Propanidid

Propanidid

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	N01AX04 (WHO)
Identifiers
IUPAC name propyl {4-[2-(diethylamino)-2-oxoethoxy]-3-methoxyphenyl}acetate
CAS Number	1421-14-3 N
PubChem CID	15004
ChemSpider	14283 Y
UNII	AO82L471NS
KEGG	D05626 Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C18H27NO5
Molar mass	337.411 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(OCCC)Cc1cc(OC)c(OCC(=O)N(CC)CC)cc1
InChI InChI=1S/C18H27NO5/c1-5-10-23-18(21)12-14-8-9-15(16(11-14)22-4)24-13-17(20)19(6-2)7-3/h8-9,11H,5-7,10,12-13H2,1-4H3 Y Key:KEJXLQUPYHWCNM-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Propanidid is an ultra short-acting phenylacetate general anesthetic. It was originally introduced by Bayer in 1963 but anaphylactic reactions caused it to be withdrawn shortly afterwards.

Even though Cremophor EL has been shown to cause anaphylactic reactions in humans in several cases (both when given intravenously and orally), it is still debated whether or not propanidid itself may have contributed to the reactions.

It has been argued that the toxic effects or reactions to Propanidid (and Althesin) were due to the drugs themselves. Several cases of negative reactions have been recorded for different drugs using Cremophor EL as solubilizer. This suggest that the negative reactions were mainly caused by Cremophor and not by the drug substances themselves.

External links

• Klockgether-Radke A, Kersten J, Schröder T, Stafforst D, Kettler D, Hellige G (1995). "Anesthesia with propanidid in a liposomal preparation. An experimental study in swine". Anaesthesist. 44 (8): 573–80. doi:10.1007/s001010050191. PMID 7573906.CS1 maint: Multiple names: authors list (link)
• Habazettl H, Vollmar B, Röhrich F, Conzen P, Doenicke A, Baethmann A (1992). "Anesthesiologic efficacy of propanidid as a liposome dispersion. An experimental study with rats". Anaesthesist. 41 (8): 448–56. PMID 1524155.CS1 maint: Multiple names: authors list (link)
• Zawisza P, Przyborowski L (1992). "Propanidid and etomidate identification from the blood by thin-layer chromatography". Acta Pol Pharm. 49 (5–6): 15–7. PMID 16092193.
• Theis JG; et al. (1995). "Anaphylactoid reactions in children receiving high-dose intravenous cyclosporine for reversal of tumor resistance: the causative role of improper dissolution of Cremophor EL". Journal of Clinical Oncology. 13 (10): 2508–2516. PMID 7595701.CS1 maint: Explicit use of et al. (link)
• Ebo DG; et al. (2001). "IgE-mediated anaphylaxis after first intravenous infusion of cyclosporine". Annals of Allergy, Asthma & Immunology. 87 (3): 243–245. doi:10.1016/S1081-1206(10)62234-X. PMID 11570623.CS1 maint: Explicit use of et al. (link)

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