Propacetamol: Difference between revisions

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{{drugbox |
{{Drugbox
| IUPAC_name =(4-acetamidophenyl) 2-diethylaminoacetate
| verifiedrevid = 437147472
| image = Propacetamol.svg
| IUPAC_name = 4-(acetamido)phenyl ''N'',''N''-diethylglycinate
| width =  
| image = Propacetamol-2d-skeletal.png
| CAS_number =  
 
<!--Clinical data-->
| tradename = 
| Drugs.com = {{drugs.com|international|propacetamol}}
| routes_of_administration = [[intravenous|IV]]<ref name="pmid1633071" /><ref name="pmid15367329">{{ cite journal | author = Binhas M, Decailliot F, Rezaiguia-Delclaux S, Suen P, Dumerat M, François V, Combes X, Duvaldestin P | title = Comparative effect of intraoperative propacetamol versus placebo on morphine consumption after elective reduction mammoplasty under remifentanil-based anesthesia: a randomized control trial <nowiki>[ISRCTN71723173]</nowiki> | journal = BMC Anesthesiology | year = 2004 | volume = 4 | issue = 1 | pages = 6 | pmc = 520811 | pmid = 15367329 | doi = 10.1186/1471-2253-4-6 | url = http://www.ncbi.nlm.nih.gov/pmc/articles/PMC520811/pdf/1471-2253-4-6.pdf | format = pdf }}</ref>
 
<!--Pharmacokinetic data-->
| bioavailability = 
| metabolism = 
| elimination_half-life = 2.4 hours <ref name="pmid1633071">{{ cite journal | author = Bannwarth B, Netter P, Lapicque F, Gillet P, Péré P, Boccard E, Royer RJ, Gaucher A | title = Plasma and cerebrospinal fluid concentrations of paracetamol after a single intravenous dose of propacetamol | journal = British Journal of Clinical Pharmacology | year = 1992 | volume = 34 | issue = 1 | pages = 79–81 | pmc = 1381380 | pmid = 1633071 | url = http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1381380/pdf/brjclinpharm00044-0085.pdf | format = pdf | doi=10.1111/j.1365-2125.1992.tb04112.x}}</ref>
| excretion = [[Kidney|Renal]]
 
<!--Identifiers-->
| CAS_number = 66532-85-2
| ATC_prefix = N02
| ATC_prefix = N02
| ATC_suffix = BE05
| ATC_suffix = BE05
| PubChem = 68865
| PubChem = 68865
| C = 14 |H = 2 |N = 2 |O = 3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 5CHW4JMR82
| ChemSpiderID      = 62097
 
<!--Chemical data-->
| C=14 | H=20 | N=2 | O=3  
| molecular_weight = 264.3202 g/mol
| molecular_weight = 264.3202 g/mol
| density =  
| smiles            = CCN(CC)CC(=O)OC1=CC=C(C=C1)NC(=O)C
| boiling_point =  
| InChI            = 1/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)
| bioavailability =  
| InChIKey          = QTGAJCQTLIRCFL-UHFFFAOYAC
| protein_bound =  
| StdInChI          = 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)
| metabolism =  
| StdInChIKey      = QTGAJCQTLIRCFL-UHFFFAOYSA-N
| elimination_half-life = 2.4 hours <ref name="pmid1633071">{{cite journal |author=Bannwarth B, Netter P, Lapicque F, Gillet P, Péré P, Boccard E, Royer RJ, Gaucher A |title=Plasma and cerebrospinal fluid concentrations of paracetamol after a single intravenous dose of propacetamol |journal=Br J Clin Pharmacol |volume=34 |issue=1 |pages=79-81 |year=1992 |pmid=1633071 |doi=|accessdate=2008-04-01}}</ref>
| excretion = [[Kidney|Renal]]
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_UK =
| legal_US =
| routes_of_administration = [[intravenous|IV]]<ref name="pmid1633071">{{cite journal |author=Bannwarth B, Netter P, Lapicque F, Gillet P, Péré P, Boccard E, Royer RJ, Gaucher A |title=Plasma and cerebrospinal fluid concentrations of paracetamol after a single intravenous dose of propacetamol |journal=Br J Clin Pharmacol |volume=34 |issue=1 |pages=79-81 |year=1992 |pmid=1633071 |doi= |accessdate=2008-04-01}}</ref><ref name="pmid15367329">{{cite journal |author=Binhas M, Decailliot F, Rezaiguia-Delclaux S, Suen P, Dumerat M, François V, Combes X, Duvaldestin P |title=Comparative effect of intraoperative propacetamol versus placebo on morphine consumption after elective reduction mammoplasty under remifentanil-based anesthesia: a randomized control trial [ISRCTN71723173] |journal=BMC Anesthesiol |volume=4 |issue=1 |pages=6 |year=2004 |pmid=15367329 |doi=10.1186/1471-2253-4-6 |url=http://www.biomedcentral.com/1471-2253/4/6 |accessdate=2008-04-01}}</ref>
}}
}}


