Propacetamol

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Propacetamol
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	IV
ATC code	N02BE05 (WHO) ;
Pharmacokinetic data
Elimination half-life	2.4 hours
Excretion	Renal
Identifiers
	IUPAC name 4-(acetamido)phenyl N,N-diethylglycinate;
CAS Number	66532-85-2;
PubChem CID	68865;
ChemSpider	62097;
UNII	5CHW4JMR82;
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
Formula	C14H20N2O3
Molar mass	264.3202 g/mol
3D model (JSmol)	Interactive image;
	SMILES 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;
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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]

References

↑ ^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.
↑ ^2.0 ^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.
↑ 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.
↑ 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.

[pmid1633071-1] 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.

[pmid15367329-2] 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.

[pmid15790675-3] 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.

[pmid14756388-4] 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.

[1]

[2]

[3]

[4]

v t e Analgesic products (N02A, N02B)
Opioids See also: Opioids template	Alphaprodine · Anileridine · Buprenorphine · Butorphanol · Codeine · Dextromoramide · Dextropropoxyphene · Dezocine · Desomorphine · Diamorphine · Dihydrocodeine · Dihydromorphine · Fentanyl · Hydrocodone · Hydromorphone · Ketobemidone · Levorphanol · Meptazinol · Methadone · Morphine · Nalbuphine · Nicomorphine · Opium · Oxycodone · Oxymorphone · Pethidine · Pentazocine · Pethidine · Piminodine · Piritramide · Tilidine · Tramadol · Tapentadol
Salicylic acid and derivatives	Aspirin (Acetylsalicylic Acid) · Benorylate · Diflunisal · Ethenzamide · Magnesium Salicylate · Salicin · Salicylamide · Salsalate · See also: NSAIDs
Pyrazolones	Ampyrone/Aminophenazone · Metamizole · Phenazone
Cannabinoids	Cannabis · Tetrahydrocannabinol · AM404
Anilides	Paracetamol (acetaminophen) · Phenacetin · Propacetamol
Non-Salicylate Non-Steroidal Anti-Inflammatories See also: NSAIDs template	Template:Navbox subgroup
Atypical, Adjunct & Miscellaneous	Bicifadine · Clonidine · Cyclobenzaprine · Duloxetine · Flupirtine · Gabapentin · Nefopam · Orphenadrine · Trazadone · Ziconotide

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	IV^[1]^[2]
ATC code	N02BE05 (WHO)
Pharmacokinetic data
Elimination half-life	2.4 hours ^[1]
Excretion	Renal
Identifiers
IUPAC name 4-(acetamido)phenyl N,N-diethylglycinate
CAS Number	66532-85-2
PubChem CID	68865
ChemSpider	62097
UNII	5CHW4JMR82
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
Formula	C₁₄H₂₀N₂O₃
Molar mass	264.3202 g/mol
3D model (JSmol)	Interactive image
SMILES 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
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Propacetamol

Overview

See also

References

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