2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2S,3S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid;hydron;chloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2S,3S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid;hydron;chloride
• 化学式: C14H26ClN3O9
• 分子量: 415.82
• InChiKey: ZDRBJJNXJOSCLR-YZKQBBCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.12
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  221
• 氢给体数：
  9
• 氢受体数：
  11

ADMET

代谢

在番茄代谢研究中，番茄果实和叶子的代谢物轮廓相似。... 植物中春日霉素的主要代谢途径涉及母化合物的共轭反应，转化为春日霉素酸，随后是春日霉素酸的共轭反应。认为春日霉素转化为2-N-乙酰春日霉素和春日诺比奥斯胺是一个次要的代谢途径。母化合物（即春日霉素本身）是所有收获间隔的所有样本中主要识别的成分。

In the tomato metabolism study, the metabolite profile was similar for tomato fruit and foliage. ... The major metabolic pathway of kasugamycin in plants involves conjugation of the parent compound, conversion to kasugamycinic acid, and subsequent conjugation of kasugamycinic acid. Conversion of kasugamycin to 2-N-acetyl kasugamycin and kasuganobiosamine was thought to be a minor metabolic route. Parent compound (kasugamycin per se) was the major identified component in all samples from all harvest intervals.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在大鼠代谢研究中，暴露后168小时的平均放射性回收率范围从91%到97%，大部分剂量在48小时内通过粪便（81.9-93.9%）和尿液（1.26-3.07%）回收。... 大鼠对春日霉素的吸收和代谢有限（小于剂量的5%），且不受性别、剂量水平或给药持续时间的影响。母体化合物是在尿液、粪便、肝脏、肾脏和血浆中主要识别的成分。少量的代谢物春日诺比奥斯胺（小于剂量的1%）在尿液、肝脏、肾脏和血浆中被识别，但在粪便中没有检测到。

In the rat metabolism study, the mean radioactivity recovery 168 hours after exposure ranged from 91 to 97%, with the majority of the dose recovered within 48 hours in the feces (81.9-93.9%) and urine (1.26-3.07%). ... The absorption and metabolism of kasugamycin in rats was limited (less than 5% of the dose) and was not affected by sex, dose level, or duration of dosing. The parent compound was the major component identified in the urine, feces, liver, kidney, and plasma. Minor amounts (less than 1% of the dose) of the metabolite kasuganobiosamine were identified in urine, liver, kidney, and plasma, but none was detected in the feces.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

神经毒素 - 其他中枢神经系统神经毒素

Neurotoxin - Other CNS neurotoxin

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 毒性数据

大鼠LC50 > 2400毫克/立方米/4小时

LC50 (rat) > 2,400 mg/m3/4h

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 解毒与急救

基本治疗：建立专利气道（如需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。密切观察呼吸不足的迹象，并在需要时辅助通气。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，并在必要时进行治疗……。监测休克，并在必要时进行治疗……。预防癫痫发作，并在必要时进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在转运过程中，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、有强烈的咳嗽反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……。在去污染后，用干燥的无菌敷料覆盖皮肤烧伤……。/毒物A和B/

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

高级治疗：对于昏迷的患者、严重肺水肿的患者或严重呼吸窘迫的患者，考虑进行口咽或鼻咽气管插管以控制气道。使用带气囊的面罩进行正压通气技术可能有益。考虑对肺水肿进行药物治疗...。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%生理盐水（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/

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)

毒理性

• 非人类毒性摘录

实验室动物：急性暴露/以2000毫克/千克的剂量通过静脉注射、皮下注射或腹腔注射卡那霉素给小鼠，既没有观察到效果也没有导致死亡。[Krieger, R. (ed.).农药毒理学手册。第1卷，第2版。2001年。学术出版社，加利福尼亚州圣地亚哥，第147页]