{{CMG}}
'''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 [[Intravenous therapy|I.V.]]<ref name="pmid15367329"/> It is given if the patient is unable to take oral or rectally delivered paracetamol and [[non-steroidal anti-inflammatory drugs]] are contraindicated. The onset of analgaesia from propacetamol is more rapid than paracetamol given orally.<ref name="pmid15790675">{{ cite journal | author = Moller PL, Sindet-Pedersen S, Petersen CT, Juhl GI, Dillenschneider A, Skoglund LA | title = Onset of acetaminophen analgesia: comparison of oral and intravenous routes after third molar surgery | journal = British Journal of Anaesthesiology | year = 2005 | volume = 94 | issue = 5 | pages = 642–648 | doi = 10.1093/bja/aei109 | pmid = 15790675 | url = http://bja.oxfordjournals.org/content/94/5/642.full.pdf | format = pdf }}</ref>
2 g of propacetamol are equivalent to 1g of paracetamol.<ref name="pmid14756388">{{ cite journal | author = Flouvat B, Leneveu A, Fitoussi S, Delhotal-Landes B, Gendron A | title = Bioequivalence study comparing a new paracetamol solution for injection and propacetamol after single intravenous infusion in healthy subjects | journal = International Journal of Clinical Pharmacology and Therapeutics | year = 2004 | volume = 42 | issue = 1 | pages = 50–57 | pmid = 14756388 | doi = 10.5414/cpp42050}}</ref>


{{EH}}
== See also ==
 
* [[Paracetamol]]
'''Propacetamol''' is a [[prodrug]] form of [[paracetamol]] which is formed from esterification of paracetamol, and the carboxylic acid Diethylglycin. This has the advantage of making it more water soluble. It is used in post-operative care and is delivered  by [[Intravenous therapy|I.V.]]. <ref name="pmid15367329">{{cite journal |author=Binhas M, Decailliot F, Rezaiguia-Delclaux S, Suen P, Dumerat M, François V, Combes X, Duvaldestin P |title=Comparative effect of intraoperative propacetamol versus placebo on morphine consumption after elective reduction mammoplasty under remifentanil-based anesthesia: a randomized control trial [ISRCTN71723173] |journal=BMC Anesthesiol |volume=4 |issue=1 |pages=6 |year=2004 |pmid=15367329 |doi=10.1186/1471-2253-4-6 |url=http://www.biomedcentral.com/1471-2253/4/6 |accessdate=2008-04-01}}</ref> It is given if the patient is unable to take oral or rectally delivered paracetamol and [[non-steroidal anti-inflammatory drugs]] are contraindicated. The onset of analgaesia from propacetamol is more rapid than paracetamol is given orally.<ref name="pmid15790675">{{cite journal |author=Moller PL, Sindet-Pedersen S, Petersen CT, Juhl GI, Dillenschneider A, Skoglund LA |title=Onset of acetaminophen analgesia: comparison of oral and intravenous routes after third molar surgery |journal=Br J Anaesth |volume=94 |issue=5 |pages=642-8 |year=2005 |pmid=15790675 |doi=10.1093/bja/aei109 |url=http://bja.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=15790675 |accessdate=2008-04-04}}</ref>
2g of propacetamol are equivalent to 1g of paracetamol. <ref name="pmid14756388">{{cite journal |author=Flouvat B, Leneveu A, Fitoussi S, Delhotal-Landes B, Gendron A |title=Bioequivalence study comparing a new paracetamol solution for injection and propacetamol after single intravenous infusion in healthy subjects |journal=Int J Clin Pharmacol Ther |volume=42 |issue=1 |pages=50-7 |year=2004 |pmid=14756388 |doi= |accessdate=2008-04-04}}</ref>


== References ==
{{reflist}}


== References ==
{{Analgesics}}
{{Reflist}}


{{analgesics}}
[[Category:Acetanilides]]
[[Category:Phenol ethers]]
[[Category:Carboxylate esters]]
[[Category:Amines]]


[[de: Propacetamol]]


[[Category:Drug]]
{{nervous-system-drug-stub}}

Revision as of 14:51, 13 April 2015

Propacetamol
File:Propacetamol-2d-skeletal.png
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		IV[1][2]
ATC code
Pharmacokinetic data
Elimination half-life2.4 hours [1]
ExcretionRenal
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC14H20N2O3
Molar mass264.3202 g/mol
3D model (JSmol)
  (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 non-steroidal anti-inflammatory drugs are contraindicated. The onset of analgaesia from propacetamol is more rapid than paracetamol given orally.[3] 2 g of propacetamol are equivalent to 1g of paracetamol.[4]

See also

References

  1. ↑ 1.0 1.1 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" (pdf). British Journal of Clinical Pharmacology. 34 (1): 79–81. doi:10.1111/j.1365-2125.1992.tb04112.x. PMC 1381380. PMID 1633071.
  2. ↑ 2.0 2.1 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]" (pdf). 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" (pdf). 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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