Isometamidium chloride

Last updated
Isometamidium chloride
Isometamidium chloride.png
Clinical data
ATCvet code
Identifiers
  • 3-[N'-[(3-amino-5-ethyl-6-phenyl-8-phenanthridin-5-iumyl)imino]hydrazino]benzamidine chloride
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.047.191 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C28H26ClN7
Molar mass 496.02 g·mol−1
3D model (JSmol)
  • [Cl-].[N@H]=C(N)c1cc(ccc1)N/N=N/c4ccc3c2ccc(N)cc2[n+](c(c3c4)c5ccccc5)CC
  • InChI=1S/C28H25N7.ClH/c1-2-35-26-16-20(29)11-13-24(26)23-14-12-22(17-25(23)27(35)18-7-4-3-5-8-18)33-34-32-21-10-6-9-19(15-21)28(30)31;/h3-17,29H,2H2,1H3,(H4,30,31,32,33);1H
  • Key:QNZJTSGALAVCLH-UHFFFAOYSA-N

Isometamidium chloride is a triazene trypanocidal agent used in veterinary medicine. [1] [2]

It consists of a single ethidium bromide like subunit linked to a fragment of the diminazene molecule.[ citation needed ]

Resistance

The Gibe River Valley in southwest Ethiopia showed universal resistance between July 1989 and February 1993. [3] This likely indicates a permanent loss of function in this area against the tested target, T. congolense isolated from Boran cattle. [3]

References

  1. ↑ Whitelaw DD, Bell IR, Holmes PH, Moloo SK, Hirumi H, Urquhart GM, Murray M (June 1986). "Isometamidium chloride prophylaxis against Trypanosoma congolense challenge and the development of immune responses in Boran cattle". The Veterinary Record. 118 (26): 722–6. doi:10.1136/vr.118.26.722 (inactive 12 July 2025). PMID   3739193. S2CID   39168151.{{cite journal}}: CS1 maint: DOI inactive as of July 2025 (link)
  2. ↑ Peregrine AS, Ogunyemi O, Whitelaw DD, Holmes PH, Moloo SK, Hirumi H, et al. (April 1988). "Factors influencing the duration of isometamidium chloride (Samorin) prophylaxis against experimental challenge with metacyclic forms of Trypanosoma congolense". Veterinary Parasitology. 28 (1–2): 53–64. doi:10.1016/0304-4017(88)90018-0. PMID   3388736.
  3. 1 2 Mulugeta W, Wilkes J, Mulatu W, Majiwa PA, Masake R, Peregrine AS (April 1997). "Long-term occurrence of Trypanosoma congolense resistant to diminazene, isometamidium and homidium in cattle at Ghibe, Ethiopia". Acta Tropica. 64 (3–4). Elsevier BV: 205–17. doi:10.1016/s0001-706x(96)00645-6. PMID   9107367. S2CID   23878484.
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