/LABORATORY ANIMALS: Acute Exposure/ Doses of 2000 mg/kg kasugamycin, admin iv, sc, or ip to mice, caused neither observable effects nor death.[Krieger, R. (ed.). Handbook of Pesticide Toxicology. Volume 1, 2nd ed. 2001. Academic Press, San Diego, California., p. 147]

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

当一只兔子静脉注射了...每千克体重100毫克的春日霉素后，这种杀菌剂在8小时内从血液中消失，注射物质的96%在注射后8小时内通过尿液排出；春日霉素在尿液中的浓度在45分钟后最高，达到43毫克/毫升。

When a rabbit was sc injected with ... /100 mg/kg/ of kasugamycin, the fungicide disappeared from the blood within 8 hr, and 96% of the injected material was excreted into urine in 8 hr after injection; kasugamycin concn in the urine was highest (43 mg/mL) after 45 min.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

口服给小鼠每千克100毫克的春日霉素表明药物被迅速吸收，6小时内43%到68%通过尿液排出。

Oral admin of 100 mg/kg kasugamycin to mice indicated rapid absorption and 43 to 68% excretion with urine in 6 hr.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在给人体静脉注射1.0克春日霉素后，大约63%的杀菌剂在8小时内以未改变的形式随尿液排出。

On im injection of 1.0g kasugamycin into humans, about 63% of the fungicide was excreted unchanged with urine in 8 hr.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在大鼠代谢研究中，暴露168小时后的平均放射性回收率范围在91%到97%，大部分剂量在48小时内通过粪便（81.9-93.9%）和尿液（1.26-3.07%）排出。在单次低剂量或高剂量给药后约一小时，在男女大鼠的血浆中发现了最高浓度。在单次低剂量或高剂量给药后一到六小时内，肾、膀胱和淋巴结中的春雷霉素积累量比血液中多，但在168小时后，这些组织中几乎没有发现春雷霉素。大鼠对春雷霉素的吸收和代谢有限（小于剂量的5%），且不受性别、剂量水平或给药持续时间的影响。原药是在尿液、粪便、肝脏、肾脏和血浆中鉴定出的主要成分。少量（小于剂量的1%）的代谢物春雷诺胺在尿液、肝脏、肾脏和血浆中被鉴定出，但在粪便中没有检测到。消除主要通过粪便（88%到95%）进行，这表明吸收较低；春雷霉素没有在胆汁中排泄（没有发生肠肝循环）。

In the rat metabolism study, the mean radioactivity recovery 168 hours after exposure ranged from 91 to 97%, with the majority of the dose recovered within 48 hours in the feces (81.9-93.9%) and urine (1.26-3.07%). The maximum concentration found in the plasma of both males and females occurred approximately one hour after the administration of a single low or high dose. Between one and six hours after a single low or high dose, more kasugamycin accumulated in the kidneys, urinary bladder, and lymph nodes than in the blood, but after 168 hours, little or no kasugamycin was found in these tissues. The absorption and metabolism of kasugamycin in rats was limited (less than 5% of the dose) and was not affected by sex, dose level, or duration of dosing. The parent compound was the major component identified in the urine, feces, liver, kidney, and plasma. Minor amounts (less than 1% of the dose) of the metabolite kasuganobiosamine were identified in urine, liver, kidney, and plasma, but none was detected in the feces. Elimination occurred primarily in the feces (88 to 95%), suggesting low absorption; kasugamycin was not excreted in the bile (enterohepatic circulation did not occur).

