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 |
---|---|---|
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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Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures. | 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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Sticky business: patterns of procurement and misuse of prescription cough syrup in Houston. | 2001 Apr-Jun |
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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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No pain relief from codeine...? An introduction to pharmacogenomics. | 2001 Feb |
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Inhibition by glucocorticoids of the mast cell-dependent weal and flare response in human skin in vivo. | 2001 Jan |
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Opiate-sensitivity: clinical characteristics and the role of skin prick testing. | 2001 Jul |
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Successful withdrawal from analgesic abuse in a group of youngsters with chronic daily headache. | 2001 Jun |
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Ulcerated hemangiomas: clinical characteristics and response to therapy. | 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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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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Acetylcodeine as a marker of illicit heroin in human hair: method validation and results of a pilot study. | 2001 Mar |
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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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The analgesic effect of codeine as compared to imipramine in different human experimental pain models. | 2001 May |
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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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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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Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes. | 2001 Oct |
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Predictors for completing an inpatient detoxification program among intravenous heroin users, methadone substituted and codeine substituted patients. | 2001 Oct 1 |
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Endogenous morphine and codeine. Possible role as endogenous anticonvulsants. | 2001 Oct 12 |
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Spontaneous reports on drug-induced pancreatitis in Denmark from 1968 to 1999. | 2001 Sep |
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Community pharmacists' experience of over-the-counter medicine misuse in Scotland. | 2001 Sep |
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[Weak opioids]. | 2001 Sep |
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[Strong opioids]. | 2001 Sep |
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Concentration ratios of codeine-to-morphine in plasma after a single oral dose (100 mg) of codeine phosphate. | 2001 Sep |
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Pain control in medical abortion. | 2001 Sep |
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Engineering novel biocatalytic routes for production of semisynthetic opiate drugs. | 2001 Sep |
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