NAV

Bunamidine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Bunamidine
DrugBank Accession Number
DB11501
Background

Bunamidine is a veterinary anti-platyhelmintic agent used for taenia infestations.

Type
Small Molecule
Groups
Vet approved
Structure
3D
Similar Structures
Weight
Average: 382.592
Monoisotopic: 382.298413852
Chemical Formula
C25H38N2O
Synonyms
  • Bunamidina
  • Bunamidine
  • Bunamidinum
  • N,N-Dibutyl-4-(hexyloxy)-1-naphthamidine
  • N,N-Dibutyl-4-hexyloxy-1-naphthamidin
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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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

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Product Ingredients
IngredientUNIICASInChI Key
Bunamidine hydrochlorideY80LB0Q7CB1055-55-6PBYJDHRFPFHVKZ-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Not Available
Direct Parent
Naphthalenes
Alternative Parents
Alkyl aryl ethers / Carboximidamides / Carboxamidines / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Alkyl aryl ether / Amidine / Aromatic homopolycyclic compound / Carboximidamide / Carboxylic acid amidine / Ether / Hydrocarbon derivative / Naphthalene / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
A9IW1G3P6C
CAS number
3748-77-4
InChI Key
FGGFIMIICGZCCJ-UHFFFAOYSA-N
InChI
InChI=1S/C25H38N2O/c1-4-7-10-13-20-28-24-17-16-23(21-14-11-12-15-22(21)24)25(26)27(18-8-5-2)19-9-6-3/h11-12,14-17,26H,4-10,13,18-20H2,1-3H3
IUPAC Name
N,N-dibutyl-4-(hexyloxy)naphthalene-1-carboximidamide
SMILES
CCCCCCOC1=C2C=CC=CC2=C(C=C1)C(=N)N(CCCC)CCCC

References

General References
  1. King AB: Bunamidine hydrochloride in dogs. J Am Vet Med Assoc. 1976 Nov 1;169(9):854, 856, 858. [Article]
  2. Hatton CJ: Efficiency of bunamidine salts against tapeworms. Vet Rec. 1967 Jul 22;81(4):104-6. [Article]
  3. Menrath RL, Sharard A, Gray KW, Cameron CW: Toxicity of bunamidine. 2. Metabolic effects. N Z Vet J. 1973 Oct;21(10):212-5. [Article]
  4. Fastier FN: Pharmacological aspects of bunamidine dosing of dogs. N Z Vet J. 1972 Aug;20(8):148-51. [Article]
  5. McCulloch B, Kasimbala S: The efficiency of bunamidine hydroxynaphthoate in poultry. Vet Rec. 1967 Sep 2;81(10):226-30. [Article]
  6. Fastier FN, Menrath RL, Sharard A, Ng J: Toxicity of bunamidine: 1. Cardiovascular effects. N Z Vet J. 1973 Sep;21(9):201-4. [Article]
  7. Shearer GC, Gemmell MA: The efficiency of bunamidine hydroxynaphthoate against Echinococcus granulosus in dogs. Res Vet Sci. 1969 May;10(3):296-9. [Article]
  8. Fastier FN, Bills GN: Toxicity of bunamidine. 3. Trial of propranolol as antidote. N Z Vet J. 1973 Oct;21(10):216-7. [Article]
  9. Aronson CE, Hanno ER: Effects of bunamidine on the isolated perfused rat heart. Gen Pharmacol. 1978;9(2):101-12. [Article]
  10. Thakur AS, Prezioso U, Marchevsky N: Echinococcus granulosus: ovicidal activity of praziquantel and bunamidine hydrochloride. Exp Parasitol. 1979 Apr;47(2):131-3. [Article]
ChemSpider
11644438
ChEMBL
CHEMBL1355596
ZINC
ZINC000004215129

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.22e-05 mg/mLALOGPS
logP7.04ALOGPS
logP7.13Chemaxon
logS-6.6ALOGPS
pKa (Strongest Basic)11.36Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area36.32 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity131.54 m3·mol-1Chemaxon
Polarizability48.76 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0049000000-d28522c8f0ca00b694e0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0029000000-96f5cbc7a64ff93b189f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-9084000000-0676073c55f22c72a36f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0036-4983000000-8a82cf31204f542fac76
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-08gl-6940000000-bc5224acc7f30f6007d9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kp-1190000000-716bd268daee70ccef40
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-223.3382128
predicted
DarkChem Lite v0.1.0
[M-H]-203.60092
predicted
DeepCCS 1.0 (2019)
[M+H]+223.3738128
predicted
DarkChem Lite v0.1.0
[M+H]+206.05559
predicted
DeepCCS 1.0 (2019)
[M+Na]+223.0203128
predicted
DarkChem Lite v0.1.0
[M+Na]+212.50117
predicted
DeepCCS 1.0 (2019)

Drug created at February 26, 2016 17:25 / Updated at February 21, 2021 18:53