홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트：[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.8
돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HCID 30479생성일: 2026년 10월 27일

메트리뷰진

메트라이부진 · 메트리뷰진 · 메트리뷰진(Methribuzin) · Metribuzine · METRABUZIN · 4-Amino-6-tert-butyl-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one · 1,2,4-Triazin-5(4H)-one,4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-(9CI) · ntn70

https://huagongshe.com/ko/chemical/30479

메트리뷰진 분자 구조식

식별자 및 물리적 특성

CAS No.21087-64-9
분자식C8H14N4OS
평균 분자량214.29 g/mol
단동위원소 질량214.08883207 g/mol
SMILESCSc1nnc(C(C)(C)C)c(=O)n1N
InChIKeyFOXFZRUHNHCZPX-UHFFFAOYSA-N
PubChem CID30479
ChEMBLCHEMBL1902519
ChEBICHEBI:34846
EC No.244-209-7
DTXSIDDTXSID6024204
현지명메트리뷰진

화학 및 물리적 성질

XLogP1.7
극성 표면적96.4
수소 결합 공여자 수1
수소 결합 수용자 수5
회전 가능 결합 수2
무거운 원자 수14
형식 전하0
복잡도316
SpringerMaterials PropertiesFusion temperature
농약Pesticide -> EPA IRISHerbicidesActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, TriazineEnvironmental transformation -> Pesticides (parent, predecessor)
LogP(분배 계수)log Kow= 1.71.6
냄새Weak characteristic odor가벼운 냄새
밀도1.31 (NIOSH, 2024) - Denser than waterwill sink1.28 @ 20 °C/4 °C1.28 g/cm³
Color/FormColorless crytalsWhite crystalline solid
용해도0.1 % (NIOSH, 2024)Sol in methanol and ethanolvery slightly soluble in water (1200 ppm).Soluble in ... glycol ether acetate.In dimethylformamide 1780, cyclohexanone 1000, chloroform 850, acetone 820, methanol 450, dichloromethane 340, benzene 220, n-butanol 150, ethanol 190, toluene 87, xylene 90, n-hexane 1 (all in g/l at 20 °C).In water, 1.05X10+3 mg/l @ 20 °CSolubility in water, g/100ml at 0.12 °C:DMSO(약간 용해됨), 메탄올(약간 용해됨)
CorrosivityNon-corrosive
Endocrine DisruptorsPotential endocrine disrupting compound
끓는 점132 °C @ 2 Pa132 °C(Press: 0.02 Torr)
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen oxides and sulfur oxides/.
녹는점257 °F (NIOSH, 2024)126.2 °C125 °C125°C
굴절률1.6390 (estimate)
인화점2 °C
저장 조건APPROX 4°C
pKa(산도 계수)-0.16±0.20(Predicted)
물리적 상태고체
색상하얀색
용해도약간 용해됨
BRN746650
헨리 상수8.2×104 mol/(m3Pa) at 25℃, HSDB (2015)
InChI1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3
InChIKeyFOXFZRUHNHCZPX-UHFFFAOYSA-N
SMILESCSC1=NN=C(C(=O)N1N)C(C)(C)C
NISTMetribuzin(21087-64-9)
EPAMetribuzin (21087-64-9)

화학적 성질

Metribuzin is a colorless crystalline solid. Commercial product may be a flammable solution. Mild, sulfurous odor.

안전 및 규제

GHS 분류WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P270, P273, P301+P317, P319, P330, P391, and P501 (click each P-code to see the statement)DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P271, P273, P301+P317, P304+P340, P316, P319, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
규제 정보Commission Regulation (EC) No 451/200007/25/EC, Reg. (EU) 2018/917, Reg. (EU) 2019/707, Reg. (EU) 2020/869, Reg. (EU) 2021/745, Reg. (EU) 2022/708, Reg. (EU) 2023/918, Reg. (EU) 2024/2806, Reg. (EU) 2024/2806, Reg. (EU) 540/2011Metribuzin: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보IMAP assessments - 1,2,4-Triazin-5(4H)-one, 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-: Environment tier I assessment
운송 라벨(DOT)Class 9
화재 위험Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:Combustible.
화재 가능성Nonflammable
건강 유해성Excerpt from NIOSH Pocket Guide for Metribuzin:
유해성 요약Classified as slightly toxic with an LD50 in rats of 1090 to 2300 mg/kg[EXTOXNET] There are no known health effects in humans after occupational exposure. [ACGIH] For the triazine herbicides, systemic toxicity unlikely unless large amounts are ingestedMay cause irritation[EPA Pesticides, p. 121]
반응성 그룹Amides and Imides
EC 분류Symbol: Xn, NR: 22-50/53S: (2)-60-61
UN 분류UN Hazard Class: 9UN Pack Group: III
FIFRA 요건As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Metribuzin is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0181

용도

용도

Metribuzin is an is an aminotriazinone herbicide used in agriculture for both pre- and post-emergence in crops including soy bean, potatoes, tomatoes and sugar cane. Metribuzin acts by inhibiting phot osynthesis by disrupting photosystem II.

