H-βHly(Tac)-TMSE | 290310-72-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: H-βHly(Tac)-TMSE
• 英文别名: 2-trimethylsilylethyl (3S)-3-amino-7-[(2-methylphenyl)carbamoylamino]heptanoate
• CAS: 290310-72-4
• 化学式: C₂₀H₃₅N₃O₃Si
• 分子量: 393.602
• InChiKey: HCHRJEWBRSDYMA-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  H-βHly(Tac)-TMSE 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-3-[((2S,5S,11bR)-2-Benzyloxycarbonylamino-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-5-carbonyl)-amino]-7-(3-o-tolyl-ureido)-heptanoic acid
  参考文献：
  名称：

  Effects of the incorporation of IBTM β-turn mimetics into the dipeptoid CCK1 receptor agonist PD 170292

  摘要：

  Replacement of the 2-Adoc-D-alphaMeTrp residue in the non-selective CCK1 receptor agonist PD 170292 by the Z-(2R,5R, 11bS)-IBTM skeleton, able to fix a type 11 beta-turn-like conformation, led to a conformationally restricted dipeptoid analogue, namely 3a, which exhibited a notable increase in the CCK1 selectivity and antagonist properties. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00630-8
• 作为产物：
  描述：

  N-alpha-叔丁氧羰基-L-赖氨酸 在 甲酸 、 TEA 、 silver benzoate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 H-βHly(Tac)-TMSE
  参考文献：
  名称：

  The design and synthesis of the high efficacy, non-peptide CCK 1 receptor agonist PD 170292

  摘要：

  The design, synthesis and biological actions of a novel, non-peptide CCK1 receptor agonist (PD 170292) which exhibits a similar pharmacological profile to the CCK analogue JMV180 is reported. PD 170292 was designed based on a consideration of the structures of a peptide based CCK1 receptor selective agonist and a peptoid CCK2 receptor selective antagonist. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00198-0

文献信息

• The design and synthesis of the high efficacy, non-peptide CCK 1 receptor agonist PD 170292
  作者：N. Bernad、B.G.M. Burgaud、D.C. Horwell、R.A. Lewthwaite、J. Martinez、M.C. Pritchard

  DOI：10.1016/s0960-894x(00)00198-0

  日期：2000.6

  The design, synthesis and biological actions of a novel, non-peptide CCK1 receptor agonist (PD 170292) which exhibits a similar pharmacological profile to the CCK analogue JMV180 is reported. PD 170292 was designed based on a consideration of the structures of a peptide based CCK1 receptor selective agonist and a peptoid CCK2 receptor selective antagonist. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Effects of the incorporation of IBTM β-turn mimetics into the dipeptoid CCK1 receptor agonist PD 170292
  作者：Mercedes Martı́n-Martı́nez、Miriam Latorre、M.Teresa Garcı́a-López、Edurne Cenarruzabeitia、Joaquı́n Del Rı́o、Rosario González-Muñiz

  DOI：10.1016/s0960-894x(01)00630-8

  日期：2002.1

  Replacement of the 2-Adoc-D-alphaMeTrp residue in the non-selective CCK1 receptor agonist PD 170292 by the Z-(2R,5R, 11bS)-IBTM skeleton, able to fix a type 11 beta-turn-like conformation, led to a conformationally restricted dipeptoid analogue, namely 3a, which exhibited a notable increase in the CCK1 selectivity and antagonist properties. (C) 2002 Elsevier Science Ltd. All rights reserved.