Diminazene
Identification
- Generic Name
- Diminazene
- DrugBank Accession Number
- DB03608
- Background
Diminazene, also known as Diminazine, 4,4'-(Diazoamino)benzamidine, 4,4'-(1-triazene-1,3-diyl)bis-benzenecarboximidamide, diminazine aceturate, or Diminazene aceturate, is a trypanocidal agent. Major brands of Diminazene are Berenil, Pirocide, Ganasag, and Azidin. This substance is a solid. This compound belongs to the phenylhydrazines. These are compounds containing a phenylhydrazide moiety, which consists of a hydrazide substituent attached to a phenyl group. Known drug targets of diminazene include HTH-type transcriptional regulator QacR, trypsin-1, amiloride-sensitive amine oxidase [copper-containing], and mitochondrial peroxiredoxin-5.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 281.3158
Monoisotopic: 281.138893515 - Chemical Formula
- C14H15N7
- Synonyms
- 4,4'-(1-triazene-1,3-diyl)bis-benzenecarboximidamide
- 4,4'-(diazoamino)benzamidine
- Diminazene
- Diminazène
- Diminazeno
- Diminazenum
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UHTH-type transcriptional regulator QacR Not Available Staphylococcus aureus UTrypsin-1 Not Available Humans UAmiloride-sensitive amine oxidase [copper-containing] Not Available Humans UPeroxiredoxin-5, mitochondrial Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- International/Other Brands
- Azidin / Berenil / Ganasag / Pirocide
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as phenylhydrazines. These are compounds containing a phenylhydrazide moiety, which consists of a hydrazide substituent attached to a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Phenylhydrazines
- Direct Parent
- Phenylhydrazines
- Alternative Parents
- Propargyl-type 1,3-dipolar organic compounds / Carboximidamides / Carboxamidines / Organopnictogen compounds / Hydrocarbon derivatives
- Substituents
- Amidine / Aromatic homomonocyclic compound / Carboximidamide / Carboxylic acid amidine / Hydrocarbon derivative / Organic 1,3-dipolar compound / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Phenylhydrazine
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- carboxamidine, triazene derivative (CHEBI:81724)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Y5G36EEA5Z
- CAS number
- 536-71-0
- InChI Key
- XNYZHCFCZNMTFY-UHFFFAOYSA-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)
- IUPAC Name
- 4-[(2E)-3-(4-carbamimidoylphenyl)triaz-2-en-1-yl]benzene-1-carboximidamide
- SMILES
- NC(=N)C1=CC=C(N\N=N\C2=CC=C(C=C2)C(N)=N)C=C1
References
- General References
- Not Available
- External Links
- KEGG Compound
- C18388
- PubChem Compound
- 2354
- PubChem Substance
- 46504758
- ChemSpider
- 2264
- BindingDB
- 50000999
- ChEBI
- 81724
- ChEMBL
- CHEMBL35241
- ZINC
- ZINC000003830706
- PDBe Ligand
- BRN
- Wikipedia
- Diminazene
- PDB Entries
- 1d63 / 268d / 2dbe / 2gby / 2gvr / 3gy2 / 3gy5 / 3gy6 / 3gy8 / 3hig … show 1 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.102 mg/mL ALOGPS logP 1.09 ALOGPS logP 1.76 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 19.91 Chemaxon pKa (Strongest Basic) 12.07 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 136.49 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 108.73 m3·mol-1 Chemaxon Polarizability 30.17 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.8986 Blood Brain Barrier + 0.9385 Caco-2 permeable + 0.5696 P-glycoprotein substrate Non-substrate 0.7439 P-glycoprotein inhibitor I Non-inhibitor 0.9482 P-glycoprotein inhibitor II Non-inhibitor 0.9581 Renal organic cation transporter Non-inhibitor 0.7378 CYP450 2C9 substrate Non-substrate 0.7641 CYP450 2D6 substrate Non-substrate 0.8448 CYP450 3A4 substrate Non-substrate 0.7666 CYP450 1A2 substrate Inhibitor 0.5762 CYP450 2C9 inhibitor Non-inhibitor 0.5568 CYP450 2D6 inhibitor Non-inhibitor 0.8011 CYP450 2C19 inhibitor Non-inhibitor 0.773 CYP450 3A4 inhibitor Non-inhibitor 0.7833 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5599 Ames test AMES toxic 0.9244 Carcinogenicity Carcinogens 0.5924 Biodegradation Not ready biodegradable 0.994 Rat acute toxicity 2.7762 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9378 hERG inhibition (predictor II) Non-inhibitor 0.9192
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets

- Kind
- Protein
- Organism
- Staphylococcus aureus
- Pharmacological action
- Unknown
- General Function
- Transcriptional repressor of qacA. Binds to IR1, an unusually long 28 bp operator, which is located downstream from the qacA promoter and overlaps its transcription start site. QacR is induced from its IR1 site by binding to one of many structurally dissimilar cationic lipophilic compounds, which are also substrates of QacA.
- Specific Function
- Dna binding
- Gene Name
- qacR
- Uniprot ID
- P0A0N4
- Uniprot Name
- HTH-type transcriptional regulator QacR
- Molecular Weight
- 22174.175 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Has activity against the synthetic substrates Boc-Phe-Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val-Pro-Arg-Mec. The single-chain form is more active than the two-chain form aga...
- Gene Name
- PRSS1
- Uniprot ID
- P07477
- Uniprot Name
- Trypsin-1
- Molecular Weight
- 26557.88 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Catalyzes the degradation of compounds such as putrescine, histamine, spermine, and spermidine, substances involved in allergic and immune responses, cell proliferation, tissue differentiation, tum...
- Gene Name
- AOC1
- Uniprot ID
- P19801
- Uniprot Name
- Amiloride-sensitive amine oxidase [copper-containing]
- Molecular Weight
- 85377.1 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Rna polymerase iii regulatory region dna binding
- Specific Function
- Reduces hydrogen peroxide and alkyl hydroperoxides with reducing equivalents provided through the thioredoxin system. Involved in intracellular redox signaling.
- Gene Name
- PRDX5
- Uniprot ID
- P30044
- Uniprot Name
- Peroxiredoxin-5, mitochondrial
- Molecular Weight
- 22086.245 Da
References
Drug created at June 13, 2005 13:24 / Updated at February 21, 2021 18:51