Details
Stereochemistry | ABSOLUTE |
Molecular Formula | 2C18H21NO3.H2O4S |
Molecular Weight | 696.807 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OS(O)(=O)=O.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC.[H][C@@]67OC8=C9C(C[C@H]%10N(C)CC[C@@]69[C@@]%10([H])C=C[C@@H]7O)=CC=C8OC
InChI
InChIKey=BCXHDORHMMZBBZ-DORFAMGDSA-N
InChI=1S/2C18H21NO3.H2O4S/c2*1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;1-5(2,3)4/h2*3-6,11-13,17,20H,7-9H2,1-2H3;(H2,1,2,3,4)/t2*11-,12+,13-,17-,18-;/m00./s1
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 |
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Over-the-counter medications for acute cough in children and adults in ambulatory settings. | 2001 |
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[Guillain-Barre syndrome as a result of poisoning with a mixture of "kompot"(Polish heroin) and drugs]. | 2001 |
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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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Pharmacological control of cough. | 2001 Apr |
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The use of compound 48/80 and codeine phosphate as positive controls for intradermal skin testing in dogs. | 2001 Apr |
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Angle closure risk from proprietary medicines. | 2001 Apr |
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[Adverse cutaneous side-effect of codeine administration]. | 2001 Apr 15 |
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Precipitated withdrawal following codeine administration is dependent on CYP genotype. | 2001 Aug 17 |
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[Paracetamol-codeine induced hepatic colic]. | 2001 Aug-Sep |
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LC method for the analysis of paracetamol, caffeine and codeine phosphate in pharmaceutical preparations. | 2001 Dec |
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Opiate-sensitivity: clinical characteristics and the role of skin prick testing. | 2001 Jul |
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Contribution of dihydrocodeine and dihydromorphine to analgesia following dihydrocodeine administration in man: a PK-PD modelling analysis. | 2001 Jul |
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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 |
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Use of beta-cyclodextrin in the capillary zone electrophoretic separation of the components of clandestine heroin preparations. | 2001 Jul 27 |
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Are cannabinoids an effective and safe treatment option in the management of pain? A qualitative systematic review. | 2001 Jul 7 |
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Laboratory analysis of remotely collected oral fluid specimens for opiates by immunoassay. | 2001 Jul-Aug |
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[Chronic pain in geriatrics]. | 2001 Jun |
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Successful withdrawal from analgesic abuse in a group of youngsters with chronic daily headache. | 2001 Jun |
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Myth: codeine is a powerful and effective analgesic. | 2001 Jun |
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Oral ibuprofen versus paracetamol plus codeine for analgesia after ambulatory surgery. | 2001 Jun |
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Analysis of cocaine, benzoylecgonine, codeine, and morphine in hair by supercritical fluid extraction with carbon dioxide modified with methanol. | 2001 Jun 1 |
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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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[Information on preparations containing codeine]. | 2001 Jun 20 |
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Codeine phosphate in paediatric medicine. | 2001 Mar |
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Codeine phosphate in children: time for re-evaluation? | 2001 Mar |
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Expression and activity of cell-wall-degrading enzymes in the latex of opium poppy, Papaver somniferum L. | 2001 Mar |
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Myocardial Infarction associated with methadone and/or dihydrocodeine. | 2001 Mar |
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GC-MS determination of heroin metabolites in meconium: evaluation of four solid-phase extraction cartridges. | 2001 Mar |
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Quantitation of morphine and codeine in human urine using high-filed asymmetric waveform ion mobility spectrometry (FAIMS) with mass spectrometric detection. | 2001 Mar |
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Dihydrocodeine--drug of use or misuse? | 2001 May |
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Effect of an enteric-release formulation of naloxone on intestinal transit in volunteers taking codeine. | 2001 May |
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[Analgesics-induced chronic renal failure in patients on dialysis therapy in Hungary]. | 2001 May 13 |
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Capillary electrophoresis-electrospray ionization ion trap mass spectrometry for analysis and confirmation testing of morphine and related compounds in urine. | 2001 May 4 |
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From codeine to transdermal fentanyl for cancer pain control: a safety and efficacy clinical trial. | 2001 May-Jun |
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Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations. | 2001 May-Jun |
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Regional block and mexiletine: the effect on pain after cancer breast surgery. | 2001 May-Jun |
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Scalp nerve blocks decrease the severity of pain after craniotomy. | 2001 Nov |
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Nutritional effects of surgical and medical treatment for short bowel syndrome. | 2001 Nov-Dec |
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Analysis of morphine and codeine in samples adulterated with Stealth. | 2001 Oct |
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Detection of opiate use in a methadone maintenance treatment population with the CEDIA 6-acetylmorphine and CEDIA DAU opiate assays. | 2001 Oct |
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Ropivacaine with or without clonidine improves pediatric tonsillectomy pain. | 2001 Oct |
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Drug contamination of US paper currency. | 2001 Oct 1 |
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Endogenous morphine and codeine. Possible role as endogenous anticonvulsants. | 2001 Oct 12 |
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Community pharmacists' experience of over-the-counter medicine misuse in Scotland. | 2001 Sep |
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Rofecoxib versus codeine/acetaminophen in postoperative dental pain: a double-blind, randomized, placebo- and active comparator-controlled clinical trial. | 2001 Sep |
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Tramadol/acetaminophen combination tablets and codeine/acetaminophen combination capsules for the management of chronic pain: a comparative trial. | 2001 Sep |
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Detection of non-prescription heroin markers in urine with liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. | 2001 Sep |
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Pain control in medical abortion. | 2001 Sep |
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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
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DTXSID80161921
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DBSALT000031
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AVW5HY4N2E
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215-818-5
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1420-53-7
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m3718
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5359613
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ACTIVE MOIETY
SUBSTANCE RECORD