Methoxyfenozide

Base Information

• Chemical Name: Methoxyfenozide
• CAS No.: 161050-58-4
• Deprecated CAS: 468062-56-8,163442-56-6
• Molecular Formula: C22H28N2O3
• Molecular Weight: 368.476
• Hs Code.: 29145090
• European Community (EC) Number: 605-245-2
• UNII: 62A22651ZX
• DSSTox Substance ID: DTXSID3032628
• Nikkaji Number: J981.614C
• Wikidata: Q15632812
• Metabolomics Workbench ID: 55869
• ChEMBL ID: CHEMBL55772
• Mol file: 161050-58-4.mol

Synonyms:methoxyfenozide;N-tert-butyl-N'-(3-methoxy-O-toluoyl)-3,5-xylohydrazide;RH 2485;RH-2485

Chemical Property of Methoxyfenozide

Chemical Property:

• Appearance/Colour: white crystal powder
• Melting Point: 204-205oC
• Refractive Index: 1.558
• PKA: 10.43±0.46(Predicted)
• PSA: 58.64000
• Density: 1.099 g/cm³
• LogP: 4.59700
• Storage Temp.: 0-6°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 368.20999276
• Heavy Atom Count: 27
• Complexity: 518

Purity/Quality:

99% , ^*data from raw suppliers

Methoxyfenozide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)C(=O)N(C(C)(C)C)NC(=O)C2=C(C(=CC=C2)OC)C)C
• Description: Methoxyfenozide, a substituted dibenzoylhydrazine, is an insecticide that functions by accelerating the moulting process. It acts as an ecdysone agonist or ecdysonoid, substituting for the natural insect moulting hormone, 20-hydroxyecdysone. Methoxyfenozide is active on all feeding larval stages of the target Lepidoptera. It is used to control pests including codling moth, lesser apple worm, oriental fruit moth, leafrollers, cabbage looper, cotton bollworm, armyworm, and bud moths. It could be applied to leafy vegetables, fresh herbs, lettuce, salads, herbs, brassicas, cotton, pome fruit, grapes, sweetcorn, maize, peppers, and aubergines.
• Uses: Insecticide.

Technology Process of Methoxyfenozide

There total 10 articles about Methoxyfenozide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.6%

3-methoxy-2-methylbenzoyl chloride (24487-91-0) + N-(3,5-Dimethylbenzoyl)-N-tert-Butyl-Hydrazine (162752-59-2) → methoxyfenoside (161050-58-4,163442-56-6)

Guidance literature:

With triethylamine; for 4h;

DOI:10.1016/S0039-128X(99)00091-4

Reference yield:

N-(3-methoxy-2-methylbenzoyl)-N'-tert-butylhydrazine (163336-50-3) + 3,5-dimethylbenzoyl chloride (6613-44-1) → methoxyfenoside (161050-58-4,163442-56-6)

Guidance literature:

With sodium hydroxide; In dichloromethane;

Reference yield:

tert-butylhydrazine (32064-67-8) + 3-methoxy-2-methylbenzoyl chloride (24487-91-0) + 3,5-dimethylbenzoyl chloride (6613-44-1) → methoxyfenoside (161050-58-4,163442-56-6)

Guidance literature:

tert-butylhydrazine; With di-tert-butyl dicarbonate; sodium hydroxide; In toluene; at 0 - 5 ℃; for 10h;

3,5-dimethylbenzoyl chloride; With sodium hydroxide; In water; toluene; at 0 - 5 ℃; for 4h;

3-methoxy-2-methylbenzoyl chloride; Further stages;

upstream raw materials:

3-methoxy-2-methylbenzoyl chloride

N-(3,5-Dimethylbenzoyl)-N-tert-Butyl-Hydrazine

N-(3-methoxy-2-methylbenzoyl)-N'-tert-butylhydrazine

3,5-dimethylbenzoyl chloride

Downstream raw materials:

N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-o-tolyl-methyl ester

N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-p-tolyl-methyl ester

N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(3-methoxy-2-methyl-benzoyl)-hydrazinecarboxylic acid chloro-phenyl-methyl ester

Refernces

• 1、 -. "Green preparation process of 2-methyl-3-methoxybenzoyl chloride". Paragraph 0026. . Retrieved 2021/07/14.
• 2、 -. "Methoxyfenozide synthesis process". Paragraph 0011-0013; 0016. . Retrieved 2020/01/12.