with active rheumatoid arthritis.
2001
Pharmacological control of cough.
2001 Apr
Randomized placebo controlled trial of lofexidine hydrochloride for chronic pelvic pain in women.
2001 Aug
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
LC method for the analysis of paracetamol, caffeine and codeine phosphate in pharmaceutical preparations.
2001 Dec
Effect of prophylactic amoxicillin on endodontic flare-up in asymptomatic, necrotic teeth.
2001 Jan
Opiate-sensitivity: clinical characteristics and the role of skin prick testing.
2001 Jul
Contribution of dihydrocodeine and dihydromorphine to analgesia following dihydrocodeine administration in man: a PK-PD modelling analysis.
2001 Jul
Are cannabinoids an effective and safe treatment option in the management of pain? A qualitative systematic review.
2001 Jul 7
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
Successful withdrawal from analgesic abuse in a group of youngsters with chronic daily headache.
2001 Jun
Analysis of cocaine, benzoylecgonine, codeine, and morphine in hair by supercritical fluid extraction with carbon dioxide modified with methanol.
2001 Jun 1
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
[Analgesics-induced chronic renal failure in patients on dialysis therapy in Hungary].
2001 May 13
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
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:04:29 GMT 2023
Edited
by admin
on Fri Dec 15 15:04:29 GMT 2023
Record UNII
Q830PW7520
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CODEINE
EP   MART.   USP   VANDF  
Common Name English
LEAN
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, MONOHYDRATE, (5.ALPHA.,6.ALPHA.)-
Systematic Name English
CODEINUM
HPUS  
Common Name English
CODEINUM MONOHYDRICUM [WHO-IP LATIN]
Common Name English
CODEINE [MART.]
Common Name English
7,8-Didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α-ol monohydrate
Systematic Name English
CODEINE [USP MONOGRAPH]
Common Name English
CODEINE MONOHYDRATE [EP MONOGRAPH]
Common Name English
CODEINE COMPONENT OF TUZISTRA
Brand Name English
TUZISTRA COMPONENT OF CODEINE
Brand Name English
DEA NO. 9050
Common Name English
CODEINE MONOHYDRATE [WHO-IP]
Common Name English
CODEINE MONOHYDRATE
WHO-DD   WHO-IP  
Common Name English
CODEINE [VANDF]
Common Name English
CODEINUM [HPUS]
Common Name English
Codeine monohydrate [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC N02AA79
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-ATC N02AJ06
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-ESSENTIAL MEDICINES LIST 2.2
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-VATC QN02AA79
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WHO-ATC N02AJ08
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CFR 21 CFR 341.14
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CFR 21 CFR 1308.15
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
CFR 21 CFR 341.74
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-ATC N02AA59
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
DEA NO. 9050
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
CFR 21 CFR 290.2
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-ATC R05DA04
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-ATC N02AJ07
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
NCI_THESAURUS C1657
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WHO-VATC QR05DA04
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
NDF-RT N0000175690
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
WHO-VATC QN02AA59
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
LIVERTOX NBK548359
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
CODEINE
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY Description: Colourless crystals or a white, crystalline powder; odourless.Solubility: Slightly soluble in water; freely soluble in ethanol (~750 g/l) TS and ether R.Category: Antitussive; analgesic.Storage: Codeine monohydrate should be kept in a tightly closed container, protected from light.Additional information: Codeine monohydrate effloresces slowly in dry air.
IUPHAR
1673
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID20209391
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
WIKIPEDIA
CODEINE
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL485
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PRIMARY
EVMPD
SUB26908
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PRIMARY
NCI_THESAURUS
C383
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PRIMARY
DRUG BANK
DB00318
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PRIMARY
CHEBI
16714
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
PUBCHEM
5362471
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
SMS_ID
100000090266
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
EVMPD
SUB13424MIG
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
CHEBI
57871
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
DAILYMED
Q830PW7520
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
FDA UNII
Q830PW7520
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
MESH
D003061
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
RXCUI
2670
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY RxNorm
DRUG CENTRAL
725
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
LACTMED
Codeine
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
CAS
6059-47-8
Created by admin on Fri Dec 15 15:04:29 GMT 2023 , Edited by admin on Fri Dec 15 15:04:29 GMT 2023
PRIMARY
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