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MedKoo Cat#: 326952 | Name: Oxibendazole
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Description:

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

Oxibendazole, also known as SK&F-30310, SKF-30310, is a DNA polymerase inhibitor potentially for the treatment of helminth intestinal infections. Oxibendazole is also used to protect against roundworms, strongyles, threadworms, pinworms and lungworm infestations in horses and some domestic pets. Oxibendazole is usually white to yellowish in appearance.

Chemical Structure

Oxibendazole
Oxibendazole
CAS#20559-55-1

Theoretical Analysis

MedKoo Cat#: 326952

Name: Oxibendazole

CAS#: 20559-55-1

Chemical Formula: C12H15N3O3

Exact Mass: 249.1113

Molecular Weight: 249.27

Elemental Analysis: C, 57.82; H, 6.07; N, 16.86; O, 19.26

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 850.00 2 Weeks
25g USD 1,550.00 2 Weeks
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Related CAS #
No Data
Synonym
Oxibendazole; SK&F-30310; SK&F30310; SK&F 30310; SKF-30310; SKF30310; SKF 30310. Anthelcide EQ; Loditac.
IUPAC/Chemical Name
methyl (5-propoxy-1H-benzo[d]imidazol-2-yl)carbamate
InChi Key
RAOCRURYZCVHMG-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H15N3O3/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)
SMILES Code
O=C(OC)NC1=NC2=CC(OCCC)=CC=C2N1
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Oxibendazole is an effective benzimidazole anthelmintic and is against nema-tode infections.
In vitro activity:
Cell proliferation decreased in both pTr and pLE cells in response to oxibendazole, and this study determined that this was modulated through intracellular cell signal transduction. Phosphorylation of ERK1/2, P90RSK, and S6 were downregulated by exposure to a 200 nM dose of oxibendazole in both types of cells, while the expression of phosphorylated JNK, AKT, and P70S6K was upregulated. Pre-treatment with a PI3K/AKT inhibitor (Wortmannin), ERK1/2 inhibitor (U0126), and JNK inhibitor (SP600125) induced the signaling interactions of these molecules, and oxibendazole co-treatment with each inhibitor resulted in even greater decreases in cell proliferation. Reference: Comp Biochem Physiol C Toxicol Pharmacol. 2019 Jun;220:9-19. https://pubmed.ncbi.nlm.nih.gov/30822534/
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMF 5.0 20.06
DMSO 2.2 8.69
Water 1.0 4.01
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 249.27 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
Formulation protocol:
1. Park H, Lim W, You S, Song G. Oxibendazole induces apoptotic cell death in proliferating porcine trophectoderm and uterine luminal epithelial cells via mitochondria-mediated calcium disruption and breakdown of mitochondrial membrane potential. Comp Biochem Physiol C Toxicol Pharmacol. 2019 Jun;220:9-19. doi: 10.1016/j.cbpc.2019.02.014. Epub 2019 Feb 27. PMID: 30822534. 2. Chen Q, Li Y, Zhou X, Li R. Oxibendazole inhibits prostate cancer cell growth. Oncol Lett. 2018 Feb;15(2):2218-2226. doi: 10.3892/ol.2017.7579. Epub 2017 Dec 11. PMID: 29434928; PMCID: PMC5776919.
In vitro protocol:
