ChemicalBook--->CAS DataBase List--->144171-61-9

144171-61-9

144171-61-9 Structure

144171-61-9 Structure
IdentificationBack Directory
[Name]

Indoxacarb
[CAS]

144171-61-9
[Synonyms]

2-e][1
(RS)-Form
INDOXACARB
INDOXACARB-MP
rac-Indoxacarb
(+-)-Indoxacarb
Carprofen, Vetranal
INDOXACARB-MP STANDARD
(173584-44-6) indoxacarb
Indoxacarb@100 μg/mL in AcCN
Indoxacarb-MP Reference Material
Indoxacarb@1000 μg/mL in Acetonitrile
indeno[1,2-e][1,3,4}oxadiazine-4a(3h)carboxylic
indeno[1,2-e][1,3,4}oxadiazine-4a(3h)carboxylicacid,7-
cas 144171-61-9 Indoxacarb systemic insecticides for Cotton / vegetables / fruit
indeno[1,2-e][1,3,4}oxadiazine-4a(3h)carboxylicacid,7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(t
indeno[1,2-e][1,3,4}oxadiazine-4a(3h)carboxylicacid,7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoro-methoxy)phenyl]amin
METHYL 7-CHLORO-2,5-DIHYDRO-2-[N-(METHOXYCARBONYL)-4-(TRIFLUOROMETHOXY)ANILINOCARBONYL]INDENO[1,2-E][1,3,4]OXADIAZINE-4A(3H)CARBOXYLATE
(S)-Methyl 7-chloro-2-((Methoxycarbonyl)(4-(trifluoroMethoxy)phenyl)carbaMoyl)-2,3,4a,5-tetrahydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
Methyl (S)-7-Chloro-2-[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]carbamoyl]-2,3,4a,5-tetrahydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
7-Chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)-indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid methyl ester
Indeno(1,2-E)(1,3,4)oxadiazine-4A(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)-, methyl ester
[Molecular Formula]

C22H17ClF3N3O7
[MDL Number]

MFCD03792834
[MOL File]

144171-61-9.mol
[Molecular Weight]

527.83
Questions And AnswerBack Directory
[Synthesis]

According to relevant literature, the preparation of indoxacarb mainly involves the synthesis of its important intermediates: methyl (+)-5-chloro-2,3-dihydro-2-hydroxy-1-oxo-2H-indene-2-carboxylic acid (compound A) and methyl chlorocarbonyl[4-(trifluoromethoxy)phenyl]carbamate (compound B). The final product, indoxacarb, is then synthesized based on these two intermediates. Based on the order of cyclization and substitution reactions, there are three synthetic routes for indoxacarb: 1 → 2 → 3 (condensation followed by cyclization); 4 → 5 → 6 → 7 (cyclization followed by condensation); and 1 → 8 → 9 → 10 (condensation followed by cyclization). See the diagram below for details.
Indoxacarb Synthesis Route Diagram
Chemical PropertiesBack Directory
[Melting point ]

139-141℃
[Boiling point ]

571.4±60.0 °C(Predicted)
[density ]

1.53
[storage temp. ]

Store at -20°C
[solubility ]

Ethanol: soluble*
[form ]

neat
[pka]

-1.75±0.40(Predicted)
[color ]

White to off-white
[Major Application]

agriculture
environmental
[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
[InChIKey]

VBCVPMMZEGZULK-NRFANRHFSA-N
[SMILES]

O1C2(C(OC)=O)CC3=C(C2=NN(C(N(C(OC)=O)C2=CC=C(OC(F)(F)F)C=C2)=O)C1)C=CC(Cl)=C3
[EPA Substance Registry System]

Indeno[1,2-e][1, 3,4]oxadiazine-4a(3H)-carboxylic acid, 7-chloro-2,5-dihydro-2-[[( methoxycarbonyl)[4-(trifluoromethoxy) phenyl]amino]carbonyl]-, methyl ester(144171-61-9)
Hazard InformationBack Directory
[Uses]

Indoxacarb is an oxadiazine pesticide that acts against lepidopteran larvae and is the active ingredient in a number of household insecticides including cockroach baits.
[Uses]

Insecticide.
[Hazard]

A poison by ingestion. Low toxicity by inhalation and skin contact.
[storage]

Store at -20°C
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301-H317-H332-H372-H410
[Precautionary statements ]

P273-P280-P301+P310-P302+P352-P304+P340+P312-P314
[Hazard Codes ]

Xn;N,N,Xn,T
[Risk Statements ]

22-36-43-50/53-57-48/25-20/22
[Safety Statements ]

26-36/37-60-61-45-37-24
[RIDADR ]

UN 3077
[WGK Germany ]

3
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1B
STOT RE 1
[Toxicity]

LD50 orally in rat: >5000 mg/kg; dermally in rabbit: >2000 mg/kg; LC50 in rat by inhalation: >2 mg/l; LC50 (96 hr) in bluegill sunfish, rainbow trout: >1.0, >0.5 mg/l (Harder)
Spectrum DetailBack Directory
[Spectrum Detail]

Indoxacarb(144171-61-9)1HNMR
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