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Etofenprox

HCID 71245
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Basic information

CAS
1705649-55-3
Standard SMILES
CCOc1ccc(C(C)(C)COCc2cccc(Oc3ccccc3)c2)cc1
InChIKey
YREQHYQNNWYQCJ-UHFFFAOYSA-N
Molecular formula
C25H28O3
Average molar mass
376.5 g/mol
Monoisotopic mass
376.20384476

Overview

Etofenprox is an aromatic ether that is the 3-phenoxybenzyl ether of 2-(4-ethoxyphenyl)-2-methylpropan-1-ol. It has a role as a pyrethroid ether insecticide. It is functionally related to a 2-(4-ethoxyphenyl)-2-methylpropan-1-ol.

Names & identifiers

Preferred name
Etofenprox
IUPAC
1-ethoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene
English name
Etofenprox
Molecular formula
C25H28O3
Molecular weight
376.49

Names & synonyms

Etofenprox80844-07-1Ethofenprox1-((2-(4-Ethoxyphenyl)-2-methylpropoxy)methyl)-3-phenoxybenzeneEthophenproxEtofenproxumDTXSID90326100LD7P9153CDTXCID7012610CHEBI:39348Benzene, 1-((2-(4-ethoxyphenyl)-2-methylpropoxy)methyl)-3-phenoxy-1-{[2-(4-ethoxyphenyl)-2-methylpropoxy]methyl}-3-phenoxybenzene
Show more names
PEPENUKILTREBONmti500VECTRONPUNKASOLenatop
2-(4-ethoxyphenyl)-2-methylpropyl-3-phenoxybenzyl etherRefChem:139268407-980-2Etofenprox [INN]1-ethoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzeneMFCD002102872-(4-Ethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether1705649-55-3

Database identifiers

CAS
1705649-55-3、80844-07-1
PubChem CID
71245
DTXSID
DTXSID9032610
ChEMBL
CHEMBL2105573

Properties

Computed structural properties

XLogP
7
Topological polar surface area
27.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
9
Heavy atoms
28
Formal charge
0
Complexity
422

Experimental & physicochemical properties

Pesticides · 6 items

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Environmental transformation -> Pesticides (parent, predecessor)

Pesticide

Insecticides

Pesticide (Etofenprox) -> USDA PDB

LogP7.05
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 3 items

191.0 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9032610]

191.81 Ų [M+Na]+

189.38 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]

Physicochemical properties

Melting point
36.4 · 36.4-38.0°
Boiling point
445.03 °C · 445.03°C (rough estimate)
Density
1.1386 · 1.1386 (rough estimate)
vapor pressure
32 · 32×10-3 Pa (100 °C)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Warning

H362: May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]

P203, P260, P263, P264, P270, P273, P318, P391, and P501 (click each P-code to see the statement)

Warning

H362 (96.7%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]

P203, P260, P263, P264, P270, P273, P318, P391, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Commission Regulation (EC) No 1490/2002

Etofenprox is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2009/77/EC, Reg. (EU) 2021/1449, Reg. (EU) 2022/1480, Reg. (EU) 2023/2592, Reg. (EU) No 540/2011

Status: Cease Manufacture Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/4043

Etofenprox: HSNO Approval: HSR003567 Approved with controls

Hazard Classes and Categories · 6 items

Lact. (75%)

Lact. (96.7%)

Lact. (100%)

Reproductive toxicity - effects on or via lactation

Hazardous to the aquatic environment (Acute) - Category 1

Specific target organ toxicity - Single exposure - Category 1 (central nervous system), Category 3 (narcotic effects)

Toxicology

RAIS Toxicity Values · 2 items

0.0255

OPP

EPA Human Health Benchmarks for Pesticides · 5 items

Chemistry & industry

Uses & manufacturing

Household ProductsInformation on 35 consumer products that contain Etofenprox in the following categories is provided:
Use Classification · 2 items

Environmental transformation -> Pesticides (parent, predecessor)

Insecticides

Applications · 3 items

DescriptionEtofenprox belongs to a pyrethroid derivative that is commonly used as an insecticide in agriculture, horticulture, viticulture, forestry, animal health and public health against various insect pests. It can be found as an active ingredient in a variety of pest control products, which is effective to control broad spectrum of pests, such as crawling and flying insects. In the field of agriculture, etofenprox can be applied on a broad range of crops, including rice, fruits, vegetables, corn, soybeans and tea, which is poorly absorbed by roots and little translocation occurs within plants. It is also used for the public health by controlling adult mosquitoes, non biting midges, biting and non-biting flies, which may carry the pathogen. Besides, etofenprox can be found as an component in flea and tick medications for dogs and cats. Etofenprox is a new type of insecticide with low mammalian toxicity, which can be decomposed in soil by anaerobic and aerobic microorganisms. It functions by strongly disrupting the transmission of nervous impulses and causes paralysis and death to the target insect.

