3'-aminotetranisole | 60348-13-2

• 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: 3'-aminotetranisole
• 英文别名: 6-(3-aminophenyl)-2,3,5,6-tetrahydroimidazo<2,1-b>thiazole；3'-aminotetramisole；dl-6-(m-aminophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole；6-(m-aminophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole；3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-aniline；l-6-(m-aminophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole；3-Aminolevamisole；3-(2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazol-6-yl)aniline
• CAS: 60348-13-2
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: IQGVBROUGQZILV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3'-aminotetranisole 在 盐酸 、 氨 作用下， 以 甲醇 、 acid chloride of 3-carboxy-5-methylisoxazole 为溶剂， 生成 dl-6-{m-(5-methylisoxazole-3-carboxamido)phenyl}-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
  参考文献：
  名称：

  Isoxazole carboxamides of m-aminotetramisole as anthelmintics

  摘要：

  本发明揭示了具有驱虫作用的6-（间氨基苯基）-2,3,5,6-四氢咪唑[2,1-b，]噻唑烷（间氨基四氢咪唑烷）的异噁唑羧酰胺。

  公开号：

  US04137321A1

文献信息

• Method of using 6-substituted amino
  申请人：American Cyanamid Company

  公开号：US03989835A1

  公开（公告）日：1976-11-02

  The preparation of compounds of the type 6-(mono substituted phenyl)-5,6-dihydro or 2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles and the pharmaceutically acceptable salts thereof, is described. The use of said compounds for treating helminthiasis in warm-blooded animals is also described.

  描述了一种制备类似于6-(单取代苯基)-5,6-二氢基或2,3,5,6-四氢基咪唑[2,1-b]噻唑醇类化合物及其药用盐的方法。同时还描述了利用这些化合物治疗温血动物蠕虫病的用途。
• 6-Substituted amino phenyl-2,3,5,6-tetrahydro[2,1-b]thiazoles
  申请人：American Cyanamid Company

  公开号：US04014892A1

  公开（公告）日：1977-03-29

  The preparation of dl and l compounds of the type 6-(mono and di-substituted phenyl)-5,6-dihydro or 2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles and the pharmaceutically acceptable salts thereof, is described. The use of said compounds for treating helminthiasis in warm-blooded animals is also described.

  描述了制备6-(单取代和双取代苯基)-5,6-二氢基或2,3,5,6-四氢基咪唑[2,1-b]噻唑烷类化合物及其药用盐的方法。还描述了利用这些化合物治疗温血动物蠕虫病的用途。
• Synthesis and anthelmintic activity of 3'-benzoylurea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
  作者：Robert J. Weikert、Stanford Bingham、Mark A. Emanuel、Elizabeth B. Fraser-Smith、David G. Loughhead、Peter H. Nelson、Anthony L. Poulton

  DOI：10.1021/jm00109a015

  日期：1991.5

  Reaction of 3-amino derivatives of the nematocides tetramisole and levamisole with variously substituted benzoylisocyanates gave a series of benzoylureas I which were tested for activity against helminths and ectoparasites. Compounds bearing 2,6-difluoro and 4-trifluoromethyl substituents had potent nematocidal activity in both mice and sheep. No antiectoparasitic activity was observed.

  线虫杀虫剂四咪唑和左旋咪唑的3-氨基衍生物与各种取代的苯甲酰基异氰酸酯的反应产生了一系列苯甲酰脲I，测试了其对蠕虫和体外寄生虫的活性。带有2，6-二氟和4-三氟甲基取代基的化合物在小鼠和绵羊中均具有有效的杀线虫活性。没有观察到抗寄生虫活性。
• Isothiourea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole with broad-spectrum anthelmintic activity
  作者：Malcolm D. Brewer、Roderick J. J. Dorgan、Brian R. Manger、Patrick Mamalis、Richard A. B. Webster

  DOI：10.1021/jm00393a028

  日期：1987.10

  isothiourea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (tetramisole) is described. The compounds are prepared by the S-alkylation of the thioureas that were obtained either by the reaction of an amine with 6-(3-isothiocyanatophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b] thiazole or by the reaction of an isothiocyanate with 6-(3-aminophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole. These

  描述了一系列6-苯基-2,3,5,6-四氢咪唑并[2,1-b]噻唑（四咪唑）的异硫脲衍生物。该化合物是通过硫脲的S-烷基化制备的，该硫脲是通过胺与6-（3-异硫氰酸根合苯基）-2,3,5,6-四氢咪唑并[2,1-b]噻唑的反应获得的，或通过异硫氰酸酯与6-（3-氨基苯基）-2,3,5,6-四氢咪唑并[2,1-b]噻唑的反应 这些衍生物具有比四咪唑更好的活性谱，并且对线虫，和吸虫具有活性。讨论了构效关系。
• Meta-pyrazolylaminotetramisole analogs and their use in pharmaceutical
  申请人：Beecham Group Limited

  公开号：US04389406A1

  公开（公告）日：1983-06-21

  Compounds of formula (I) in the 1-form ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is selected from hydrogen, optionally substituted (C.sub.1-7) alkyl, optionally substituted aryl and aromatic heterocyclyl and the dotted line is an optional direct bond, and acid addition salts thereof, are useful in treating worm infections in mammals. Compounds (I) are produced by forming the amide of m-aminotetramisole or by closing the dihydroimidazoline ring.

  式(I)的化合物，其中R.sup.1和R.sup.2相同或不同，且每个都是从氢，可选取代的（C.sub.1-7）烷基，可选取代的芳基和芳香杂环基中选择的，并且虚线是可选的直接键，以及其酸加成盐，在治疗哺乳动物的蠕虫感染中有用。化合物(I)是通过形成m-氨基四唑酰胺或闭合二氢咪唑啉环来产生的。