Synonym
Bunamidine hydrochloride; Bunamidine HCl; BW62415; BW-62415; BW 62415; Scolaban
IUPAC/Chemical Name
1-Naphthalenecarboximidamide, N,N-dibutyl-4-(hexyloxy)-, monohydrochloride
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
SMILES Code
N=C(C1=C2C=CC=CC2=C(OCCCCCC)C=C1)N(CCCC)CCCC.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
Bunamidine hydrochloride is a veterinary anti-platyhelmintic agent used for Echinococcus granulosus and Taenia hydatigena.
In vivo activity:
Bunamidine, in the rat heart, caused a dose-dependent decrease in spontaneous heart rate, coronary flow and isometric systolic tension, but increased diastolic tension at 10,000 ng/ml. Bunamidine altered electrical activity by prolonging PR, QRS and QT intervals. It also produced partial heart block and ventricular standstill. Lastly, b unamidine diminished cardiac glycogen, ATP and creatine phosphate and increased tissue content of d-glucose-6-phosphate, l-(−)-glycerol-1-phosphate and lactate. Conversion of phosphorylase b to a was increased.
Reference: Gen Pharmacol. 1978;9(2):101-12. https://pubmed.ncbi.nlm.nih.gov/566235/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
33.3 |
79.54 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
419.05
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Trejos A, Szyfres B, Marchevsky N. Comparative value of arecoline hydrobromide and bunamidine hydrochloride for the treatment of Echinococcus granulosus in dogs. Res Vet Sci. 1975 Sep;19(2):212-3. PMID: 1172623.
2. Cruthers LR, Linkenheimer WH, Maplesden DC. Taeniacidal efficacy of SQ 21,704 in dogs by various types of oral administration and in comparison with niclosamide and bunamidine hydrochloride. Am J Vet Res. 1979 May;40(5):676-8. PMID: 573081.
In vivo protocol:
1. Trejos A, Szyfres B, Marchevsky N. Comparative value of arecoline hydrobromide and bunamidine hydrochloride for the treatment of Echinococcus granulosus in dogs. Res Vet Sci. 1975 Sep;19(2):212-3. PMID: 1172623.
2. Cruthers LR, Linkenheimer WH, Maplesden DC. Taeniacidal efficacy of SQ 21,704 in dogs by various types of oral administration and in comparison with niclosamide and bunamidine hydrochloride. Am J Vet Res. 1979 May;40(5):676-8. PMID: 573081.
1: Larionova TK, Kudasheva FKh, Bogoliuk GB, Afanaséva LI. Opredelenie promezhutochnykh produktov sinteza bunamidina gidrokhlorida v vozdukhe rabocheĭ rabocheĭ zony metodom vysokoéffectivnoĭ zhidkostnoĭ khromatografii [Evaluation of intermediate products of bunamidine hydrochloride synthesis in the workplace air by high performance liquid chromatography method]. Gig Sanit. 1993 Oct;(10):70-1. Russian. PMID: 8163245.
2: Cruthers LR, Linkenheimer WH, Maplesden DC. Taeniacidal efficacy of SQ 21,704 in dogs by various types of oral administration and in comparison with niclosamide and bunamidine hydrochloride. Am J Vet Res. 1979 May;40(5):676-8. PMID: 573081.
3: Thakur AS, Prezioso U, Marchevsky N. Echinococcus granulosus: ovicidal activity of praziquantel and bunamidine hydrochloride. Exp Parasitol. 1979 Apr;47(2):131-3. doi: 10.1016/0014-4894(79)90066-3. PMID: 571349.
4: Todd KS Jr, Howland TP, Woerpel RW. Activity of uredofos, niclosamide, bunamidine hydrochloride, and arecoline hydrobromide against Mesocestoides corti in experimentally infected dogs. Am J Vet Res. 1978 Feb;39(2):315-6. PMID: 564650.
5: Gemmell MA. The Styx Field Trial: effect of treatment of the definitive host for tapeworms on larval forms in the intermediate host. Bull World Health Organ. 1978;56(3):433-43. PMID: 308408; PMCID: PMC2395586.
6: Roberson EL. Comparative effects of uredofos, niclosamide, and bunamidine hydrochloride against tapeworm infections in dogs. Am J Vet Res. 1976 Dec;37(12):1483-4. PMID: 1033722.
7: King AB. Bunamidine hydrochloride in dogs. J Am Vet Med Assoc. 1976 Nov 1;169(9):854, 856, 858. PMID: 988006.
8: Williams JF, Keahey KK. Sudden death associated with treatment of three dogs with bunamidine hydrochloride. J Am Vet Med Assoc. 1976 Apr 15;168(8):689-91. PMID: 944173.
9: Trejos A, Szyfres B, Marchevsky N. Comparative value of arecoline hydrobromide and bunamidine hydrochloride for the treatment of Echinococcus granulosus in dogs. Res Vet Sci. 1975 Sep;19(2):212-3. PMID: 1172623.
10: Andersen FL, Loveless RM, Jensen LA. Efficacy of bunamidine hydrochloride against immature and mature stages of Echinococcus granulosus. Am J Vet Res. 1975 May;36(5):673-5. PMID: 1169897.
11: Williams GF, Colli CW, Leid RW, MacArthur R. The effects of bunamidine hydrochloride on the infectivity of taeniid ova. J Parasitol. 1973 Dec;59(6):1141-4. PMID: 4796811.
12: Cook BR. A field trial with bunamidine hydrochloride as an anthelmintic in the eradication of Echinococcus granulosus, Taenia hydatigena and Taenia ovis in New Zealand. N Z Vet J. 1970 Aug;18(8):152-5. doi: 10.1080/00480169.1970.33886. PMID: 5273618.
13: Williams JF, Trejos A. The influence of gelatin capsules upon the activity of bunamidine hydrochloride against Echinococcus granulosus in dogs. Res Vet Sci. 1970 Jul;11(4):392-4. PMID: 5499329.
14: Blood BD, Moya V, Lelijveld JL. Evaluation of selected drugs for the treatment of canine echinococcosis. Bull World Health Organ. 1968;39(1):67-72. PMID: 5303842; PMCID: PMC2554388.
15: Forbes LS. The efficiency of bunamidine hydrochloride against young Echinococcus granulosus infection in dogs. Vet Rec. 1966 Sep 10;79(11):306-7. doi: 10.1136/vr.79.11.306. PMID: 5970728.
16: HATTON CJ. A NEW TAENIACIDE, BUNAMIDINE HYDROCHLORIDE: ITS EFFICIENCY AGAINST TAENIA PISIFORMIS AND DIPYLIDIUM CANINUM IN THE DOG AND HYDATIGERA TAENIAEFORMIS IN THE CAT. Vet Rec. 1965 Apr 10;77:408-11. PMID: 14330224.
