1-[4-(1-thia-3-aza-spiro[5.5]undec-2-en-2-ylamino)-phenyl]-ethanone | 1383254-27-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-(1-thia-3-aza-spiro[5.5]undec-2-en-2-ylamino)-phenyl]-ethanone
• 英文别名: (4-acetylphenyl)(1-thia-3-azaspiro[5.5]undec-2-en-2-yl)amine；1-[4-(1-Thia-3-azaspiro[5.5]undec-2-en-2-ylamino)phenyl]ethanone；1-[4-(1-thia-3-azaspiro[5.5]undec-2-en-2-ylamino)phenyl]ethanone
• CAS: 1383254-27-0
• 化学式: C₁₇H₂₂N₂OS
• 分子量: 302.44
• InChiKey: FWRNNBKICMVCJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-Acetylphenyl)-3-[2-(cyclohex-1-en-1-yl)ethyl]thiourea 在 氢溴酸 作用下， 以 水 为溶剂， 反应 5.0h， 生成 1-[4-(1-thia-3-aza-spiro[5.5]undec-2-en-2-ylamino)-phenyl]-ethanone
  参考文献：
  名称：

  Novel spiroderivatives of isothiourea of the 1,3-thiazine series as promising neuroprotectors

  摘要：

  DOI：

  10.1007/s11172-011-0377-3

文献信息

• Thermodynamics of sublimation and solvation for bicyclo-derivatives of 1,3-thiazine
  作者：Marina V. Ol’khovich、Svetlana V. Blokhina、Angelica V. Sharapova、German L. Perlovich、Alexey N. Proshin

  DOI：10.1016/j.tca.2013.07.005

  日期：2013.10

  Abstract Temperature dependencies of saturated vapor pressure of novel bicyclo-derivatives of 1,3-thiazine with methoxy- and carbonyl-substituents have been obtained by method of transference by means of an inert gas carrier. Thermodynamic functions of sublimation have been calculated. Correlations between thermodynamic functions of sublimation and thermophysical properties of the substances and molecular

  摘要 通过惰性气体载体转移的方法，获得了具有甲氧基和羰基取代基的新型 1,3-噻嗪双环衍生物的饱和蒸气压的温度依赖性。已经计算了升华的热力学函数。升华的热力学函数与物质的热物理性质和分子描述符之间的相关性已经建立。使用升华焓和己烷和缓冲液中溶液的标准焓的测量值计算化合物的溶剂化焓。
• Novel spiroderivatives of isothiourea of the 1,3-thiazine series as promising neuroprotectors
  作者：A. N. Proshin、I. V. Serkov、L. N. Petrova、S. O. Bachurin

  DOI：10.1007/s11172-011-0377-3

  日期：2011.11
• Synthesis, biological activity, distribution and membrane permeability of novel spiro-thiazines as potent neuroprotectors
  作者：Svetlana V. Blokhina、Tatyana V. Volkova、Marina V. Ol'khovich、Angelica V. Sharapova、Alexey N. Proshin、Sergey O. Bachurin、German L. Perlovich

  DOI：10.1016/j.ejmech.2014.02.052

  日期：2014.4

  New spiro-derivatives of 1,3-thiazine-potential neuroprotectors have been synthesized. It has been determined that the obtained compounds are biologically active and capable of blocking the glutamate-induced calcium ion uptake into synaptosomes of rat brain cortex. The inhibitory activity of the test substances was shown to depend on the chemical nature and structure of the substituents bound with an exocyclic nitrogen atom. Non-polar alkyl and polar radicals with halogen, oxygen and nitrogen atoms were used as substituents. It is typical of the active spiro-thiazines to have alkyl substituents in ortho-and para-position of the benzene ring. Among the investigated spiro-thiazines it is the derivatives with ethyl- and isopropyl-groups in the aril part of the molecules that are the lead-compounds with a high inhibitory ability. We measured the distribution coefficients of the substances in octanol/buffer and hexane/buffer systems and made conclusions about the ability of the investigated drug-like compounds to penetrate the biological membranes. By using the parabolic model we derived a quadratic equation that allowed us to evaluate quantitatively the inhibitory activity of spiro-thiazines with hydrophobic substituents based on lipophilicity data. We also studied the permeability through the phospholipidic membrane and introduced a correlation equation describing the dependence of the investigated spiro-thiazines activity on the descriptors characterizing the donor acceptor properties. (C) 2014 Elsevier Masson SAS. All rights reserved.