5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat | 51508-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat
• 英文别名: 2-t-Butyl-1,3,4-thiadiazol-5-yl Isocyanate；2-tert-butyl-5-isocyanato-1,3,4-thiadiazole
• CAS: 51508-06-6
• 化学式: C₇H₉N₃OS
• 分子量: 183.234
• InChiKey: TWAUUVMXSRYMPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat 、 间苯二甲醚 在 四氯化锡 作用下， 以 氯苯 为溶剂， 反应 3.0h， 以34%的产率得到2-(N-(2,4-dimethoxybenzoyl)amino)-5-t-butyl-1,3,4-thiadiazole
  参考文献：
  名称：

  EP1489073

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氨基-5-叔-丁基-1,3,4-噻二唑 、 氯甲酸三氯甲酯 以 四氢呋喃 为溶剂， 生成 5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat
  参考文献：
  名称：

  A series of novel aryl-methanone derivatives as inhibitors of FMS-like tyrosine kinase 3 (FLT3) in FLT3-ITD-positive acute myeloid leukemia

  摘要：

  Mutants of the FLT3 receptor tyrosine kinase (RTK) with duplications in the juxtamembrane domain (FLT3-ITD) act as drivers of acute myeloid leukemia (AML). Potent tyrosine kinase inhibitors (TKi) of FLT3-ITD entered clinical trials and showed a promising, but transient success due to the occurrence of secondary drug-resistant AML clones. A further caveat of drugs targeting FLT3-ITD is the co-targeting of other RTKs which are required for normal hematopoiesis. This is observed quite frequently. Therefore, novel drugs are necessary to treat AML effectively and safely. Recently bis(1H-indol-2-yl)methanones were found to inhibit FLT3 and PDGFR kinases. In order to optimize these agents we synthesized novel derivatives of these methanones with various substituents. Methanone 16 and its carbamate derivative 17b inhibit FLT3-ITD at least as potently as the TKi AC220 (quizartinib). Models indicate corresponding interactions of 16 and quizartinib with FLT3. The activity of 16 is accompanied by a high selectivity for FLT3-ITD. (c) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112232
• 作为试剂：
  描述：

  光气 、 2-氨基-5-叔-丁基-1,3,4-噻二唑 在 氮气 、 光气 、 desired product 、 5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 生成 5-t-Butyl-1,3,4-thiadiazol-2-yl-isocyanat
  参考文献：
  名称：

  Heterocyclic thiadiazolylureas

  摘要：

  本发明揭示了公式##EQU1##中的新化合物，其中R.sup.1选自烷基，烯基，卤代烷基，环烷基，烷氧基，烷硫基，烷基磺酰基和烷基亚磺酰基的群；Z.sup.1和Z.sup.2独立地选自氧和硫的群；R.sup.2，R.sup.3，R.sup.4，R.sup.5，R.sup.6和R.sup.7均选自氢和烷基的群；m是从0到2的整数；n是整数1或2。上述描述的化合物可用作除草剂。

  公开号：

  US03951640A1

文献信息

• [EN] SYNTHESIS, PHARMACOLOGY AND USE OF NEW AND SELECTIVE FMS-LIKE TYROSINE KINASE 3 (FLT3) FLT3 INHIBITORS<br/>[FR] SYNTHÈSE, PHARMACOLOGIE ET UTILISATION DE NOUVEAUX INHIBITEURS SÉLECTIFS DE LA TYROSINE KINASE 3 DE TYPE FMS FLT3 (FLT3)
  申请人：UNIV REGENSBURG

  公开号：WO2019034538A1

  公开（公告）日：2019-02-21

  The present invention relates to small molecule compounds of formula (I) and their use as FLT3 inhibitors for the treatment of various diseases, such as acute myeloid leukemia (AML). The present invention further relates to methods of synthesizing the compounds and methods of treatment.

