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Key Documents

M5404

Sigma-Aldrich

Morantel citrate salt

Synonym(s):

1,4,5,6-Tetrahydro-1-methyl-2-(2-[3-methyl-2-thienyl]ethenyl)pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C12H16N2S · C6H8O7
CAS Number:
Molecular Weight:
412.46
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

color

yellow

solubility

H2O: 4.0 mL, clear, yellow-green (200 mg + 4.0 mL H2O)

antibiotic activity spectrum

parasites

mode of action

enzyme | inhibits

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O.CN1CCCN=C1\C=C\c2sccc2C

InChI

1S/C12H16N2S.C6H8O7/c1-10-6-9-15-11(10)4-5-12-13-7-3-8-14(12)2;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-6,9H,3,7-8H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b5-4+;

InChI key

OLOCXIJVDIVAHH-FXRZFVDSSA-N

Application

Morantel is a anthelmintic compound used to treat parasitic infections in livestock. It is also used to study allosteric potentiation of rat neuronal nicotinic acetylcholine receptors (nAChRs) and is used to study nematode nicotinic receptors.

Biochem/physiol Actions

Morantel is a potent non-canonical (binding site) acetylcholine (ACh) receptor agonist and inhibits fumarate reductase.
Morantel is a potent non-canonical (binding site) acetylcholine (ACh) receptor agonist and inhibits fumarate reductase. Morantel increases the macroscopic currents evoked by acetylcholine (ACh) from nAChRs expressed in Xenopus laevis oocytes up to 8 times.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Bioscience Horizons. Functional analysis of nematode nicotinic receptors
James Nicholas Sleigh
Bioscience Horizons, 3, 29-39 (2010)
Tse-Yu Wu et al.
Molecular pharmacology, 74(2), 466-475 (2008-05-07)
We studied allosteric potentiation of rat alpha3beta2 neuronal nicotinic acetylcholine receptors (nAChRs) by the anthelmintic compound morantel. Macroscopic currents evoked by acetylcholine (ACh) from nAChRs expressed in Xenopus laevis oocytes increase up to 8-fold in the presence of low concentrations

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