氟磺隆 | 94125-34-5

• 物质功能分类: 化学农药原药 - 除草剂 - 其他除草剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 氟磺隆
• 中文别名: 1-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-3-(2,(3,3,3-三氟丙基)苯基磺酰基)脲；三氟丙磺隆；1-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-3-[2-(3,3,3-三氟丙基)苯磺酰]脲
• 英文名称: prosulfuron
• 英文别名: 1-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-3-[2-(3,3,3-trifluoropropyl)phenylsulfonyl]urea；N-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)-N'-[2-(3,3,3-trifluoroprop-1-yl)-benzenesulfonyl]-urea；1-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-3-[2-(3,3,3-trifluoropropyl)phenyl]sulfonylurea
• CAS: 94125-34-5
• 化学式: C₁₅H₁₆F₃N₅O₄S
• 分子量: 419.384
• InChiKey: LTUNNEGNEKBSEH-UHFFFAOYSA-N

物化性质

• 熔点：
  155° (dec)
• 密度：
  1.462±0.06 g/cm3(Predicted)
• LogP：
  3.020 (est)
• 颜色/状态：
  Colorless crystals
• 气味：
  Odorless
• 闪点：
  100.00 °C (212.00 °F) - closed cup
• 溶解度：
  In water, 29 mg/L (pH 4.5), 87 mg/L (pH 5.0), 4000 mg/L (pH 6.8), 43000 mg/L (pH 7.7) at 25 °C
• 蒸汽压力：
  <2.63X10-8 mm Hg at 25 °C (OECD Guideline 104)
• 稳定性/保质期：

  Stable under recommended storage conditions.

• 解离常数：
  pKa = 3.76
• 碰撞截面：
  187.01 Ų [M+H]+ [CCS Type: TW]

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  10

ADMET

代谢

以0.5 mg/kg的剂量单次口服、单次静脉注射、400 mg/kg单次口服以及连续14天重复给药0.5 mg/kg非放射性化合物后，单次口服三嗪-(4-14)C草磺隆。...每种性别的代谢物轮廓相似，与给药途径无关。然而，女性倾向于在尿液中排出更多的放射性，而在粪便中排出的比男性少。尿液中浓度最高的代谢物是#2（三嗪基甲基的羟基化）和#11（母化合物），以及#1（甲氧基的去甲基化）和#3（三氟丙基的羟基化）。女性排出的母化合物比男性多。男性排出的羟基化代谢物和三氟丙基上双键的代谢物较多。在0.5 mg/kg的剂量下，代谢物不受给药途径或频率的影响。在400 mg/kg组中，粪便中的放射性比例增加。尿代谢物#3在400 mg/kg时比0.5 mg/kg时更高，尤其是在男性中。认为甲氧基的去甲基化和三嗪基甲基的羟基化是主要的代谢途径；而三氟丙基苯环上各点的羟基化是一个较慢的过程，随着主要途径接近饱和，其重要性增加。

