dimethomorph | 113210-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethomorph
• 英文别名: (Z)-dimethomorph；4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine；Z-Dimethomorph；(Z)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylprop-2-en-1-one
• CAS: 113210-98-3
• 化学式: C₂₁H₂₂ClNO₄
• 分子量: 387.863
• InChiKey: QNBTYORWCCMPQP-JXAWBTAJSA-N

物化性质

• 沸点：
  584.9±50.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)
• 颜色/状态：
  Colorless to grey crystalline powder
• 气味：
  Odorless
• 熔点：
  148.0 °C
• 溶解度：
  In water (mg/L at 20 °C): 81.1 at pH 4; 49.2 at pH 7; 41.8 at pH 9
• 蒸汽压力：
  7.39X10-6 mm Hg at 25 °C
• 稳定性/保质期：
  Hydrolytically and thermally stable under normal conditions. Stable for >5 years in the dark. The (E)- and (Z)-isomers are interconverted in sunlight.
• 碰撞截面：
  201.14 Ų [M+H]+; 206.76 Ų [M+Na]+
• 保留指数：
  3080.2

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

代谢

大鼠口服二甲基吗啡（10毫克/千克单次剂量；10毫克/千克14天重复剂量；10毫克/千克7天重复剂量；500毫克/千克单次剂量）导致大鼠尿液和粪便中迅速排泄。尿液中的代谢物是由二甲基氧苯环脱甲基和吗啡环氧化产生的。在低剂量治疗下，胆汁代谢物占粪便排泄的大部分。主要的胆汁代谢物是通过对二甲基氧苯环脱甲基产生的化合物之一和可能的两种化合物的葡萄糖苷酸化产生的。该报告提供了二甲基吗啡的代谢途径。

Rat Oral administration of dimethomorph (10 mg/kg single dose; 10 mg/kg 14-day repeated dose; 10 mg/kg 7-day repeated dose; 500 mg/kg single dose) results in rapid excretion into the urine and feces of rats. ... Urinary metabolites resulted from demethylation of the dimethoxyphenyl ring and oxidation of the morpholine ring. ...Biliary metabolites accounted for most of the fecal excretion following low-dose treatment. The major biliary metabolites were glucuronides of one and possibly two of the compounds produced by demethylation of the dimethoxyphenyl ring. The report provided a proposed metabolic pathway for dimethomorph.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在大鼠中，主要的代谢途径是去甲基化其中一个二甲氧基团，或者是通过氧化吗啉环上的一个CH2基团（邻位或间位）。

In rats, the major route of metabolism is demethylation of one of the dimethoxy groups or by oxidation of one of the CH2 groups (ortho- or meta-position) of the morpholine ring.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

癌症分类：不太可能对人类致癌

Cancer Classification: Not Likely to be Carcinogenic to Humans

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

据报道，广泛使用的杀虫剂的混合物可以产生超出最有效单一成分引起的反应的联合AR拮抗作用，并且这种作用是可以预测的。

... /It was reported/ that a mixture of widely used pesticides can produce combined AR antagonist effects that exceed the responses elicited by the most potent component alone in a predictable manner.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩，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。如果患者呕吐，让患者向前倾或将其置于左侧（如果可能的话，头部向下），以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗帮助。 /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 the 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。通过非重复呼吸面罩以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，如果患者能吞咽、有强烈的呕吐反射且不流口水，则用温水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒药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：对于无意识、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的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D5W /SRP: "保持开放"，最小流量/。如果出现低血容量的迹象，使用0.9%盐水（NS）或乳酸钠林格氏液。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……。使用地西泮或劳拉西泮治疗癫痫……。使用丙美卡因氢氯化物协助眼部冲洗……。 /毒物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 /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's 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 or lorazepam ... . 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

大鼠口服二甲基吗啡（10毫克/千克单次剂量；10毫克/千克14天重复剂量；10毫克/千克7天重复剂量；500毫克/千克单次剂量）会导致大鼠尿液和粪便中迅速排泄。对于所有治疗方案，大部分（80-90%）给予的放射性标记物通过粪便排出。相对较少的量（6-16%）通过尿液排出，而在器官和组织中仅检测到极少量（0.1-0.4%）。通过尿液和胆汁中代谢物的迅速排泄，可以推断出迅速吸收。单次高剂量（500毫克/千克）后吸收饱和的迹象是大量（50%）与母体化合物相关的放射性物质出现在粪便中。对于低剂量或高剂量治疗，雌性大鼠的尿液排泄倾向大于雄性大鼠（在低剂量大鼠中可高达2倍）。二甲基吗啡或（14）C-二甲基吗啡派生的放射性物质的保留在大多数组织中通常为1%，尽管肝脏显示出略高的水平（1.4%），而胃肠道器官中的较高水平是由于肠道内容物中的放射性物质。

