Synonym
Bunamidine (free base); Bunamidine free base
IUPAC/Chemical Name
1-Naphthalenecarboximidamide, N,N-dibutyl-4-(hexyloxy)-
InChi Key
FGGFIMIICGZCCJ-UHFFFAOYSA-N
InChi Code
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
SMILES Code
N=C(C1=C2C=CC=CC2=C(OCCCCCC)C=C1)N(CCCC)CCCC
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
382.59
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 |
1: Georgi JR. Tapeworms. Vet Clin North Am Small Anim Pract. 1987 Nov;17(6):1285-305. doi: 10.1016/s0195-5616(87)50003-1. PMID: 3328390.
2: 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.
3: Hatton CJ. Efficiency of bunamidine salts against tapeworms. Vet Rec. 1967 Jul 22;81(4):104-6. doi: 10.1136/vr.81.4.104. PMID: 6068943.
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: 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.
6: Gemmell MA, Johnstone PD. Cestodes. Antibiot Chemother (1971). 1981;30:54-114. doi: 10.1159/000398094. PMID: 7259135.
7: 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.
8: 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.
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: 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.
11: 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.
12: 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.
13: Gemmell MA, Oudemans G. Treatment of Echinococcus granulosus and Taenia hydatigena in dogs with bunamidine hydroxynaphthoate in a prepared food. Res Vet Sci. 1974 Jan;16(1):85-8. PMID: 4522583.
14: King AB. Bunamidine hydrochloride in dogs. J Am Vet Med Assoc. 1976 Nov 1;169(9):854, 856, 858. PMID: 988006.
15: Hart RJ, Turner R, Wilson RG. A biochemical and ultrastructural study of the mode of action of bunamidine against Hymenolepis nana. Int J Parasitol. 1977 Apr;7(2):129-34. doi: 10.1016/0020-7519(77)90080-7. PMID: 194853.
16: Gemmell MA, Oudemans G. Treatment of Taenia hydatigena infections in dogs with bunamidine hydroxynaphthoate incorporated in food. N Z Vet J. 1975 Jul;23(7):142-4. doi: 10.1080/00480169.1975.34215. PMID: 1058378.
17: 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.
18: 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.
19: Aronson CE, Hanno ER. Effects of bunamidine on the isolated perfused rat heart. Gen Pharmacol. 1978;9(2):101-12. doi: 10.1016/0306-3623(78)90008-3. PMID: 566235.
20: Fastier FN, Bills GN. Toxicity of bunamidine. 3. Trial of propranolol as antidote. N Z Vet J. 1973 Oct;21(10):216-7. doi: 10.1080/00480169.1973.34110. PMID: 4520928.
