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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21NO3
Molecular Weight 299.3649
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE ANHYDROUS

SMILES

CN1CC[C@@]23[C@@]4([H])C=C[C@@]([H])([C@]2([H])Oc5c(ccc(C[C@]41[H])c53)OC)O

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 299.3649
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
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
Sticky business: patterns of procurement and misuse of prescription cough syrup in Houston.
2001 Apr-Jun
Randomized placebo controlled trial of lofexidine hydrochloride for chronic pelvic pain in women.
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
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
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
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
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
Oral ibuprofen versus paracetamol plus codeine for analgesia after ambulatory surgery.
2001 Jun
Time of drug elimination in chronic drug abusers. Case study of 52 patients in a "low-step" detoxification ward.
2001 Jun 15
[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
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
From codeine to transdermal fentanyl for cancer pain control: a safety and efficacy clinical trial.
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
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
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 Sat Jun 26 06:25:49 UTC 2021
Edited
by admin
on Sat Jun 26 06:25:49 UTC 2021
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
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
O3-METHYLMORPHINE
Common Name English
CODICEPT
Common Name English
CODEINE [WHO-DD]
Common Name English
METHYLMORPHINE
Common Name English
MORPHINE SULFATE IMPURITY A [EP]
Common Name English
HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE SPECIFIED IMPURITY C [EP]
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
DIHYDROCODEINE HYDROGEN TARTRATE SPECIFIED IMPURITY A [EP]
Common Name English
7,8-DIDEHYDRO-4,5.ALPHA.-EPOXY-3-METHOXY-17-METHYLMORPHINAN-6.ALPHA.-OL
Systematic Name English
Classification Tree Code System Code
NDF-RT N0000175690
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
NDF-RT N0000175684
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
CFR 21 CFR 862.3270
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
DEA NO. 9050
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
WHO-ATC N02AJ09
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
Code System Code Type Description
DRUG BANK
DB00318
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
CAS
76-57-3
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
NCI_THESAURUS
C171855
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
ALTERNATIVE
ECHA (EC/EINECS)
200-969-1
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
PUBCHEM
5284371
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
MERCK INDEX
M3718
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C77284
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
EPA CompTox
76-57-3
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
RXCUI
236131
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
ALTERNATIVE
RXCUI
1545976
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
HSDB
3043
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
EVMPD
SUB127261
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
EVMPD
SUB13424MIG
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
FDA UNII
UX6OWY2V7J
Created by admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
BINDER->LIGAND
BINDING
SALT/SOLVATE -> PARENT
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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METABOLITE -> PARENT
METABOLITE INACTIVE -> PARENT
Metabolic Enzyme - cytochrome P-450 3A4
METABOLITE ACTIVE -> PRODRUG
MAJOR METABOLITE MAY BE RESPONSIBLE FOR ANALGESIC EFFECT
MAJOR
METABOLITE ACTIVE -> PRODRUG
MINOR METABOLITE
MINOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
UNSPECIFIED
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
ACTIVE MOIETY