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顺式氰戊菊酯

顺式氰戊菊酯用途

Esfenvalerate 是拟除虫菊酯杀虫剂 fenvalerate 的四个异构体之一。

顺式氰戊菊酯名称

[ CAS 号 ]:
66230-04-4

[ 中文名 ]:
S-氰戊菊酯

[ 英文名 ]:
Esfenvalerate

[中文别名 ]:

[英文别名 ]:

Sumi-α
Asana
Asana XL
Halmark
S,S-fenvalerate
Esfenvalerate
MFCD00203302
Fenvalerate (S,S)-isomer

顺式氰戊菊酯生物活性

[ 描述 ]:

Esfenvalerate 是拟除虫菊酯杀虫剂 fenvalerate 的四个异构体之一。

[ 相关类别 ]:

研究领域 >> 其他

信号通路 >> 其他 >> 其他

[体内研究]

艾司氰戊菊酯(0.1、1、7.5或15 mg/kg/天；灌胃；从妊娠期(GD)13至19天)表现出15 mg/kg/天的神经毒性临床症状[1]。

[参考文献]

[1]. Anne-Marie Saillenfait, et al. The Pyrethroid Insecticides Permethrin and Esfenvalerate Do Not Disrupt Testicular Steroidogenesis in the Rat Fetus. Toxicology. 2018 Dec 1;410:116-124.

顺式氰戊菊酯物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
538.9±50.0 °C at 760 mmHg

[ 熔点 ]:
59°C

[ 分子式 ]:
C₂₅H₂₂ClNO₃

[ 分子量 ]:
419.900

[ 闪点 ]:
279.7±30.1 °C

[ 精确质量 ]:
419.128815

[ PSA ]:
59.32000

[ LogP ]:
6.68

[ 外观性状 ]:
无色至白色晶体

[ 蒸汽压 ]:
0.0±1.4 mmHg at 25°C

[ 折射率 ]:
1.586

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

顺式氰戊菊酯MSDS

顺式氰戊菊酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CY1576367

CHEMICAL NAME :: Benzeneacetic acid, 4-chloro-alpha-(1-methylethyl)-, cyano (3-phenoxyphenyl)methyl ester, (S-(R*,R*))-

CAS REGISTRY NUMBER :: 66230-04-4

LAST UPDATED :: 199710

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C25-H22-Cl-N-O3

MOLECULAR WEIGHT :: 419.93

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 :: 325 mg/kg

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C287,1991

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C287,1991

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >2 gm/kg

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C27,1991 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,309,1991 IARC Cancer Review:Human No Available Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,309,1991 IARC Cancer Review:Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 53,309,1991

顺式氰戊菊酯安全信息

[ 符号 ]:

GHS06, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301 + H331-H317-H410

[ 警示性声明 ]:
P261-P273-P280-P301 + P310 + P330-P304 + P340 + P312-P403 + P233

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T:Toxic;N:Dangerousfortheenvironment;

[ 风险声明 (欧洲) ]:
R23/25;R43;R50/53

[ 安全声明 (欧洲) ]:
S24-S36/37/39-S45-S60-S61

[ 危险品运输编码 ]:
UN 2811

[ RTECS号 ]:
CY1576367

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2926909090

顺式氰戊菊酯合成路线

顺式氰戊菊酯上下游产品

顺式氰戊菊酯上游产品

顺式氰戊菊酯下游产品

顺式氰戊菊酯制备

氰戊菊酯分子中有2个不对称碳原子，因此有S，S、S，R、R，S、R，R四种旋光异构体。其中S，S体药效最高，R，R体药效最低。提高S，S体主要方法如下。
使用手征性相转移催化剂合成以（S）-（-）-α甲基苄胺为拆分剂，把外消旋体α-异丙基对氯苯乙酸拆分，得S体酸，再合成相应的S-酰氯。然后再与间苯氧基苯甲醛、氰化钠作用，使用手征性的N-苄基辛可尼定氯化铵（BCDC）为相转移催化剂，得非对映异构体S，S和S，R体，其中S，S体过量5%。此法操作简单，反应条件温和，收率高，是一种很有前途的不对称合成的方法。该法手征性相转移催化剂的选择和反应条件尚需探索。
化学拆分-差向异构体先将α-异丙基对氯苯乙酸化学拆分制成S-酸，经酰氯化后，再与间苯氧基苯甲醛、氰化钠作用，制成氰戊菊酯S，S体和S，R体。再利用它们理化性质的不同，把它们分离开来。最后将S，R体差向异构体制成S，S体。S，S体即顺式氰戊菊酸。
此法已在日本工业化。优点是S，S体纯度高、质量好、收率高，缺点是R酸用途有待开拓，成本相对较高。
差向异构化法利用体（S，R与R，S对映体）与β体（S，S与R，R对映体）理化性质的不同，将它们分离开来。再将体差向异构体为β体。此法投资少、操作简单、反应条件温和，是一种很有前途的工艺路线，已进行工业化试验。

顺式氰戊菊酯海关

[ 海关编码 ]: 2926909090

[ 中文概述 ]:
2926909090 其他腈基化合物. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

顺式氰戊菊酯文献

Environmentally relevant mixing ratios in cumulative assessments: a study of the kinetics of pyrethroids and their ester cleavage metabolites in blood and brain; and the effect of a pyrethroid mixture on the motor activity of rats.

Toxicology 320 , 15-24, (2014)

National surveys of United States households and child care centers have demonstrated that pyrethroids are widely distributed in indoor habited dwellings and this suggests that co-exposure to multiple...

[Chemical toxicological identification of esfenvalerate].

Sud. Med. Ekspert. 55(3) , 37-41, (2012)

The optimal conditions for the isolation of esfenvalerate from the biological specimens have been determined. It was shown that this compound can be separated from the endogenous component of a biolog...

Pyrethroids in human breast milk: occurrence and nursing daily intake estimation.

Environ. Int. 47 , 17-22, (2012)

There is an assumption that pyrethroid pesticides are converted to non-toxic metabolites by hydrolysis in mammals. However, some recent works have shown their bioaccumulation in human breast milk coll...

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