U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H15N7.2ClH
Molecular Weight 354.238
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIMINAZENE DIHYDROCHLORIDE

SMILES

Cl.Cl.NC(=N)C1=CC=C(N\N=N\C2=CC=C(C=C2)C(N)=N)C=C1

InChI

InChIKey=QTFXIVUZEWTIAR-UHFFFAOYSA-N
InChI=1S/C14H15N7.2ClH/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);2*1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C14H15N7
Molecular Weight 281.3158
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Diminazene is an aromatic diamidine derived from Surfen C. Diminazene is used as aceturate salt. Diminazene is highly active against both Trypanosoma and Babesia spp. It is also of value in the treatment of theileriosis due to Theileria annulata. Diminazene has become the most commonly used therapeutic agent for trypanosomiasis in animals. It is said to be effective in canine, ovine and bovine babesiosis and, unlike some drugs, is less susceptible to relapse. It may also possess antibacterial properties. Diminazene binds to trypanosomal kDNA. This binding does not occur by intercalation but via specific interaction with sites rich in adenine-thymine (A-T) base pairs. Diminazene specifically inhibits mitochondrial type II topoisomerase in viable trypanosomes. Thus, inhibition of DNA replication may also occur via this interaction. Diminazene is extensively distributed in the body of treated animals. Residues of the compound may persist for several weeks, principally in the liver and kidneys, and also, to a lesser extent, in the gastrointestinal tract, lungs, muscle, brain and fat.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.0 µM [Kd]
Target ID: P30190
Gene ID: NA
Gene Symbol: TOP2
Target Organism: Trypanosoma cruzi
PubMed

