120928-09-8

Basic information

• Product Name: Fenazaquin
• Synonyms: 4-((4-(1,1-dimethylethyl)phenyl)ethoxy)-quinazolin;4-((4-(1,1-dimethylethyl)phenyl)ethoxy)quinazoline;4-(2-(4-(1,1-dimethylethyl)phenyl)ethoxy)quinazoline;4-tert-butylphenethylquinazolin-4-ylether;el436;MAGISTER;FENAZAQUIN;FENAZAQUIN PESTANAL, 100 MG
• CAS NO: 120928-09-8
• Molecular Formula: C20H22N2O
• Molecular Weight: 306.4
• EINECS: 410-580-0
• Product Categories: AcaricidesPesticides&Metabolites;Alpha sort;E-GAlphabetic;F;FA - FL;Pesticides;Pesticides&Metabolites
• Mol File: 120928-09-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 70-71° (Dreikorn); mp 77.5-80.0° (Gambie)
• Boiling Point: 447.01°C (rough estimate)
• Flash Point: 165.084 °C
• Appearance: white or almost white power
• Density: 1.0970 (rough estimate)
• Vapor Pressure: 3.06E-08mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.88±0.30(Predicted)
• Water Solubility: 0.102 mg l-1 (20 °C, pH 7)
• BRN: 8331263
• CAS DataBase Reference: Fenazaquin(CAS DataBase Reference)
• NIST Chemistry Reference: Fenazaquin(120928-09-8)
• EPA Substance Registry System: Fenazaquin(120928-09-8)

Safety Data

• Hazard Codes: T,N
• Statements: 20-25-50/53
• Safety Statements: 37-45-60-61
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: VA1382000
• Hazardous Substances Data: 120928-09-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 120928-09-8 differently. You can refer to the following data:
1. Fenazaquin is a non-systemic acaricide/insecticide used widely in controlling mites and other related pests in fruits, vegetables and tea.
2. Acaricide and insecticide.
3. Fenazaquin is an acaricide mainly used for control of mites (Eutetranychus, Panonychus and Tetranychus spp.) on pome and citrus fruits and glasshouse-grown ornamental plants.

Metabolic pathway

Fenazaquin is a lipophilic compound and hence is immobile in soils and is not translocated in plants. The main pathways of metabolism involve cleavage of the bridging group between the quinazoline and phenyl rings, oxidation of the tert-butyl sustituent and of the heterocyclic portion of the quinazoline ring and cleavage of that ring. Most of the information is taken from a pamphlet produced by the manufacturer of the compound in which full experimental details were not given (DowElanco, 1993).

Degradation

Fenazaquin is hydrolysed under acidic conditions but the rate is slow under neutral and alkaline conditions. Half-lives were 8,442 and 584 days (22 °C) at pH values of 5, 7 and 9, respectively. Hydrolysis occurs by cleavage of the ether linkage to form quinazolin-2-ol (2) and an alcohol (3) as shown in Scheme 1. The major route of degradation in aquatic environments is by photolysis, the main products (2 and 3) being formed by cleavage of the ether lmkage and include the alkene (4) (DowElanco, 1993).

InChI:InChI=1/C20H22N2O/c1-20(2,3)16-10-8-15(9-11-16)12-13-23-19-17-6-4-5-7-18(17)21-14-22-19/h4-11,14H,12-13H2,1-3H3

Upstream product

• 56829-61-9 1-(2-bromoethyl)-4-(tert-butyl)benzene 
• 491-36-1 4-quinazolinol 
• 18880-00-7 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene 
• 32857-63-9 4-t-butylphenylacetic acid 
• 5190-68-1 4-chloroquinazoline 
• 5406-86-0 2-(4-tert-butylphenyl)ethanol 

Relevant articles and documents

Preparation method of acaricide of fenazaquin

The invention discloses a preparation method of an acaricide of fenazaquin, and belongs to the field of a pesticide raw drug process. The preparation method is implemented through the following stepsthat (1) 4-tertiary butyl phenethyl alcohol is used as r

Insecticidal quinazoline derivatives with (trifluoromethyl)diazirinyl and azido substituents as NADH:ubiquinone oxidoreductase inhibitors and candidate photoaffinity probes

Two candidate photoaffinity probes are designed from 4-substituted quinazolines known to be potent insecticides/acaricides and NADH:ubiquinone oxidoreductase inhibitors acting at or near the rotenone site. 4-(11- Azidoundecyl-2-amino)quinazoline, based on the undecylamino analog SAN 548A as a prototype, was synthesized in 18% overall yield from ethyl 10- undecenoate by oxidation of the terminal double bond, reductive amination, coupling to 4-chloroquinazoline, and functional group manipulation of the terminal ethyl ester to an alcohol, a mesylate and finally nucleophilic displacement with azide ions. 4-(4-(3-(Trifluoromethyl)-3H-diazirin-3- yl)phenethoxy)quinazoline [the (trifluoromethyl)diazirinyl analog of fenazaquin insecticide/acaricide] was prepared from 4-bromophenethyl alcohol in 31% overall yield by first introducing the trifluoromethylketone moiety followed by its conversion to the (trifluoromethyl)-diazirine and finally coupling to 4-chloroquinazoline as above. Both candidate photoaffinity probes have the inhibitory potency of rotenone (IC50 of 3-4 nM in each case). The azidoundecylamino compound has inadequate photoreactivity whereas that of the (trifluoromethyl)diazirinyl analog is ideal at 350 nm. Radiosynthesis of the latter photoaffinity ligand included introduction of the diazirinyl moiety as the carbene precursor, oxidation of (trifluoromethyl)diazirinylphenethyl alcohol to the corresponding acid with Jones' reagent, and reduction of the phenacetyl chloride intermediate with sodium borotritide to incorporate tritium.