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稀禾定

稀禾定用途

Sethoxydim是一种出苗后除草剂。Sethoxydim抑制植物乙酰辅酶A羧化酶(ACC酶)活性[1][2]。
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稀禾定名称

[ CAS 号 ]:
74051-80-2

[ 中文名 ]:
烯禾啶

[ 英文名 ]:
Aljaden

[中文别名 ]:

[英文别名 ]:

稀禾定生物活性

[ 描述 ]:

Sethoxydim是一种出苗后除草剂。Sethoxydim抑制植物乙酰辅酶A羧化酶(ACC酶)活性[1][2]。

[ 相关类别 ]:

研究领域 >> 其他
信号通路 >> 代谢酶/蛋白酶 >> 乙酰辅酶A羧化酶

[体外研究]

Sethoxydim(0-100μM,5分钟) 抑制玉米叶绿体中乙酰辅酶 A.羧化酶的活性[1] 西他西丁(1μM)抑制油菜叶片的生长速率、叶绿素和脂质含量[1]

[参考文献]

[1]. Burton JD, et al. Inhibition of plant acetyl-coenzyme A carboxylase by the herbicides sethoxydim and haloxyfop. Biochem Biophys Res Commun. 1987 Nov 13;148(3):1039-44.  

[2]. Belkebir A, et al. Sethoxydim treatment inhibits lipid metabolism and enhances the accumulation of anthocyanins in rape (Brassica napus L.) leaves. Pestic Biochem Physiol. 2013 Sep;107(1):120-6.  

稀禾定物理化学性质

[ 密度 ]:
1.043

[ 沸点 ]:
431.9ºC at 760 mmHg

[ 熔点 ]:
>90°C

[ 分子式 ]:
C17H29NO3S

[ 分子量 ]:
327.48

[ 闪点 ]:
215ºC

[ 精确质量 ]:
327.18700

[ PSA ]:
84.19000

[ LogP ]:
4.50190

[ 外观性状 ]:
油性无气味的液体

[ 折射率 ]:
1.534

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开储运

稀禾定MSDS

稀禾定毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GW7191000
CHEMICAL NAME :
2-Cyclohexen-1-one, 2-(1-(ethoxyimino)butyl)-5-(2-(ethylthio)propyl)-3-hy droxy-
CAS REGISTRY NUMBER :
74051-80-2
LAST UPDATED :
199710
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C17-H29-N-O3-S
MOLECULAR WEIGHT :
327.53
WISWESSER LINE NOTATION :
L6V BUTJ BY3&UNO2 CQ E1Y1&S2

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 :
3200 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: -,C274,1991
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>6280 mg/m3/4H
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: -,C274,1991
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 :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1493 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 38,213,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
505 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
485 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
4600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947- Volume(issue)/page/year: 38,213,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPIFAN Japan Pesticide Information. (Japan Plant Protection Assoc., 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) No.1-61, 1969-92. For publisher information, see AGJAEP. Volume(issue)/page/year: (41),18,1982 *** 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
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稀禾定安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危险品运输编码 ]:
NONH for all modes of transport

[ RTECS号 ]:
GW7191000

稀禾定制备

1.ETO的制备以丁烯-2-醛为原料,在叔胺催化下,与乙硫醇加成,生成3-乙硫基丁醛;乙酰乙酸甲酯水解生成乙酰乙酸钠;然后将3-乙硫基丁醛与乙酰乙酸钠作用,以N-甲基己胺为催化剂,在20~40℃反应生成6-乙硫基-3-庚烯-2-酮(简称ETO)。

2.CDNA的制备犈犜犗在甲醇钠存在下与丙二酸二甲酯发生迈克尔(Michel)加成,然后经环合、水解、脱羧反应,得5-[2-(乙硫基)丙基]-1,3-环己二酮(简称CDNA)。

3.稀禾定的合成 DNA以丁酰氯为酰化剂进行酰化反应,由于丁酰氯易于水解,反应应在有机溶剂中进行,需采用相转移催化剂,酰化产物在4-N,N-二甲基吡啶催化作用下发生转位重排。重排产物再与乙氧基胺在40~60℃温和条件下进行缩合成肟,以较高收率制得稀禾定。

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稀禾定文献

Effects of herbicides on Behr's metalmark butterfly, a surrogate species for the endangered butterfly, Lange's metalmark.

Environ. Pollut. 164 , 24-7, (2012)

Lange's metalmark butterfly, Apodemia mormo langei Comstock, is in danger of extinction due to loss of habitat caused by invasive exotic plants which are eliminating its food, naked stem buckwheat. He...

Inhibition of 4-hydroxyphenylpyruvate dioxygenase by sethoxydim, a potent inhibitor of acetyl-coenzyme A carboxylase.

Bioorg. Med. Chem. Lett. 9(4) , 551-4, (1999)

Sethoxydim, a commercially available cyclohexanedione class herbicide by targeting the enzymatic activity of acetyl-coenzyme A carboxylase, has been found to moderately inhibit the activity of 4-hydro...

Trypanosoma brucei: inhibition of acetyl-CoA carboxylase by haloxyfop.

Exp. Parasitol. 130(2) , 159-65, (2012)

Trypanosoma brucei, a eukaryotic pathogen that causes African sleeping sickness in humans and nagana in cattle, depends on the enzyme acetyl-CoA carboxylase (ACC) for full virulence in mice. ACC produ...


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