Intermediate of API

144171-61-9

  • Product Name：Indoxacarb
  • Molecular Formula：C22H17ClF3N3O7
  • Specifications：99%
  • Molecular Weight：527.841
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Product Details;

CasNo： 144171-61-9

Molecular Formula： C22H17ClF3N3O7

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  • Molecular Formula:C22H17ClF3N3O7
  • Molecular Weight:527.841
  • Vapor Pressure:4.59E-13mmHg at 25°C 
  • Melting Point:139-141 °C 
  • Refractive Index:1.601 
  • Boiling Point:571.4 °C at 760 mmHg 
  • PKA:-1.75±0.40(Predicted) 
  • Flash Point:299.3 °C 
  • PSA：106.97000 
  • Density:1.53 g/cm3 
  • LogP:3.46680 

Indoxacarb(Cas 144171-61-9) Usage

Uses

 Indoxacarb (DPX-MP062) is an oxadiazine insecticide with activity against a wide range of pests, including house flies. It is metabolically decarbomethoxylated to DCJW. It is the first commercialized pyrazoline-type sodium-channel blocker. Indoxacarb resistance in the NYINDR strain was inherited primarily as a completely recessive trait.

Hazard

A poison by ingestion. Low toxicity by inhalation and skin contact.

IUPAC Name: methyl 7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate  
Isomeric SMILES: COC(=O)C12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl  
InChIKey: VBCVPMMZEGZULK-UHFFFAOYSA-N  
InChI: InChI=1S/C22H17ClF3N3O7/c1-33-18(30)21-10-12-9-13(23)3-8-16(12)17(21)27-28(11-35-21)19(31)29(20(32)34-2)14-4-6-15(7-5-14)36-22(24,25)26/h3-9H,10-11H2,1-2H3  

144171-61-9 Relevant articles

A New Method for the Synthesis of Oxadiazine Insecticide Indoxacarb

Xu, Defeng,Guan, Jing,Xu, Xing,Gong, Shunze,Xu, Hui

, p. 1469 - 1473 (2016)

9-Fluorenylmethoxycarbonyl was a good pr...

Bioactivation and mode of action of the oxadiazine indoxacarb in insects

Crop Protection Volume 19, Issues 8–10, 12 September 2000, Pages 537-545

Crop Protection Volume 19, Issues 8–10, 12 September 2000, Pages 537-545

Several sucking insects are also capable of absorbing and bioactivating indoxacarb after either dermal or oral administration, but do so much more slowly than the Lepidoptera. Indoxacarb's inherent activity against Lepidoptera is comparable to the most potent insecticides ever commercialized.

Monitoring of Diamondback Moth (Lepidoptera: Plutellidae) Resistance to Spinosad, Indoxacarb, and Emamectin Benzoate

J.-Z. Zhao, H. L. Collins, Y.-X. Li, R. F. L. Mau, G. D. Thompson, M. Hertlein, J. T. Andaloro, R. Boykin, A. M. Shelton

Journal of Economic Entomology, Volume 99, Issue 1, 1 February 2006, Pages 176–181

A discriminating concentration for resistance monitoring to indoxacarb and emamectin benzoate was determined based on baseline data in 2001 and was used in the diagnostic assay for each population in 2002–2004 together with a discriminating concentration for spinosad determined previously.

144171-61-9 Process route

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
144171-61-9,173584-44-6,174060-41-4

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

indoxacarb
144171-61-9,173584-44-6,174060-41-4

indoxacarb

Conditions
Conditions Yield
With chiral column; In methanol; Petroleum ether; at -10 - 65 ℃; for 15h; Solvent; Temperature; Resolution of racemate;
98.8%
chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester
173903-15-6

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester

C<sub>12</sub>H<sub>11</sub>ClN<sub>2</sub>O<sub>3</sub>
173903-23-6

C12H11ClN2O3

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
144171-61-9,173584-44-6,174060-41-4

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

Conditions
Conditions Yield
With sodium hydroxide; In toluene; at 25 - 30 ℃; for 2h;
94.8%

144171-61-9 Upstream products

  • 144171-61-9
    144171-61-9

    methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

  • 173903-15-6
    173903-15-6

    chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester

  • 79-22-1
    79-22-1

    methyl chloroformate

  • 461-82-5
    461-82-5

    4-(trifluoromethoxy)aniline

144171-61-9 Downstream products

  • 144171-61-9
    144171-61-9

    indoxacarb

  • 144171-61-9
    144171-61-9

    (S)-methyl-7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)aminoformyl]indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

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