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MedKoo Cat#: 571478 | Name: Closantel
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Closantel is an antifungal that targets the trehalose pathway.

Chemical Structure

Closantel
Closantel
CAS#57808-65-8 (free)

Theoretical Analysis

MedKoo Cat#: 571478

Name: Closantel

CAS#: 57808-65-8 (free)

Chemical Formula: C22H14Cl2I2N2O2

Exact Mass: 661.8522

Molecular Weight: 663.07

Elemental Analysis: C, 39.85; H, 2.13; Cl, 10.69; I, 38.28; N, 4.22; O, 4.83

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
1g USD 550.00 2 Weeks
5g USD 950.00 2 Weeks
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Related CAS #
57808-65-8 (free) 61438-64-0 (sodium)
Synonym
Closantel; NSC 335306; NSC335306; NSC-335306; R 31,520; R-31,520; R31,520; R 31520; R31520; R-31520;
IUPAC/Chemical Name
Benzamide, N-(5-chloro-4-((4-chlorophenyl)cyanomethyl)-2-methylphenyl)-2-hydroxy-3,5-diiodo-
InChi Key
JMPFSEBWVLAJKM-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H14Cl2I2N2O2/c1-11-6-15(17(10-27)12-2-4-13(23)5-3-12)18(24)9-20(11)28-22(30)16-7-14(25)8-19(26)21(16)29/h2-9,17,29H,1H3,(H,28,30)
SMILES Code
O=C(NC1=CC(Cl)=C(C(C2=CC=C(Cl)C=C2)C#N)C=C1C)C3=CC(I)=CC(I)=C3O
Appearance
Solid powder
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
>2 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 663.07 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.

