Tebufenozide

Base Information

• Chemical Name: Tebufenozide
• CAS No.: 112410-23-8
• Molecular Formula: C22H28N2O2
• Molecular Weight: 352.477
• Hs Code.: 29280000
• European Community (EC) Number: 412-850-3,601-185-6
• UNII: TNN5MI5EKF
• DSSTox Substance ID: DTXSID4034948
• Nikkaji Number: J540.289A
• Wikipedia: Tebufenozide
• Wikidata: Q7692088
• Metabolomics Workbench ID: 55872
• ChEMBL ID: CHEMBL226968
• Mol file: 112410-23-8.mol

Synonyms:N'-(t-butyl)-N'-(3,5-dimethylbenzoyl)-N-(4-ethylbenzoyl)hydrazine;RH 5992;RH-5992;RH5992;tebufenozide

Chemical Property of Tebufenozide

Chemical Property:

• Vapor Pressure: 3 x 10 -6 Pa (25 °C)
• Melting Point: 191oC
• Refractive Index: 1.561
• PKA: 10.89±0.46(Predicted)
• PSA: 49.41000
• Density: 1.074 g/cm³
• LogP: 4.84240
• Storage Temp.: 0-6°C
• Water Solubility.: 0.83 mg l-1 (20 °C)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 352.215078140
• Heavy Atom Count: 26
• Complexity: 479

Purity/Quality:

99% ^*data from raw suppliers

Tebufenozide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: CCC1=CC=C(C=C1)C(=O)NN(C(=O)C2=CC(=CC(=C2)C)C)C(C)(C)C
• Recent ClinicalTrials: A Study to Evaluate the Effect of Gefapixant (AF-219/MK-7264) on Methacholine Hyper-reactivity in Participants With Asthma (MK-7264-009)
• Uses: Tebufenozide is used to control lepidopterous larvae on rice, fruit, row crops, nut crops, vegetables and vines and in forestry. Synthetic nonsteroidal ecdysone agonist causing premature molting; novel insect growth regulator specific to lepidopteran species. Insecticide.

Technology Process of Tebufenozide

There total 7 articles about Tebufenozide 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:

p-ethylbenzoyl chloride (16331-45-6) + tertbutylhydrazine hydrochloride (7400-27-3) + 3,5-dimethylbenzoyl chloride (6613-44-1) → tebufenozide (112410-23-8)

Guidance literature:

With sodium hydroxide; In toluene;

Reference yield:

p-ethylbenzoyl chloride (16331-45-6) + N-(3,5-Dimethylbenzoyl)-N-tert-Butyl-Hydrazine (162752-59-2) → tebufenozide (112410-23-8)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 20 ℃;

DOI:10.1139/cjc-79-3-272

Reference yield:

3,5-dimethylbenzoic acid (499-06-9) → tebufenozide (112410-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.2 percent / SOCl₂ / 5 h / 80 °C

2: 1N aq. NaOH / diethyl ether / 48 h / Ambient temperature

With sodium hydroxide; thionyl chloride; In diethyl ether;

DOI:10.1016/S0039-128X(97)00049-4

upstream raw materials:

3,5-dimethylbenzoyl chloride

1-(4-ethylbenzoyl)-2-t-butyl hydrazine

p-ethylbenzoyl chloride

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

Downstream raw materials:

2-{[N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(4-ethyl-benzoyl)-hydrazino]-oxo-acetoxy}-benzoic acid benzyl ester

3-{[N'-tert-butyl-N'-(3,5-dimethyl-benzoyl)-N-(4-ethyl-benzoyl)-hydrazino]-oxo-acetoxy}-benzoic acid benzyl ester

C₂₂H₂₇ClN₂O₂S

Refernces

• 1、 -. "NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND". . . Retrieved 2017/08/26.
• 2、 Cao,Qian,Song. "N′-tert-butyl-N′-aroyl-N-(alkoxycarbonylmethyl)-N- aroylhydrazines, a novel nonsteroidal ecdysone agonist: Syntheses, insecticidal activity, conformational, and crystal structure analysis". . p. 272 - 278. Retrieved 2007/10/03.