UsesEtofenprox is used to control a wide variety of insects on fruit, tea, soyabeans and many vegetables. It is also used in public health and animal health.

UsesInsecticide.

Upstream & downstream products

Upstream raw materials

Isobutyric acidMethanesulfonic acidPhenetole

Related reactions

12 records
New reaction record
HRID 180569 reaction equation
HRID 180569As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 185283 reaction equation
HRID 185283As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 185557 reaction equation
HRID 185557As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 193609 reaction equation
HRID 193609As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 1149066 reaction equation
HRID 1149066As reactantTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1719800 reaction equation
HRID 1719800As reactantuspto-grants-1985_09
HRID 1719801 reaction equation
HRID 1719801As reactantuspto-grants-1985_09
HRID 2351806 reaction equation
HRID 2351806As reactantuspto-grants-1989_10
Page 1 of 2

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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ChEBI
CHEBI:39348
UNII
0LD7P9153C
EC Number
109-904-0、407-980-2、617-179-1
Nikkaji
J33.917B
refractive index
20.2 · nD20.2 1.5732
storage temp.
Sealed in dry,Room Temperature
solubility
100 mg/mL · DMSO: 100 mg/mL (265.61 mM)
form
Solid
Water Solubility
-1 · -1(25 °C)
color
Off-white to light yellow
Henry's Law Constant
7.4 · 7.4×101 mol/(m3Pa) at 25℃, Maniere et al. (2011)
Stability
Stable. Incompatible with strong oxidizing agents.
Major Application
agricultureenvironmental
InChI
1S/C25H28O3/c1-4-27-22-15-13-21(14-16-22)25(2,3)19-26-18-20-9-8-12-24(17-20)28-23-10-6-5-7-11-23/h5-17H,4,18-19H2,1-3H3
InChIKey
YREQHYQNNWYQCJ-UHFFFAOYSA-N
SMILES
CCOc1ccc(cc1)C(C)(C)COCc2cccc(Oc3ccccc3)c2
CAS DataBase Reference
80844 · 80844-07-1(CAS DataBase Reference)
FDA UNII
0 LD7P9153C · 0LD7P9153C
NIST Chemistry Reference
Etofenprox(80844-07-1)
EPA Substance Registry System
Etofenprox (80844-07-1)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
9 · GHS09
Signal word
Warning
Hazard statements
362 · H362-H410
Precautionary statements
201 · P201-P260-P263-P273-P308+P313-P391
PPE
95 · Eyeshields, Gloves, type N95 (US)
RIDADR
3077 · UN 3077 9 / PGIII
WGK Germany
2 · 2
RTECS
670000 · DA0670000
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
1 Aquatic · Aquatic Acute 1Aquatic Chronic 1Lact.
Toxicity
50 in · LD50 in rats, mice (mg/kg): >2880, >107200 orally; >2140, >2140 dermally
REACH Registrations
Inactive

Etofenprox

0.0255

151

General Population

Human Health Benchmarks for Pesticides - 2021 Update

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
rtecs
DA0670000
ridadr
UN 3077 9 / PGIII
Toxicity
LD50 in rats, mice (mg/kg): >2880, >107200 orally; >2140, >2140 dermally
Signal word
Warning
Symbol(GHS)
GHS09
Storage Class
11 - Combustible Solids
Hazard statements
H362-H410
REACH Registrations
Inactive
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Lact.
Precautionary statements
P201-P260-P263-P273-P308+P313-P391
Aluminum chloride
Carbon disulfide
Diethyl ether
Sodium bisulfite solution
Isobutyryl chloride
Thionyl chloride

Additional notes

DefinitionChEBI: An aromatic ether that is the 3-phenoxybenzyl ether of 2-(4-ethoxyphenyl)-2-methylpropan-1-ol.