5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo<2,1-c><1,4>benzothiazepine | 121451-33-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo<2,1-c><1,4>benzothiazepine
• 英文别名: (6aS)-6a,7,8,9-tetrahydro-6H-pyrrolo[2,1-c][1,4]benzothiazepin-11-one
• CAS: 121451-33-0
• 化学式: C₁₂H₁₃NOS
• 分子量: 219.307
• InChiKey: ZEKYTGQESNCOEA-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo<2,1-c><1,4>benzothiazepine 在 氯化亚砜 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (+)-11-chloro-2,3,11,11a-tetrahydro-1H,5H-pyrrolo[2,1-c][1,4]benzothiazepin-5-one
  参考文献：
  名称：

  Thioanalogues of anti-tumor antibiotics. II. Synthesis and preliminary in vitro cytotoxicity evaluation of tricyclic [1,4]benzothiazepine derivatives

  摘要：

  The synthesis of tricyclic [1,4]benzothiazepine derivatives starting from optically active cyclic amino acids and amino alcohols is described. The absolute configurations of the target compounds were assigned by X-ray and H-1-NMR analyses and by molecular modeling studies. The cytotoxic activity of the tricyclic derivatives was tested in vitro by growth inhibition assays using murine L1210 and human lymphoblastic CCRF-CEM leukemias. Compounds 5, 9, and 10 exhibited marked cytotoxic activity.

  DOI：

  10.1016/0223-5234(93)90136-3
• 作为产物：
  描述：

  2,2-二硫二苯甲酰氯 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo<2,1-c><1,4>benzothiazepine
  参考文献：
  名称：

  缩合杂环。三，5,11-二氧代1,2,3,1 1a-四氢-5 H，11 H-和5-氧代-2,3,11,1 1a-四氢-1 H，5 H-吡咯烷的合成[2 ，1- ç ] [1,4]苯并硫氮杂†

  摘要：

  5,11- dioxo-1,2,3,11a-tetrahydro- 5 H 11 H-和5-oxo-2,3,11,11a-tetrahydro-1 H，5 H -pyrrolo- [2，已经研究了1-c] [1,4]苯并噻氮平10和11。

  DOI：

  10.1002/jhet.5570250358

文献信息

• Polycondensed heterocycles. III. Synthesis of 5,11-dioxo-1,2,3,1 1a-tetrahydro-5<i>H</i>,11<i>H</i>- and 5-oxo-2,3,11,1 1a-tetrahydro-1<i>H</i>,5<i>H</i>-pyrrolo[2,1-<i>c</i>][1,4]benzothiazepine
  作者：V. Nacci、A. Garofalo、M. Anzini、G. Campiani

  DOI：10.1002/jhet.5570250358

  日期：1988.5

  The syntheses of 5,11-dioxo-1,2,3,11a-tetrahydro-5H11H- and 5-oxo-2,3,11,11a-tetrahydro-1H,5H-pyrrolo-[2,1-c][1,4]benzothiazepine 10 and 11 have been studied.

  5,11- dioxo-1,2,3,11a-tetrahydro- 5 H 11 H-和5-oxo-2,3,11,11a-tetrahydro-1 H，5 H -pyrrolo- [2，已经研究了1-c] [1,4]苯并噻氮平10和11。
• Base-promoted aminoethylation of thiols with 2-oxazolidinones: a simple synthesis of 2-aminoethyl sulfides
  作者：Hiroyuki Ishibashi、Masayuki Uegaki、Manami Sakai、Yoshifumi Takeda

  DOI：10.1016/s0040-4020(01)00061-8

  日期：2001.3

  A simple synthesis of 2-aminoethyl sulfides using a base-promoted reaction of 2-oxazolidinones with thiols is described. An application of this method to the synthesis of chiral 2-aminoethyl sulfides and sulfur-containing heterocyclic compounds is also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.
• NACCI, V.;GAROFALO, A.;ANZINI, M.;CAMPIANI, G., J. HETEROCYCL. CHEM., 25,(1988) N 3, C. 1007-1013
  作者：NACCI, V.、GAROFALO, A.、ANZINI, M.、CAMPIANI, G.

  DOI：——

  日期：——
• THIAZEPINE INHIBITORS OF HIV-1 INTEGRASE
  申请人：THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：EP1187837B1

  公开（公告）日：2007-07-18
• Garofalo; Campiani; Fiorini, Il Farmaco, 1993, vol. 48, # 2, p. 275 - 283
  作者：Garofalo、Campiani、Fiorini、Nacci

  DOI：——

  日期：——