Propacetamol

Structural formula
General
Non-proprietary name	Propacetamol
other names	4- (acetylamino) phenyl (diethylamino) acetate ( IUPAC ); Propacetamolum ( Latin );
Molecular formula	C 14 H 20 N 2 O 3
Brief description	colorless powder (propacetamol hydrochloride)
External identifiers / databases
EC number	266-390-1
ECHA InfoCard	100.060.336
PubChem	68865
ChemSpider	62097
DrugBank	DB09288
Wikidata	Q907888
Drug information
ATC code	N02 BE05
Drug class	Non-opioid analgesics
properties
Molar mass	264.32 g · mol -1
Physical state	firmly
Melting point	228 ° C (propacetamol hydrochloride)
solubility	soluble in water ( hydrochloride ) ; slightly soluble in ethanol ( hydrochloride ) ; insoluble in acetone ( hydrochloride ) ;
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Propacetamol is a drug from the group of pain relievers of the non-opioid type ( non-opioid analgesics ). Chemically, it is an ester made from the drug paracetamol and the carboxylic acid diethylglycine.

The active substance paracetamol is hardly soluble at the physiological pH values that prevail inside the body . By esterification of the water soluble compound Propacetamolhydrochlorid that the preparation of an infusion solution for the arises with diethylglycine and subsequent salt formation parenteral allows (intravenous) administration. Propacetamol itself is pharmacologically inactive and acts as a prodrug that is rapidly hydrolyzed in the blood to the pharmacologically active paracetamol (and the ineffective diethylglycine) . 2 g propacetamol correspond to 1 g paracetamol.

Compared to oral or rectal administration of paracetamol, the infusion of propacetamol produces faster analgesia . Pain relief occurs within 5–10 minutes after the start of treatment. The strongest analgesic effect is achieved within 1 hour and usually lasts for 4–6 hours. Propacetamol infusion lowers fever within 30 minutes of starting treatment; this antipyretic effect lasts for at least 6 hours.

Side effects

Sometimes local irritation at the injection site.

synthesis

The synthesis starting from 4-hydroxyacetanilide is described in the literature.

literature

B. Flouvat, A. Leneveu, S. Fitoussi, B. Delhotal-Landes, A. Gendron: Bioequivalence study comparing a new paracetamol solution for injection and propacetamol after single intravenous infusion in healthy subjects. In: International Journal of Clinical Pharmacology and Therapeutics . Volume 42, Number 1, January 2004, pp. 50-57, PMID 14756388 .
Uwe Junker, Stephanie Eckey: Pain Therapy: Numerous dogmas fall . In: Deutsches Ärzteblatt . 98, edition 8/2001.
PL Moller, S. Sindet-Pedersen, CT Petersen, GI Juhl, A. Dillenschneider, LA Skoglund: Onset of acetaminophen analgesia: comparison of oral and intravenous routes after third molar surgery. In: British journal of anesthesia. Volume 94, number 5, May 2005, pp. 642-648, doi : 10.1093 / bja / aei109 . PMID 15790675 .

Web links

pharma-Kritik Volume 18, No. 11

Individual evidence

↑ ^a ^b ^c ^d Propacetamol Hydrochloride ( Memento of the original from March 23, 2014 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. @1@ 2
^ The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals. 14th edition, 2006, pp. 1340-1341, ISBN 978-0-911910-00-1 .
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
^ Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dietmar Reichert: Pharmaceutical Substances , 4th edition (2000), 2 volumes published by Thieme-Verlag Stuttgart, ISBN 978-1-58890-031-9 ; online since 2003 with biannual additions and updates.

[newdruginfo-1] Propacetamol Hydrochloride ( Memento of the original from March 23, 2014 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. @1@ 2

[MerckIndex-2] The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals. 14th edition, 2006, pp. 1340-1341, ISBN 978-0-911910-00-1 .

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[A._Kleemann-4] Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dietmar Reichert: Pharmaceutical Substances , 4th edition (2000), 2 volumes published by Thieme-Verlag Stuttgart, ISBN 978-1-58890-031-9 ; online since 2003 with biannual additions and updates.