Monepantel (887148-69-8)

Monepantel Chemical Structure

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What is Monepantel?

Monepantel is a secondary carboxamide produced by the formal condensation of the carboxy group of p-[(trifluoromethyl)sulfanyl]benzoic acid with the amino group of p-[(trifluoromethyl)sulfanyl]benzoic acid (2S) -2-amino-3-hydroxy-2-methylpropanenitrile. It is a nitrile in addition to being an aryl sulphide and an aromatic ether.

The product is currently under development. Samples are available from R&D.
PRODUCT SPECIFICATIONS
Name of Product Monepantel
IUPAC Name N-[(2S)-2-cyano-1-[5-cyano-2-(trifluoromethyl)phenoxy]propan-2-yl]-4-(trifluoromethylsulfanyl)benzamide
Synonyms ZOLVIX; Monepantelum; Monépantel
CAS No 887148-69-8
Molecular Formula C20H13F6N3O2S
Molecular Weight 473.4 g/mol
Pubchem CID 44449087
Pubchem SID 475523905

Chemical Properties

SR. No Criteria Limit/Specification
1 Appearance (Form) Solid Powder
2 Appearance (Colour) White to Off-White
3 Solubility Slightly Soluble in Chloroform and Ethyl Acetate
4 Melting Point 70-73°C

Mode of Action

Monepantel have a novel method of action that involves a unique lineage of nicotinic acetylcholine receptor (nAChR) component ACR-23 that is only found in nematodes. The action of monepantel, which is a positive allosteric modulator of this receptor subunit, causes the receptor to be forced to open in response to a stimulus but is unable to close again. This leads to an uncontrolled flow of ions and, ultimately, a depolarization of the muscle cells, which causes paralysis, spasmodic contractions of the anterior portion of the pharynx, and death in adult nematodes.

Uses

  • It is a medication that is used to treat helminth infections (anthelmintic).
  • It is a nematicide with a broad spectrum of activity and is used to treat and prevent roundworm infections in the gastrointestinal tracts of sheep and goats.
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