intoxicant.wiki2catechol4school
Compound

Propanidid

Also called Epontol, Sombrevin, Fabantol

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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 It was originally introduced by Bayer in 1963 but anaphylactic reactions caused it to be withdrawn shortly afterwards.[1][2] WP

The cause of the anaphylaxis has not been determined. Similar to Althesin, Cremophor EL was used as part of the formulation for propanidid. Cremephor EL has been shown to cause anaphylactic reactions in humans in several cases (both when given intravenously and orally), and several negative reactions have been recorded for drugs using Cremephor EL. However, some have argued that the anaphylaxis was a reaction to propanidid itself.[3–6] WP

Chemistry

Formula
C18H27NO5 PC
CAS number
1421-14-3 PC
Molar mass (g/mol)
337.4 PC
IUPAC name (computed by PubChem)
propyl 2-[4-[2-(diethylamino)-2-oxoethoxy]-3-methoxyphenyl]acetate PC
SMILES
CCCOC(=O)CC1=CC(=C(C=C1)OCC(=O)N(CC)CC)OC PC
InChIKey
KEJXLQUPYHWCNM-UHFFFAOYSA-N PC
PubChem CID
15004

Harm reduction information

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Sources

  1. Other 3-Methoxy-4-Carbamidomethoxy-Phenylacetic Acid Esters
  2. Journal / agency Fisher MM, Baldo BA. The incidence and clinical features of anaphylactic reactions during anesthesia in Australia. Annales Francaises d'Anesthesie et de Reanimation. 1993-01-01. doi:10.1016/S0750-7658(05)81016-0 · PMID 8368592
  3. Journal / agency MacPherson RD. Pharmaceutics for the anaesthetist. Anaesthesia. 2001. doi:10.1111/j.1365-2044.2001.02216.x · PMID 11576099
  4. Journal / agency Irizarry LD, Luu TH, McKoy JM, Samaras AT, Fisher MJ, Carias EE, Raisch DW, Calhoun EA, Bennett CL. Cremophor EL-containing paclitaxel-induced anaphylaxis: a call to action. Community Oncology. March 2009. doi:10.1016/S1548-5315(11)70224-8 · PMID 36643961 · PMC9838553
  5. Journal / agency Clarke RS, Dundee JW, Carson IW. Proceedings: A new steroid anaesthetic-althesin. Proceedings of the Royal Society of Medicine. October 1973. doi:10.1177/003591577306601023 · PMID 4148526 · PMC1645602
  6. Journal / agency Christmas D. Immune reaction to propanidid. Anaesthesia. May 1984. doi:10.1111/j.1365-2044.1984.tb07318.x · PMID 6731777

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.