Recalculate based on batch purity %
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: Novobilský A, Höglund J. First report of closantel treatment failure against Fasciola hepatica in cattle. Int J Parasitol Drugs Drug Resist. 2015 Aug 28;5(3):172-7. doi: 10.1016/j.ijpddr.2015.07.003. eCollection 2015 Dec. PubMed PMID: 26448903; PubMed Central PMCID: PMC4572398. 2: Snoj T, Cebulj-Kadunc N, Kobal S. Does closantel in therapeutic doses display thyroid hormone-like activity in sheep? J Vet Pharmacol Ther. 2015 Jun;38(3):297-300. doi: 10.1111/jvp.12188. Epub 2014 Nov 20. PubMed PMID: 25410724. 3: Vega AF, Medina-Torres L, Calderas F, Gracia-Mora J, Bernad-Bernad M. Closantel nano-encapsulated polyvinyl alcohol (PVA) solutions. Pharm Dev Technol. 2016 Aug;21(5):636-41. doi: 10.3109/10837450.2015.1035725. Epub 2015 Aug 31. PubMed PMID: 26330226. 4: Westers T, Jones-Bitton A, Menzies P, Van Leeuwen J, Poljak Z, Peregrine AS. Efficacy of closantel against ivermectin- and fenbendazole-resistant Haemonchus sp. in sheep in Ontario, Canada. Vet Parasitol. 2016 Sep 15;228:30-41. doi: 10.1016/j.vetpar.2016.08.009. Epub 2016 Aug 5. PubMed PMID: 27692328. 5: Zhu XY, Xia B, Liu HC, Xu YQ, Huang CJ, Gao JM, Dong QX, Li CQ. Closantel Suppresses Angiogenesis and Cancer Growth in Zebrafish Models. Assay Drug Dev Technol. 2016 Apr 5. [Epub ahead of print] PubMed PMID: 27045536. 6: Scarcella S, Hanna RE, Brennan GP, Solana H, Fairweather I. Fasciola hepatica: Histological changes in the somatic and reproductive tissues of liver fluke following closantel treatment of experimentally-infected sheep. Vet Parasitol. 2016 Jan 15;215:38-47. doi: 10.1016/j.vetpar.2015.10.029. Epub 2015 Nov 10. PubMed PMID: 26790736. 7: Koziolek MJ, Patschan D, Desel H, Wallbach M, Callizo J. Closantel Poisoning Treated With Plasma Exchange. JAMA Ophthalmol. 2015 Jun;133(6):718-20. doi: 10.1001/jamaophthalmol.2015.191. PubMed PMID: 25742635. 8: Tran TB, Cheah SE, Yu HH, Bergen PJ, Nation RL, Creek DJ, Purcell A, Forrest A, Doi Y, Song J, Velkov T, Li J. Anthelmintic closantel enhances bacterial killing of polymyxin B against multidrug-resistant Acinetobacter baumannii. J Antibiot (Tokyo). 2016 Jun;69(6):415-21. doi: 10.1038/ja.2015.127. Epub 2015 Dec 16. PubMed PMID: 26669752; PubMed Central PMCID: PMC4911330. 9: Solana MV, Mera y Sierra R, Scarcella S, Neira G, Solana HD. In vivo assessment of closantel ovicidal activity in Fasciola hepatica eggs. Exp Parasitol. 2016 Jan;160:49-53. doi: 10.1016/j.exppara.2015.10.010. Epub 2015 Nov 6. PubMed PMID: 26551411. 10: Hanna RE, McMahon C, Ellison S, Edgar HW, Kajugu PE, Gordon A, Irwin D, Barley JP, Malone FE, Brennan GP, Fairweather I. Fasciola hepatica: a comparative survey of adult fluke resistance to triclabendazole, nitroxynil and closantel on selected upland and lowland sheep farms in Northern Ireland using faecal egg counting, coproantigen ELISA testing and fluke histology. Vet Parasitol. 2015 Jan 15;207(1-2):34-43. doi: 10.1016/j.vetpar.2014.11.016. Epub 2014 Nov 24. PubMed PMID: 25529143. 11: Iezzi S, Lifschitz A, Sallovitz J, Nejamkin P, Lloberas M, Manazza J, Lanusse C, Imperiale F. Closantel plasma and milk disposition in dairy goats: assessment of drug residues in cheese and ricotta. J Vet Pharmacol Ther. 2014 Dec;37(6):589-94. doi: 10.1111/jvp.12135. Epub 2014 Jun 6. PubMed PMID: 24903569. 12: Devreese M, Maes A, De Baere S, De Backer P, Croubels S. Comparative method validation for closantel determination in cattle and sheep milk according to European Union Volume 8 and Veterinary International Conference on Harmonization guidelines. J Chromatogr A. 2014 Aug 1;1353:106-13. doi: 10.1016/j.chroma.2014.02.090. Epub 2014 Mar 12. PubMed PMID: 24656540. 13: Power C, Sayers R, O'Brien B, Clancy C, Furey A, Jordan K, Danaher M. Investigation of the persistence of closantel residues in bovine milk following lactating-cow and dry-cow treatments and its migration into dairy products. J Agric Food Chem. 2013 Sep 11;61(36):8703-10. doi: 10.1021/jf4022866. Epub 2013 Aug 30. PubMed PMID: 23992251. 14: Tabatabaei SA, Soleimani M, Mansouri MR, Mirshahi A, Inanlou B, Abrishami M, Pakrah AR, Masarat H. Closantel; a veterinary drug with potential severe morbidity in humans. BMC Ophthalmol. 2016 Nov 29;16(1):207. PubMed PMID: 27899086; PubMed Central PMCID: PMC5129234. 15: Segura-Cabrera A, Bocanegra-García V, Lizarazo-Ortega C, Guo X, Correa-Basurto J, Rodríguez-Pérez MA. A computational analysis of the binding mode of closantel as inhibitor of the Onchocerca volvulus chitinase: insights on macrofilaricidal drug design. J Comput Aided Mol Des. 2011 Dec;25(12):1107-19. doi: 10.1007/s10822-011-9489-y. Epub 2011 Nov 19. PubMed PMID: 22101363. 16: Abdel-Aziz O, Hussien EM, El Kosasy AM, Ahmed N. Comparative Study of Univariate Spectrophotometry and Multivariate Calibration for the Determination of Levamisole Hydrochloride and Closantel Sodium in a Binary Mixture. J AOAC Int. 2016 Jul;99(4):941-947. doi: 10.5740/jaoacint.15-0252. Epub 2016 Jun 4. PubMed PMID: 27302698. 17: Garner AL, Gloeckner C, Tricoche N, Zakhari JS, Samje M, Cho-Ngwa F, Lustigman S, Janda KD. Design, synthesis, and biological activities of closantel analogues: structural promiscuity and its impact on Onchocerca volvulus. J Med Chem. 2011 Jun 9;54(11):3963-72. doi: 10.1021/jm200364n. Epub 2011 May 12. PubMed PMID: 21534605. 18: Charlier J, Hostens M, Jacobs J, Van Ranst B, Duchateau L, Vercruysse J. Integrating fasciolosis control in the dry cow management: the effect of closantel treatment on milk production. PLoS One. 2012;7(8):e43216. doi: 10.1371/journal.pone.0043216. Epub 2012 Aug 20. PubMed PMID: 22916226; PubMed Central PMCID: PMC3423342. 19: Lai SS, Yeung HS, Lee WO, Ho C, Wong YT. Determination of closantel and rafoxanide in animal tissues by online anionic mixed-mode solid-phase extraction followed by isotope dilution liquid chromatography tandem mass spectrometry. J Sep Sci. 2011 Jun;34(12):1366-74. doi: 10.1002/jssc.201000675. Epub 2011 May 10. PubMed PMID: 21560244. 20: Swan GE, Koeleman HA, Steyn HS, Mülders MS. Intravascular plasma disposition and salivary secretion of closantel and rafoxanide in sheep. J S Afr Vet Assoc. 1999 Jun;70(2):75-9. PubMed PMID: 10855826.