Diminazene

Diminazene (INN; also known as diminazen) is an anti-infective medication for animals that is sold under a variety of brand names. It is effective against certain protozoa such as Babesia, Trypanosoma, and Cytauxzoon. The drug may also be effective against certain bacteria including Brucella and Streptococcus.[1][2]

Diminazene
Clinical data
Trade namesAzidin, Berenil, Ganasag, Pirocide
Other names4,4'-(1-Triazene-1,3-diyl)bis(benzenecarboximidamide)
Routes of
administration
IM, SC
ATCvet code
Legal status
Legal status
  • Veterinary use only
Identifiers
IUPAC name
  • 4-[2-(4-Carbamimidoylphenyl)iminohydrazinyl]benzenecarboximidamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.860
Chemical and physical data
FormulaC14H15N7
Molar mass281.323 g·mol−1
3D model (JSmol)
SMILES
  • C1=CC(=CC=C1C(=N)N)N/N=N/C2=CC=C(C=C2)C(=N)N
InChI
  • InChI=1S/C14H15N7/c15-13(16)9-1-5-11(6-2-9)19-21-20-12-7-3-10(4-8-12)14(17)18/h1-8H,(H3,15,16)(H3,17,18)(H,19,20)
  • Key:XNYZHCFCZNMTFY-UHFFFAOYSA-N

Chemically it is a di-amidine and it is formulated as its aceturate salt, diminazene aceturate.

The mechanism is not well understood; it probably inhibits DNA replication,[1] but also has affinity to RNA.

Side effects

Acute side effects include vomiting, diarrhea, and hypotension (low blood pressure). Diminazen can harm the liver, kidneys and brain, which is potentially life-threatening; camels are especially susceptible to these effects.[1]

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. Peregrine AS, Mamman M (September 1993). "Pharmacology of diminazene: a review". Acta Tropica. 54 (3–4): 185–203. doi:10.1016/0001-706X(93)90092-P. PMID 7902657.
  2. Mungube EO, Vitouley HS, Allegye-Cudjoe E, Diall O, Boucoum Z, Diarra B, et al. (August 2012). "Detection of multiple drug-resistant Trypanosoma congolense populations in village cattle of south-east Mali". Parasites & Vectors. 5: 155. doi:10.1186/1756-3305-5-155. PMC 3432589. PMID 22852796.
  3. Mulugeta, Wubet; Wilkes, Jon; Mulatu, Woudyalew; Majiwa, Phelix A.O; Masake, Rachael; Peregrine, Andrew S (1997). "Long-term occurrence of Trypanosoma congolense resistant to diminazene, isometamidium and homidium in cattle at Ghibe, Ethiopia". Acta Tropica. Elsevier BV. 64 (3–4): 205–217. doi:10.1016/s0001-706x(96)00645-6. ISSN 0001-706X. PMID 9107367. S2CID 23878484.
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