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三唑酮

三唑酮用途

三唑酮是一种三唑类杀菌剂,用于控制谷物、水果和蔬菜作物、草坪、灌木和树木上的白粉病、锈病和其他真菌害虫。三唑酮抑制羊角甾醇14α-脱甲基酶,干扰真菌麦角甾醇生物合成途径中的氧化脱甲基反应,并阻断赤霉素的生物合成。

三唑酮名称

[ CAS 号 ]:
43121-43-3

[ 中文名 ]:
三唑酮

[ 英文名 ]:
Triadimefon

[中文别名 ]:

[英文别名 ]:

Triadimefone
UNII:1HW039CJF0
Triadimeform
MILTEK
MFCD00055506
ACIZOL
BAY 6681F
BAY 6681 F
BAY-MEB-6447
Bay MEB 6447

三唑酮生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 抗感染 >> 真菌

三唑酮物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
441.9±55.0 °C at 760 mmHg

[ 熔点 ]:
82°C

[ 分子式 ]:
C₁₄H₁₆ClN₃O₂

[ 分子量 ]:
293.749

[ 闪点 ]:
221.0±31.5 °C

[ 精确质量 ]:
293.093109

[ PSA ]:
57.01000

[ LogP ]:
2.77

[ 外观性状 ]:
白色粉末

[ 蒸汽压 ]:
0.0±1.1 mmHg at 25°C

[ 折射率 ]:
1.580

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

[ 水溶解性 ]:
0.026 G/100 ML

三唑酮MSDS

三唑酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EL7100000

CHEMICAL NAME :: 2-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-y l)-

CAS REGISTRY NUMBER :: 43121-43-3

BEILSTEIN REFERENCE NO. :: 0619231

LAST UPDATED :: 199710

DATA ITEMS CITED :: 16

MOLECULAR FORMULA :: C14-H16-Cl-N3-O2

MOLECULAR WEIGHT :: 293.78

WISWESSER LINE NOTATION :: T5NN DNJ AYOR DG&VX1&1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 363 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2450 mg/m3

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2337 mg/m3

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 1750 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 5800 ug/m3/17W-I

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Blood - methemoglobinemia-carboxyhemoglobin Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5800 ug/m3/17W-I

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Blood - methemoglobinemia-carboxyhemoglobin Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 80 mg/kg

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 343,157,1995 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

三唑酮安全信息

[ 符号 ]:

GHS07, GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H317-H410

[ 警示性声明 ]:
P280-P301 + P312 + P330

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn,N,T,F

[ 风险声明 (欧洲) ]:
R22

[ 安全声明 (欧洲) ]:
24-37-61-45-36/37

[ 危险品运输编码 ]:
2588

[ WGK德国 ]:
3

[ RTECS号 ]:
EL7100000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2933990014

三唑酮合成路线

三唑酮上下游产品

三唑酮上游产品

三唑酮下游产品

三唑酮制备

1.将氨气通入甲酸中制得甲酸铵，再与水合肼进行反应得1,2,4-三唑。采用相转移催化法反应，由α,α-二氯频哪酮、对氯苯酚和1,2,4-三唑一步合成，经提纯处理得到三唑酮。

2.1,2,4-三唑的制备将氨气通入甲酸中制得甲酸铵，再与水合肼进行反应得1,2,4-三三唑。

3.一氯频哪酮的制备异戊醇在活性氧化铝催化下脱水、转位生成异戊烯。2-甲基-1-丁烯和2-甲基-2-丁烯与氯化氢加成生成氯代特戊烷。再在酸性溶液中与甲醛反应生成频哪酮，在溶剂存在下通氯得一氯频哪酮。

4.三唑酮的合成一氯频哪酮与对氯苯酚在碳酸钾存在下，在甲苯溶剂中制得1-（4-氯代苯氧基）频哪酮，然后用氯化硫酰氯化制得1-（4-氯代苯氧基）-1-氯代频哪酮。再与1,2,4-三唑合成三唑酮，收率88%。反应也可在丙酮溶剂中，以碘化钠为催化剂，无水碳酸钾为缚酸剂合成醚酮，再换四氯化碳为溶剂与氯化硫酰反应得到定量收率的α-氯代醚酮，然后重新在丙酮溶剂中与1,2,4-三唑反应合成三唑酮，收率87%。

5.在无水碳酸钠存在下、四氯化碳溶剂中，于35℃将1,2,4-三唑通氯氯化，得到1-氯代-1,2,4-三唑，并以此作为氯原子给予体与酮醚反应，使酮醚烷基α位上发生取代反应，生成α氯代酮醚。此反应必须在偶氮二异丁腈等引发剂存在下方能进行。同时，由氯代三唑产生的三唑从反应溶剂中析出，由于反应生成的三唑本身也是缚酸剂，在反应继续进行过程中有三唑酮生成。在补加三唑或缚酸剂之后，α-氯代酮醚全部反应。

三唑酮海关

[ 海关编码 ]: 2933990014

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ 监管条件 ]: S.进出口农药登记证明

[ Summary ]:
2933990014 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)butan-2-one。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%

三唑酮文献

Is the amphibian X. laevis WEC a good alternative method to rodent WEC teratogenicity assay? The example of the three triazole derivative fungicides Triadimefon, Tebuconazole, Cyproconazole.

Reprod. Toxicol. 32(2) , 220-6, (2011)

The aim of the present work is the assessment of teratogenic effects of three triazole-derived fungicides (Triadimefon, FON, Tebuconazole, TEBU, Cyproconazole, CYPRO) on rat and Xenopus laevis embryos...

Stage-dependent abnormalities induced by the fungicide triadimefon in the mouse.

Reprod. Toxicol. 31(2) , 194-9, (2011)

Aim of this work is the study of abnormalities induced by the triazole triadimefon (FON) administered to pregnant mice at E8, E9, E10, E11 or E12. Pregnant CD-1 mouse were gavaged with FON 500 mg/kg a...

Changes of thyroid hormone levels and related gene expression in zebrafish on early life stage exposure to triadimefon.

Environ. Toxicol. Pharmacol. 32(3) , 472-7, (2011)

In this study, zebrafish was exposed to triadimefon. Thyroid hormones levels and the expression of related genes in the hypothalamic-pituitary-thyroid (HPT) axis, including thyroid-stimulating hormone...

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三唑酮