Rats were administered triazine-(4-14)C prosulfuron as a single oral dose of 0.5 mg/kg, a single i.v. dose of 0.5 mg/kg, a single oral dose of 400 mg/kg and a single oral dose of triazine-(4-14)C prosulfuron following 14 days of repeated dosing with 0.5 mg/kg of nonradiolabeled compound. ... The metabolite profile for each sex was similar regardless of the route of administration. However, females tended to excrete more radioactivity in the urine and less in the feces than males. The metabolites in the greatest concentration in the urine were #2 (hydroxylation of triazinyl methyl group) and #11 (parent compound) along with #1 (O-demethylated methoxy group) and #3 (hydroxylation of trifluoropropyl group). Females excreted more parent compound than males. Males excreted more of the hydroxylated metabolites and more metabolites with a double bond on the trifluoropropyl group. At 0.5 mg/kg, the metabolites were not affected by the route or frequency of administration. The proportion of administered radioactivity in the feces increased in the 400 mg/kg group. Urinary metabolite #3 was greater at 400 mg/kg than 0.5 mg/kg, especially in males. It is believed that O-demethylation of the methoxy group and hydroxylation of the triazinyl methyl group are the primary metabolic pathways; while hydroxylation at various sites of the trifluoropropylbenzene moiety is a slower process that increases in importance as the primary pathways approach saturation.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在代谢研究中，大鼠单次口服剂量为0.5 mg/kg的苯基-(14)C草磺隆，单次静脉注射剂量为0.5 mg/kg，单次口服剂量为400 mg/kg，以及在大鼠连续14天重复给药0.5 mg/kg的无标记化合物后，单次口服苯基-(14)C草磺隆。...确定了15种尿液代谢物，并在粪便中确认了13种类似的代谢物。...主要代谢途径发生在侧链和苯环位置的羟基化以及三唑甲基氧基的O-脱甲基化。次要代谢途径包括三氟丙基侧链的不饱和化，苯磺酰脲键的水解以及三嗪环系统的氧化/水解断裂。主要的代谢物（占0.5 mg/kg时尿液中放射活性的47%至60%）是通过三嗪甲基基团羟基化形成的。在0.5 mg/kg的剂量下，代谢不受给药途径的影响。

In a metabolism study rats were administered phenyl-(14)C prosulfuron as a single oral dose of 0.5 mg/kg, a single i.v. dose of 0.5 mg/kg, a single oral dose of 400 mg/kg and a single oral dose of phenyl-(14)C prosulfuron following 14 days of repeated dosing with 0.5 mg/kg of nonlabeled compound. ... Fifteen urinary metabolites were determined and 13 similar metabolites were confirmed in feces. ... The major routes of metabolism occurred via hydroxylation at side chains and phenyl ring positions and O-demethylation of the triazyl methoxy group. Minor routes of metabolism included unsaturation of the trifluoropropyl side chain, hydrolysis of the phenyl-sulfonylurea link and oxidative/hydrolytic cleavage of the triazine ring system. The major metabolite (47% to 60% of urinary radioactivity at 0.5 mg/kg) was formed by hydroxylation of the triazinyl methyl group. At the 0.5 mg/kg level, metabolism was not affected by route of administration.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 毒性总结

识别和使用：丙硫咪唑是一种三嗪基磺酰脲类除草剂。人体研究：无数据。动物研究：它不是皮肤或眼睛的刺激物，也不是致敏剂。在亚慢性口服毒性研究中，将丙硫咪唑技术剂通过饮食给予4只/性别/剂量的比格犬，剂量水平为0、15、150、1500或3000 ppm，持续90天。观察到两性均出现血液毒性。在两个最高剂量水平上，两性均观察到肝脏毒性。在测试的最高剂量下，两只雄性显示出心肌坏死伴纤维化和心室和乳头肌的病态矿化，一只雌性显示出心肌变性。在一项为期90天的小鼠喂养研究中，将丙硫咪唑口服给予小鼠，饮食水平为0、15、500、1750、3500或7000 ppm。在较高剂量水平下，观察到雄性在>3500 ppm和雌性在7000 ppm时心脏的退行性空泡化。在肝脏观察到的小叶中央肥厚的发生率在雄性>1750 ppm和雌性>3500 ppm时具有统计学意义。在大鼠致癌性研究中，每组60只/性别/剂量组的 rats 被给予0、10、200、2000或4000 ppm的饮食，持续2年。与对照相比，在2000 ppm和4000 ppm时观察到雌性乳腺腺癌的发生率增加。乳腺腺瘤在2000 ppm和4000 ppm时也有所增加。在2000 ppm和4000 ppm时，与对照相比，良性睾丸间质细胞肿瘤（仅显著趋势）的发病率也有所增加。在为期18个月的小鼠喂养致癌性研究中，与对照组相比，处理组的新生肿瘤发生率没有增加。在兔子的发育研究中，胎儿体重减轻，骨骼异常/骨化延迟增加。在大鼠的神经毒性研究中，观察到的效果与短暂性神经毒性一致，主要影响感觉运动和步态功能。诱变性测试为阴性。生态毒性研究：与其他三嗪基磺酰脲类除草剂结合使用，对土壤微生物生物量和其生化活性产生了不利影响。

