3-Amino-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo<4,5>thieno<2,3-d>pyrimidine | 128352-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-Amino-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo<4,5>thieno<2,3-d>pyrimidine
• 英文别名: 3-Amino-4-phenyl-3,4,5,6,7,8-hexahydro-(1)benzothieno(2,3-d)pyrimidine-2(1H)-thione；3-amino-4-phenyl-1,4,5,6,7,8-hexahydro-[1]benzothiolo[2,3-d]pyrimidine-2-thione
• CAS: 128352-86-3
• 化学式: C₁₆H₁₇N₃S₂
• 分子量: 315.463
• InChiKey: ZLCMFDBBUZTCBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Amino-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo<4,5>thieno<2,3-d>pyrimidine 、 二苯酐 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以85%的产率得到Benzoic acid, 2-(((1,4,5,6,7,8-hexahydro-4-phenyl-2-thioxo(1)benzothieno(2,3-d)pyrimidin-3(2H)-yl)amino)carbonyl)-
  参考文献：
  名称：

  Thiophene isosteres: synthesis and biological evaluation of 3-substituted derivatives of 4-phenyl-2-thioxo-benzo[4,5] thieno[2,3-d]pyrimidine

  摘要：

  As an extension of a previous work, in which a series of 4-phenyl-2-thioxo-benzo[4,5]thieno[2,3-d]pyrimidines were synthesized, a new series of 3-amino derivatives of this ring system has been prepared. The products obtained together with those reported in the previous paper, were tested for analgesic, antipyretic and anti-inflammatory activities as well as for acute toxicity. Since these compounds could be useful for the treatment of neoplasms, their cytostatic activity was also investigated.

  DOI：

  10.1016/0223-5234(91)90065-u
• 作为产物：
  描述：

  (2-氨基-4,5,6,7-四氢苯并[b]噻吩-3-基)-苯甲酮 在 sodium tetrahydroborate 、 一水合肼 、 calcium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 氯仿 、 水 为溶剂， 反应 5.25h， 生成 3-Amino-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo<4,5>thieno<2,3-d>pyrimidine
  参考文献：
  名称：

  3-取代的-4-苯基-2-硫代-1,2,3,4,5,6,7,8-八氢苯并[4,5]噻吩并[2,3-α]嘧啶的合成†

  摘要：

  研究了3-苯甲酰基-2-异硫氰酸根合4,5,6,7-四氢苯并[ b ]噻吩与肼或伯胺的反应。鉴定出的产物为4-苯基-2-硫代氧代2,3,5,6,7,8-六氢苯并[4,5]噻吩并[2,3- d ]嘧啶的衍生物。它们易于用硼氢化钠还原，为合成3-取代的4-苯基-2-硫代-1,2,3,4,5,6,7,8-八氢苯并[4,5] thieno [ 2,3- d ]嘧啶。两种化合物均被评估为潜在的镇痛药，抗炎药和抗关节炎药。

  DOI：

  10.1002/jhet.5570270229

文献信息

• VEGA, SALVADOR;ALONSO, JAVIER;DIAZ, JUAN A.;JUNQUERA, FRANCISCO, J. HETEROCYCL. CHEM., 27,(1990) N, C. 269-273
  作者：VEGA, SALVADOR、ALONSO, JAVIER、DIAZ, JUAN A.、JUNQUERA, FRANCISCO

  DOI：——

  日期：——
• Synthesis of 3-substituted-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo[4,5]thieno[2,3-á]pyrimidines
  作者：Salvador Vega、Javier Alonso、Juan A. Diaz、Francisco Junquera

  DOI：10.1002/jhet.5570270229

  日期：1990.2

  products obtained were identified as derivatives of 4-phenyl-2-thioxo-2,3,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidine. Their easy reduction with sodium borohydride provided a useful method for the synthesis of 3-substituted-4-phenyl-2-thioxo-1,2,3,4,5,6,7,8-octahydrobenzo[4,5]thieno[2,3-d]pyrimidines. Both kind of compounds were evaluated as potential analgesic, anti-inflammatory and anti-arthritic

  研究了3-苯甲酰基-2-异硫氰酸根合4,5,6,7-四氢苯并[ b ]噻吩与肼或伯胺的反应。鉴定出的产物为4-苯基-2-硫代氧代2,3,5,6,7,8-六氢苯并[4,5]噻吩并[2,3- d ]嘧啶的衍生物。它们易于用硼氢化钠还原，为合成3-取代的4-苯基-2-硫代-1,2,3,4,5,6,7,8-八氢苯并[4,5] thieno [ 2,3- d ]嘧啶。两种化合物均被评估为潜在的镇痛药，抗炎药和抗关节炎药。
• Thiophene isosteres: synthesis and biological evaluation of 3-substituted derivatives of 4-phenyl-2-thioxo-benzo[4,5] thieno[2,3-d]pyrimidine
  作者：S Vega、J Alonso、JA Diaz、F Junquera、C Perez、V Darias、L Bravo、S Abdallah

  DOI：10.1016/0223-5234(91)90065-u

  日期：1991.4

  As an extension of a previous work, in which a series of 4-phenyl-2-thioxo-benzo[4,5]thieno[2,3-d]pyrimidines were synthesized, a new series of 3-amino derivatives of this ring system has been prepared. The products obtained together with those reported in the previous paper, were tested for analgesic, antipyretic and anti-inflammatory activities as well as for acute toxicity. Since these compounds could be useful for the treatment of neoplasms, their cytostatic activity was also investigated.