1-(4-isothiocyanatophenyl)pyrrolidine | 51317-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(4-isothiocyanatophenyl)pyrrolidine
• CAS: 51317-64-7
• 化学式: C₁₁H₁₂N₂S
• 分子量: 204.296
• InChiKey: LAXMBNLAJRXPHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-isothiocyanatophenyl)pyrrolidine 在 碳酸叔丁酯钾 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 (4-amino-2-(4-(pyrrolidin-1-yl)phenylamino)thiazol-5-yl)(4-methoxyphenyl)methanone
  参考文献：
  名称：

  디아미노티아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 간암의 예방 또는 치료용 약학적 조성물

  摘要：

  本发明涉及二氨基噻唑衍生物，其制备方法以及含有其作为有效成分的用于预防或治疗肝癌的药学组合物，根据本发明的二氨基噻唑衍生物，其光学异构体或其药学上可接受的盐不仅具有Wee1激酶的活性，而且对抑制肝癌细胞系的细胞增殖效果出色，因此可用作与之相关的肝癌预防或治疗用药学组合物。

  公开号：

  KR20160035878A
• 作为产物：
  描述：

  1-(4-硝基苯基)吡咯烷 在 5%-palladium/activated carbon 、 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 5.5h， 生成 1-(4-isothiocyanatophenyl)pyrrolidine
  参考文献：
  名称：

  Dramatic Acceleration of an Acyl Transfer-Initiated Cascade by Using Electron-Rich Amidine-Based Catalysts

  摘要：

  A tandem rearrangement of alpha,beta-unsaturated, thioesters into tricyclic ene-lactones fails with conventional amidine-based catalysts, but becomes possible when their electron-rich analogs are employed. A highly diastereo- and enantioselective version of this process has been developed using H-PIP 1b, a chiral catalyst prepared over a decade ago, but never utilized since its disclosure.

  DOI：

  10.1021/acs.orglett.7b03044

文献信息

• Synthesis and SAR of selective small molecule neuropeptide Y Y2 receptor antagonists
  作者：Gopi Kumar Mittapalli、Danielle Vellucci、Jun Yang、Marion Toussaint、Shaun P. Brothers、Claes Wahlestedt、Edward Roberts

  DOI：10.1016/j.bmcl.2012.04.107

  日期：2012.6

  Highly potent and selective small molecule neuropeptide Y Y2 receptor antagonists are reported. The systematic SAR exploration of a hit molecule N-(4-ethoxyphenyl)-4-[hydroxy(diphenyl)methyl]piperidine-1-carbothioamide, identified from HTS, led to the discovery of highly potent NPY Y2 antagonists 16 (CYM 9484) and 54 (CYM 9552) with IC50 values of 19 nM and 12 nM respectively.

  报告了高效和选择性的小分子神经肽 Y Y2 受体拮抗剂。从 HTS 鉴定的命中分子N- (4-ethoxyphenyl)-4-[hydroxy(diphenyl)methyl]piperidine-1-carbothioamide的系统 SAR 探索导致发现了高效的 NPY Y2 拮抗剂16 (CYM 9484)和54 (CYM 9552)，IC 50值分别为 19 nM 和 12 nM。
• KMONICEK, V.;SVATEK, E.;HOLUBEK, J.;PROTIVA, M., COLLECT. CZECHOSL. CHEM. COMMUN., 1986, 51, N 4, 937-947
  作者：KMONICEK, V.、SVATEK, E.、HOLUBEK, J.、PROTIVA, M.

  DOI：——

  日期：——
• Dramatic Acceleration of an Acyl Transfer-Initiated Cascade by Using Electron-Rich Amidine-Based Catalysts
  作者：Nicholas A. Ahlemeyer、Emma V. Streff、Pandi Muthupandi、Vladimir B. Birman

  DOI：10.1021/acs.orglett.7b03044

  日期：2017.12.15

  A tandem rearrangement of alpha,beta-unsaturated, thioesters into tricyclic ene-lactones fails with conventional amidine-based catalysts, but becomes possible when their electron-rich analogs are employed. A highly diastereo- and enantioselective version of this process has been developed using H-PIP 1b, a chiral catalyst prepared over a decade ago, but never utilized since its disclosure.
• 디아미노티아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 간암의 예방 또는 치료용 약학적 조성물
  申请人：Daegu-Gyeongbuk Medical Innovation Foundation 재단법인 대구경북첨단의료산업진흥재단(120110319805) Corp. No ▼ 170122-0006899BRN ▼502-82-19772

  公开号：KR20160035878A

  公开（公告）日：2016-04-01

  본 발명은 디아미노티아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 간암의 예방 또는 치료용 약학적 조성물에 관한 것으로, 본 발명에 따른 디아미노티아졸 유도체, 이의 광학 이성질체 또는 이의 약학적으로 허용 가능한 염은 Wee1 키나아제의 활성뿐만 아니라, 간암 세포주의 세포증식을 억제하는 효과가 우수하므로 이와 관련된 간암의 예방 또는 치료용 약학적 조성물로 유용하게 사용될 수 있다.

  本发明涉及二氨基噻唑衍生物，其制备方法以及含有其作为有效成分的用于预防或治疗肝癌的药学组合物，根据本发明的二氨基噻唑衍生物，其光学异构体或其药学上可接受的盐不仅具有Wee1激酶的活性，而且对抑制肝癌细胞系的细胞增殖效果出色，因此可用作与之相关的肝癌预防或治疗用药学组合物。