灭草唑 | 20354-26-1

• 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: 灭草唑
• 中文别名: 探头,探测针
• 英文名称: methazole
• 英文别名: oxydiazol；Methazol；2-(3,4-Dichlorphenyl)-4-methyl-1,2,4-oxadiazolidin-3,5-dion；2-(3',4'-dichlorophenyl)-4-methyl-1,2,4-oxadiazolidine-3,5-dione；2-(3,4-dichlorophenyl)-4-methyl-1,2,4-oxadiazolidinedione；Caswell No. 549AA；2-(3,4-dichlorophenyl)-4-methyl-1,2,4-oxadiazolidine-3,5-dione
• CAS: 20354-26-1
• 化学式: C₉H₆Cl₂N₂O₃
• 分子量: 261.064
• InChiKey: LRUUNMYPIBZBQH-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124°
• 沸点：
  348.7±52.0 °C(Predicted)
• 密度：
  1.2400
• 物理描述：
  Methazole appears as colorless crystals to light tan solid. Non corrosive. Herbicide.
• 颜色/状态：
  White solid
• 溶解度：
  @ 25 °C: 1.5 MG/L WATER, 40 G/L ACETONE, 6.5 G/L METHANOL, 55 G/L XYLENE
• 蒸汽压力：
  133 uPa at 25 °C
• 稳定性/保质期：
  可燃，燃烧会产生有毒的氮氧化物和氯化物烟雾。
• 腐蚀性：
  Non-corrosive to metals

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

代谢

BIOXONE被棉花（陆地棉）迅速代谢为1-(3,4-二氯苯基)-3-甲基脲（DCPMU）和1-(3,4-二氯苯基)脲（DCPU）。在处理剪下的棉花叶片3天后，1-(3,4-二氯苯基)脲占施加的放射性碳(14)C的55-70%。完整的根系迅速将BIOXONE代谢为1-(3,4-二氯苯基)-3-甲基脲和1-(3,4-二氯苯基)脲……一些植物蛋白与1-(3,4-二氯苯基)-3-甲基脲和1-(3,4-二氯苯基)脲的结合被指示出来……。

BIOXONE WAS READILY METABOLIZED BY COTTON (GOSSYPIUM HIRSUTUM L) TO 1-(3,4-DICHLOROPHENYL)-3-METHYLUREA (DCPMU) & 1-(3,4-DICHLOROPHENYL)UREA (DCPU). 3 DAYS AFTER TREATMENT OF EXCISED LEAVES /OF COTTON/, 1-(3,4-DICHLOROPHENYL)UREA ACCOUNTED FOR 55-70% OF APPLIED (14)C. INTACT ROOTS METABOLIZED BIOXONE RAPIDLY TO 1-(3,4-DICHLOROPHENYL)-3-METHYLUREA & 1-(3,4-DICHLOROPHENYL)UREA ... SOME CONJUGATION OF PLANT PROTEINS WITH 1-(3,4-DICHLOROPHENYL)-3-METHYLUREA & 1-(3,4-DICHLOROPHENYL)UREA WAS INDICATED ... .

来源:Hazardous Substances Data Bank (HSDB)

代谢

小鼠肝脏微粒体氧化酶代谢主要在好氧条件下产生去甲基甲氮唑，在氮气条件下产生ARNHC(O)NHCH3。来自菠菜的3-羟基-1-甲基脲被还原为1-甲基脲，其余部分与N-O-β-D-葡萄糖苷结合，并形成其6-O-马来酰亚胺酯。

MOUSE LIVER MICROSOMAL OXIDASE METAB GIVES PRIMARILY DESMETHYLMETHAZOLE UNDER AEROBIC CONDITIONS & ARNHC(O)NHCH3 UNDER NITROGEN. 3-HYDROXY-1-METHYLUREA FROM SPINACH IS REDUCED TO 1-METHYLUREA, REMAINDER IS CONJUGATED AS N-O-BETA-D-GLUCOSIDE & ITS 6-O-MALONYL ESTER.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

1. 应立即用肥皂和水清洗去除皮肤污染。眼睛污染应立即通过大量清水长时间冲洗眼睛来处理。如果皮肤或眼睛刺激持续存在，应立即寻求医疗注意。/其他除草剂/

1. SKIN CONTAMINATION SHOULD BE REMOVED PROMPTLY BY WASHING WITH SOAP AND WATER. CONTAMINATION OF THE EYES SHOULD BE TREATED IMMEDIATELY BY PROLONGED FLUSHING OF THE EYES WITH COPIOUS AMOUNTS OF CLEAN WATER. IF DERMAL OR OCULAR IRRITATION PERSISTS, MEDICAL ATTENTION SHOULD BE OBTAINED WITHOUT DELAY. /OTHER HERBICIDES/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