IDENTIFICATION AND USE: Prosulfuron is a triazinyl-sulfonylurea herbicide. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: It is not skin or eye irritant, or sensitizer. In a subchronic oral toxicity study, prosulfuron technical was administered to 4 beagle dogs/sex/dose via the diet at dose levels of 0, 15, 150, 1500, or 3000 ppm for 90 days. Hematotoxicity was observed in both sexes. Hepatotoxicity was observed in both sexes at the two highest dose levels. At the highest dose tested, two males displayed myocardial necrosis with fibrosis and dystrophic mineralization in the ventricular and papillary muscles, and one female displayed myocardial degeneration. A 90-day feeding study in mice was conducted in which prosulfuron was administered orally to mice at dietary levels of 0, 15, 500, 1750, 3500, or 7000 ppm. At higher dose levels, degenerative vacuolation of the heart was observed in males at > 3500 ppm and in females at 7000 ppm. The incidence of centrilobular hypertrophy observed in the liver was statistically significant at > 1750 in males and > 3500 in females. In a carcinogenicity study in rats, groups of 60 rats/sex/dose group were administered 0, 10, 200, 2000 or 4000 ppm in the diet for a 2-year period. Increases in the incidence of mammary adenocarcinomas in females was observed at 2000 ppm and 4000 ppm compared to controls. Mammary gland adenomas were also slightly increased at 2000 ppm and 4000 ppm. Slight increases in the incidence of benign testicular interstitial cell tumors (significant trend only) were also observed at 2000 ppm and 4000 ppm compared to controls. In a feeding carcinogenicity 18-month study in mice there was no increase in the incidence of neoplasia in treatment groups when compared to controls. In a developmental study in rabbits fetal weights were reduced and skeletal anomalies/delayed ossification increased. In a neurotoxicity study in rats the observed effects were consistent with transient neurotoxicity affecting primarily sensorimotor and gait functions. Mutagenicity tests were negative. ECOTOXICITY STUDIES: In combination with other triazinyl-sulfonylurea herbicides it exerted a detrimental effect on soil microbial biomass and its biochemical activities.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中毒物清除。如果患者停止呼吸，开始人工呼吸，最好使用需求阀复苏器、袋阀面罩装置或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐，让患者前倾或置于左侧卧位（如果可能的话，头部向下）以保持呼吸道畅通，防止吸入性肺炎。保持患者安静，维持正常体温。寻求医疗救助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，辅助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……。监测休克，如有必要，进行治疗……。预防癫痫发作，如有必要，进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）持续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能够吞咽，有强烈的干呕反射，并且不流口水，则冲洗口腔并给予5毫升/千克，最多200毫升的水进行稀释……。在去污染后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒物A和B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于昏迷、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽插管以控制气道。使用带气囊的面罩进行正压通气技术可能有益。考虑使用药物治疗肺水肿……。对于严重的支气管痉挛，考虑给予β激动剂，如沙丁胺醇……。监测心率和必要时治疗心律失常……。开始静脉输注5%葡萄糖水（D5W），保持通路开放，最低流量/ SRP: "To keep open", minimal flow rate /. 如果出现低血容量的迹象，使用0.9%生理盐水（NS）或乳酸钠林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。注意液体过载的迹象……。使用地西泮（安定）或劳拉西泮（安泰伦）治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。/毒素A和B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