  本发明涉及式(I)的小分子化合物及其作为FLT3抑制剂用于治疗各种疾病，如急性髓系白血病（AML）。本发明还涉及合成这些化合物的方法和治疗方法。
• 1-Thiadiazolyl-6-alkoxytetrahydropyrimidinones
  申请人：Velsicol Chemical Corporation

  公开号：US03932410A1

  公开（公告）日：1976-01-13

  Disclosed are new compounds of the formula ##EQU1## wherein R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl, alkoxy, alkylthio, alkylsulfonyl and alkylsulfinyl; R.sup.2 is selected from the group consisting of alkyl, alkenyl, haloalkyl and ##EQU2## wherein R.sup.3 and R.sup.4 are each selected from the group consisting of hydrogen and alkyl; and R.sup.5 is alkyl. The subject compounds are useful as herbicides.

  本发明涉及一种新的化合物，其化学式为##EQU1##其中R.sup.1选自烷基、烯基、卤代烷基、烷氧基、烷硫基、烷基磺酰基和烷基亚磺酰基的群；R.sup.2选自烷基、烯基、卤代烷基和##EQU2##其中R.sup.3和R.sup.4各自选自氢和烷基；R.sup.5为烷基。该化合物可用作除草剂。
• Method of increasing the yield of plants having storage organs by
  申请人：Velsicol Chemical Corporation

  公开号：US03944409A1

  公开（公告）日：1976-03-16

  This invention discloses a method of increasing the yield of plant food contained in plant storage organs which comprises contacting the plants having storage organs with from about 0.05 to about 4.0 pounds per acre of a compound of the formula ##EQU1## wherein R.sup.1 is selected from the group consisting of alkyl, alkenyl, chloroalkyl, trifluoromethyl, alkoxy, alkylthio, alkylsulfonyl, alkylsulfinyl and cycloalkyl of from 3 to 7 carbon atoms optionally substituted with from 1 to 2 substituents selected from the group consisting of alkyl, alkoxy and halogen; and R.sup.2 is alkyl.

  本发明揭示了一种增加植物储藏器官中植物食品产量的方法，该方法包括将具有储藏器官的植物与每英亩约0.05至约4.0磅的化合物接触，该化合物的化学式为##EQU1## 其中R.sup.1选自由3至7个碳原子的烷基，烯基，氯代烷基，三氟甲基，烷氧基，烷硫基，烷基磺酰基，烷基亚磺酰基和环烷基组成的群体，可选择地用1至2个选自烷基，烷氧基和卤素的取代基取代; 而R.sup.2为烷基。
• Diethyl acetal of
  申请人：Velsicol Chemical Corporation

  公开号：US03958975A1

  公开（公告）日：1976-05-25

  This invention discloses the compound the diethyl acetal of 2-[1-allyl-3-(5-t-butyl-1,3,4-thiadiazol-2-yl)ureido]acetaldehyde and its utility as a herbicide.

  本发明揭示了化合物2-[1-烯丙基-3-(5-t-叔丁基-1,3,4-噻二唑-2-基)脲基]乙醛的双乙酰缩醛，并且其作为除草剂的用途。
• 2-Alkyl-4-thiadiazolyl-1,2,4-triazolidin-3-ones
  申请人：Velsicol Chemical Corporation

  公开号：US03931209A1

  公开（公告）日：1976-01-06

  This invention discloses compounds of the formula ##EQU1## wherein R.sup.1 is selected from the group consisting of alkyl, alkenyl, chloroalkyl, trifluoromethyl, alkoxy, alkylthio, alkylsulfonyl, alkylsulfinyl and cycloalkyl of from 3 to 7 carbon atoms optionally substituted with from 1 to 2 substituents selected from the group consisting of alkyl, alkoxy and halogen; and R.sup.2 is alkyl. Further disclosed are herbicidal compositions containing a compound of the above description.

  本发明揭示了式子##EQU1##中的化合物，其中R.sup.1选自以下群体：碳数为3至7的烷基，烯基，氯代烷基，三氟甲基，烷氧基，烷硫基，烷基磺酰基，烷基亚磺酰基和环烷基，可选地带有1至2个取代基，所述取代基选自以下群体：烷基，烷氧基和卤素；R.sup.2为烷基。还揭示了含有上述描述的除草剂组合物。