这些除草剂被摄入后，很可能会引起呕吐和腹泻，这是由于大多数有毒物质具有刺激性。如果摄入了大量除草剂，且患者意识清醒，应使用吐根糖浆诱导呕吐，随后喝几杯水。成人及12岁以上儿童的剂量为30毫升；12岁以下儿童的剂量为15毫升。呕吐停止后，给予活性炭。除非已经出现腹泻，否则在活性炭悬浮液中加入山梨醇。如果由于某种原因患者意识不清，应放置带套囊的气管内导管以保护气道，然后用活性炭悬浮液抽吸和灌洗胃部。在拔除胃管之前，在胃中留下一定量的含山梨醇的活性炭。每隔2-4小时重复给予半量或更多初始剂量的活性炭可能会有益。/其他除草剂/

2. INGESTIONS OF THESE HERBICIDES ARE LIKELY TO BE FOLLOWED BY VOMITING AND DIARRHEA DUE TO THE IRRITANT PROPERTIES OF MOST OF THE TOXICANTS. ... A. IF LARGE AMOUNTS OF HERBICIDE HAVE BEEN INGESTED, AND IF THE PATIENT IS FULLY ALERT INDUCE EMESIS WITH SYRUP OF IPECAC, FOLLOWED BY SEVERAL GLASSES OF WATER. DOSAGE FOR ADULTS AND CHILDREN OVER 12 YEARS: 30 ML; DOSAGE FOR CHILDREN UNDER 12 YEARS 15 ML. WHEN VOMITING HAS STOPPED, GIVE ACTIVATED CHARCOAL. ADD SORBITOL TO THE CHARCOAL SLURRY UNLESS DIARRHEA HAS ALREADY COMMENCED. IF, FOR SOME REASON, THE PATIENT IS NOT FULLY ALERT, PUT IN PLACE A CUFFED ENDOTRACHEAL TUBE TO PROTECT THE AIRWAY, THEN ASPIRATE AND LAVAGE THE STOMACH WITH A SLURRY OF ACTIVATED CHARCOAL. LEAVE A QUANTITY OF CHARCOAL, WITH SORBITOL, IN THE STOMACH BEFORE WITHDRAWING THE STOMACH TUBE. REPEATED ADMINISTRATION OF CHARCOAL AT HALF OR MORE THE INITIAL DOSAGE EVERY 2-4 HOURS MAY BE BENEFICIAL. /OTHER HERBICIDES/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

如果摄入的除草剂量较小，如果已经发生了有效的呕吐，或者如果治疗延迟，通过口给予活性炭和山梨醇。如果由于呕吐和腹泻已经发生了严重脱水和电解质耗尽，监测血液电解质和液体平衡，并通过静脉输注葡萄糖、正常盐水林格溶液或乳酸林格液来恢复细胞外液体积和电解质。一旦能够保留液体，随后给予口服营养。液体有助于支持有毒物质的排泄。对于这些除草剂过度暴露的成功管理，通常支持性措施就足够了。/其他除草剂/

2. B. IF THE AMOUNT OF INGESTED HERBICIDES WAS SMALL, IF EFFECTIVE EMESIS HAS ALREADY OCCURRED, OR IF TREATMENT IS DELAYED, ADMINISTER THE ACTIVATED CHARCOAL AND SORBITOL BY MOUTH. C. IF SERIOUS DEHYDRATION AND ELECTROLYTE DEPLETION HAVE OCCURRED AS A RESULT OF VOMITING AND DIARRHEA, MONITOR BLOOD ELECTROLYTES AND AND FLUID BALANCE AND ADMINISTER INTRAVENOUS INFUSIONS OF GLUCOSE, NORMAL SALINE RINGER'S SOLUTION, OR RINGER'S LACTATE TO RESTORE EXTRACELLULAR FLUID VOLUME AND ELECTROLYTES. FOLLOW THIS WITH ORAL NUTRIENTS AS SOON AS FLUIDS CAN BE RETAINED. FLUIDS SERVE TO SUPPORT EXCRETION OF THE TOXICANTS. D. SUPPORTIVE MEASURES ARE ORDINARILY SUFFICIENT FOR SUCCESSFUL MANAGEMENT OF EXCESSIVE EXPOSURES TO THESE HERBICIDES. /OTHER HERBICIDES/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

