헥사플루무론

Hexaflumuron

HCID 91741CAS 86479-06-3

기본 정보

표준 SMILES
O=C(NC(=O)c1c(F)cccc1F)Nc1cc(Cl)c(OC(F)(F)C(F)F)c(Cl)c1
InChIKey
RGNPBRKPHBKNKX-UHFFFAOYSA-N
분자식
C16H8Cl2F6N2O3
평균 분자량
461.1 g/mol
단동위원소 질량
459.9816165

이름 및 식별자

우선 이름
Hexaflumuron
IUPAC
N-[[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl]carbamoyl]-2,6-difluorobenzamide
현지명
헥사플루무론
영어명
Hexaflumuron
분자식
C16H8Cl2F6N2O3
분자량
461.14

이름 및 동의어

Hexaflumuron86479-06-3HexafluoronHexafluronRecruitSentriconSonetDTXSID3032620XRD-473OMS 30311-(3,5-Dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)-3-(2,6-difluorobenzoyl)urea4GW50R449T
이름 더 보기
헥사플루무론CONSOLxrd473TruenoCONSULTOMS-3031ai3-29832Consult(TMCONSULT(R)
DTXCID1012620CHEBI:39383DE-473N-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl)-2,6-difluorobenzamideBenzamide, N-(((3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl)amino)carbonyl)-2,6-difluoro-N-({[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl]amino}carbonyl)-2,6-difluorobenzamideBenzamide, N-[[[3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl]amino]carbonyl]-2,6-difluoro-RefChem:786078

데이터베이스 식별자

CAS
86479-06-3
PubChem CID
91741
DTXSID
DTXSID3032620
ChEMBL
CHEMBL1892746
ChEBI
CHEBI:39383
UNII
4GW50R449T
EC Number
401-400-1、617-865-0
Nikkaji
J381.676A

물성

구조 계산 물성

XLogP
5.7
극성 표면적
67.4 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
9
회전 가능 결합 수
5
무거운 원자 수
29

실험 및 물리화학적 성질

LogP · 2건

log Kow = 5.68

5.46

Density · 2건

Relative density (water=1): 1.7

Density (at 20 °C): 1.68 g/cm³

Color/FormWhite solid
Solubility · 3건

Methanol 11.3, xylene 5.2 (both g/l @ 20 °C)

In water, 0.027 mg/l @ 18 °C

Solubility in water, mg/l at 18 °C: 0.027 (practically insoluble)

Decomposition · 3건

Photolysis DT50 6.3 days (pH 5.0, 25 °C).

The substance decomposes on burning producing toxic and corrosive fumes including nitrogen oxides, hydrogen chloride, hydrogen fluoride.

below boiling point

Melting Point · 2건

202-205 °C

202-205 °C

물리화학적 성질

녹는점
197 · 197-199°
밀도
1.4069 · 1.4069 (estimate)
증기압
5.9 x · 5.9 x l0-5 Pa (25 °C)
저장 조건
2 · Sealed in dry,2-8°C
용해도
10 mg/ml,DMSO: · DMF: 10 mg/ml,DMSO: 10 mg/ml,DMSO:PBS(pH 7.2) (1:2): 0.3 mg/ml
물리적 상태
Solid

화학적 성질

White solid or powder. The commercial product may be an emulsifiable concentrate.

안전 및 규제

GHS 분류

GHS Classification · 6건

Warning

H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P273, P391, and P501 (click each P-code to see the statement)

Warning

유해성 정보

Regulatory Information · 2건

2004/129/EC

Status: No longer Valid Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/9337

Fire HazardsLiquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Fire PotentialLiquid formulations containing organic solvents may be flammable.
Hazards SummaryRats were given orally up to 100 mg/kg for 28 days; No overt signs of toxicity, but reticulocyte counts were increased; [HSDB] May induce methemoglobinemia; [ICSC] May cause irritation; [MSDSonline]
UN ClassificationUN Hazard Class: 9; UN Pack Group: III
FIFRA Requirements · 1건

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 118202; Tpye of Pesticide: conventional-insecticide/termiticide; Use Site: non-food use, wood, ornamentals; Year: 1994.

