N-[(Z)-(1S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-chloro-1,4-dimethyl-5-oxo-pent-2-enyl]-2,2,2-trichloro-acetamide | 150004-37-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[(Z)-(1S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-chloro-1,4-dimethyl-5-oxo-pent-2-enyl]-2,2,2-trichloro-acetamide
• 英文别名: N-[(Z,2S,5R)-6-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-3-chloro-5-methyl-6-oxohex-3-en-2-yl]-2,2,2-trichloroacetamide
• CAS: 150004-37-8
• 化学式: C₁₉H₂₀Cl₄N₂O₄
• 分子量: 482.191
• InChiKey: GPFOKCAWERPNGN-NBAQGATKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 N-[(Z)-(1S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-chloro-1,4-dimethyl-5-oxo-pent-2-enyl]-2,2,2-trichloro-acetamide 在 lithium hydroxide 、 sodium hydroxide 、 双氧水 作用下， 生成 (Z)-(2R,5S)-5-tert-Butoxycarbonylamino-4-chloro-2-methyl-hex-3-enoic acid
  参考文献：
  名称：

  Dipeptide mimetics can substitute for the receptor activation domain resulting in highly potent analogues of hPTH(1–36)

  摘要：

  A series of hPTH(1-36) analogues were prepared to study the role of the first peptide bond between residues Ser(1)-Val(2). Some of these analogues were found to show high affinity binding in intact opossum kidney (OK-1) cells and were very active in their ability to stimulate adenylate cyclase production in intact OK-1 cells, rat UMR106-06 osteosarcoma cells, and SaOS-2 human osteosarcoma cells. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00188-6
• 作为产物：
  描述：

  (4R)-4-benzyl-3-[(Z,2R,3R)-4-chloro-3-hydroxy-2-methylhex-4-enoyl]-1,3-oxazolidin-2-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 xylene 为溶剂， 生成 N-[(Z)-(1S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-chloro-1,4-dimethyl-5-oxo-pent-2-enyl]-2,2,2-trichloro-acetamide
  参考文献：
  名称：

  Dipeptide mimetics can substitute for the receptor activation domain resulting in highly potent analogues of hPTH(1–36)

  摘要：

  A series of hPTH(1-36) analogues were prepared to study the role of the first peptide bond between residues Ser(1)-Val(2). Some of these analogues were found to show high affinity binding in intact opossum kidney (OK-1) cells and were very active in their ability to stimulate adenylate cyclase production in intact OK-1 cells, rat UMR106-06 osteosarcoma cells, and SaOS-2 human osteosarcoma cells. (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00188-6

文献信息

• [EN] NOVEL IMMUNOSUPPRESSANTS
  申请人：SANDOZ LTD.

  公开号：WO1993005011A1

  公开（公告）日：1993-03-18

  (EN) Novel peptides which incorporate novel amino acid, halo-olefin dipeptide isosteres, and/or cyclic tripeptides are useful in the diagnosis, prophylaxis, treatment and management of autoimmune diseases.(FR) Des peptides nouveaux qui comprennent un nouvel acide aminé, des isostères dipeptides halo-oléfiniques, et/ou des tripeptides cycliques, sont utiles pour le diagnostic, la prophylaxie, le traitement et le suivi de maladies auto-immunes.