203313-25-1

Basic information

• Product Name: SPIROTETRAMAT
• Synonyms: SPIROTETRAMAT;Carbonic acid, cis-3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro(4.5)dec-3-en-4-Y L ethyl ester;Spirotetramat [iso];(5s,8s)-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonate;BYI 8330;Kontos;Movento;Spirotetramat 95%
• CAS NO: 203313-25-1
• Molecular Formula: C₂₁H₂₇NO₅
• Molecular Weight: 373.446
• EINECS: 1308068-626-2
• Product Categories: pesticide
• Mol File: 203313-25-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 560.962ºC at 760 mmHg
• Flash Point: 293.06ºC
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.561
• PKA: 11.48±0.70(Predicted)
• CAS DataBase Reference: SPIROTETRAMAT(CAS DataBase Reference)
• NIST Chemistry Reference: SPIROTETRAMAT(203313-25-1)
• EPA Substance Registry System: SPIROTETRAMAT(203313-25-1)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 203313-25-1(Hazardous Substances Data)

Usage

Uses

Spirotetramat is a synergistic insecticide.

InChI:InChI=1/C21H27NO5/c1-5-26-20(24)27-18-17(16-12-13(2)6-7-14(16)3)19(23)22-21(18)10-8-15(25-4)9-11-21/h6-7,12,15H,5,8-11H2,1-4H3,(H,22,23)/t15-,21+

Upstream product

• 753441-74-6 methyl cis-1-amino-4-methoxycyclohexane-1-carboxylate 
• 387825-55-0 cis-1-amino-4-methoxycyclohexane-1-carboxylic acid 
• 387825-48-1 cis-8-methoxy-1,3-diazaspiro[4.5]decane-2,4-dione 
• 13482-23-0 4-methoxycyclohexanone 
• 105-39-5 chloroacetic acid ethyl ester 
• 203313-47-7 methyl cis-1-[2-(2,5-dimethylphenyl)acetamido]-4-methoxycyclohexane-1-carboxylate 
• 203312-38-3 cis-3-(2,5-dimethylphen yl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 1465828-42-5 carbonic acid cis-3-(2,5-dimethyl-phenyl)-8-methoxy-2-oxo-1-phenyl-1-aza-spiro[4.5]dec-3-en-4-yl ester ethyl ester 
• 1465828-56-1 cis-3-(2,5-dimethyl-phenyl)-8-methoxy-1-phenyl-1-aza-spiro[4.5]decane-2,4-dione 

Relevant articles and documents

A High-Yield and Cost-Effective Synthesis of Spirotetramat

Abstract: cis-8-Methoxy-1,3-diazaspiro[4.5]decane-2,4-dione, the key intermediate in the synthesis of spirotetramat, was synthesized by catalytic hydrogenation, oxidation, and Bucherer–Bergs reaction with 4-methoxycyclohexan-1-one as raw material. Spirotetramat was obtained in an overall yield of 20.4% by a multi-step reaction sequence including hydrolysis, esterification, acylation, intramolecular condensation, and O-acylation. The advantages of the proposed method are mild conditions, simple operation, and good to excellent yields in each step.

Support vector machine (SVM) classification model based rational design of novel tetronic acid derivatives as potent insecticidal and acaricidal agents

A novel support vector machine (SVM) classification model was established for distinguishing potent and weak/inactive insecticides. Classification model-based rational design of novel tetronic acid derivatives was then performed to choose the preferable site of spirotetramat for chemical modification. Afterwards, eleven C5′-oxime ether-derived spirotetramat analogues, which are indicated as "potent class", were synthesized and validated by biological assays, revealing that theoretical estimates are significantly consistent with experimental activities of these compounds. To be of interest, the most promising compound 91b exhibited excellent insecticidal and acaricidal activities. Moreover, molecular docking was further implemented to propose the possible interaction mode of acetyl-CoA carboxylase (ACCase) and compounds 91b, 91j, and 91k, providing some important and useful guidelines for further development.