对皮肤和眼睛有轻微刺激性，并且在兔耳研究中观察到了氯痤疮。它不会在豚鼠身上产生皮肤过敏。在大鼠和小鼠的两年喂养试验中，当饮食中的水平超过100毫克/千克时，脾脏或肝脏中出现了黄棕色的色素（未知其重要性）。在兔子中，当每天剂量小于或等于60毫克/千克时，它不是诱变剂也不是致畸剂，但是当每天剂量大于或等于30毫克/千克时，观察到胎儿毒性。在大鼠的三代研究中，无效应水平（NEL）是50毫克/千克饮食，当饮食中水平大于或等于100毫克/千克时观察到白内障，但没有其他不良影响；在一代研究中，鹌鹑和绿头鸭的无效应水平是3毫克/千克饮食。

... Mildly irritating to the skin and eyes and chloracne was observed in rabbit-ear studies ... . It does not produce skin sensitization in guinea pigs. ... In 2 yr feeding trials in rats and mice a yellow-brown pigment (of unknown significance) occurred in the spleen or liver at levels >100 mg/kg diet. ... It is not a mutagen and not a teratogen in rabbits less than or equal to 60 mg/kg daily, but foetal toxicity was observed greater than or equal to 30 mg/kg daily. In a 3 generation study in rats NEL was 50 mg/kg diet, cataracts were observed greater than or equal to 100 mg/kg diet but no other ill-effect; in a 1 generation study no effect level for bobwhite quail and mallard duck was 3 mg/kg diet.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

以500毫克/千克体重的剂量连续90天喂食大鼠和狗，不会引起血液和尿液状况的改变，也没有组织病理学上的发现。... 对蜜蜂有毒。

Feeding to rats and dogs at 500 mg/kg body wt for 90 days causes no changes in blood and urine status and no histopathological findings. ... Toxic to bees.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

几乎没有完整的除草剂从根部转移到叶片，但是叶片中的放射性在处理后47天占到了甲醇可溶性标记的80-90%。其中大部分的(14)C以DCPU（1-(3,4-二氯苯基)尿素）的形式回收（50-60%）和未识别的极性代谢物（30-40%）。

LITTLE OR NO INTACT HERBICIDE WAS TRANSLOCATED FROM ROOTS TO LEAVES BUT RADIOACTIVITY IN LEAVES ACCOUNTED FOR 80-90% OF METHANOL-SOLUBLE LABEL @ 47 DAYS POSTTREATMENT. MOST OF THIS (14)C WAS RECOVERED AS DCPU /1-(3,4-DICHLOROPHENYL)UREA/ (50-60%) & UNIDENTIFIED POLAR METABOLITE (30-40%).

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

通过根系和叶片吸收。在树液流中传输。

Absorbed via roots and leaves. Translocated in the sap stream.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  N,Xn
• 海关编码：
  2934999027

制备方法与用途

类别：农药

毒性分级：中毒

急性毒性：口服-大鼠 LD50: 777 毫克/公斤

可燃性危险特性：可燃；燃烧时会产生有毒的氮氧化物和氯化物烟雾

储运特性：库房应通风、低温干燥

灭火剂：干粉、泡沫、砂土

反应信息

• 作为反应物：
  描述：

  灭草唑 生成 N-(3,4-二氯苯基)-N-甲基尿素
  参考文献：
  名称：

  VERITY, J.;WALKER, A.;DRENNAN, D. S. H., WEED RES., 1981, 21, N 6, 317-324

  摘要：

  DOI：

文献信息

• [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。
• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• [EN] NOVEL HERBICIDES<br/>[FR] NOUVEAUX HERBICIDES
  申请人：SYNGENTA LTD

  公开号：WO2009015877A1

  公开（公告）日：2009-02-05

  Bicyclic dione compounds, and derivatives thereof, which are suitable for use as herbicides. formula (I)

  双环二酮化合物及其衍生物，适用于用作除草剂。公式（I）
• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDE, ET LEURS INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017040194A1

  公开（公告）日：2017-03-09

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions aga inst such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫剂组合物，以及使用这种杀虫剂组合物对抗这些害虫的过程。这些杀虫剂组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下化学式（“化学式一”）的分子。
• MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO
  申请人：Dow AgroSciences LLC

  公开号：US20170210723A1

  公开（公告）日：2017-07-27

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的组合物，以及使用这种分子和组合物对抗这些害虫的过程。这些分子和组合物可以用作杀螨剂、杀虫剂、杀螨剂、杀软体动物剂和杀线虫剂。本文件披露了具有以下式（“式一”）的分子。

表征谱图