3-hydroxy-2-phenyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one | 27068-82-2

• 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: 3-hydroxy-2-phenyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
• 英文别名: 4-Hydroxy-3-phenyl-2-thia-6-azabicyclo[5.4.0]undeca-7,9,11-trien-5-one；3-hydroxy-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one；3-hydroxy-2-phenyl-3,5-dihydro-2H-1,5-benzothiazepin-4-one
• CAS: 27068-82-2
• 化学式: C₁₅H₁₃NO₂S
• 分子量: 271.34
• InChiKey: ZUOHMTWRFCETKE-UHFFFAOYSA-N

物化性质

• 沸点：
  516.9±50.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-phenyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 在 吡啶 作用下， 生成 2-苯基-1,5-苯并硫氮杂卓-4(5H)-酮
  参考文献：
  名称：

  Kugita,H. et al., Chemical and pharmaceutical bulletin, 1971, vol. 19, p. 595 - 602

  摘要：

  DOI：
• 作为产物：
  描述：

  3-苯基环氧乙烷甲酸乙酯 在 sodium hydroxide 作用下， 以 xylene 为溶剂， 生成 3-hydroxy-2-phenyl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
  参考文献：
  名称：

  Kugita,H. et al., Chemical and pharmaceutical bulletin, 1970, vol. 18, p. 2028 - 2037

  摘要：

  DOI：

文献信息

• Methods for treating leukemia and myelodysplastic syndrome, and methods for identifying agents for treating same
  申请人：Mustelin Tomas

  公开号：US20090105240A1

  公开（公告）日：2009-04-23

  The present disclosure relates to methods for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome and acute myelogenous leukemia. The present disclosure further relates to compounds that can be used for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome and acute myelogenous leukemia. The present disclosure also relates to methods for identifying compounds that can be used for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome.

  本公开涉及治疗白血病、白血病前期病症、以及骨髓增生异常综合征和急性髓系白血病的方法。本公开还涉及可用于治疗白血病、白血病前期病症、以及骨髓增生异常综合征和急性髓系白血病的化合物。本公开还涉及用于识别可用于治疗白血病、白血病前期病症、以及骨髓增生异常综合征的化合物的方法。
• Solid Phase Synthesis of Hydroxy Benzothiazepinones through Cyclative Release under Thermolysis
  作者：H. M. Sampath Kumar、P. Pawan Chakravarthy、M. Shesha Rao、Sipak Joyasawal、J. S. Yadav

  DOI：10.1246/cl.2004.888

  日期：2004.7

  Hydroxy benzothiazepinones were synthesized by a simple procedure involving epoxidation of polymer bound cinnamic acids followed by nucleophilic opening of the resulting glycidic ester by o-aminothiophenol to afford the intermediate hydroxy anilino-esters which underwent cyclization cleavage on heating in DMF to release the product completely.

  羟基苯并硫氮杂酮通过简单的程序合成，包括聚合物结合的肉桂酸的环氧化，然后通过邻氨基苯硫酚对所得缩水甘油酯进行亲核开环，得到中间体羟基苯胺基酯，该中间体在DMF中加热时进行环化裂解，以完全释放产物。
• Process for preparing optically active benzothiazepine compounds by asymmetric reduction
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0551076A1

  公开（公告）日：1993-07-14

  Process for preparing optically active cis-3-hydroxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one compounds [I] of the formula: wherein Ring A and Ring B are substituted or unsubstituted benzene, R¹ is hydrogen or di-lower alkylaminoalkyl, which comprises subjecting 1,5-benzothiazepin-4(5H)-one (II) of the formula [II]: wherein R⁴ is hydrogen or lower alkanoyl, and the other symbols are the same as defined above, to asymmetric reduction with a reaction product of optically active α-amino acid and metal hydride, in high optically yield, and said compounds [I] are very important as intermediate for preparing various medicines.

  制备光学活性顺式-3-羟基-2,3-二氢-1,5-苯并硫氮杂卓-4(5H)-酮化合物[I]的工艺： 其中环 A 和环 B 是取代或未取代的苯，R¹ 是氢或二低级烷基氨基烷基，该工艺包括将式[II]的 1，5-苯并硫氮杂卓-4(5H)-酮(II)： 其中 R⁴为氢或低级烷酰基，其他符号与上述定义相同，用光学活性 α-氨基酸和金属氢化物的反应产物进行不对称还原，光学收率高，所述化合物[I]是制备各种药物的非常重要的中间体。
• Process for preparing optically active benzothiazepine compound, and intermediate therefor
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0826678A1

  公开（公告）日：1998-03-04

  Powdery aggregate of 2-phenyl-1,5-benzothiazepin-3,4(2H,5H)-dione compound: wherein Ring A and Ring B are benzene ring having optionally substituent selected from lower alkyl, lower alkoxy and halogen, which is prepared by admixing solution of the compound (II) in polar organic solvent with solvent which does not substantially dissolve the compound (II) but is miscible with said polar organic solvent, and separating and collecting the resultant particles of the compound (II). Said aggregate of the compound (II) can be converted into optically active 3-hydroxy-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one compounds (I) on industrial scale, which are useful as intermediate for various medicaments.

  2-苯基-1,5-苯并硫氮杂卓-3,4(2H,5H)-二酮化合物的粉末状集合体： 将化合物(II)在极性有机溶剂中的溶液与基本上不溶解化合物(II)但能与所述极性有机溶剂混溶的溶剂混合，并分离和收集所得到的化合物(II)颗粒。上述化合物（II）的集合体可在工业规模上转化为具有光学活性的 3-羟基-2-苯基-2,3-二氢-1,5-苯并硫氮杂卓-4(5H)-酮化合物（I），这些化合物可用作各种药物的中间体。
• JPH05244992A
  申请人：——

  公开号：JPH05244992A

  公开（公告）日：1993-09-24