N-(3-phenylthioureido)phthalimide | 76892-42-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(3-phenylthioureido)phthalimide
• 英文别名: N-(Phenylthiocarbamoyl)-2-amino-1H-isoindole-1,3-(2H)dione；1-(1,3-Dioxoisoindol-2-yl)-3-phenylthiourea
• CAS: 76892-42-7
• 化学式: C₁₅H₁₁N₃O₂S
• 分子量: 297.337
• InChiKey: MDYQQQZGCUBRCX-UHFFFAOYSA-N

物化性质

• 熔点：
  261-263 °C
• 沸点：
  467.1±28.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-phenylthioureido)phthalimide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以69%的产率得到4-苯基-3-硫代氨基脲
  参考文献：
  名称：

  Hearn, Michael J.; Lucas, Laura E., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 615 - 616

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基邻苯二甲胺 、 硫代异氰酸苯酯 以 异丙醇 为溶剂， 反应 3.0h， 以83%的产率得到N-(3-phenylthioureido)phthalimide
  参考文献：
  名称：

  Hearn, Michael J.; Lucas, Laura E., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 615 - 616

  摘要：

  DOI：

文献信息

• Discovery of Phthalimides as Immunomodulatory and Antitumor Drug Prototypes
  作者：Claudia Pessoa、Paulo Michel P. Ferreira、Letícia Veras C. Lotufo、Manoel O. de Moraes、Suellen M. T. Cavalcanti、Lucas Cunha D. Coêlho、Marcelo Z. Hernandes、Ana Cristina L. Leite、Carlos A. De Simone、Vlaudia M. A. Costa、Valdênia M. O. Souza

  DOI：10.1002/cmdc.200900525

  日期：2010.4.6

  Optimized anticancer agents: A set of functionalized phthalimides was synthesized and evaluated for antitumor activities and as modulators of the secretion of cytokines and nitric oxide. Their potency was compared with that of thalidomide, and as a result, a new potent anticancer and immunomodulatory agent, compound 2 b, was identified.

  优化的抗癌药：合成了一组功能化的邻苯二甲酰亚胺，并评估了其抗肿瘤活性以及作为细胞因子和一氧化氮分泌的调节剂。将它们的功效与沙利度胺的功效进行了比较，结果，鉴定了一种新的有效的抗癌和免疫调节剂化合物2b。
• Phthalimidoguanidine plant growth regulators
  申请人：Gulf Oil Corporation

  公开号：US04386201A1

  公开（公告）日：1983-05-31

  Novel compounds are disclosed which have utility as plant growth regulators. Use to produce growth regulators is specifically illustrated. The novel compounds of this invention are phthalimidoguanidines of the following general structural formulas: ##STR1## in which R, R.sup.1 and R.sup.5 are hydrogen, C.sub.1 to C.sub.5 alkyl, R.sup.2 and R.sup.3 are alike or unlike, one of which may be hydrogen but otherwise are substituents selected from C.sub.1 to C.sub.5 alkyl, alkenyl or alkynyl, branched or unbranched, C.sub.2 to C.sub.5 hydroxyalkyl or alkoxyalkyl, C.sub.3 to C.sub.5 cycloalkyl, furfuryl, pyridyl, benzyl, phenyl, C.sub.1 to C.sub.5 alkylphenyl, or --NR.sup.2 R.sup.3 together may be 2,5-dimethyl-1-pyrryl, 4-morpholinyl or 1-pyrrolidinyl, R.sup.4 is halogen, nitro, cyano, trifluoromethyl, C.sub.1 to C.sub.5 alkyl or acyl and n is zero, one or two.

  揭示了作为植物生长调节剂有用的新化合物。具体说明了用于生产生长调节剂的用途。本发明的新化合物是以下一般结构式的邻苯二甲酰胍类化合物：##STR1## 其中R、R.sup.1和R.sup.5为氢、C.sub.1到C.sub.5烷基，R.sup.2和R.sup.3相同或不同，其中之一可以是氢，但否则是选择自C.sub.1到C.sub.5烷基、烯基或炔基、支链或直链、C.sub.2到C.sub.5羟基烷基或烷氧基烷基、C.sub.3到C.sub.5环烷基、呋喃基、吡啶基、苄基、苯基、C.sub.1到C.sub.5烷基苯基，或--NR.sup.2 R.sup.3一起可以是2,5-二甲基-1-吡啶基、4-吗啉基或1-吡咯基，R.sup.4为卤素、硝基、氰基、三氟甲基、C.sub.1到C.sub.5烷基或酰基，n为零、一或二。
• N-(arylthiocarbamoyl)-2-amino-1H-isoindole-1,3-(2H)diones and use as
  申请人：Gulf Oil Corporation

  公开号：US04264502A1

  公开（公告）日：1981-04-28

  A novel class of compounds which are useful as plant growth regulators is disclosed, having the general structural formula: ##STR1## in which R.sup.1 is; C.sub.1 to C.sub.4 alkyl, nitro or halo and n is zero or an integer from 1 to 4 R.sup.2 and R.sup.3 are; H or C.sub.1 to C.sub.4 alkyl or hydroxyalkyl, or benzyl and Ar is; adamantyl, C.sub.3 to C.sub.4 alkyl or alkenyl, benzyl, halobenzyl, naphthyl, phenyl or phenyl bearing thereon from one to three of the substituents: cyano, benzyloxy, methylenedioxy, nitro, bromo, chloro, trifluoromethyl and C.sub.1 to C.sub.4 alkyl, alkenyl, alkoxy, alkylthio and alkyl-substituted amino.

  揭示了一类新型的化合物，这些化合物可用作植物生长调节剂，具有以下一般结构式：##STR1## 其中R.sup.1为；C.sub.1至C.sub.4烷基，硝基或卤素，n为零或1至4之间的整数，R.sup.2和R.sup.3为；H或C.sub.1至C.sub.4烷基或羟基烷基，或苄基，Ar为；三环戊基，C.sub.3至C.sub.4烷基或烯基，苄基，卤代苄基，萘基，苯基或苯基，其上带有一个到三个取代基：氰基，苄氧基，亚甲二氧基，硝基，溴基，氯基，三氟甲基和C.sub.1至C.sub.4烷基，烯基，烷氧基，烷硫基和烷基取代的氨基。
• PATEL, N. R.;RUTTER, J. L.
  作者：PATEL, N. R.、RUTTER, J. L.

  DOI：——

  日期：——
• KIRKPATRICK, J. L.;PATEL, N. R.;RUTTER, J. L.
  作者：KIRKPATRICK, J. L.、PATEL, N. R.、RUTTER, J. L.

  DOI：——

  日期：——