N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea | 138149-97-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea
• 英文别名: methyl N-[(2-chloro-1,3-thiazol-5-yl)methyl]-N'-nitrocarbamimidothioate
• CAS: 138149-97-0
• 化学式: C₆H₇ClN₄O₂S₂
• 分子量: 266.732
• InChiKey: AJPJSQCDGQOYJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  160-162 °C
• 沸点：
  440.9±55.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于甲醇；二甲基亚砜；偏二氯甲烷；氯仿；

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea 在 4-二甲氨基吡啶 、 hydrazine hydrate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 2-butyryl-N-((2-chlorothiazol-5-yl)methyl)-N'-nitrohydrazinecarboximidamide
  参考文献：
  名称：

  具有酰肼基的可比丁类似物的合成，杀虫活性和分子对接研究

  摘要：

  摘要通过将酰肼基引入可尼丁中，设计并合成了一系列新的新烟碱类似物。通过IR，1 H NMR和HRMS（ESI）确认了它们的结构。初步的生物测定表明，某些化合物5b和5g在100 mg L -1时对大豆蚜虫（Aphis glycines）表现出良好的活性。此外，进行了与受体的分子对接，以解释它们与可比尼丁的不同活性。

  DOI：

  10.1016/j.cclet.2014.03.026
• 作为产物：
  描述：

  S-methyl-N-nitro-N'-phthaloylisothiourea 、 2-氯-5-胺甲基噻唑 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea
  参考文献：
  名称：

  具有酰肼基的可比丁类似物的合成，杀虫活性和分子对接研究

  摘要：

  摘要通过将酰肼基引入可尼丁中，设计并合成了一系列新的新烟碱类似物。通过IR，1 H NMR和HRMS（ESI）确认了它们的结构。初步的生物测定表明，某些化合物5b和5g在100 mg L -1时对大豆蚜虫（Aphis glycines）表现出良好的活性。此外，进行了与受体的分子对接，以解释它们与可比尼丁的不同活性。

  DOI：

  10.1016/j.cclet.2014.03.026

文献信息

• Substituted guanidine derivatives, their preparation and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05256679A1

  公开（公告）日：1993-10-26

  Novel substituted nitroguanidine derivatives and salts thereof having the following formula: ##STR1## wherein R.sup.1 is a substituted or unsubstituted heterocyclic group; R.sup.2 is a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, --CO--OR.sup.6 wherein R.sup.6 is a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or --CO--NR.sup.7 R.sup.8 wherein R.sup.7 and R.sup.8, which are the same or different, are each independently hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or R.sup.7 and R.sup.8, taken together with the nitrogen atom to which they are attached are a cyclic amino group; R.sup.3 is hydrogen, a substituted or unsubstituted hydrocarbon group (except for one substituted with an oxo group at the binding site), a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, --CO--R.sup.9 wherein R.sup.9 is hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, --CO--OR.sup.10 wherein R.sup.10 is a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or --CO--NR.sup.11 R.sup.12 wherein R.sup.11 and R.sup.12, which are the same or different, are each independently hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or R.sup.11 and R.sup.12, taken together with the nitrogen atom to which they are attached are a cyclic amino group; and R.sup.4 is hydrogen or a lower alkyl group; which have unexpectedly potent pesticidal activity and very low toxicity.

  新型替代硝基胍衍生物及其盐具有以下结构式：##STR1## 其中R.sup.1是取代或未取代的杂环基团；R.sup.2是通过硫原子连接的基团，通过磷原子连接的基团，氰基，--CO--OR.sup.6，其中R.sup.6是取代或未取代的碳氢基团或取代或未取代的杂环基团，或--CO--NR.sup.7 R.sup.8，其中R.sup.7和R.sup.8，相同或不同，各自独立地是氢、取代或未取代的碳氢基团或取代或未取代的杂环基团，或R.sup.7和R.sup.8，与它们连接的氮原子一起构成一个环状氨基团；R.sup.3是氢、取代或未取代的碳氢基团（除了一个在结合位点上取代了氧代基的基团）、通过硫原子连接的基团，通过磷原子连接的基团，氰基，--CO--R.sup.9，其中R.sup.9是氢、取代或未取代的碳氢基团或取代或未取代的杂环基团，--CO--OR.sup.10，其中R.sup.10是取代或未取代的碳氢基团或取代或未取代的杂环基团，或--CO--NR.sup.11 R.sup.12，其中R.sup.11和R.sup.12，相同或不同，各自独立地是氢、取代或未取代的碳氢基团或取代或未取代的杂环基团，或R.sup.11和R.sup.12，与它们连接的氮原子一起构成一个环状氨基团；和R.sup.4是氢或低碳基团；这些化合物具有意外强大的杀虫活性和极低的毒性。
• Process for preparing and using guanidine derivatives
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05696256A1