일반 설명

Colorless crystalline solid. Used as an herbicide. Non corrosive.

Pesticide type: herbicide
Registration Standard Date: 06/30/85
Case Status: RED Approved 04/97
OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.
Active ingredient (AI): Metribuzin
Data Call-in (DCI) Date(s): 07/31/91, 05/30/95, 10/13/95
AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.
Tolerances are established for combined residues of the herbicide 4-amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one and its triazinone metabolites in or on the following raw agricultural commodities: Alfalfa, green
Alfalfa, hay
Asparagus
Barley, grain
Barley, milled fractions (except four)
Barley, straw
Carrots
Cattle, fat
Cattle, mbyp
Cattle, meat
Corn, fodder
Corn, forage
Corn, fresh (inc. sweet K+CWHR)
Corn, grain (inc. popcorn)
eggs
Goats, fat
Goats, mbyp
Goats, meat
Grass
Grass, hay
Hogs, fat
Hogs, mbyp
Hogs, meat
Horses, fat
Horses, mbyp
Horses, meat
Lentils (dried)
Lentils, vine hay
Milk
Peas
Peas (dried)
Peas, forage
Peas, vine hay
Potatoes
Potato waste, processed (dried)
Poultry, fat
Poultry, mbyp
Poultry, meat
Sainfoin
Sainfoin, hay
Sheep, fat
Sheep, mbyp
Sheep, meat
Soybeans
Soybeans, forage
Sugarcane
Sugarcane molasses
Tomatoes
Wheat, forage
Wheat, grain
Wheat, milled fractions (except flour)
and Wheat, straw.
OSHA StandardsVacated 1989 OSHA PEL TWA 5 mg/cu m is still enforced in some states.
소화Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:Use water spray, powder.
응급 조치Fresh 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. Rest.
응급 처치Excerpt from NIOSH Pocket Guide for Metribuzin:(General first aid procedures)
안전 보관Store in an area without drain or sewer access.
보관 조건Estimated shelf life in excess of 2 yr under normal storage conditions.Store in a cool, dry place. Do not contaminate water or feed by storage or disposal.
비화재 누출 대응Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
처리 방법SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.Bury empty container or product that cannot be used in a safe place away from water supplies, or dispose of by alternative procedures recommended by federal, state or local authorities. Open dumping is prohibited.
누출 처리Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Then store and dispose of according to local regulations.
Preventive MeasuresAvoid contact with skin, eyes, and clothing. Remove contaminated clothing and wash with soap and hot water before reuse.SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Eye PreventionWear safety spectacles.
Fire PreventionNO open flames.
표적 장기Hepaticcentral nervous system, thyroid, liver
생태독성 수치LC50 Rainbow trout 64 mg/l/96 hr and bluegill sunfish 80 mg/l/96 hr
환경 거동TERRESTRIAL FATE: In soil, metribuzin was degraded to carbon dioxide. Autoclaving of soil decreased metribuzin metabolism. Those metabolites observed in plants (metribuzin, 3,5-diketo and deaminated diketo) were also observed in the soil. Deaminated diketo was the primary metabolite in soil. Metribuzin, applied in June to a fine sandy loam soil, degraded during the growing season to the extent that less than 10% of applied herbicide was present by October 25, freeze-up time. Metribuzin, 3,5-diketo and deaminated diketo were observed in soil samples and metabolite residue levels were at their maximum near the middle of July. In a study with Guelp loam, the half-life of metribuzin was about 3 months. Under greenhouse conditions with soils from the lower alluvial floodplain of the Mississippi River, metribuzin half-life varied from 17 to 28 days and followed first-order kinetics. In four Manitoba soils under dry conditions at 15 C, some nonbiological degradation of metribuzin occurred. The rate law was somewhat less than first-order and half-lives varied from 90 to 115 days. Field soil samples awaiting analysis underwent degradation. At -37C, about 50% of the herbicide could be lost in 282 days. 3,5-Diketo and deaminated diketo also degraded under storage conditions. In laboratory studies with a sandy loam soil, metribuzin calculated half-life was about 329, 44 and 16 days at 5, 20 and 35C, respectively. Metribuzin and deaminated diketo were observed.TERRESTRIAL FATE: Based on a classification scheme(1), an average Koc value of 60(2) suggests that metribuzin is expected to have high mobility(SRC). Little leaching occurs on soils with high organic content, but metribuzin is readily leached in sandy soils(2,4). Adsorption of metribuzin decreases as soil pH increases(2). Loss from soil surfaces via volatilization is not an important fate process(2,3). Volatilization of metribuzin