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
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
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.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL233 |
6.1 µM [EC50] | ||
Target ID: P41145 Gene ID: 4986.0 Gene Symbol: OPRK1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7885194 |
|||
Target ID: P41143 Gene ID: 4985.0 Gene Symbol: OPRD1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7885194 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | CAPITAL AND CODEINE Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
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 |
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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 |
Sample Use Guides
In Vivo Use Guide
Sources: https://online.lexi.com/lco/medguides/622452.pdf
Unknown
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 06:25:49 UTC 2021
by
admin
on
Sat Jun 26 06:25:49 UTC 2021
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Record UNII |
UX6OWY2V7J
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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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
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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
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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
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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
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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
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DB00318
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76-57-3
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PRIMARY | |||
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C171855
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ALTERNATIVE | |||
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200-969-1
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5284371
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M3718
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PRIMARY | Merck Index | ||
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C77284
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76-57-3
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236131
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1545976
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3043
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SUB127261
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PRIMARY | |||
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SUB13424MIG
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UX6OWY2V7J
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admin on Sat Jun 26 06:25:50 UTC 2021 , Edited by admin on Sat Jun 26 06:25:50 UTC 2021
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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BINDER->LIGAND |
BINDING
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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SUB_CONCEPT->SUBSTANCE | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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METABOLIC ENZYME -> SUBSTRATE | |||
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SALT/SOLVATE -> PARENT | |||
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METABOLIC ENZYME -> SUBSTRATE |
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METABOLITE -> PARENT | |||
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METABOLITE INACTIVE -> PARENT |
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METABOLITE ACTIVE -> PRODRUG |
MAJOR METABOLITE MAY BE RESPONSIBLE FOR ANALGESIC EFFECT
MAJOR
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METABOLITE ACTIVE -> PRODRUG |
MINOR METABOLITE
MINOR
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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PARENT -> IMPURITY |
UNSPECIFIED
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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