四米唑 | 5036-02-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并噻唑类
• 中文名称: 四米唑
• 中文别名: 2,3,5,6-四氢-6-苯基-咪唑并[2,1-b]噻唑；(+-)-2,3,5,6-四氢-6-苯基咪唑并(2,1-b)噻唑；四咪唑
• 英文名称: Tetramisole
• 英文别名: 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
• CAS: 5036-02-2
• 化学式: C₁₁H₁₂N₂S
• mdl: MFCD00066738
• 分子量: 204.296
• InChiKey: HLFSDGLLUJUHTE-UHFFFAOYSA-N

物化性质

• 熔点：
  87-89°
• 沸点：
  344.4±45.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜；甲醇
• 碰撞截面：
  144 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 在妊娠和哺乳期间的影响

◉ 母乳喂养期间使用概述：呋哺妥因在美国不再用于人类，因为它可能引起粒细胞缺乏症，但在其他国家它被用作驱虫剂。关于它是否排入母乳的信息尚未公布。一些信息表明，母亲在哺乳期间使用可能是可接受的。然而，由于在哺乳期间使用呋哺妥的经验很少，特别是在哺乳新生儿或早产儿时，可能会选择其他药物。世界卫生组织建议在母亲接受呋哺妥治疗期间不要进行母乳喂养。 ◉ 对哺乳婴儿的影响：在刚果民主共和国，一项对33名住院母亲服用尼夫替莫克斯并哺乳的婴儿（哺乳程度未说明）的队列研究进行了随访。30位母亲接受了完整的30剂口服尼夫替莫克斯，剂量为每天15 mg/kg，并且所有母亲接受了为期7天的静脉注射伊氟硝胺，剂量为每天400 mg/kg，用于治疗人类非洲锥虫病（睡眠病）。其中6位哺乳母亲也服用了呋哺妥。在所有哺乳婴儿中均未报告严重不良事件。 ◉ 对泌乳和母乳的影响：截至修订日期，未找到相关的已发布信息。

◉ Summary of Use during Lactation:Levamisole is no longer marketed for human use in the United States because can cause agranulocytosis, but it is used as an anthelmintic in other countries. No published information is available about its excretion into breastmilk. Some information indicates that maternal use may be acceptable during breastfeeding. However, because there is little published experience with levamisole during breastfeeding, an alternate drug may be preferred, especially while nursing a newborn or preterm infant. The World Health Organization recommends against breastfeeding with maternal levamisole therapy. ◉ Effects in Breastfed Infants:A cohort of 33 infants who were breastfed (extent not stated) by hospitalized mothers taking nifurtimox was followed in the Democratic Republic of the Congo. Thirty mothers took a full course of 30 doses of oral nifurtimox 15 mg/kg daily and all received 14 doses of intravenous eflornithine 400 mg/kg daily for 7 days for human African trypanosomiasis. (sleeping sickness). Six nursing mothers also took levamisole. No serious adverse events were reported in any of the breastfed infants. ◉ Effects on Lactation and Breastmilk:Relevant published information was not found as of the revision date.

来源:Drugs and Lactation Database (LactMed)

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  四米唑 生成 右旋米唑
  参考文献：
  名称：

  通过非对映异构体盐形成的光学拆分的简便方法

  摘要：

  利用使用两种不混溶的溶剂和等当量量的拆分剂的方法的优势，与通过非对映异构体盐形成而获得任何其他拆分方法相比，可以获得更高的光学纯度，此外，这是拆分新外消旋体的更快程序也一样

  DOI：

  10.1016/s0040-4020(01)96641-4
• 作为产物：
  描述：

  3-(ss-Chlor-phenethyl)-2-imino-thiazolidin-Hydrochlorid 在 乙醇 作用下， 以 disodium;carbonate 为溶剂， 反应 1.0h， 生成 四米唑
  参考文献：
  名称：