from moist soil surfaces is not expected to be an important fate process given an estimated Henry's Law constant of 1.2X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 4.4X10-7 mm Hg(5), and water solubility, 1050 mg/l(5). Metribuzin is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). Metribuzin had a half-life of 2.5 days on sandy loam soil irradiated outdoors in Kansas City, MO at temperatures up to 31 °C(6). The major photolytic products of metribuzin were pentylidene and hexylidene metribuzin in soil(6). Biodegradation is the primary means of metribuzin dissipation from soils(2). The activity of soil microorganisms, higher temperatures, and aerobic conditions increase the rate of metribuzin biodegradation(2). Half-lives are 172 and 439 days for sandy loam under aerobic and anaerobic conditions, respectively(2). Primary metabolites are the deaminated, diketo, and deamined diketo metabolites(2). The calculated field dissipation half-lives of metribuzin in sandy loam soils in California were 128 and 40 days at Watsonville and Fresno, respectively(6).AQUATIC FATE: Based on a classification scheme(1), an average experimental Koc value of 60(2), indicates that metribuzin is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected based upon an estimated Henry's Law constant of 1.2X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 4.35X10-7 mm Hg(3), and water solubility, 1100 mg/l(3). Photodecomposition is an important process for the degradation of metribuzin in aqueous solution(3). Metribuzin was found to have a half-life of 4.3 hours in surface water from Kansas City, MO (pH 6.6) irradiated with natural sunlight at 25 °C(4). The identified degradate was deaminated metribuzin(4). A BCF of 10 was measured for Golden ide fish (Leuciscus idus melanotus)(5). According to a classification scheme(6), this whole body BCF suggests the potential for bioconcentration of metribuzin in aquatic organisms is low(SRC). No data were located on the biodegradation of metribuzin in waterhowever, microbial degradation is the primary fate process of metribuzin in soil(2,3), which suggests that biodegradation may be an important fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), metribuzin, which has a vapor pressure of 4.35X10-7 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase metribuzin 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 21 hrs(SRC), calculated from its rate constant of 1.8X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Particulate-phase metribuzin may be removed from the air by wet and dry deposition(SRC).
식품 조사 수치Metribuzin was qualitatively identified in 1 root vegetable composite from Total Diet samples taken in 1975(1). Metribuzin was found in 1 of 1219 samples of domestic and imported tomatoes at trace quantities (Trace, present but below the level of detection)(2).
유해 작용Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
노출 경로The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.inhalation, ingestion, skin and/or eye contact
Milk ConcentrationsDairy cattle fed a diet of 3 and 10 ppm metribuzin had ranges of concns of total metribuzin residues(metribuzin and metabolites) in milk of <4-6 and <4-7 ppb, respectively(1).
Animal ConcentrationsBeef and dairy cattle fed a diet of 10 ppm metribuzin had total metribuzin residues (metribuzin and metabolites) in the muscle, liver, kidney, and fat tissues ranging from non-detectable, 0.55-1.01 ppm, 0.08-0.17 ppm, and 0.06-1.13 ppm respectively(1). Poultry feed a diet of 15 ppm metribuzin had total metribuzin residues (metribuzin and metabolites) in eggs, giblet, muscle, fat, and skin ranging from 0.032-0.053 ppm, 0.23-0.27 ppm, 0.06-0.07 ppm, 0.04-0.08 ppm, and 0.03-0.08 ppm respectively(1).
Signs and SymptomsIn Animals: central nervous system depressionthyroid, liver enzyme changes
Acute Toxicity LinkChemical: METRIBUZIN
ICSC Environmental DataThe substance is harmful to aquatic organisms. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.
EPA IRIS InformationMetribuzinHepatic2.5 x 10 ^-2 mg/kg-day
주 식수 지침(FL) FLORIDA 180 ug/L(ME) MAINE 175 ug/l(MN) MINNESOTA 200 ug/l(WI) WISCONSIN 250 ug/l
연방 식수 지침EPA 70 ug/L
직업 노출 등급(OEB)B
직업 노출 한계(OEL)TWA: 5 mg/m3
수질 위해 등급(WGK)3
RTECS 번호XZ2990000
운송 번호(UN)UN3077 9/PG 3
독성LD50 orally in rats: 2200 mg/kgLC50 in rainbow trout: >10 ppm (Loeser, Kimmerle)
관세 코드29336990
위험 문구(R)22-50/53-36-20/21/22-11
위험 표시XnN,N,Xn,F
안전 문구(S)2-60-61-36-26-16-36/37
포장분류III
위험 등급9Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
기존화학 물질KE-01226
저장 분류11 - Combustible Solids
유해 물질 데이터21087-64-9(Hazardous Substances Data)