안전 및 보호

Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

Safe StorageSeparated from food and feedstuffs. Well closed. Store in an area without drain or sewer access.
Fire Fighting ProceduresIn case of fire in the surroundings: all extinguishing agents allowed.
Storage Conditions/Keep/ separated from food and feedstuffs. Well closed.
Cleanup Methods · 1건

Do NOT wash away into sewer. Sweep spilled substance into sealable containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place. ... Provision to contain effluent from fire extinguishing.

독성 정보

Ecotoxicity Values · 2건

LD50 Mallard ducks oral >2000 mg/kg

LD50 Bee oral & contact >0.1 mg/bee

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 29,300(SRC), determined from a log Kow of 5.68(2) and a regression-derived equation(3), indicates that hexaflumuron is expected to be immobile in soil(SRC). Volatilization of hexaflumuron from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 4.43X10-7 mm Hg(2), and water solubility, 0.027 mg/l(2). Hexaflumuron is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). However, adsorption to soil is expected to attenuate volatilization(SRC). In soil, the aerobic biodegradation half-life for hexaflumuron ranged from 56 to 190 days under different moisture and temperature conditions(4). Under anaerobic conditions, the biodegradation half-life for hexaflumuron ranged from 40-64 days at 25 °C(4). Photodegradation of hexaflumuron may be important since it has a half-life in water of 6.3 days(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 29,300(SRC), determined from a log Kow of 5.68(2) and a regression-derived equation(3), indicates that hexaflumuron is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.0X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 4.4X10-7 mm Hg(2), and water solubility, 0.027 mg/l(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2.2 hrs and 8.5 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 290 months if adsorption is considered(4). According to a classification scheme(5), an estimated BCF of 4,700(SRC), from its log Kow (2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Based on soil biodegradation studies, hexaflumuron is expected to biodegrade in water under aerobic and anaerobic conditions(SRC). In soil the aerobic biodegradation half-life for hexaflumuron ranged from 56 to 190 days under different moisture and temperature conditions(7). Under anaerobic conditions in soil, the biodegradation half-life for hexaflumuron ranged from 40-64 days at 25 °C(7). The hydrolysis of hexaflumuron in natural water was a first order process with a mean half-life of 42.3 days(7). The aqueous photolysis of hexaflumuron resulted in 2,6-difluorobenzamide, 3,5-dichloro-4-hydroxyaniline, and CO2 as the major degradation products. The photodegradation was a first order process with a half-life of approx 6.3 days(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hexaflumuron, which has a vapor pressure of 4.43X10-7 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere(SRC). Vapor-phase hexaflumuron is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 18.3 hrs(SRC), calculated from its rate constant of 21X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase hexaflumuron may be removed from the air by wet and dry deposition(SRC). Based on aqueous photolysis studies(2), hexaflumuron has the potential for direct photolysis(SRC).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Exposure RoutesThe substance can be absorbed into the body by ingestion and by inhalation of dust.
Ecotoxicity Excerpts · 1건

/AQUATIC SPECIES/ Hexaflumuron, an insect growth regulator (IGR), was found to be nonlethal to four species of larvivorous fish, Poecilia reticulata, Gambusia affinis, Aplocheilus blochii and Tilapia mossambica at | 1.0 mg/l. These species were found to be tolerant with higher LD50 values ranging from 2.21-3.097 mg/l. Absolute survival (100%) was observed in all the four species at 1.0 mg/l for more than 8 days. Fish safety factor or suitability index computed for each fish species against the three vector mosquitoes showed maximum value for P. reticulata which indicated its higher tolerance than other species. Fishes that exhibited decreased swimming activity on exposure at 1.0 mg/l regained normal activity on withdrawal of exposure. No adverse effect was noticed in the reproduction of G. affinis.

ICSC Environmental Data · 1건

The substance is very toxic to aquatic organisms. Bioaccumulation of this chemical may occur in fish. The substance may cause long-term effects in the aquatic environment. Avoid release to the environment in circumstances different to normal use.

규제 정보

Regulatory Information · 2건

2004/129/EC

Status: No longer Valid Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/9337

FIFRA Requirements · 1건

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 118202; Tpye of Pesticide: conventional-insecticide/termiticide; Use Site: non-food use, wood, ornamentals; Year: 1994.