老鼠单次口服剂量为0.5毫克/千克的三嗪-(4-14)C草磺隆，单次静脉注射剂量为0.5毫克/千克，单次口服剂量为400毫克/千克，以及经过14天重复给药0.5毫克/千克非放射性化合物后的单次口服三嗪-(4-14)C草磺隆剂量。大约90%的给药剂量在给药后48小时内被排泄。在168小时内，尿液中的放射性排泄量占给药放射性的61.19-83.36%，粪便中的放射性排泄量占10.46-35.84%。组织中的放射性活性很低，不到给药剂量的0.91%。每种性别的代谢物轮廓相似，与给药途径无关。然而，雌性倾向于在尿液中排泄更多的放射性，而在粪便中排泄较少，与雄性相比。

Rats were administered triazine-(4-14)C prosulfuron as a single oral dose of 0.5 mg/kg, a single i.v. dose of 0.5 mg/kg, a single oral dose of 400 mg/kg and a single oral dose of triazine-(4-14)C prosulfuron following 14 days of repeated dosing with 0.5 mg/kg of nonradiolabeled compound. Approximately 90% of the administered dose was excreted within 48 hours post-dosing. Over a 168 hour period, urinary excretion of radioactivity ranged from 61.19-83.36% of the administered radioactivity and fecal excretion of radioactivity ranged from 10.46- 35.84%. Tissue radioactivity was low, less than 0.91% of the administered dose. The metabolite profile for each sex was similar regardless of the route of administration. However, females tended to excrete more radioactivity in the urine and less in the feces than males. ...

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在一项代谢研究中，大鼠以0.5毫克/千克的单一口服剂量、0.5毫克/千克的单一静脉注射剂量、400毫克/千克的单一口服剂量以及在接受0.5毫克/千克的非标记化合物重复给药14天后的单一口服剂量接受了苯基-(14)C prosulfuron。大约90%的给药剂量在前48小时内被排泄。在168小时的收集期内，0.5毫克/千克组的大鼠通过尿液排泄了71-83%的给药剂量，通过粪便排泄了10-23%。在400毫克/千克时，与尿液（61-71%）相比，更多的给药剂量通过粪便（33-36%）排泄。雌性通常比雄性在尿液中排泄更多的剂量（79-91%对66-79%）。母体化合物在雌性尿液中占总活性的8-27%，在雄性中占5-9%，而在粪便中，雌性有10-16%的母体化合物，雄性有5-6%。确定了15种尿液代谢物，并在粪便中确认了13种类似的代谢物。尿液中90-99%的放射性被鉴定，粪便中75-90%的放射性被鉴定。组织水平较低。在400毫克/千克时，含有最多放射性的是皮肤（0.04-0.46%）。骨骼含有最少的放射性（0.00031%-0.00050%）。在0.5毫克/千克的动物中，大多数组织在给药后168小时没有发现可测量的放射性。...

In a metabolism study rats were administered phenyl-(14)C prosulfuron as a single oral dose of 0.5 mg/kg, a single i.v. dose of 0.5 mg/kg, a single oral dose of 400 mg/kg and a single oral dose of phenyl-(14)C prosulfuron following 14 days of repeated dosing with 0.5 mg/kg of nonlabeled compound. Approximately 90% of the administered dose was excreted during the first 48 hours. Over the 168 hour collection period, rats in the 0.5 mg/kg group excreted 71-83% of the administered dose in the urine and 10-23% in the feces. At 400 mg/kg, a greater proportion of the administered dose was excreted in the feces (33-36%) compared to urine (61-71%). Females usually excreted more of the dose in the urine (79-91%) than males (66-79%). The parent compound represented 8-27% of the total activity in the urine of females and 5-9% in males, whereas in the feces there was 10-16% of the parent compound in females and 5-6% in males. Fifteen urinary metabolites were determined and 13 similar metabolites were confirmed in feces. 90-99% of the urinary radioactivity was identified and 75-90% of the fecal radioactivity was identified. Tissue levels were low. At 400 mg/kg, the tissue containing the most radioactivity was the skin (0.04- 0.46%). Bone contained the smallest amount of radioactivity (0.00031%-0.00050%). No measurable amount of radioactivity was found in most tissues 168 hours post-dosing in animals at 0.5 mg/kg. ...

