Спинеторам J

Description

Spinetoram J (Spinetoram J, developer codes DE 175J and XDE 175J) is a semi-synthetic insecticide of a number of spinosyns, chemically 3'-O-ethyl-5,6-dihydrospinosin J. The starting raw material is spinosyn J, a fermentation product of a biosynthetically modified strain of Saccharopolyspora spinosa; Next, selective ethylation of the hydroxyl at C-3' of the rhamnose residue and hydrogenation of the double bond 5,6 are performed. Commercial spinetoram is a mixture of spinetoram J (XDE-175-J, the main component) and 3'-O-ethylspinosine L (XDE-175-L) in a ratio of approximately 3:1.

Basic Attributes

• CAS No: 187166-40-1
• Chemical Formula: C42H69NO10
• Molecular weight: 748.004; exact weight: 748.00
• UNII: 2HRU6LA8S5
• DSSTox ID: DTXSID3052854
• Synonyms: DE 175J, XDE 175J

Physico-chemical characteristics

• Density: 1.15 ± 0.1 g/cm³ (predicted)
• Boiling point: 803.5 ± 65.0 °C (predicted)
• PSA: 111
• XLogP3: 5.9

Both physical quantities were obtained by calculation; the macrolide decomposes long before the specified boiling point. XLogP3 5.9 is higher than that of spinosyn A (4.80) - the ethyl group in rhamnose increases lipophilicity, which affects the retention of the substance on the waxy layer of the leaf and the duration of the protective effect.

Mechanism of action

Spinetoram, like natural spinosyns, works as an allosteric modulator of insect nicotinic acetylcholine receptors, the target is the α6 subunit, binding site I. IRAC classification - group 5. Chemical modifications of rhamnose and saturation of the 5,6 bond increase the activity and duration of action against a number of pests compared to spinosad.

Scope of application

• active ingredient of broad-spectrum insecticides; pronounced activity against codling moth (Cydia pomonella), thrips and leafminers
• protection of grain reserves
• analytical standard for determining residues of spinetoram in agricultural products
• object of research on the semisynthesis of spinosyns and the replacement of the forosamine fragment

Safety Information

• Hazard Statements: H317 - May cause an allergic skin reaction
• GHS classification: signal word "Warning", H317 in 100% of notifications, section "skin sensitization"
• Precautions: P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
• Reason: aggregated GHS data from 39 companies for 1 notification to the ECHA C&L list

The phrase H317 defines the operating mode: avoid inhalation of dust (P261), do not remove contaminated protective clothing outside the work area (P272), use gloves (P280). If a skin rash occurs, seek medical attention (P333+P313), wash contaminated clothing before reuse (P363), and dispose of contents and containers in accordance with current regulations (P501).

Storage and handling

Dry, dark place, tightly closed container, isolated from acids: the glycosidic bonds of the macrolide are hydrolyzed. Solutions are prepared in acetonitrile, methanol or acetone. Gloves, glasses and overalls are required; When hanging the powder, use a respirator.