| Identification | Back Directory | [Name]
derquantel | [CAS]
187865-22-1 | [Synonyms]
derquantel
Unii-0L0ugk6oox
2-Deoxoparaherquamide
2-DeoxoparaherquaMide, 2-DeoxoparaherquaMide A, 2-DesoxoparaherquaMide A, PF 00520904, PNU 141962
Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,7'(8'H)-[5H,6H-5a,9a](iminomethano)[1H]cyclopent[f]indolizin]-10'-one, 2',3',8'a,9,9',10-hexahydro-1'-hydroxy-1',4,4,8',8',11'-hexamethyl-, (1'R,5'aS,7'R,8'aS,9'aR)- | [Molecular Formula]
C28H37N3O4 | [MDL Number]
MFCD13195549 | [MOL File]
187865-22-1.mol | [Molecular Weight]
479.61 |
| Chemical Properties | Back Directory | [Boiling point ]
641.3±55.0 °C(Predicted) | [density ]
1.34 | [storage temp. ]
Store at -20°C | [solubility ]
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
A solid | [pka]
15.18±0.60(Predicted) | [color ]
White to off-white | [JECFA Number]
75 |
| Hazard Information | Back Directory | [Description]
Derquantel is an anthelmintic spiroindole that acts as a nicotinic acetylcholine receptor antagonist, causing flaccid paralysis and expulsion of nematodes. A combination of derquantel and the macrocyclic lactone, abamectin , has been found to have synergistic anthelmintic effects against gastrointestinal nematode parasites in sheep. | [Uses]
Derquantel is a semi-synthetic paraherquamide analogue prepared by removal of the 2-oxo group in a four-step sequence of N-protection, reduction, N-deprotection and a final reduction. Derquantel isa potent nematocide and was the first paraherquamide to be successfully commercialised in combination with avermectin. Derquantel, like other paraherquamides, induces a flaccid paralysis in nematodes thought to be due to inhibition of nicotinic acetylcholine receptors acting as an antagonist of acetylcholine. | [Definition]
ChEBI: Derquantel is an azaspiro compound. | [References]
[1] M. ABONGWA. Curiouser and Curiouser: The Macrocyclic Lactone, Abamectin, Is also a Potent Inhibitor of Pyrantel/Tribendimidine Nicotinic Acetylcholine Receptors of Gastro-Intestinal Worms[J]. PLoS ONE, 2016, 11 1. DOI: 10.1371/journal.pone.0146854 |
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