  Process for preparing 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole

  摘要：

  本公开涉及制备公式为##STR1##的化合物的过程，其包括环合化公式为##STR2##的化合物，其中变量如下定义。

  公开号：

  US04059588A1
• 作为试剂：
  描述：

  naphthalen-1-ylmethyl acrylate 在 三乙烯二胺 、 potassium carbonate 、 四米唑 作用下， 以 异丙醚 为溶剂， 生成 naphthalen 1-ylmethyl 2-methylene-3-(propionyloxy)butanoate
  参考文献：
  名称：

  Kinetic Resolution of α-Methylene-β-hydroxy Esters Catalyzed by Acyl Transfer Catalyst An-PIQ

  摘要：

  A highly efficient nonenzymatic kinetic resolution of a series of structurally diverse racemic alpha-methylene-beta-hydroxy esters utilizing the acyl transfer catalyst An-PIQ and propionic anhydride is reported. This procedure provides recovered alcohols with extremely high ees (up to >99%) in reasonable conversions and excellent selectivity factors (S up to 108). Several synthetically important substrates were resolved in gram-scale reactions, and highly optically pure alpha-methylene-beta-hydroxy esters were obtained with excellent S values and good yields.

  DOI：

  10.1021/acs.joc.5b00073

文献信息

• [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] ANTHELMINTIC AGENTS AND THEIR USE<br/>[FR] AGENTS ANTHELMINTIQUES ET LEUR UTILISATION
  申请人：INTERVET INT BV

  公开号：WO2010115688A1

  公开（公告）日：2010-10-14

  This invention is directed to compounds and salts that are generally useful as anthelmintic agents or as intermediates in processes for making anthelmintic agents. This invention also is directed to processes for making the compounds and salts, pharmaceutical compositions and kits comprising the compounds and salts, uses of the compounds and salts to make medicaments, and treatments comprising the administration of the compounds and salts to animals in need of the treatments.

  这项发明涉及一般用作驱虫剂或作为制备驱虫剂的中间体的化合物和盐。这项发明还涉及制备这些化合物和盐的方法，包括这些化合物和盐的药物组合物和试剂盒，使用这些化合物和盐制备药物，以及将这些化合物和盐用于需要治疗的动物的治疗方法。
• [EN] ISOXAZOLINE DERIVATIVES AS INSECTICIDES<br/>[FR] DÉRIVÉS D'ISOXAZOLINE EN TANT QU'INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2011101402A1

  公开（公告）日：2011-08-25

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A1, A2, A3, A4, G1, R1, R2, R3, R4, R5, R6, R17, R18, R19 and R20 are as defined in claim 1; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被一到五个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1中所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。
• ISOXAZOLINE DERIVATIVES AS INSECTICIDES
  申请人：Pitterna Thomas

  公开号：US20120316124A1

  公开（公告）日：2012-12-13

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A 1 , A 2 , A 3 , A 4 , G 1 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 17 , R 18 , R 19 and R 20 are as defined in claim 1 ; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被1至5个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。
• [EN] AZIRIDINE SPINOSYN DERIVATIVES AND METHODS OF MAKING<br/>[FR] DÉRIVÉS D'AZIRIDINE SPINOSYNE ET LEURS PROCÉDÉS DE FABRICATION
  申请人：AGRIMETIS LLC

  公开号：WO2018132288A1

  公开（公告）日：2018-07-19

  Compositions including derivatives of spinosyns of the following formulae and methods for the production of derivatives of spinosyns are provided. The spinosyn derivatives described herein include those functionalized on the C-5,6 double bond to provide an aziridine ring system. The method produces spinosyn derivatives that exhibit activity towards insects, arachnids, and nematodes and are useful in the agricultural and animal health markets.

  提供了包括以下公式的自旋菌素衍生物的组合物，以及用于生产自旋菌素衍生物的方法。本文描述的自旋菌素衍生物包括在C-5,6双键上官能化以提供环氮丙烷环系统的衍生物。该方法生产出对昆虫、蜘蛛和线虫具有活性的自旋菌素衍生物，并在农业和动物健康市场中有用。