Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C18H21NO3.ClH.2H2O |
| Molecular Weight | 371.856 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.Cl.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC
InChI
InChIKey=AWFZELCPUGEQGQ-NLMNJOOOSA-N
InChI=1S/C18H21NO3.ClH.2H2O/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;1H;2*1H2/t11-,12+,13-,17-,18-;;;/m0.../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) |
|||
Target ID: P41143 Gene ID: 4985.0 Gene Symbol: OPRD1 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | CAPITAL AND CODEINE Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Long-term codeine use is associated with depressive symptoms. | 1999 Aug |
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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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| [Pharmacokinetic and toxicokinetic parameters of some drugs of abuse]. | 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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| Simultaneous determination of codeine and ethyl morphine HCL in tablet formulations using LC. | 2001 Aug |
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| Prescribing limitations. | 2001 Aug 11 |
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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 |
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| 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 |
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| 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 |
|
| 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 |
|
| 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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| [Chronic pain in geriatrics]. | 2001 Jun |
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| Myth: codeine is a powerful and effective analgesic. | 2001 Jun |
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| Codeine phosphate in paediatric medicine. | 2001 Mar |
|
| Acetylcodeine as a marker of illicit heroin in human hair: method validation and results of a pilot study. | 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 |
|
| Capillary electrophoresis-electrospray ionization ion trap mass spectrometry for analysis and confirmation testing of morphine and related compounds in urine. | 2001 May 4 |
|
| Concentration ratios of morphine to codeine in blood of impaired drivers as evidence of heroin use and not medication with codeine. | 2001 Nov |
|
| Ropivacaine with or without clonidine improves pediatric tonsillectomy pain. | 2001 Oct |
|
| Tramadol/acetaminophen combination tablets and codeine/acetaminophen combination capsules for the management of chronic pain: a comparative trial. | 2001 Sep |
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| Classification Tree | Code System | Code | ||
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DEA NO. |
9050
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NTZ53GG7XN
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DBSALT001068
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Codeine hydrochloride
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DTXSID10207886
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SUB01405MIG
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1115966
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44146477
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SUB11840MIG
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5916-29-0
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100000076636
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ACTIVE MOIETY
SUBSTANCE RECORD