Rat Oral administration of dimethomorph (10 mg/kg single dose; 10 mg/kg 14-day repeated dose; 10 mg/kg 7-day repeated dose; 500 mg/kg single dose) results in rapid excretion into the urine and feces of rats. For all treatment protocols, most (80-90%) of the radiolabel administered was excreted in the feces. A considerably smaller amount (6-16%) was excreted in the urine and only minimal levels (0.1-0.4%) were detected in the organs and tissues. Rapid absorption may be inferred by the rapid excretion of metabolites in the urine and bile. Saturation of absorption following single high doses (500 mg/kg) was indicated by large amounts (50%) of radioactivity in the feces being associated with parent compound. For low- or highdose treatment, urinary excretion in female rats tended to be greater (up to 2-fold in low-dose rats) than that of male rats. Retention of dimethomorph or (14)C-dimethomorph-derived radioactivity was generally 1% for most tissues although the liver exhibited slightly higher levels (1.4%) and higher levels in the gastrointestinal tract organs were due to radioactivity in the lumenal contents.

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  dimethomorph 在 草酰氯 、 吩恶噻 10-氧化物 、 双氧水 作用下， 以 二氯甲烷 、 水 为溶剂， 以26 %的产率得到(Z)-3-(2-chloro-4,5-dimethoxyphenyl)-3-(4-chlorophenyl)-1-morpholinoprop-2-en-1-one
  参考文献：
  名称：

  亲电氯锍区域选择性有机催化芳烃一氯化

  摘要：

  该手稿提出了芳烃的区域选择性氯化，几乎完全产生一氯化产物。它可耐受游离羟基、1°、2° 和 3° 胺、羧酸、其他极性和非极性官能团以及单取代和多取代的芳环。此外，还证明了使用氯锍盐作为氯化剂。该方法是作为其他必须从反应混合物中分离有机副产物的工艺的替代方案。此外，主要副产物是气态物质，例如CO和CO 2。该出版物介绍了亚砜、草酰氯和过氧化氢水溶液作为氯化混合物的应用。

  DOI：

  10.1002/adsc.202300971
• 作为产物：
  描述：

  4-氯-3’,4’-二甲氧基二苯甲酮 、 4-乙酰基吗啉 生成 dimethomorph
  参考文献：
  名称：

  CURTZE, JURGEN

  摘要：

  DOI：

文献信息

• N-ARYLAMIDINE-SUBSTITUTED TRIFLUOROETHYL SULFIDE DERIVATIVES AS ACARICIDES AND INSECTICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：US20140315898A1

  公开（公告）日：2014-10-23

  The present invention relates to novel N-arylamide-substituted trifluoroethyl sulfide derivatives of the formula (I) in which X 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , n have the meanings given in the description—to their use as acaricides and insecticides for controlling animal pests and to processes and intermediates for their preparation

  本发明涉及公式（I）中的新型N-芳酰胺取代三氟乙基硫醚衍生物，其中X1、X2、X3、X4、R1、R2、R3、n的含义如描述所示—它们作为杀螨剂和杀虫剂用于控制动物害虫，并涉及其制备的过程和中间体。
• MICROBIOCIDAL PYRAZOLE DERIVATIVES
  申请人：Syngenta Participations AG

  公开号：US20150031541A1

  公开（公告）日：2015-01-29

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

  公式（I）中的化合物，其中取代基如权利要求1中所定义，可用作农药。
• [EN] MICROBICIDAL HETEROCYCLES<br/>[FR] HÉTÉROCYCLES MICROBICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2012069633A1

  公开（公告）日：2012-05-31

  Compounds of the formula I Formula (I) wherein the substituents are as defined in claim 1, are useful as active ingredients, which have microbiocidal activity, in particular fungicidal activity.

  式I的化合物，其中取代基如权利要求1所定义的那样，作为活性成分是有用的，具有微生物杀灭活性，特别是真菌杀灭活性。
• ARYL SULFIDE DERIVATIVES AND ARYL SULFOXIDE DERIVATIVES AS ACARICIDES AND INSECTICIDES
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20160145235A1

  公开（公告）日：2016-05-26

  The present invention relates to aryl sulphide and aryl sulphoxide derivatives, to the use thereof as acaricides and insecticides for controlling animal pests and to processes and intermediates for preparation thereof. The aryl sulphide and aryl sulphoxide derivatives have the general structure (I) in which the respective radicals are as defined in the description.

  本发明涉及芳基硫醚和芳基亚砜衍生物，其用作杀螨剂和杀虫剂，用于控制动物害虫，并涉及其制备的过程和中间体。芳基硫醚和芳基亚砜衍生物具有一般结构（I），其中各自的基团如描述中所定义。
• Organic Derivatives, Their Salts and Use for the Control of Phytopathogens
  申请人：Filippini Lucio

  公开号：US20090029948A1

  公开（公告）日：2009-01-29

  Organic compounds are described, which are capable of forming quaternary salts, quaternary salts thereof with a structure having general formula (I) and their use for the control of phytopathogen fungi.

  有机化合物被描述为能够形成季铵盐，其带有一般式（I）结构的季铵盐，以及它们用于控制植物病原真菌的用途。