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  N,Xn
• 安全说明：
  S60
• 危险类别码：
  R22,R50/53
• WGK Germany：
  3
• 危险品运输编号：
  UN3077 9/PG 3

制备方法与用途

概述

氟磺隆是一种高效、低毒的磺酰脲类除草剂，主要用于玉米田中的禾本科杂草和阔叶草。推荐用量为27～40克/公顷（a.i.），因其高效性被誉为“超级除草剂”，效率是传统除草剂的100-1000倍。

化学性质

氟磺隆纯品是一种无色无味结晶体，纯度高达95%以上。熔点为155℃（分解），蒸气压≤3.5×10^-3 mPa（25℃）。其在水中的分配系数Kow lg(25℃)分别为：pH 5.0时为1.5，pH 6.9时为-0.21，pH 9.0时为-0.76。Henry值小于3×10^-4 Pa·m^3/mol。在不同pH值的溶液中的溶解度如下：蒸馏水（pH 4.5）中溶解度为29 mg/L；缓冲溶液（pH 5.0）中87 mg/L，（pH 6.8）中4000 mg/L，（pH 7.7）中43000 mg/L。有机溶剂中的溶解度分别为：乙醇8.4 g/L，丙酮160 g/L，甲苯6.1 g/L，正己烷0.0064 g/L，正辛醇1.4 g/L，乙酸乙酯56 g/L，二氯甲烷180 g/L。氟磺隆在水中可快速水解，其DT₅₀值在pH 5时为5~10天，在pH 7和9时大于1年（均在20℃）。对光稳定，pKa值为3.76。

毒性

氟磺隆的急性毒性较低：大鼠经口LD₅₀值为986 mg/kg，小鼠为1247 mg/kg。兔经皮LD₅₀大于2000 mg/kg。大鼠吸入LC₅₀（4小时）大于5400 mg/L。对兔眼睛和皮肤无刺激作用。长期毒性的研究显示，大鼠的NOAEL值为1.9 mg/(kg·d)，小鼠为200 mg/kg饲料（8.6 mg/(kg·d)），狗为1.9 mg/升（60 mg/L）。ADI（可接受每日摄入量）为0.02 mg/kg，EPA也为0.02 mg/kg。氟磺隆无致畸或致突变作用。

作用机理与特点

氟磺隆是乙酰乳酸合成酶（ALS）抑制剂，通过抑制必需氨基酸缬氨酸和异亮氨酸的合成，从而阻止细胞分裂和植物生长。它在作物中的快速代谢赋予了其选择性。杂草通过根部和叶片吸收后，在木质部和韧皮部传导至作用位点，通常在施药1～3周内使杂草死亡。它不能与有机磷农药混用。

应用

氟磺隆适用于多种作物的除草，尤其适合玉米、高粱等禾谷类作物以及草坪和牧场。其在土壤中的半衰期为8~40天，在玉米植株内的代谢时间为1~2.5小时，短于其他商品化磺酰脲类除草剂。对玉米及其他作物安全，对后茬作物如大麦、小麦、燕麦、水稻、大豆和马铃薯影响较小，但有时会损害甜菜和向日葵。

防治对象

氟磺隆主要用于防除阔叶杂草，特别是茴麻属、苋属、藜属、蓼属及繁缕属等。它对这些杂草表现出优异的防治效果。

合成方法

氟磺隆主要通过两种合成路线制备：

用途

适用于玉米田防除禾本科和阔叶杂草。

反应信息

• 作为反应物：
  描述：

  氟磺隆 在 sodium acetate 、 溶剂黄146 作用下， 反应 27.0h， 以60 mg的产率得到2-(3,3,3-三氟丙基)苯磺酰胺
  参考文献：
  名称：

  Soil Transformation of Prosulfuron

  摘要：

  The transformation of prosulfuron [1-(4-methoxy-6-methyltriazine-2-yl)-3-[2-(3,3,3-trifluropropyl)-phenylsulfonyl]urea] in three soils at different pH values (sterilized and unsterilized) was studied, and it was shown that the rate of transformation was high in acidic soil. From the results obtained in sterile soils, it is shown that the mechanism of dissipation was mainly chemical in acidic soils. A new metabolite, 2-(3,3,3-trifluoropropyl)phenylsulfonic acid, was identified.

