Oxantel
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MedKoo CAT#: 525870

CAS#: 36531-26-7 (free base)

Description: Oxantel is a fumarate reductase inhibitor; Anthelmintic.


Chemical Structure

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Oxantel
CAS# 36531-26-7 (free base)

Theoretical Analysis

MedKoo Cat#: 525870
Name: Oxantel
CAS#: 36531-26-7 (free base)
Chemical Formula: C13H16N2O
Exact Mass: 216.1263
Molecular Weight: 216.284
Elemental Analysis: C, 72.19; H, 7.46; N, 12.95; O, 7.40

Price and Availability

Size Price Availability Quantity
250.0mg USD 710.0 2 Weeks
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Related CAS #: 36531-26-7 (free base)   68813-55-8 (pamoate)  

Synonym: Oxantel

IUPAC/Chemical Name: 3-[(E)-2-(1-Methyl-5,6-dihydro-4H-pyrimidin-2-yl)ethenyl]phenol

InChi Key: VRYKTHBAWRESFI-VOTSOKGWSA-N

InChi Code: InChI=1S/C13H16N2O/c1-15-9-3-8-14-13(15)7-6-11-4-2-5-12(16)10-11/h2,4-7,10,16H,3,8-9H2,1H3/b7-6+

SMILES Code: OC1=CC=CC(/C=C/C2=NCCCN2C)=C1

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

Preparing Stock Solutions

The following data is based on the product molecular weight 216.284 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

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1: Cowan N, Meier C, Neodo A, Keiser J. Exposure of Heligmosomoides polygyrus and Trichuris muris to albendazole, albendazole sulfoxide, mebendazole and oxantel pamoate in vitro and in vivo to elucidate the pathway of drug entry into these gastrointestinal nematodes. Int J Parasitol Drugs Drug Resist. 2017 Mar 24;7(2):159-173. doi: 10.1016/j.ijpddr.2017.03.005. [Epub ahead of print] PubMed PMID: 28371660; PubMed Central PMCID: PMC5377441.

2: Cowan N, Vargas M, Keiser J. In Vitro and In Vivo Drug Interaction Study of Two Lead Combinations, Oxantel Pamoate plus Albendazole and Albendazole plus Mebendazole, for the Treatment of Soil-Transmitted Helminthiasis. Antimicrob Agents Chemother. 2016 Sep 23;60(10):6127-33. doi: 10.1128/AAC.01217-16. Print 2016 Oct. PubMed PMID: 27480864; PubMed Central PMCID: PMC5038309.

3: Abongwa M, Buxton SK, Courtot E, Charvet CL, Neveu C, McCoy CJ, Verma S, Robertson AP, Martin RJ. Pharmacological profile of Ascaris suum ACR-16, a new homomeric nicotinic acetylcholine receptor widely distributed in Ascaris tissues. Br J Pharmacol. 2016 Aug;173(16):2463-77. doi: 10.1111/bph.13524. Epub 2016 Jul 18. PubMed PMID: 27238203; PubMed Central PMCID: PMC4959957.

4: Speich B, Moser W, Ali SM, Ame SM, Albonico M, Hattendorf J, Keiser J. Efficacy and reinfection with soil-transmitted helminths 18-weeks post-treatment with albendazole-ivermectin, albendazole-mebendazole, albendazole-oxantel pamoate and mebendazole. Parasit Vectors. 2016 Mar 2;9:123. doi: 10.1186/s13071-016-1406-8. PubMed PMID: 26935065; PubMed Central PMCID: PMC4776366.

5: Maheu-Giroux M. Oxantel pamoate and deworming programmes. Lancet Infect Dis. 2016 Jan;16(1):5-6. doi: 10.1016/S1473-3099(15)00305-9. Epub 2015 Sep 18. PubMed PMID: 26388170.

6: Moser W, Ali SM, Ame SM, Speich B, Puchkov M, Huwyler J, Albonico M, Hattendorf J, Keiser J. Efficacy and safety of oxantel pamoate in school-aged children infected with Trichuris trichiura on Pemba Island, Tanzania: a parallel, randomised, controlled, dose-ranging study. Lancet Infect Dis. 2016 Jan;16(1):53-60. doi: 10.1016/S1473-3099(15)00271-6. Epub 2015 Sep 18. PubMed PMID: 26388169.

7: Rinaldi L, Pennacchio S, Musella V, Maurelli MP, La Torre F, Cringoli G. Helminth control in kennels: is the combination of milbemycin oxime and praziquantel a right choice? Parasit Vectors. 2015 Jan 17;8:30. doi: 10.1186/s13071-015-0647-2. PubMed PMID: 25595418; PubMed Central PMCID: PMC4304623.

