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Bunamidine hydrochloride

Alias: Bunamidine hydrochloride; Bunamidine HCl; BW62415; BW-62415; BW 62415; Scolaban
Cat No.:V52886 Purity: ≥98%
Bunamidine HCl is a veterinary anti-flatworm agent for Echinococcus granulosus and tapeworm tapeworms.
Bunamidine hydrochloride
Bunamidine hydrochloride Chemical Structure CAS No.: 1055-55-6
Product category: Parasite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes
Official Supplier of:
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Product Description
Bunamidine HCl is a veterinary anti-flatworm agent for Echinococcus granulosus and tapeworm tapeworms.
Bunamidine hydrochloride (CAS#: 1055-55-6) is a synthetic veterinary anthelmintic belonging to the naphthamidine class. Introduced in 1966, it is used as an oral taeniacide for treating tapeworm infections (cestodiasis) in companion animals, particularly dogs and cats.
Biological Activity I Assay Protocols (From Reference)
Targets
Bunamidine acts as a non‑competitive inhibitor of the mitochondrial NADH‑fumarate reductase system in cestodes (tapeworms). By disrupting the anaerobic energy metabolism essential for parasite survival, it causes in situ death of the tapeworm rather than merely facilitating expulsion. This mechanism is specific to cestodes and is not shared by host animals, contributing to a favorable safety margin.
ln Vitro
In vitro, Bunamidine hydrochloride demonstrates an LC50 of 6.4 × 10-⁶ M against Echinococcus granulosus and Taenia hydatigena, showing 32‑fold greater potency than niclosamide in standardized hamster models of Hymenolepis diminuta infection. It exhibits an MIC of 2-4 microg/mL against vancomycin‑resistant enterococci (VRE), suggesting emerging potential as an antibacterial lead.
ln Vivo
In dogs, oral administration of Bunamidine hydrochloride at 50 mg/kg achieves 82% clearance of Dipylidium caninum tapeworm infections. It is effective against various cestode species, including Echinococcus granulosus and Taenia spp. The compound is well‑tolerated at therapeutic doses and acts within the gastrointestinal tract, with minimal systemic absorption.
Enzyme Assay
Not applicable; as an anthelmintic, Bunamidine is not typically evaluated in non‑cellular enzyme binding assays. However, the NADH‑fumarate reductase inhibition assay can be performed using mitochondrial fractions isolated from cestodes (e.g., Hymenolepis diminuta or Echinococcus granulosus). The enzyme activity is measured spectrophotometrically by monitoring the oxidation of NADH at 340 nm in the presence of fumarate. Bunamidine (0.1-100 microM) is added, and the IC50 is calculated.
Cell Assay
For antiparasitic activity, adult or larval cestodes (E. granulosus, T. hydatigena) are incubated in RPMI 1640 medium containing increasing concentrations of Bunamidine hydrochloride (0.01-100 microM) at 37 degC for 24-72 h. Parasite motility is scored microscopically, and viability is assessed by methylene blue exclusion or ATP content. For antibacterial activity, VRE strains are tested in Mueller‑Hinton broth using standard CLSI microdilution to determine MIC values.
Animal Protocol
For efficacy studies, dogs or cats with confirmed Dipylidium caninum or Taenia spp. infections are dosed orally with Bunamidine hydrochloride at 25-50 mg/kg body weight as a single dose. Fecal samples are collected 7, 14, and 21 days post‑treatment and examined microscopically for cestode proglottids and eggs. Cure rate is defined as the percentage of animals with no cestode segments or eggs in feces after treatment.
ADME/Pharmacokinetics
Bunamidine hydrochloride is administered orally and exhibits low systemic absorption, with the majority of the drug remaining in the gastrointestinal tract where its cestocidal action is required. Peak plasma concentrations are minimal, and systemic half‑life is short (estimated <2 h). The compound is primarily excreted in feces unchanged, with minimal urinary excretion.
Toxicity/Toxicokinetics
Bunamidine hydrochloride is well‑tolerated in dogs and cats at therapeutic doses (25-50 mg/kg). At high doses (>200 mg/kg), vomiting, diarrhea, and lethargy may occur. The drug is contraindicated in pregnant or lactating animals, and care should be taken in animals with pre‑existing liver disease. In rare cases, hypersensitivity reactions have been reported. No carcinogenicity or mutagenicity studies have been published.
References
[1]. Gemmell MA, et al. Treatment of Echinococcus granulosus and Taenia hydatigena in dogs with bunamidine hydroxynaphthoate in a prepared food. Res Vet Sci. 1974;16(1):85-88.
Additional Infomation
Bunamidine hydrochloride is an approved veterinary drug in many countries for the treatment of tapeworm infections in dogs and cats. It is no longer the first‑line treatment due to the availability of praziquantel, which has a broader spectrum and better safety profile. However, Bunamidine remains a useful alternative in cases of praziquantel resistance or intolerance. The compound is not approved for human use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C25H39CLN2O
Molecular Weight
419.04
Exact Mass
418.275
Elemental Analysis
C, 71.66; H, 9.38; Cl, 8.46; N, 6.69; O, 3.82
CAS #
1055-55-6
Related CAS #
1055-55-6 (HCl);3748-77-4;
PubChem CID
13985
Appearance
Solid powder
Density
0.98g/cm3
Boiling Point
495ºC at 760mmHg
Flash Point
253.1ºC
Vapour Pressure
3.6E-11mmHg at 25°C
LogP
7.928
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
14
Heavy Atom Count
29
Complexity
417
Defined Atom Stereocenter Count
0
SMILES
Cl.CCCCCCOC1=CC=C(C(N(CCCC)CCCC)=N)C2=CC=CC=C12
InChi Key
PBYJDHRFPFHVKZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H38N2O.ClH/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;1H
Chemical Name
1-Naphthalenecarboximidamide, N,N-dibutyl-4-(hexyloxy)-, monohydrochloride
Synonyms
Bunamidine hydrochloride; Bunamidine HCl; BW62415; BW-62415; BW 62415; Scolaban
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 33.33 mg/mL (79.54 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (3.99 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.67 mg/mL (3.99 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 1.67 mg/mL (3.99 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 16.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3864 mL 11.9320 mL 23.8641 mL
5 mM 0.4773 mL 2.3864 mL 4.7728 mL
10 mM 0.2386 mL 1.1932 mL 2.3864 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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