Tryparsamide

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Structural formula
Structure of tryparsamide
General
Non-proprietary name Tryparsamide
other names
  • 4-arsonophenylglycine amide
  • {4 - [(2-Amino-2-oxoethyl) amino] phenyl} arsonic acid sodium salt ( IUPAC )
Molecular formula
  • C 8 H 11 AsN 2 NaO 4
External identifiers / databases
CAS number
  • 554-72-3 (tryparsamide)
  • 6159-29-1 (tryparsamide hemihydrate )
  • 618-25-7 [4 - [(2-amino-2-oxoethyl) amino] phenyl] arsonic acid
EC number 209-070-9
ECHA InfoCard 100.008.247
PubChem 23665572
Wikidata Q2456821
Drug information
Drug class

Antiprotozoic

properties
Molar mass
  • 296.0 g · mol -1 ( tryparsamide)
  • 305.1 g · mol -1 (Tryparsamidhemihydrat)
  • 274.1 g · mol -1 ([4 - [(2-amino-2-oxoethyl) amino] phenyl] arsonic acid)
safety instructions
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 .

Tryparsamide is a chemotherapeutically effective arsenic compound that was developed in the United States in 1915 by Walter Abraham Jacobs and Michael Heidelberger at the New York Rockefeller Institute for Medical Research .

From 1922 the substance was used in drugs in Africa for the treatment of sleeping sickness caused by Trypanosoma brucei , especially in advanced and chronic cases, but from 1934 only in combination with other active ingredients such as suramin . Because of its good solubility in water , it could be administered intramuscularly as well as intravenously . After the Second World War , it was replaced by melarsoprol in most countries with the exception of Nigeria , where it was in use until the early 1970s, because of the increasing development of resistance and sometimes serious side effects such as blindness and damage to the optic nerve .

In the United States and some other countries, tryparsamide was also used temporarily as a remedy for the neurosyphilis caused by Treponema pallidum .

literature

  • Stéphane Gibaud, Gérard Jaouen: Tryparsamide. In: Gérard Jaouen: Medicinal Organometallic Chemistry. Series: Topics in Organometallic Chemistry . Volume 32.Springer , Berlin and Heidelberg 2010, ISBN 3-64-213184-0 , p. 5/6
  • Arsphenamines. In: Walter Sneader: Drug Discovery: A History. John Wiley and Sons, 2005, ISBN 0-47-189979-8 , pp. 49–56 (on tryparsamide in particular pp. 54/55)
  • KDB Thomson: Tryparsamide. In: The Lancet . Volume 334, Edition 8662 of September 2, 1989, p. 573 (on experiences from practical use in Africa)
  • Margitta Albinus: Hager's handbook of pharmaceutical practice. 9: substance P - Z . Springer-Verlag, Berlin and others 1993, ISBN 3-540-52688-9 , pp. 1108 f . ( limited preview in Google Book search).

Individual evidence

  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.