8: Speich B, Ali SM, Ame SM, Bogoch II, Alles R, Huwyler J, Albonico M, Hattendorf J, Utzinger J, Keiser J. Efficacy and safety of albendazole plus ivermectin, albendazole plus mebendazole, albendazole plus oxantel pamoate, and mebendazole alone against Trichuris trichiura and concomitant soil-transmitted helminth infections: a four-arm, randomised controlled trial. Lancet Infect Dis. 2015 Mar;15(3):277-84. doi: 10.1016/S1473-3099(14)71050-3. Epub 2015 Jan 12. PubMed PMID: 25589326.

9: Feng J, Weitner M, Shi W, Zhang S, Sullivan D, Zhang Y. Identification of Additional Anti-Persister Activity against Borrelia burgdorferi from an FDA Drug Library. Antibiotics (Basel). 2015 Sep 16;4(3):397-410. doi: 10.3390/antibiotics4030397. PubMed PMID: 27025631; PubMed Central PMCID: PMC4790293.

10: Storey B, Marcellino C, Miller M, Maclean M, Mostafa E, Howell S, Sakanari J, Wolstenholme A, Kaplan R. Utilization of computer processed high definition video imaging for measuring motility of microscopic nematode stages on a quantitative scale: "The Worminator". Int J Parasitol Drugs Drug Resist. 2014 Aug 28;4(3):233-43. doi: 10.1016/j.ijpddr.2014.08.003. eCollection 2014 Dec. PubMed PMID: 25516834; PubMed Central PMCID: PMC4266792.

11: Panic G, Duthaler U, Speich B, Keiser J. Repurposing drugs for the treatment and control of helminth infections. Int J Parasitol Drugs Drug Resist. 2014 Jul 30;4(3):185-200. doi: 10.1016/j.ijpddr.2014.07.002. eCollection 2014 Dec. Review. PubMed PMID: 25516827; PubMed Central PMCID: PMC4266803.

12: Drug may guard against periodontitis. J Calif Dent Assoc. 2014 Jan;42(1):14. PubMed PMID: 25080682.

13: McCarthy JS. Oxantel pamoate-albendazole for Trichuris trichiura infection. N Engl J Med. 2014 May 15;370(20):1952-3. doi: 10.1056/NEJMc1403068#SA2. PubMed PMID: 24827044.

14: Yasukawa K. Oxantel pamoate-albendazole for Trichuris trichiura infection. N Engl J Med. 2014 May 15;370(20):1952. doi: 10.1056/NEJMc1403068#SA1. PubMed PMID: 24827043.

15: Keiser J, Speich B, Utzinger J. Oxantel pamoate-albendazole for Trichuris trichiura infection. N Engl J Med. 2014 May 15;370(20):1953-4. doi: 10.1056/NEJMc1403068. PubMed PMID: 24827042.

16: Savioli L. Preventive anthelmintic chemotherapy--expanding the armamentarium. N Engl J Med. 2014 Feb 13;370(7):665-6. doi: 10.1056/NEJMe1312403. PubMed PMID: 24521114.

17: Speich B, Ame SM, Ali SM, Alles R, Huwyler J, Hattendorf J, Utzinger J, Albonico M, Keiser J. Oxantel pamoate-albendazole for Trichuris trichiura infection. N Engl J Med. 2014 Feb 13;370(7):610-20. doi: 10.1056/NEJMoa1301956. PubMed PMID: 24521107.

18: Dashper S, O'Brien-Simpson N, Liu SW, Paolini R, Mitchell H, Walsh K, D'Cruze T, Hoffmann B, Catmull D, Zhu Y, Reynolds E. Oxantel disrupts polymicrobial biofilm development of periodontal pathogens. Antimicrob Agents Chemother. 2014;58(1):378-85. doi: 10.1128/AAC.01375-13. Epub 2013 Oct 28. PubMed PMID: 24165189; PubMed Central PMCID: PMC3910723.

19: Keiser J, Tritten L, Silbereisen A, Speich B, Adelfio R, Vargas M. Activity of oxantel pamoate monotherapy and combination chemotherapy against Trichuris muris and hookworms: revival of an old drug. PLoS Negl Trop Dis. 2013;7(3):e2119. doi: 10.1371/journal.pntd.0002119. Epub 2013 Mar 21. PubMed PMID: 23556013; PubMed Central PMCID: PMC3605275.

20: Wimmersberger D, Tritten L, Keiser J. Development of an in vitro drug sensitivity assay for Trichuris muris first-stage larvae. Parasit Vectors. 2013 Feb 22;6:42. doi: 10.1186/1756-3305-6-42. PubMed PMID: 23433224; PubMed Central PMCID: PMC3606346.

Oxantel

250.0mg / USD 710.0