1. Park H, Lim W, You S, Song G. Oxibendazole induces apoptotic cell death in proliferating porcine trophectoderm and uterine luminal epithelial cells via mitochondria-mediated calcium disruption and breakdown of mitochondrial membrane potential. Comp Biochem Physiol C Toxicol Pharmacol. 2019 Jun;220:9-19. doi: 10.1016/j.cbpc.2019.02.014. Epub 2019 Feb 27. PMID: 30822534. 2. Chen Q, Li Y, Zhou X, Li R. Oxibendazole inhibits prostate cancer cell growth. Oncol Lett. 2018 Feb;15(2):2218-2226. doi: 10.3892/ol.2017.7579. Epub 2017 Dec 11. PMID: 29434928; PMCID: PMC5776919.
In vivo protocol:
TBD
1: Rabelo VW, Sanchez-Nuñez ML, Corrêa-Amorim LS, Kuhn RJ, Abreu PA, Paixão ICNP. In Silico Drug Repurposing Uncovered the Antiviral Potential of the Antiparasitic Drug Oxibendazole Against the Chikungunya Virus. ACS Omega. 2024 Jun 13;9(25):27632-27642. doi: 10.1021/acsomega.4c03417. PMID: 38947813; PMCID: PMC11209700. 2: Garg A, Karhana S, Bano A, Khan IA, Reeta, Nidhi, Khan MA. Network pharmacology and molecular docking study-based approach to explore mechanism of benzimidazole-based anthelmintics for the treatment of lung cancer. J Biomol Struct Dyn. 2023 Sep 23:1-22. doi: 10.1080/07391102.2023.2258419. Epub ahead of print. PMID: 37740654. 3: Tomaszewski CA, Barreto F, Barnet LS, Jank L, Pizzolato TM. Multi-residue methodology for quantification of antiparasitics in hen eggs by LC-MS/MS: development, validation and application to 348 samples from Brazil. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2022 Aug;39(8):1412-1423. doi: 10.1080/19440049.2022.2093984. Epub 2022 Jul 6. PMID: 35793340. 4: Mendonça RP, Carneiro DO, Baccin EM, Pirágine MR, Zoca SM, Rossa LAF, Lima GC, Oliveira FB, Costa IS, Oliveira GN, Nogueira SNL, Santos-Doni TRD. Anthelmintic efficacy of oxibendazole against gastrointestinal nematodes in swine. Rev Bras Parasitol Vet. 2022 Feb 23;31(1):e018321. doi: 10.1590/S1984-29612022009. PMID: 35239858; PMCID: PMC9901850. 5: Florio R, Carradori S, Veschi S, Brocco D, Di Genni T, Cirilli R, Casulli A, Cama A, De Lellis L. Screening of Benzimidazole-Based Anthelmintics and Their Enantiomers as Repurposed Drug Candidates in Cancer Therapy. Pharmaceuticals (Basel). 2021 Apr 17;14(4):372. doi: 10.3390/ph14040372. PMID: 33920661; PMCID: PMC8072969. 6: Khattab M, Al-Karmalawy AA. Revisiting Activity of Some Nocodazole Analogues as a Potential Anticancer Drugs Using Molecular Docking and DFT Calculations. Front Chem. 2021 Mar 24;9:628398. doi: 10.3389/fchem.2021.628398. PMID: 33842429; PMCID: PMC8024586. 7: Nielsen MK, Banahan M, Kaplan RM. Importation of macrocyclic lactone resistant cyathostomins on a US thoroughbred farm. Int J Parasitol Drugs Drug Resist. 2020 Dec;14:99-104. doi: 10.1016/j.ijpddr.2020.09.004. Epub 2020 Sep 30. PMID: 33022574; PMCID: PMC7548974. 8: Son DS, Lee ES, Adunyah SE. The Antitumor Potentials of Benzimidazole Anthelmintics as Repurposing Drugs. Immune Netw. 2020 Aug 4;20(4):e29. doi: 10.4110/in.2020.20.e29. PMID: 32895616; PMCID: PMC7458798. 9: Scare JA, Dini P, Norris JK, Steuer AE, Scoggin K, Gravatte HS, Howe DK, Slusarewicz P, Nielsen MK. Ascarids exposed: a method for in vitro drug exposure and gene expression analysis of anthelmintic naïve Parascaris spp. Parasitology. 2020 May;147(6):659-666. doi: 10.1017/S0031182020000189. Epub 2020 Feb 12. PMID: 32046800; PMCID: PMC10317622. 