来源:Hazardous Substances Data Bank (HSDB)

反应信息

• 作为反应物：
  描述：

  2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2S,3S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid;hydron;chloride 、 在 水 作用下， 以 水 为溶剂， 反应 7.0h， 以yielding D-chiro-inositol (15%)的产率得到1L-手性纤维醇
  参考文献：
  名称：

  Methods for the production and isolation of D-chiro-inositol from kasugamycin and the use of D-chiro-inositol obtained therefrom

  摘要：

  本发明涉及从卡拉霉素中生产和分离D-卓麻醇（DCI）的方法。更具体地说，本发明涉及一种通过在强酸性离子交换树脂的存在下使用水三氟乙酸水解卡拉霉素来生产DCI的方法。本发明还涉及从水混合物（例如水解混合物）中直接或通过形成DCI的有机衍生物来分离DCI的方法。

  公开号：

  US20010044560A1
• 作为产物：
  描述：

  春雷霉素 、 盐酸 以First, a 30% weight per volume (w/v) solution of kasugamycin hydrochloride in 5 N HCl is produced的产率得到2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2S,3S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid;hydron;chloride
  参考文献：
  名称：

  Method for producing chiro-inositol

  摘要：

  卡素霉素已被认为是一种低成本，高产量的D-卓醇异构体来源。

  公开号：

  US05091596A1

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。
• 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。
• [EN] MICROBIOCIDAL HETEROBICYCLIC DERIVATIVES<br/>[FR] DÉRIVÉS HÉTÉROBICYCLIQUES MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2015117563A1

  公开（公告）日：2015-08-13

  Compounds of the formula I wherein Y-X, R1, R2, R3, R4, R5, R6, R7, R8, A1, A2, A3, Ra and n are as defined in claim 1. Furthermore, the present invention relates to agrochemical compositions which comprise compounds of formula (I), to preparation of these compositions, and to the use of the compounds or compositions in agriculture or horticulture for combating, preventing or controlling infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, in particular fungi.

  式I中的化合物，其中Y-X，R1，R2，R3，R4，R5，R6，R7，R8，A1，A2，A3，Ra和n的定义如权利要求书中所述。此外，本发明涉及包括式(I)化合物的农药组合物，这些组合物的制备，以及在农业或园艺中使用这些化合物或组合物来对抗、预防或控制植物、收获的食物作物、种子或非生物材料受植物病原微生物，特别是真菌的侵害。
• [EN] FUNGICIDE HYDROXIMOYL-TETRAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'HYDROXYMOYL-TÉTRAZOLE FONGICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2012123434A1

  公开（公告）日：2012-09-20

  The present invention relates to hydroximoyl-tetrazole derivatives of formula (I), their process of preparation, their use as fungicide active agents, particularly in the form of fungicide compositions and methods for the control of phytopathogenic fungi, notably of plants, using these compounds or compositions, wherein A represents a tetrazoyi group, Het represents a pyridyl group or a thiazolyl group and X represents various substituents.

  本发明涉及式(I)的羟肟基-四唑衍生物，其制备方法，它们作为杀真菌活性剂的用途，特别是作为杀真菌组合物的形式以及利用这些化合物或组合物控制植物病原真菌的方法，其中A代表四唑基，Het代表吡啶基或噻唑基，X代表各种取代基。
• [EN] N-[(HET)ARYLALKYL)] PYRAZOLE (THIO)CARBOXAMIDES AND THEIR HETEROSUBSTITUTED ANALOGUES<br/>[FR] N-[(HET)ARYLALKYL)]PYRAZOLE(THIO)CARBOXAMIDES ET LEURS ANALOGUES HÉTÉROSUBSTITUÉS
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2011151370A1

  公开（公告）日：2011-12-08

  The present invention relates to fungicidal N-[(het)arylalkyl)] pyrazolecarboxamide or thiocarboxamide and their heterosubstituted analogues, their process of preparation and intermediate compounds for their preparation, their use as fungicides, particularly in the form of fungicidal compositions and methods for the control of phytopathogenic fungi of plants using these compounds or their compositions.

  本发明涉及杀真菌N-[(het)arylalkyl)]吡唑甲酰胺或硫代甲酰胺及其杂原子取代的类似物，它们的制备方法和制备中间体化合物，它们作为杀菌剂的用途，特别是作为杀菌剂组合物的形式和利用这些化合物或它们的组合物控制植物病原真菌的方法。