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121124-29-6

121124-29-6 Structure

121124-29-6 Structure
IdentificationBack Directory
[Name]

L 656748
[CAS]

121124-29-6
[Synonyms]

L 656748
EMaMectin B1a
Avermectin A1a, 5-O-demethyl-4''-deoxy-4''-(methylamino)-, (4''R)-
[Molecular Formula]

C49H75NO13
[MOL File]

121124-29-6.mol
[Molecular Weight]

886.12
Chemical PropertiesBack Directory
[Boiling point ]

935.0±65.0 °C(Predicted)
[density ]

1.21±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C, protect from light
[solubility ]

DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
[form ]

A solid
[pka]

12.42±0.70(Predicted)
[Stability:]

Light Sensitive
Hazard InformationBack Directory
[Description]

Emamectin B1a is a semisynthetic derivative of avermectin B1a . It binds to GABAA receptors (Ki = 17.6 nM in rat brain membranes), including those containing β1, β2, or β3 subunits (IC50s = 57, 210, and 49.8 nM for α1β1γ2, α1β2γ2, and α1β3γ2 subunits, respectively), and potentiates the GABA response. Emamectin B1a also binds to and inhibits glycine receptors (IC50 = 218 nM in rat spinal cord). Emamectin B1a induces mortality in 90% of S. exigua larvae in a diet incorporation assay at a dose of 1.067 ng/ml, which is approximately 1,500-fold more toxic than avermectin B1. It is effective against neonate S. eridania larvae in a foliage spray bioassay and when applied topically.
[Uses]

Emamectin B1a is a semi-synthetic 4”-epimethylamino analogue of avermectin B1a prepared by oxidation of the 4”-hydroxy moiety and reductive amination. The introduction of the methylamino group greatly enhances the insecticidal potency of the avermectin class. Emamectin B1a, as a benzoate salt, is the major component (>90%) of the commercial insecticide/acaricide, emamectin. Members of the avermectin/milbemycin class exert their insecticidal/anthelmintic effects by binding to glutamate-gated chloride channels expressed on nematode neurones and pharyngeal muscle cells.
[storage]

Store at -20°C, protect from light
[References]

[1] H. MROZIK. Discovery of novel avermectins with unprecedented insecticidal activity[J]. Experientia. Supplementum, 1989, 42 1: 315-316. DOI: 10.1007/bf01951823
[2] G R DAWSON. Anticonvulsant and adverse effects of avermectin analogs in mice are mediated through the gamma-aminobutyric acid(A) receptor.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 295 3: 1051-1060.
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