  公开（公告）日：1997-12-09

  ##STR1## wherein R is a substituted or unsubstituted hydrocarbon residue or acyl group; X is an electron withdrawing group; Y.sup.1 and Y.sup.2, which are the same or different, are each independently oxygen or sulfur; and A is a substituted or unsubstituted, divalent hydrocarbon residue have potent reactivity, this being useful in preparing guanidine derivatives.

  其中R是取代或未取代的碳氢残基或酰基；X是一个电子提取基团；Y1和Y2，相同或不同，各自独立地为氧或硫；A是一个取代或未取代的双价碳氢残基，具有强大的反应性，这在制备胍衍生物中非常有用。
• Synthetic Intermediates for the preparation of N, N'-Di-substituted
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06160126A1

  公开（公告）日：2000-12-12

  Novel Intermediates ##STR1## wherein R is a substituted or unsubstituted hydrocarbon residue or acyl group; X is an electron withdrawing group; Y.sup.1 and Y.sup.2, which are the same or different, are each independently oxygen or sulfur; and A is a substituted or unsubstituted, divalent hydrocarbon residue have potent reactivity, this being useful in preparing guanidine derivatives.

  小说中间体 ##STR1## 其中R是取代或未取代的碳氢基团或酰基；X是电子提取基团；Y.sup.1和Y.sup.2，相同或不同，各自独立地是氧或硫；而A是取代或未取代的双价碳氢基团，具有强大的反应性，这对于制备胍衍生物非常有用。
• Novel substituted guanidine derivatives, their preparation and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0471372A1

  公开（公告）日：1992-02-19

  Novel substituted nitroguanidine derivatives and salts thereof having the following formula: wherein R¹ is a substituted or unsubstituted heterocyclic group; R² is a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, -CO-OR⁶ wherein R⁶ is a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or -CO-NR⁷R⁸ wherein R⁷ and R⁸, which are the same or different, are each independently hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or R⁷ and R⁸, taken together with the nitrogen atom to which they are attached are a cyclic amino group; R³ is hydrogen, a substituted or unsubstituted hydrocarbon group (except for one substituted with an oxo group at the binding site), a group attached through a sulfur atom, a group attached through a phosphorus atom, cyano, -CO-R⁹ wherein R⁹ is hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, -CO-OR¹⁰ wherein R¹⁰ is a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or -CO-NR¹¹R¹² wherein R¹¹ and R¹², which are the same or different, are each independently hydrogen, a substituted or unsubstituted hydrocarbon group or a substituted or unsubstituted heterocyclic group, or R¹¹ and R¹², taken together with the nitrogen atom to which they are attached are a cyclic amino group; and R⁴ is hydrogen or a lower alkyl group; which have unexpectedly potent pesticidal activity and very low toxicity.

  具有下式的新型取代硝基胍衍生物及其盐类： 其中 R¹ 是取代或未取代的杂环基团；R² 是通过硫原子连接的基团、通过磷原子连接的基团、氰基、-CO-OR⁶ 其中 R⁶ 是取代或未取代的烃基或取代或未取代的杂环基，或 -CO-NR⁷R⁸ 其中 R⁷ 和 R⁸、相同或不同，各自独立地为氢、取代或未取代的烃基或取代或未取代的杂环基，或 R⁷ 和 R⁸ 与它们所连接的氮原子一起为环状氨基；R³ 是氢、取代或未取代的烃基（在结合位点被氧代基团取代的除外）、通过硫原子连接的基团、通过磷原子连接的基团、氰基、-CO-R⁹，其中 R𠞙 是氢、取代或未取代的烃基或取代或未取代的杂环基团、-CO-OR¹⁰，其中 R¹⁰ 是取代或未取代的烃基或取代或未取代的杂环基，或-CO-NR¹R¹²，其中 R¹¹ 和 R¹² (相同或不同)各自独立地是氢、取代或未取代的烃基或取代或未取代的杂环基，或 R¹¹ 和 R¹² 与它们所连接的氮原子一起是环状氨基；和 R⁴ 是氢或低级烷基；它们具有意想不到的强杀虫活性和极低的毒性。
• Novel intermediates for preparing guanidine derivatives, their preparation and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0452782B1

  公开（公告）日：1997-01-15