안전 데이터

wgk
2
rtecs
CV3800000
ridadr
UN 3077
독성
LD50 oral in rat: > 5gm/kg
risk_code
50/53
hazard_code
N

화학 및 산업

약리 정보

ATC Code · 1건

QP - Antiparasitic products, insecticides and repellents;QP53 - Ectoparasiticides, insecticides and repellents;QP53A - Ectoparasiticides for topical use, incl. insecticides;QP53AX - Other ectoparasiticides for topical use;QP53AX29 - Hexaflumuron

MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Absorption, Distribution and ExcretionThe substance can be absorbed into the body by inhalation.

용도 및 제조

Uses · 5건

Used as insecticide (inhibits chitin production); [Merck Index]

Farming (Pesticides) [Category: Industry]

For Hexaflumuron (USEPA/OPP Pesticide Code: 118202) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

/Control of Lepidoptera, Coleoptera, Homoptera, and Diptera on top fruit, cotton, and potatoes/

Insecticide

Methods of ManufacturingRH Rigterink, RJ Sbragia, EP 71279; eidem, US 4,468,405 (1983, 1984 both to Dow)
Formulations/Preparations · 4건

USEPA/OPP Pesticide Code 118202; Trade Names: DE-473, NAF-46.

Mixtures: [hexaflumuron] chloropyrifos

Emulsifiable concentrate; suspension concentrate

Recruit (0.1% Hexaflumuron), Recruit AG (0.5% Hexaflumuron, 99.5% inert ingredients), Recruit 50% Concentrate, Recruit II (0.5% Hexaflumuron, 99.5% inert ingredients)

Household ProductsInformation on 1 consumer products that contain Hexafluoron in the following categories is provided:;• Pesticides
Use ClassificationInsecticides
General Manufacturing Information · 2건

Mode of action: Systemic insecticide. Inhibits chitin synthesis.

The Sentricon Termite Colony Elimination System ... was launched commercially in 1995 after receiving EPA registration as a reduced risk pesticide. Sentricon represents truly novel technology employing an Integrated Pest Management approach using monitoring and targeted delivery of a highly specific bait. ... The properties of hexaflumuron as a termite control agent are attractive from an environmental and human risk perspective, but more importantly, the potential for adverse affects is dramatically reduced since it is present only in very small quantities in stations with termite activity. The comparisons to barrier methods show significant reduction in the use of hazardous materials and substantial reduction in potential impacts on human health and the environment.[

응용 분야 · 2건

개요Hexaflumuron is a benzoylphenyl urea-type insecticide and is the common name for N-(((3,5- dichloro-4-(1,1,2,2-tetrafluoro-ethoxy)phenyl)amino)carbonyl)-2,6-difluorobenzamide. It the active ingredient in several termite control products registered to Dow AgroSciences LLC, a wholly owned subsidiary of The Dow Chemical Company. Hexaflumuron was the first active ingredient to be registered with the U.S. Environmental Protection Agency (EPA) as a reduced-risk pesticide. A reduced-risk pesticide is one that the EPA believes has low impact on human health, low toxicity to non-target organisms, and low potential for groundwater contamination. Hexaflumuron’s mode of action is to inhibit chitin synthesis. Termites produce chitin to form or maintain an exoskeleton.Hexaflumuron is an odorless white solid that is formulated into low-concentration solid briquettes that are contained within tamper-resistant bait stations. Formulated hexaflumuron briquettes contain about 0.5% of the active ingredient, with the balance comprised almost entirely of cellulose.Hexaflumuron formulations have been marketed under the trade names RECRUIT® AG termite bait, SHATTER*termite bait, SENTRI*TECH, RECRUTE® Pro, Hex-Pro(TM) Termite Baiting System, Sentricon(TM) IG Termite Bait, Sentricon(TM) AG Termite Bait, Sentricon® Termite Colony Elimination System.

용도Hexaflumuron is an benzoylphenylurea based chitin synthesis inhibitor used against Ephestia figulilella.

공급사50 곳

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
추가 설명 · 1건

정의ChEBI: An N-acylurea that is urea in which a hydrogen attached to one of the nitrogens is replaced by a 2,6-difluorobenzoyl group, while a hycrogen attached to the other nitorgen is replaced by a 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl group.

관련 반응

2건

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