Boc-(D)-(NⁱBoc)-Trp-(D)-(NⁱBoc)-Trp-NH2 | 381231-55-6

• 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: Boc-(D)-(NⁱBoc)-Trp-(D)-(NⁱBoc)-Trp-NH2
• CAS: 381231-55-6
• 化学式: C₃₇H₄₇N₅O₈
• 分子量: 689.809
• InChiKey: MPSUQEKTXWGYHC-KAYWLYCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  50.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  172.98
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Boc-(D)-(NⁱBoc)-Trp-(D)-(NⁱBoc)-Trp-NH2 在 N-甲基吗啉 、 吡啶 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 tert-butyl 3-[(2R)-3-[[(1R)-1-(3-methylbutanoylamino)-2-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]ethyl]amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxopropyl]indole-1-carboxylate
  参考文献：
  名称：

  New Active Series of Growth Hormone Secretagogues

  摘要：

  New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.(1)

  DOI：

  10.1021/jm020985q
• 作为产物：
  描述：

  N-苄氧羰基-D-色氨酸 在 10percent Pd/C N-甲基吗啉 、 盐酸 、 4-二甲氨基吡啶 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 氯甲酸异丁酯 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 26.0h， 生成 Boc-(D)-(NⁱBoc)-Trp-(D)-(NⁱBoc)-Trp-NH2
  参考文献：
  名称：

  New Active Series of Growth Hormone Secretagogues

  摘要：

  New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.(1)

  DOI：

  10.1021/jm020985q

文献信息

• [EN] GROWTH HORMONE SECRETAGOGUES<br/>[FR] SECRETAGOGUES DES HORMONES DE CROISSANCE
  申请人：ZENTARIS AG

  公开号：WO2001096300A1

  公开（公告）日：2001-12-20

  The invention relates to compounds of formula (I) which are useful for elevating the plasma level of growth hormone in a mammal as well as for the treatment of growth hormone secretion deficiency, growth retardation in child and metabolic disorders associated with growth hormone secretion deficiency.

  该发明涉及公式(I)的化合物，该化合物对于提高哺乳动物的血浆生长激素水平以及治疗生长激素分泌缺乏、儿童生长迟缓和与生长激素分泌缺乏相关的代谢紊乱具有用处。
• J. Med. Chem. 2003, 46, 1191-1203
  作者：

  DOI：——

  日期：——