Oxantel Pamoate
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MedKoo CAT#: 525807

CAS#: 68813-55-8 (pamoate)

Description: Oxantel Pamoate is an anthelmintic used to treat Trichuris trichiura infection.


Chemical Structure

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Oxantel Pamoate
CAS# 68813-55-8 (pamoate)

Theoretical Analysis

MedKoo Cat#: 525807
Name: Oxantel Pamoate
CAS#: 68813-55-8 (pamoate)
Chemical Formula: C36H32N2O7
Exact Mass: 604.221
Molecular Weight: 604.6485
Elemental Analysis: C, 71.51; H, 5.33; N, 4.63; O, 18.52

Price and Availability

Size Price Availability Quantity
50.0mg USD 150.0 Ready to ship
100.0mg USD 250.0 Ready to ship
200.0mg USD 450.0 Ready to ship
500.0mg USD 950.0 Ready to ship
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Related CAS #: 36531-26-7 (free base)   68813-55-8 (pamoate)  

Synonym: Telopar; Oxantel Pamoate

IUPAC/Chemical Name: (E)-3-(2-(1-methyl-1,4,5,6-tetrahydropyrimidin-2-yl)vinyl)phenol 4,4'-methylenebis(3-hydroxy-2-naphthoate)

InChi Key: CCOAINFUFGBHBA-UETGHTDLSA-N

InChi Code: InChI=1S/C23H16O6.C13H16N2O/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;1-15-9-3-8-14-13(15)7-6-11-4-2-5-12(16)10-11/h1-10,24-25H,11H2,(H,26,27)(H,28,29);2,4-7,10,16H,3,8-9H2,1H3/b;7-6+

SMILES Code: OC1=CC=CC(/C=C/C2=NCCCN2C)=C1.O=C(C3=C(O)C(CC4=C5C=CC=CC5=CC(C(O)=O)=C4O)=C6C=CC=CC6=C3)O

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

Product Data:

Safety Data Sheet (SDS):

Biological target: Oxantel Pamoate is the pamoate salt form of oxantel, a tetrahydropyrimidine anthelmintic used against intesitnal worms.
In vitro activity: In vitro studies with Necator americanus (N. americanus) L3, when incubated with oxantel pamoate, revealed high survival rates (100%, SD ±0.05% at 0.1 µg/ml, 97.7%, SD ±0.04% at 1 µg/ml, 97.1%, SD ±0.003% at 10 µg/ml and 96.6%, SD ±0.0% at 100 µg/ml), compared to controls. In contrast, adult worms were markedly affected by the drug, resulting in an average motility of 100% (SD ±0.0%) at 0.1 µg/ml, 50% (SD ±25.0%) at 1 µg/ml, 62.5% (SD ±40.5%) at 10 µg/ml and only 12.5% (SD ±25.0%) at 100 µg/ml compared to controls (motility of 100% (SD ±0.0%)). An IC50 of 11.80 µg/ml (r = 0.89) was calculated for oxantel pamoate on N. americanus adult worms Reference: PLoS Negl Trop Dis. 2013;7(3):e2119. https://pubmed.ncbi.nlm.nih.gov/23556013/
In vivo activity: Oxantel pamoate displayed a high activity against T. muris in vivo, with an ED50 of 4.71 mg/kg. In more detail, a WBR of 92.5% and WER of 88.4% were achieved after administration of 10 mg/kg. Administration of 5 mg/kg resulted in a WBR of 81.1% and a WER of 78.2%. A low activity was observed with oxantel pamoate at 2.5 mg/kg (WER = 24.3%, WBR = 13.5%) and no effect was observed when mice were treated with 1 mg/kg (WER = 1.5%, WBR = 0%). The worm burden in orally oxantel pamoate treated mice was significantly different from untreated mice (P = 0.041). An intraperitoneal treatment of 10 mg/kg lacked activity against T. muris (both WER and WBR = 0%). For comparison, 10 mg/kg ivermectin given intraperitoneally resulted in a worm burden reduction of 93.5%. Reference: PLoS Negl Trop Dis. 2013;7(3):e2119. https://pubmed.ncbi.nlm.nih.gov/23556013/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 75.0 124.04

Preparing Stock Solutions

The following data is based on the product molecular weight 604.6485 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. 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. PMID: 23556013; PMCID: PMC3605275. 2. 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. PMID: 23433224; PMCID: PMC3606346.
In vitro protocol: 1. 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. PMID: 23556013; PMCID: PMC3605275. 2. 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. PMID: 23433224; PMCID: PMC3606346.
In vivo protocol: 1. 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. PMID: 23556013; PMCID: PMC3605275.

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1: 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.
2: 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.
3: 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.
4: 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.
5: 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.
6: 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.
7: 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.
8: 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.
9: 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.
10: Peldán K, Pitkänen T. Treatment of Trichuris trichiura infection with a single dose of oxantel pamoate. Scand J Infect Dis. 1982;14(4):297-9. PubMed PMID: 7163782.
11: Rim HJ, Won CY, Lee SI, Lim JK. Anthelmintic effect of oxantel pamoate and pyrantel pamoate suspension against intestinal nematode infestations. Kisaengchunghak Chapchi. 1975 Dec;13(2):97-101. PubMed PMID: 12913453.
12: Pfister K, Kipfer H, Ackermann H. [Use of a combination preparation of pyrantel and oxantel pamoate (trade name: Banminth Plus) against roundworm, hookworm and whipworm infestation in the dog in general practice]. Schweiz Arch Tierheilkd. 1986 Feb;128(2):103-7. German. PubMed PMID: 3704612.
13: [Clinical observations on the use of domestic oxantel pamoate in the treatment of trichuriasis]. Zhonghua Yi Xue Za Zhi. 1983 Apr;63(4):235-7. Chinese. PubMed PMID: 6413022.
14: Lee EL, Iyngkaran N, Grieve AW, Robinson MJ, Dissanaike AS. Therapeutic evaluation of oxantel pamoate (1, 4, 5, 6-tetrahydro-1-methyl-2-[trans-3-hydroxystyryl] pyrimidine pamoate) in severe Trichuris trichiura infection. Am J Trop Med Hyg. 1976 Jul;25(4):563-7. PubMed PMID: 961973.
15: Lee SH, Seo BS, Cho SY, Kang SY. Clinical Trial Of Oxantel Pamoate(Cp-14, 445) On Trichocephalus Trichiurus Infection. Kisaengchunghak Chapchi. 1976 Jun;14(1):25-31. PubMed PMID: 12913448.