Propacetamol

Chemical compound
  • N02BE05 (WHO)
Pharmacokinetic dataElimination half-life2.4 hours [1]ExcretionRenalIdentifiers
  • 4-(acetamido)phenyl N,N-diethylglycinate
CAS Number
  • 66532-85-2
PubChem CID
  • 68865
ChemSpider
  • 62097
UNII
  • 5CHW4JMR82
CompTox Dashboard (EPA)
  • DTXSID3057800 Edit this at Wikidata
ECHA InfoCard100.060.336 Edit this at WikidataChemical and physical dataFormulaC14H20N2O3Molar mass264.325 g·mol−13D model (JSmol)
  • Interactive image
  • CCN(CC)CC(=O)OC1=CC=C(C=C1)NC(=O)C
InChI
  • InChI=1S/C14H20N2O3/c1-4-16(5-2)10-14(18)19-13-8-6-12(7-9-13)15-11(3)17/h6-9H,4-5,10H2,1-3H3,(H,15,17)
  • Key:QTGAJCQTLIRCFL-UHFFFAOYSA-N
  (verify)

Propacetamol is a prodrug form of paracetamol which is formed from esterification of paracetamol, and the carboxylic acid diethylglycine. This has the advantage of making it more water-soluble. It is used in post-operative care and is delivered by I.V.[2] It is given if the patient is unable to take oral or rectally delivered paracetamol and nonsteroidal anti-inflammatory drugs (NSAIDs) are contraindicated. The onset of analgesia from propacetamol is more rapid than paracetamol given orally.[3] 2 grams of propacetamol are equivalent to 1g of paracetamol.[4]

See also

References

  1. ^ a b Bannwarth B, Netter P, Lapicque F, Gillet P, Péré P, Boccard E, Royer RJ, Gaucher A (1992). "Plasma and cerebrospinal fluid concentrations of paracetamol after a single intravenous dose of propacetamol". British Journal of Clinical Pharmacology. 34 (1): 79–81. doi:10.1111/j.1365-2125.1992.tb04112.x. PMC 1381380. PMID 1633071.
  2. ^ a b Binhas M, Decailliot F, Rezaiguia-Delclaux S, Suen P, Dumerat M, François V, Combes X, Duvaldestin P (2004). "Comparative effect of intraoperative propacetamol versus placebo on morphine consumption after elective reduction mammoplasty under remifentanil-based anesthesia: a randomized control trial [ISRCTN71723173]". BMC Anesthesiology. 4 (1): 6. doi:10.1186/1471-2253-4-6. PMC 520811. PMID 15367329.
  3. ^ Moller PL, Sindet-Pedersen S, Petersen CT, Juhl GI, Dillenschneider A, Skoglund LA (2005). "Onset of acetaminophen analgesia: comparison of oral and intravenous routes after third molar surgery". British Journal of Anaesthesiology. 94 (5): 642–648. doi:10.1093/bja/aei109. PMID 15790675.
  4. ^ Flouvat B, Leneveu A, Fitoussi S, Delhotal-Landes B, Gendron A (2004). "Bioequivalence study comparing a new paracetamol solution for injection and propacetamol after single intravenous infusion in healthy subjects". International Journal of Clinical Pharmacology and Therapeutics. 42 (1): 50–57. doi:10.5414/cpp42050. PMID 14756388.
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Opioids
Opiates/opium
Semisynthetic
Synthetic
Paracetamol-typeNSAIDs
Propionates
Oxicams
Acetates
COX-2 inhibitors
Fenamates
Salicylates
Pyrazolones
Others
CannabinoidsIon channel
modulators
Calcium blockers
Sodium blockers
Potassium openers
MyorelaxantsOthers
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Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
  • Antagonists: AH-6809
  • ONO-8130
  • SC-19220
  • SC-51089
  • SC-51322
EP2Tooltip Prostaglandin EP2 receptor
  • Antagonists: AH-6809
  • PF-04418948
  • TG 4-155
EP3Tooltip Prostaglandin EP3 receptor
  • Antagonists: L-798106
EP4Tooltip Prostaglandin EP4 receptor
  • Antagonists: Grapiprant
  • GW-627368
  • L-161982
  • ONO-AE3-208
Unsorted
  • Agonists: 16,16-Dimethyl Prostaglandin E2
  • Aganepag
  • Carboprost
  • Evatanepag
  • Gemeprost
  • Nocloprost
  • Omidenepag
  • Prostaglandin F (dinoprost)
  • Simenepag
  • Taprenepag
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
  • Antagonists: RO1138452
TP (TXA2)Tooltip Thromboxane receptor
  • Agonists: Carbocyclic thromboxane A2
  • I-BOP
  • Thromboxane A2
  • U-46619
  • Vapiprost
Unsorted
  • Arbaprostil
  • Ataprost
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  • Cobiprostone
  • Delprostenate
  • Deprostil
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  • Eganoprost
  • Enisoprost
  • Eptaloprost
  • Esuberaprost
  • Etiproston
  • Fenprostalene
  • Flunoprost
  • Froxiprost
  • Lanproston
  • Limaprost
  • Luprostiol
  • Meteneprost
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  • Naxaprostene
  • Nileprost
  • Nocloprost
  • Ornoprostil
  • Oxoprostol
  • Penprostene
  • Pimilprost
  • Piriprost
  • Posaraprost
  • Prostalene
  • Rioprostil
  • Rivenprost
  • Rosaprostol
  • Spiriprostil
  • Tiaprost
  • Tilsuprost
  • Tiprostanide
  • Trimoprostil
  • Viprostol
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
HQL-79
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators


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