10: Scare JA, Leathwick DM, Sauermann CW, Lyons ET, Steuer AE, Jones BA, Clark M, Nielsen MK. Dealing with double trouble: Combination deworming against double-drug resistant cyathostomins. Int J Parasitol Drugs Drug Resist. 2020 Apr;12:28-34. doi: 10.1016/j.ijpddr.2019.12.002. Epub 2019 Dec 16. PMID: 31883485; PMCID: PMC7139983. 11: Viviani P, Lifschitz AL, Luque SE, Lloberas MM, Maté ML, Cardozo PA, Lanusse CE, Virkel GL. Pharmacologic interaction between oxfendazole and triclabendazole: In vitro biotransformation and systemic exposure in sheep. Exp Parasitol. 2019 Sep;204:107718. doi: 10.1016/j.exppara.2019.107718. Epub 2019 Jun 12. PMID: 31201779. 12: Salas-Romero J, Gómez-Cabrera KA, Salas JE, Vázquez R, Arenal A, Nielsen MK. First report of anthelmintic resistance of equine cyathostomins in Cuba. Vet Parasitol Reg Stud Reports. 2018 Aug;13:220-223. doi: 10.1016/j.vprsr.2018.07.005. Epub 2018 Jul 17. PMID: 31014878. 13: Morris LH, Colgan S, Leathwick DM, Nielsen MK. Anthelmintic efficacy of single active and combination products against commonly occurring parasites in foals. Vet Parasitol. 2019 Apr;268:46-52. doi: 10.1016/j.vetpar.2019.02.006. Epub 2019 Mar 1. PMID: 30981305. 14: Park H, Lim W, You S, Song G. Oxibendazole induces apoptotic cell death in proliferating porcine trophectoderm and uterine luminal epithelial cells via mitochondria-mediated calcium disruption and breakdown of mitochondrial membrane potential. Comp Biochem Physiol C Toxicol Pharmacol. 2019 Jun;220:9-19. doi: 10.1016/j.cbpc.2019.02.014. Epub 2019 Feb 27. PMID: 30822534. 15: Chen Q, Li Y, Zhou X, Li R. Oxibendazole inhibits prostate cancer cell growth. Oncol Lett. 2018 Feb;15(2):2218-2226. doi: 10.3892/ol.2017.7579. Epub 2017 Dec 11. PMID: 29434928; PMCID: PMC5776919. 16: Scare JA, Lyons ET, Wielgus KM, Nielsen MK. Combination deworming for the control of double-resistant cyathostomin parasites - short and long term consequences. Vet Parasitol. 2018 Feb 15;251:112-118. doi: 10.1016/j.vetpar.2018.01.010. Epub 2018 Jan 16. PMID: 29426466. 17: Guo L, Wu X, Liu L, Kuang H, Xu C. Gold Nanoparticle-Based Paper Sensor for Simultaneous Detection of 11 Benzimidazoles by One Monoclonal Antibody. Small. 2018 Feb;14(6). doi: 10.1002/smll.201701782. Epub 2017 Dec 20. PMID: 29266723. 18: Nichols J, Heath A. Discovery of the feline fur-mite Lynxacarus radovskyi in a cat resident in New Zealand. N Z Vet J. 2018 Jan;66(1):50-51. doi: 10.1080/00480169.2017.1391140. Epub 2017 Oct 30. PMID: 29020877. 19: Lyons ET, Dorton AR, Tolliver SC. Evaluation of activity of fenbendazole, oxibendazole, piperazine , and pyrantel pamoate alone and combinations against ascarids, strongyles, and strongyloides in horse foals in field tests on two farms in Central Kentucky in 2014 and 2015. Vet Parasitol Reg Stud Reports. 2016 Jun;3-4:23-26. doi: 10.1016/j.vprsr.2016.05.007. Epub 2016 May 24. PMID: 31014495. 20: Bellaw JL, Pagan J, Cadell S, Phethean E, Donecker JM, Nielsen MK. Objective evaluation of two deworming regimens in young Thoroughbreds using parasitological and performance parameters. Vet Parasitol. 2016 May 15;221:69-75. doi: 10.1016/j.vetpar.2016.03.018. Epub 2016 Mar 22. PMID: 27084476.

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