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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21NO3
Molecular Weight 299.3642
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE ANHYDROUS

SMILES

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

InChI

InChIKey=OROGSEYTTFOCAN-DNJOTXNNSA-N
InChI=1S/C18H21NO3/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/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

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
Analgesic abuse, ureteric obstruction, and retroperitoneal fibrosis.
1975 Apr 12
Mimicking gene defects to treat drug dependence.
2000
Codeine analgesia is due to codeine-6-glucuronide, not morphine.
2000 Jul-Aug
Determination of opiates in serum, saliva and hair addicted persons.
2001
Saliva testing after single and chronic administration of dihydrocodeine.
2001
Pharmacological control of cough.
2001 Apr
Angle closure risk from proprietary medicines.
2001 Apr
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
Prescribing limitations.
2001 Aug 11
[Paracetamol-codeine induced hepatic colic].
2001 Aug-Sep
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
The safety of dextromethorphan in pregnancy : results of a controlled study.
2001 Feb
No pain relief from codeine...? An introduction to pharmacogenomics.
2001 Feb
Detection of acetylcodeine in urine as an indicator of illicit heroin use: method validation and results of a pilot study.
2001 Feb
Effect of prophylactic amoxicillin on endodontic flare-up in asymptomatic, necrotic teeth.
2001 Jan
Dose-related effects of controlled release dihydrocodeine on oro-cecal transit and pupillary light reflex. A study in human volunteers.
2001 Jan
Successful use of propranolol in migraine associated with electroconvulsive therapy.
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
Heroin use by motorists in Sweden confirmed by analysis of 6-acetylmorphine in urine.
2001 Jul-Aug
Effect of apical trephination on postoperative pain and swelling in symptomatic necrotic teeth.
2001 Jun
Myth: codeine is a powerful and effective analgesic.
2001 Jun
Time of drug elimination in chronic drug abusers. Case study of 52 patients in a "low-step" detoxification ward.
2001 Jun 15
Myocardial Infarction associated with methadone and/or dihydrocodeine.
2001 Mar
GC-MS determination of heroin metabolites in meconium: evaluation of four solid-phase extraction cartridges.
2001 Mar
Quantitation of morphine and codeine in human urine using high-filed asymmetric waveform ion mobility spectrometry (FAIMS) with mass spectrometric detection.
2001 Mar
Acetylcodeine as a marker of illicit heroin in human hair: method validation and results of a pilot study.
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
Generalized eczema due to codeine.
2001 Mar
Evaluation of urinary dihydrocodeine excretion in human by gas chromatography-mass spectrometry.
2001 Mar 5
Dextromethorphan is an effective cough suppressant.
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
Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes.
2001 Oct
Seizures with intravenous codeine phosphate.
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
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
[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 16:30:15 GMT 2023
Edited
by admin
on Fri Dec 15 16:30:15 GMT 2023
Record UNII
UX6OWY2V7J
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
CODEINE ANHYDROUS
Common Name English
MYTUSSIN
Common Name English
ETHYLMORPHINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
Common Name English
IDS-NC-005(SECT.-2)
Code English
CODEINE [HSDB]
Common Name English
CODEINE [MI]
Common Name English
SS85U8K5ZN
Common Name English
KODELAK FITO
Common Name English
MORPHINE MONOMETHYL ETHER
Common Name English
HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY C [EP IMPURITY]
Common Name English
7,8-didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α-ol
Systematic Name English
O3-METHYLMORPHINE
Common Name English
CODICEPT
Common Name English
DIHYDROCODEINE HYDROGEN TARTRATE IMPURITY A [EP IMPURITY]
Common Name English
Codeine [WHO-DD]
Common Name English
METHYLMORPHINE
Common Name English
CODUCEPT
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.ALPHA.)-
Systematic Name English
MORPHINE SULFATE IMPURITY A [EP IMPURITY]
Common Name English
MORPHINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
NDF-RT N0000175690
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
NDF-RT N0000175684
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
CFR 21 CFR 862.3270
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
DEA NO. 9050
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
WHO-ATC N02AJ09
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
Code System Code Type Description
DRUG BANK
DB00318
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
SMS_ID
100000079790
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
CAS
76-57-3
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
NCI_THESAURUS
C171855
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
ALTERNATIVE
ECHA (EC/EINECS)
200-969-1
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
PUBCHEM
5284371
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
MERCK INDEX
m3718
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C77284
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
CHEBI
16714
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID2020341
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
DAILYMED
UX6OWY2V7J
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
RXCUI
236131
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
ALTERNATIVE
RXCUI
1545976
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
HSDB
3043
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
EVMPD
SUB127261
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
EVMPD
SUB13424MIG
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
FDA UNII
UX6OWY2V7J
Created by admin on Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
BINDER->LIGAND
BINDING
SALT/SOLVATE -> PARENT
SOLVATE->ANHYDROUS
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
SUB_CONCEPT->SUBSTANCE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
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MAJOR
METABOLITE ACTIVE -> PRODRUG
MINOR METABOLITE
MINOR
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PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
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EP
PARENT -> IMPURITY
UNSPECIFIED
EP
PARENT -> IMPURITY
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ACTIVE MOIETY