Morantel | CAS#20574-50-9 | antinematodal

MedKoo Cat#: 584774 | Name: Morantel

Description:

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

Morantel is an antinematodal agent used mainly for livestock.

Chemical Structure

Morantel

CAS#20574-50-9 (free base)

Theoretical Analysis

MedKoo Cat#: 584774

Name: Morantel

CAS#: 20574-50-9 (free base)

Chemical Formula: C12H16N2S

Exact Mass: 220.1034

Molecular Weight: 220.33

Elemental Analysis: C, 65.42; H, 7.32; N, 12.71; S, 14.55

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

20574-50-9 (free base) 26155-31-7 (tartrate)

Synonym

Morantel

IUPAC/Chemical Name

Pyrimidine, 1,4,5,6-tetrahydro-1-methyl-2-(2-(3-methyl-2-thienyl)ethenyl)-, (E)-

InChi Key

NVEPPWDVLBMNMB-SNAWJCMRSA-N

InChi Code

InChI=1S/C12H16N2S/c1-10-6-9-15-11(10)4-5-12-13-7-3-8-14(12)2/h4-6,9H,3,7-8H2,1-2H3/b5-4+

SMILES Code

CC1=C(/C=C/C2=NCCCN2C)SC=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

>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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 220.33 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: Wilkes E, McConaghy FF, Thompson RL, Dawson K, Sangster NC, Hughes KJ. Efficacy of a morantel-abamectin combination for the treatment of resistant ascarids in foals. Aust Vet J. 2017 Mar;95(3):85-88. doi: 10.1111/avj.12559. PubMed PMID: 28239856. 2: Abongwa M, Baber KE, Martin RJ, Robertson AP. The cholinomimetic morantel as an open channel blocker of the Ascaris suum ACR-16 nAChR. Invert Neurosci. 2016 Dec;16(4):10. Epub 2016 Dec 19. PubMed PMID: 27995347. 3: Courtot E, Charvet CL, Beech RN, Harmache A, Wolstenholme AJ, Holden-Dye L, O'Connor V, Peineau N, Woods DJ, Neveu C. Functional Characterization of a Novel Class of Morantel-Sensitive Acetylcholine Receptors in Nematodes. PLoS Pathog. 2015 Dec 1;11(12):e1005267. doi: 10.1371/journal.ppat.1005267. eCollection 2015 Dec. PubMed PMID: 26625142; PubMed Central PMCID: PMC4666645. 4: McKellar QA, Scott EW, Baxter P, Anderson LA, Bairden K. Pharmacodynamics, pharmacokinetics and faecal persistence of morantel in cattle and goats. J Vet Pharmacol Ther. 1993 Mar;16(1):87-92. PubMed PMID: 8479005. 5: Wu TY, Smith CM, Sine SM, Levandoski MM. Morantel allosterically enhances channel gating of neuronal nicotinic acetylcholine alpha 3 beta 2 receptors. Mol Pharmacol. 2008 Aug;74(2):466-75. doi: 10.1124/mol.107.044388. Epub 2008 May 5. PubMed PMID: 18458055; PubMed Central PMCID: PMC2587017. 6: Lynch MJ, Mosher FR, Levesque WR, Newby TJ. The in vitro and in vivo metabolism of morantel in cattle and toxicology species. Drug Metab Rev. 1987;18(2-3):253-88. Review. PubMed PMID: 3330517. 7: Bartos M, Price KL, Lummis SC, Bouzat C. Glutamine 57 at the complementary binding site face is a key determinant of morantel selectivity for {alpha}7 nicotinic receptors. J Biol Chem. 2009 Aug 7;284(32):21478-87. doi: 10.1074/jbc.M109.013797. Epub 2009 Jun 8. PubMed PMID: 19506073; PubMed Central PMCID: PMC2755872. 