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
Dystonia as acute adverse reaction to cough suppressant in a 3-year-old girl.
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
The use of compound 48/80 and codeine phosphate as positive controls for intradermal skin testing in dogs.
2001 Apr
Precipitated withdrawal following codeine administration is dependent on CYP genotype.
2001 Aug 17
Effect of penicillin on postoperative endodontic pain and swelling in symptomatic necrotic teeth.
2001 Feb
Opioids for chronic nonmalignant pain. Attitudes and practices of primary care physicians in the UCSF/Stanford Collaborative Research Network. University of California, San Francisco.
2001 Feb
Dose-related effects of controlled release dihydrocodeine on oro-cecal transit and pupillary light reflex. A study in human volunteers.
2001 Jan
Inhibition by glucocorticoids of the mast cell-dependent weal and flare response in human skin in vivo.
2001 Jan
[Chronic pain in geriatrics].
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 children: time for re-evaluation?
2001 Mar
Opiate use to control bowel motility may induce chronic daily headache in patients with migraine.
2001 Mar
Dihydrocodeine--drug of use or misuse?
2001 May
The analgesic effect of codeine as compared to imipramine in different human experimental pain models.
2001 May
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
Regional block and mexiletine: the effect on pain after cancer breast surgery.
2001 May-Jun
Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes.
2001 Oct
Incorporation of selegiline metabolites into hair after oral selegiline intake.
2001 Oct
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
[Weak opioids].
2001 Sep
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:04:29 UTC 2023
Edited
by admin
on Fri Dec 15 15:04:29 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ATC N02AJ06
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 2.2
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-VATC QN02AA79
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ATC N02AJ08
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
CFR 21 CFR 341.14
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
CFR 21 CFR 1308.15
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
CFR 21 CFR 341.74
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ATC N02AA59
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
DEA NO. 9050
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
CFR 21 CFR 290.2
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ATC R05DA04
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-ATC N02AJ07
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
NCI_THESAURUS C1657
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-VATC QR05DA04
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
NDF-RT N0000175690
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
WHO-VATC QN02AA59
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
LIVERTOX NBK548359
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
CODEINE
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID20209391
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
WIKIPEDIA
CODEINE
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL485
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
EVMPD
SUB26908
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
NCI_THESAURUS
C383
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
DRUG BANK
DB00318
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
CHEBI
16714
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
PUBCHEM
5362471
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
SMS_ID
100000090266
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
EVMPD
SUB13424MIG
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
CHEBI
57871
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
DAILYMED
Q830PW7520
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
FDA UNII
Q830PW7520
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
MESH
D003061
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
RXCUI
2670
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY RxNorm
DRUG CENTRAL
725
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
LACTMED
Codeine
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
CAS
6059-47-8
Created by admin on Fri Dec 15 15:04:29 UTC 2023 , Edited by admin on Fri Dec 15 15:04:29 UTC 2023
PRIMARY
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