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Ethiprole
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Name

Ethiprole

 EINECS 446-630-3
CAS No. 181587-01-9 Density 1.691 g/cm3
PSA 103.91000 LogP 5.22618
Solubility 9.2mg/L at 20℃ Melting Point ~174°
Formula C13H9Cl2F3N4OS Boiling Point 563.464 °C at 760 mmHg
Molecular Weight 397.208 Flash Point 294.572 °C
Transport Information UN2811 6.1/PG 3 Appearance white powder
Safety 36/37-45-60-61 Risk Codes 23/24/25-48/25-50/53
Molecular Structure Molecular Structure of 181587-01-9 (ETHIPROLE) Hazard Symbols ToxicT, DangerousN
Synonyms

5-Amino-1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)pyrazole-3-carbonitrile;Kirappu;RPA 107382;

Article Data 5

Ethiprole Synthetic route

120068-56-6

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-ethylthio-1H-pyrazole-3-carbonitrile

181587-01-9

ethiprole

Conditions
ConditionsYield
With dihydrogen peroxide; trifluoroacetic acid In dichloromethane at 10 - 12℃; for 4h;95%
With dihydrogen peroxide; acetic acid at 30℃; for 10h; Time; Temperature; Reagent/catalyst;
130755-46-3

4,4'-dithiobis [5-amino-3-cyano-1-{2,6-dichloro-4-(trifluoromethyl)phenyl}-1H-pyrazole]

181587-01-9

ethiprole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89 percent / Na2S2O4; Na2HPO4 / dimethylformamide; H2O / 1 h / 20 °C
2: 95 percent / CF3COOH; aq. H2O2 / CH2Cl2 / 4 h / 10 - 12 °C
View Scheme
181587-01-9

ethiprole

120068-68-0

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]4(ethylsulfonyl)-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium permanganate; magnesium sulfate In acetone at 20℃;93%
3739-94-4

2,6-Pyridinedicarbonyl dichloride

181587-01-9

ethiprole

N,N'-bis[3-cyano-4-ethylsulfinyl-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazolyl]-2,6-pyridinedicarboxamide

Conditions
ConditionsYield
With triethylamine at 130℃; for 6h;82.4%
124-63-0

methanesulfonyl chloride

181587-01-9

ethiprole

C14H11Cl2F3N4O3S2

Conditions
ConditionsYield
With pyridine at 20℃;80.1%
181587-01-9

ethiprole

623151-90-6

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]4(ethylsulfinyl)-1H-pyrazole-3-carboxamide

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 25℃; for 4h;72%
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

181587-01-9

ethiprole

methyl-6-chloro-2-cyano-3-(ethylsulfinyl)-5-(2-methoxy-2-oxoethyl)-8-(trifluoromethyl)-4,5-dihydropyrazolo[1,5-a]quinazoline-5-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 3h;72%
7169-34-8

3-oxo-2,3-dihydrobenzo[b]furan

181587-01-9

ethiprole

1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-cyano-5-[(2,3-dihydro-1-benzofuran-3-ylidene)amino]-4-ethylsulfinylpyrazole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 1h; Molecular sieve; Microwave irradiation; Sealed tube;71%
181587-01-9

ethiprole

120068-56-6

5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-ethylthio-1H-pyrazole-3-carbonitrile

Conditions
ConditionsYield
With trifluoroacetic anhydride; sodium iodide In acetone at 0 - 20℃; for 8h;64%
108-85-0

1-bromocyclohexane

181587-01-9

ethiprole

N-5-cyclohexylamino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-ethylsulfinyl-1H-pyrazole

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 20℃; for 3h; Sonication; Microwave irradiation; Heating;9.3%

Ethiprole Specification

The IUPAC name of Ethiprole is 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-ethylsulfinylpyrazole-3-carbonitrile. With the CAS registry number 181587-01-9, it is also named as 1H-Pyrazole-3-carbonitrile, 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)-. It is white powder which is a kind of insecticides. And it has high insecticidal activity to aphids, Leafhoppers, planthoppers, Lepidoptera larvae, flies and important insects of Coleoptera.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 19; (6)ACD/BCF (pH 7.4): 19; (7)ACD/KOC (pH 5.5): 289; (8)ACD/KOC (pH 7.4): 289; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.655; (13)Molar Refractivity: 86.137 cm3; (14)Molar Volume: 234.875 cm3; (15)Polarizability: 34.148×10-24 cm3; (16)Surface Tension: 57.276 dyne/cm; (17)Enthalpy of Vaporization: 84.681 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Tautomer Count: 3; (21)Exact Mass: 395.982622; (22)MonoIsotopic Mass: 395.982622; (23)Topological Polar Surface Area: 104; (24)Heavy Atom Count: 24.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed. And it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.

People can use the following data to convert to the molecule structure.
1. SMILES: FC(F)(F)c2cc(Cl)c(n1nc(C#N)c(c1N)S(=O)CC)c(Cl)c2;
2. InChI: InChI=1/C13H9Cl2F3N4OS/c1-2-24(23)11-9(5-19)21-22(12(11)20)10-7(14)3-6(4-8(10)15)13(16,17)18/h3-4H,2,20H2,1H3.

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