8: Seo S, Henry JT, Lewis AH, Wang N, Levandoski MM. The positive allosteric modulator morantel binds at noncanonical subunit interfaces of neuronal nicotinic acetylcholine receptors. J Neurosci. 2009 Jul 8;29(27):8734-42. doi: 10.1523/JNEUROSCI.1859-09.2009. PubMed PMID: 19587280; PubMed Central PMCID: PMC2726771. 9: Escher BI, Berger C, Bramaz N, Kwon JH, Richter M, Tsinman O, Avdeef A. Membrane-water partitioning, membrane permeability, and baseline toxicity of the parasiticides ivermectin, albendazole, and morantel. Environ Toxicol Chem. 2008 Apr;27(4):909-18. doi: 10.1897/07-427.1. PubMed PMID: 18333693. 10: Prichard R. Anthelmintic resistance. Vet Parasitol. 1994 Aug;54(1-3):259-68. Review. PubMed PMID: 7846855. 11: Block E, Gadbois P. Efficacy of morantel tartrate on milk production of dairy cows: a field study. J Dairy Sci. 1986 Apr;69(4):1135-40. PubMed PMID: 3522680. 12: Chrisman PA, Podair JI, Jobe EM, Levandoski MM. Intra-subunit flexibility underlies activation and allosteric modulation of neuronal nicotinic acetylcholine receptors. Neuropharmacology. 2014 Apr;79:420-31. doi: 10.1016/j.neuropharm.2013.12.017. Epub 2013 Dec 25. PubMed PMID: 24373904; PubMed Central PMCID: PMC3970552. 13: Lanusse CE, Gascon LH, Ranjan S, Prichard RK. Morantel tartrate release from a long-acting intraruminal device in cattle: pharmacokinetics and gastrointestinal distribution. J Vet Pharmacol Ther. 1992 Jun;15(2):117-23. PubMed PMID: 1433473. 14: Prichard RK, Ranjan S. Anthelmintics. Vet Parasitol. 1993 Feb;46(1-4):113-20. Review. PubMed PMID: 8484204. 15: Verma S, Kashyap SS, Robertson AP, Martin RJ. Functional genomics in Brugia malayi reveal diverse muscle nAChRs and differences between cholinergic anthelmintics. Proc Natl Acad Sci U S A. 2017 May 23;114(21):5539-5544. doi: 10.1073/pnas.1619820114. Epub 2017 May 9. PubMed PMID: 28487481; PubMed Central PMCID: PMC5448196. 16: Lynch MJ, Mosher FR, Dimmock ME, Brunner LA, Babcock WE, McManus RF, Wheelhouse RK. Determination of depletion and statistical distribution of morantel-related residues in bovine milk following administration of morantel tartrate to dairy cows. J Assoc Off Anal Chem. 1986 Nov-Dec;69(6):935-8. PubMed PMID: 3804945. 17: Waller PJ, Dobson RJ, Obendorf DL, Gillham RJ. Resistance of Trichostrongylus colubriformis to levamisole and morantel: differences in relation to selection history. Vet Parasitol. 1986 Oct;21(4):255-63. PubMed PMID: 3776078. 18: Newby TJ, Yazwinski TA, Presson BL, Greenway TE, Holtzen HM, Bischoff MJ, Featherstone HE. Efficacy of morantel against nematode populations in calves exposed on a pasture stocked for two years with morantel sustained-release bolus-treated calves. Am J Vet Res. 1985 Dec;46(12):2437-9. PubMed PMID: 4083575. 19: Lynch MJ, Bartolucci SR. Identification and confirmation of pyrantel- and morantel-related residues in liver by gas chromatography-mass spectrometry with selected ion monitoring. J Assoc Off Anal Chem. 1982 May;65(3):640-6. PubMed PMID: 7096246. 20: Borgsteede FH. Further studies with a strain of Ostertagia ostertagi resistant to morantel tartrate. Int J Parasitol. 1991 Nov;21(7):867-70. PubMed PMID: 1774123.