  DOI：

  10.1021/jf0340815
• 作为产物：
  描述：

  N-[2-(3,3,3-trifluoro-1propen-1yl)phenylsulfonyl]-N'-(4-methoxy-6methyl-1,3,5-triazin-2-yl)urea 、 氢气 在 钯 acetone-ether 、 氟磺隆 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 氟磺隆
  参考文献：
  名称：

  Phenylsulfonyl isocyanates and thioisocyanates

  摘要：

  化合物I的N-苯磺酰-N'-嘧啶基和-三嗪基脲的通式如下：##STR1## 其中A为3,3,3-三氟丙基或3,3-二氟丁基，R1为氢、卤素、硝基、氰基、C1-C4烷基、C1-C4卤代烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基磺酰基、C1-C4烷基磺酰基、--CO--R6、--NR7R8、--CO--NR9R10或--SO2--NR11R12，R2为氢、卤素、C1-C4烷基、C1-C4烷氧基、C1-C4烷基硫基、C1-C4烷基磺酰基或C1-C4烷基磺酰基，R3和R4各自独立地为氢、卤素、C1-C4烷基、C1-C4卤代烷基、C2-C4卤代烷氧基、C1-C4烷基硫基、C1-C4卤代烷基硫基、C2-C4烷氧基烷基、C1-C4烷氧基或--NR13R13，R5为氢、C1-C4烷基或C1-C4烷氧基，R6为C1-C4烷氧基、C1-C4卤代烷氧基、C1-C4烷基硫基、C2-C6烷氧基烷氧基、氢、C1-C4烷基或C1-C4卤代烷基，R7、R8、R9、R10、R11、R12和R13各自独立地为氢或C1-C4烷基，E为氮或甲基桥，Z为氧或硫；以及这些化合物的盐。

  公开号：

  US04952726A1
• 作为试剂：
  描述：

  N-[2-(3,3,3-trifluoro-1propen-1yl)phenylsulfonyl]-N'-(4-methoxy-6methyl-1,3,5-triazin-2-yl)urea 、 氢气 在 钯 acetone-ether 、 氟磺隆 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 氟磺隆
  参考文献：
  名称：

  N-phenylsulfonyl-N'-pyrimidinyl-ureas

  摘要：

  公式I中的N-苯基磺酰-N'-嘧啶基和三嗪基脲，其中A是3,3,3-三氟丙基或3,3-二氟丁基，R1是氢，卤素，硝基，氰基，C1-C4-烷基，C1-C4-卤代烷基，C1-C4-烷氧基，C1-C4-烷基硫基，C1-C4-烷基亚磺酰基，C1-C4-烷基磺酰基，-CO-R6，-NR7R8，-CO-NR9R10或-SO2-NR11R12，R2是氢，卤素，C1-C4-烷基，C1-C4-烷氧基，C1-C4-烷基硫基，C1-C4-烷基亚磺酰基或C1-C4-烷基磺酰基，R3和R4各自独立地是氢，卤素，C1-C4-烷基，C1-C4-卤代烷基，C2-C4-卤代烷氧基，C1-C4-烷基硫基，C1-C4-卤代烷基硫基，C2-C4-烷氧基烷基，C1-C4-烷氧基或-NR12R13，R5是氢，C1-C4-烷基或C1-C4-烷氧基，R6是C1-C4-烷氧基，C1-C4-卤代烷氧基，C1-C4-烷基硫基，C2-C6-烷氧基烷氧基，氢，C1-C4-烷基或C1-C4-卤代烷基，R7，R8，R9，R10，R11，R12和R13各自独立地是氢或C1-C4-烷基，E是氮或甲基桥，Z是氧或硫;以及这些化合物的盐。

  公开号：

  US04759793A1

文献信息

• [EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
  申请人：GILEAD APOLLO LLC

  公开号：WO2017075056A1

  公开（公告）日：2017-05-04

  The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.

