U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21NO3.H3O4P
Molecular Weight 397.3594
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE PHOSPHATE ANHYDROUS

SMILES

OP(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

InChI

InChIKey=WUXLCJZUUHIXFY-FFHNEAJVSA-N
InChI=1S/C18H21NO3.H3O4P/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;1-5(2,3)4/h3-6,11-13,17,20H,7-9H2,1-2H3;(H3,1,2,3,4)/t11-,12+,13-,17-,18-;/m0./s1

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CAPITAL AND CODEINE

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Determination of opiates in serum, saliva and hair addicted persons.
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
Pharmacological control of cough.
2001 Apr
The use of compound 48/80 and codeine phosphate as positive controls for intradermal skin testing in dogs.
2001 Apr
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.
2001 Apr
Angle closure risk from proprietary medicines.
2001 Apr
[Adverse cutaneous side-effect of codeine administration].
2001 Apr 15
Randomized placebo controlled trial of lofexidine hydrochloride for chronic pelvic pain in women.
2001 Aug
Simultaneous determination of codeine and ethyl morphine HCL in tablet formulations using LC.
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
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
Are cannabinoids an effective and safe treatment option in the management of pain? A qualitative systematic review.
2001 Jul 7
[Chronic pain in geriatrics].
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
Ulcerated hemangiomas: clinical characteristics and response to therapy.
2001 Jun
Analysis of cocaine, benzoylecgonine, codeine, and morphine in hair by supercritical fluid extraction with carbon dioxide modified with methanol.
2001 Jun 1
Time of drug elimination in chronic drug abusers. Case study of 52 patients in a "low-step" detoxification ward.
2001 Jun 15
Expression and activity of cell-wall-degrading enzymes in the latex of opium poppy, Papaver somniferum L.
2001 Mar
Myocardial Infarction associated with methadone and/or dihydrocodeine.
2001 Mar
Dextromethorphan is an effective cough suppressant.
2001 May
Dihydrocodeine--drug of use or misuse?
2001 May
Effect of an enteric-release formulation of naloxone on intestinal transit in volunteers taking codeine.
2001 May
The analgesic effect of codeine as compared to imipramine in different human experimental pain models.
2001 May
[Analgesics-induced chronic renal failure in patients on dialysis therapy in Hungary].
2001 May 13
Capillary electrophoresis-electrospray ionization ion trap mass spectrometry for analysis and confirmation testing of morphine and related compounds in urine.
2001 May 4
Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations.
2001 May-Jun
Regional block and mexiletine: the effect on pain after cancer breast surgery.
2001 May-Jun
Scalp nerve blocks decrease the severity of pain after craniotomy.
2001 Nov
Nutritional effects of surgical and medical treatment for short bowel syndrome.
2001 Nov-Dec
Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes.
2001 Oct
Seizures with intravenous codeine phosphate.
2001 Oct
Analysis of morphine and codeine in samples adulterated with Stealth.
2001 Oct
Detection of opiate use in a methadone maintenance treatment population with the CEDIA 6-acetylmorphine and CEDIA DAU opiate assays.
2001 Oct
Drug contamination of US paper currency.
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
Concentration ratios of codeine-to-morphine in plasma after a single oral dose (100 mg) of codeine phosphate.
2001 Sep
Pain control in medical abortion.
2001 Sep
Engineering novel biocatalytic routes for production of semisynthetic opiate drugs.
2001 Sep
Experience with urine drug testing by the Correctional Service of Canada.
2001 Sep 15
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Name Type Language
CODEINE PHOSPHATE ANHYDROUS
Common Name English
Codeine phosphate [WHO-DD]
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.ALPHA.)-, PHOSPHATE (1:1) (SALT)
Common Name English
CODEINE PHOSPHATE [MI]
Common Name English
7,8-DIDEHYDRO-4,5.ALPHA.-EPOXY-3-METHOXY-17-METHYLMORPHINAN-6.ALPHA.-OL PHOSPHATE (1:1) (SALT)
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID0024844
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
CAS
52-28-8
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
DAILYMED
2X585M1M3T
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
PUBCHEM
5359227
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
MERCK INDEX
m3718
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY Merck Index
RXCUI
1652891
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY RxNorm
SMS_ID
100000079791
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
FDA UNII
2X585M1M3T
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-137-8
Created by admin on Fri Dec 15 17:39:30 GMT 2023 , Edited by admin on Fri Dec 15 17:39:30 GMT 2023
PRIMARY