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
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
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.
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 |
---|---|---|
Analgesic abuse, ureteric obstruction, and retroperitoneal fibrosis. | 1975 Apr 12 |
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Mimicking gene defects to treat drug dependence. | 2000 |
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Codeine analgesia is due to codeine-6-glucuronide, not morphine. | 2000 Jul-Aug |
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Determination of opiates in serum, saliva and hair addicted persons. | 2001 |
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Saliva testing after single and chronic administration of dihydrocodeine. | 2001 |
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Pharmacological control of cough. | 2001 Apr |
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Angle closure risk from proprietary medicines. | 2001 Apr |
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LC method for the analysis of acetylsalicylic acid, caffeine and codeine phosphate in pharmaceutical preparations. | 2001 Apr |
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The diagnosis and treatment of cough. | 2001 Apr 5 |
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Prescribing limitations. | 2001 Aug 11 |
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[Paracetamol-codeine induced hepatic colic]. | 2001 Aug-Sep |
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Effect of penicillin on postoperative endodontic pain and swelling in symptomatic necrotic teeth. | 2001 Feb |
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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 |
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The safety of dextromethorphan in pregnancy : results of a controlled study. | 2001 Feb |
|
No pain relief from codeine...? An introduction to pharmacogenomics. | 2001 Feb |
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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 |
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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 |
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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 |
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
Fri Dec 15 16:30:15 GMT 2023
by
admin
on
Fri Dec 15 16:30:15 GMT 2023
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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 Fri Dec 15 16:30:16 GMT 2023 , Edited by admin on Fri Dec 15 16:30:16 GMT 2023
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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
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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
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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
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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
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Code System | Code | Type | Description | ||
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DB00318
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100000079790
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76-57-3
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C171855
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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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16714
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DTXSID2020341
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UX6OWY2V7J
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236131
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1545976
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3043
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SUB127261
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SUB13424MIG
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UX6OWY2V7J
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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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SOLVATE->ANHYDROUS | |||
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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
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PARENT -> IMPURITY |
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USP
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PARENT -> IMPURITY |
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PARENT -> IMPURITY |
UNSPECIFIED
EP
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PARENT -> IMPURITY |
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ACTIVE MOIETY |