  本发明提供了化合物I和II，这些化合物可用作乙酰辅酶A羧化酶（ACC）的抑制剂，以及它们的组合物和使用方法。
• [EN] 3-[(HYDRAZONO)METHYL]-N-(TETRAZOL-5-YL)-BENZAMIDE AND 3-[(HYDRAZONO)METHYL]-N-(1,3,4-OXADIAZOL-2-YL)-BENZAMIDE DERIVATIVES AS HERBICIDES<br/>[FR] DÉRIVÉS DE 3-[(HYDRAZONO))MÉTHYL]-N-(TÉTRAZOL-5-YL)-BENZAMIDE ET DE 3-[(HYDRAZONO)MÉTHYL]-N-(1,3,4-OXADIAZOL-2-YL)-BENZAMIDE UTILISÉS EN TANT QU'HERBICIDES
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2021013969A1

  公开（公告）日：2021-01-28

  The present invention related to compounds of Formula (I): or an agronomically acceptable salt thereof, wherein Q, R2, R3, R4, R5 and R6 are as described herein. The invention further relates to compositions comprising said compounds, to methods of controlling weeds using said compositions, and to the use of compounds of Formula (I) as a herbicide.

  本发明涉及以下式（I）的化合物或其农业上可接受的盐，其中Q、R2、R3、R4、R5和R6如本文所述。该发明还涉及包含所述化合物的组合物，使用这些组合物控制杂草的方法，以及将式（I）的化合物用作除草剂的用途。
• [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2017157962A1

  公开（公告）日：2017-09-21

  Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.

  式(I)的化合物，其中取代基如权利要求1所定义，作为杀虫剂特别是杀菌剂有用。
• [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013079350A1

  公开（公告）日：2013-06-06

  Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.

  式(I)或(I')的化合物，其中取代基如权利要求1所定义的那样，可用作杀虫剂。
• [EN] HERBICIDALLY ACTIVE HETEROARYL-S?BSTIT?TED CYCLIC DIONES OR DERIVATIVES THEREOF<br/>[FR] DIONES CYCLIQUES SUBSTITUÉES PAR HÉTÉROARYLE À ACTIVITÉ HERBICIDE OU DÉRIVÉS DE CELLES-CI
  申请人：SYNGENTA LTD

  公开号：WO2011012862A1

  公开（公告）日：2011-02-03

  The invention relates to a compound of formula (I), which is suitable for use as a herbicide wherein G is hydrogen or an agriculturally acceptable metal, sulfonium, ammonium or latentiating group; Q is a unsubstituted or substituted C3-C8 saturated or mono-unsaturated heterocyclyl containing at least one heteroatom selected from O, N and S, or Q is heteroaryl or substituted heteroaryl; m is 1, 2 or 3; and Het is an optionally substituted monocyclic or bicyclic heteroaromatic ring; and wherein the compound is optionally an agronomically acceptable salt thereof.

  该发明涉及一种化合物，其化学式为(I)，适用作为除草剂，其中G为氢或农业可接受的金属、磺酸盐、铵盐或潜伏基团；Q为未取代或取代的含有至少一个来自O、N和S的杂原子的饱和或单不饱和的C3-C8杂环烷基，或Q为杂芳基或取代的杂芳基；m为1、2或3；Het为可选择地取代的单环或双环杂芳环；且该化合物可选择地为其农学上可接受的盐。