PubMed

TitleDatePubMed
The pathogenesis of anaemia in goats experimentally infected with Trypanosoma congolense or Trypanosoma brucei: use of the myeloid:erythroid ratio.
2007-02-28
Trypanosomiasis by Trypanosoma vivax in cattle in the Brazilian semiarid: Description of an outbreak and lesions in the nervous system.
2007-01-31
Fumagillin, a new P-glycoprotein-interfering agent able to modulate moxidectin efflux in rat hepatocytes.
2006-12
Androgens differentially potentiate mouse intestinal smooth muscle by nongenomic activation of polyamine synthesis and Rho kinase activation.
2006-12
Combined contribution of TbAT1 and TbMRPA to drug resistance in Trypanosoma brucei.
2006-12
Confirmation of diminazene diaceturate in bovine plasma using electrospray liquid chromatography-mass spectrometry.
2006-11-21
SSCP analysis of the P2 purine transporter TcoAT1 gene of Trypanosoma congolense leads to a simple PCR-RFLP test allowing the rapid identification of diminazene resistant stocks.
2006-11
Response of four indigenous cattle breeds to natural tsetse and trypanosomosis challenge in the Ghibe valley of Ethiopia.
2006-10-10
Porcine eperythrozoonosis in China.
2006-10
Equine trypanosomosis in the Central River Division of The Gambia: a study of veterinary gate-clinic consultation records.
2006-08-17
In vitro growth inhibition of bloodstream forms of Trypanosoma brucei and Trypanosoma congolense by iron chelators.
2006-08-16
The effectivity analysis of accumulation of liposomal, micellar, and water-soluble forms of diminazene in cells and in organs.
2006-08-01
Stability analysis for double-stranded DNA oligomers and their noncovalent complexes with drugs by laser spray.
2006-08
Excitability scores of goats administered ascorbic acid and transported during hot-dry conditions.
2006-06
Chemotherapy against babesiosis.
2006-05-31
Epidemiology of Trypanosoma vivax infection in cattle in the tse-tse free area of Lake Chad.
2006-05-17
Study on the susceptibility of Sahel goats to experimental Trypanosoma vivax infection.
2006-04-30
Quantitative analysis of DNA-porphyrin interactions.
2006-04-05
Complexes of poly(ethylene oxide)-block-poly(L-glutamate) and diminazene.
2006-02-28
Drug-resistance of Trypanosoma b. rhodesiense isolates from Tanzania.
2006-02
A diminazene-resistant strain of Trypanosoma brucei brucei isolated from a dog is cross-resistant to pentamidine in experimentally infected albino rats.
2006-01
Leishmania donovani: differential activities of classical topoisomerase inhibitors and antileishmanials against parasite and host cells at the level of DNA topoisomerase I and in cytotoxicity assays.
2006-01
RNA aptamers as potential pharmaceuticals against infections with African trypanosomes.
2006
The susceptibility of Trypanosoma congolense isolated in Zambézia Province, Mozambique, to isometamidium chloride, diminazene aceturate and homidium chloride.
2005-12
Comparative application of wavelet approaches to absorption and ratio spectra for the simultaneous determination of diminazene aceturate and phenazone in veterinary granules for injection.
2005-12
Diminazene aceturate resistance on the virulence of Trypanosoma brucei for rats.
2005-11
Thermodynamic evaluation and modeling of proton and water exchange associated with benzamidine and berenil binding to beta-trypsin.
2005-11
Acquired resistance to berenil in a cloned isolate of Trypanosoma evansi is associated with upregulation of a novel gene, TeDR40.
2005-11
The pharmacokinetics of diminazene aceturate after intramuscular administration in healthy dogs.
2005-09
Synthesis of a novel PEG-block-poly(aspartic acid-stat-phenylalanine) copolymer shows potential for formation of a micellar drug carrier.
2005-06-13
Identification of anti-babesial activity for four ethnoveterinary plants in vitro.
2005-06-10
Susceptibility of West African Dwarf goats and WAD x Saanen crosses to experimental infection with Trypanosoma congolense.
2005-06-10
Anti-babesial compounds from Curcuma zedoaria.
2005-05
Semicarbazide-functionalized Si(111) surfaces for the site-specific immobilization of peptides.
2005-02-15
Knowledge and attitudes of cattle owners regarding trypanosomosis control in tsetse-infested areas of Uganda.
2004-12
Transition models to assess risk factors for new and persistent trypanosome infections in cattle-analysis of longitudinal data from the Ghibe Valley, southwest Ethiopia.
2004-12
Analysis of GAA/TTC DNA triplexes using nuclear magnetic resonance and electrospray ionization mass spectrometry.
2004-11-15
Degradation of berenil (diminazene aceturate) in acidic aqueous solution.
2004-10
Protective efficacy of isometamidium chloride and diminazene aceturate against natural Trypanosoma brucei, Trypanosoma congolense and Trypanosoma vivax infections in cattle under a suppressed tsetse population in Uganda.
2004-09
Trypanocidal failure suggested by PCR results in cattle field samples.
2004-09
Efficacy of combined atovaquone and azithromycin for therapy of chronic Babesia gibsoni (Asian genotype) infections in dogs.
2004-08-24
Gametocytogenesis: the puberty of Plasmodium falciparum.
2004-07-14
Micronuclei induced by aneugens and clastogens in mononucleate and binucleate cells using the cytokinesis block assay.
2004-07
DNA minor groove binders as potential antitumor and antimicrobial agents.
2004-07
Efficacy of Trypan: a diminazene based drug as antileishmanial agent.
2004-06-01
Effect of diminazene block treatment on live redwater vaccine reactions.
2004-06
Lipid-drug conjugate nanoparticles of the hydrophilic drug diminazene-cytotoxicity testing and mouse serum adsorption.
2004-05-18
Application of field methods to assess isometamidium resistance of trypanosomes in cattle in western Ethiopia.
2004-04
RNA-interference silencing of the adenosine transporter-1 gene in Trypanosoma evansi confers resistance to diminazene aceturate.
2003-10-22
Developments in the treatment of leishmaniasis and trypanosomiasis.
2002-05

Sample Use Guides

The recommended dosage is 3.5 mg of diminazene aceturate per kg body weight in a single injection.
Route of Administration: Intramuscular
Substance Class Chemical
Created
by admin
on Tue Apr 01 19:48:36 GMT 2025
Edited
by admin
on Tue Apr 01 19:48:36 GMT 2025
Record UNII
V40X8767D1
Record Status Validated (UNII)
Record Version
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Name Type Language
DIMINAZENE DIHYDROCHLORIDE
Common Name English
NSC-357775
Preferred Name English
BERENIL DIHYDROCHLORIDE
Common Name English
BENZENECARBOXIMIDAMIDE, 4,4'-(1-TRIAZENE-1,3-DIYL)BIS-, DIHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
147381
Created by admin on Tue Apr 01 19:48:36 GMT 2025 , Edited by admin on Tue Apr 01 19:48:36 GMT 2025
PRIMARY
CAS
31384-83-5
Created by admin on Tue Apr 01 19:48:36 GMT 2025 , Edited by admin on Tue Apr 01 19:48:36 GMT 2025
PRIMARY
NSC
357775
Created by admin on Tue Apr 01 19:48:36 GMT 2025 , Edited by admin on Tue Apr 01 19:48:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID20953423
Created by admin on Tue Apr 01 19:48:36 GMT 2025 , Edited by admin on Tue Apr 01 19:48:36 GMT 2025
PRIMARY
FDA UNII
V40X8767D1
Created by admin on Tue Apr 01 19:48:36 GMT 2025 , Edited by admin on Tue Apr 01 19:48:36 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE