(S)-2-Amino-4-methyl-pentan-1-ol; compound with trifluoro-acetic acid | 83599-36-4

• 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: (S)-2-Amino-4-methyl-pentan-1-ol; compound with trifluoro-acetic acid
• 英文别名: (2S)-2-amino-4-methylpentan-1-ol;2,2,2-trifluoroacetic acid
• CAS: 83599-36-4
• 化学式: C₂HF₃O₂*C₆H₁₅NO
• 分子量: 231.215
• InChiKey: LZOKLFAEPNUYOV-RGMNGODLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-Amino-4-methyl-pentan-1-ol; compound with trifluoro-acetic acid 在 盐酸 、 甲烷磺酸 、 茴香硫醚 、 1-羟基苯并三唑 、 苯甲醚 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.25h， 生成 H-Tyr-D-Arg-Gly-MePhe-Leu-ol
  参考文献：
  名称：

  Further synthesis of enkephalinol analogs containing the dipeptide unit Tyr-Arg (kyotorphin).

  摘要：

  为了获得具有高效镇痛活性的脑啡肽衍生物，合成了四种在N端位置含有Tyr-D-Arg单元的脑啡肽类似物。其中，H-Tyr-D-Arg-Gly-甲基Phe-Met (O)-ol在小鼠静脉注射后表现出与吗啡相当的镇痛活性。

  DOI：

  10.1248/cpb.30.2447
• 作为产物：
  描述：

  N-叔丁氧羰基-L-亮氨醇 在 三氟乙酸 作用下， 反应 0.5h， 以98%的产率得到(S)-2-Amino-4-methyl-pentan-1-ol; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Syntheses and biological activities of bombesin analogs modified in the C-terminal dipeptide part

  摘要：

  Bombesin receptor antagonists are possible therapeutic agents due to their ability to act as inhibitors of cellular proliferation. On the basis of our hypothesis on the mechanism of action of gastrin associating an activating enzyme system to the receptor and on the results reported in the litterature, we have synthesized bombesin analogues which have been modified in the C-terminal Leu(13)-Leu(14) amide part. We have shown that modification in the C-terminal part of the bombesin strongly affected the biological activity in rat pancreatic acini. The most potent compound which is described here, H-D-Phe- Gln-Trp-Ala-Val-Gly-His-Leu-psi(CH2)Leu-NH2, was able to recognize the bombesin receptor on rat pancreatic acini (Ki 4.3 nM) and antagonized the bombesin stimulated amylase secretion (Ki 7.7 nM).

  DOI：

  10.1016/s0223-5234(99)80063-4

文献信息

• INDOLE, INDAZOLE, AND BENZAZOLE DERIVATIVE
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1514869A1

  公开（公告）日：2005-03-16

  The compound of the formula (I): wherein W is a group of the following formula (VIII) binding to any possible position on the Q: Q is, together with W, a group of the formula: -C(M=C(R3A)-N(R3)-, etc.; R3A is H or optionally substituted lower alkyl; R4, R5, R6, and R7 are independently H or optionally substituted lower alkyl; R1 is optionally substituted lower alkyl, etc.; R2 is H, etc.; R3 is H, etc.; Ar is phenyl, etc., or a pharmaceutically acceptable salt thereof, where these compounds exhibiting β3-adrenoceptor-stimulating activity and being useful as a medicament for treatment of obesity, etc.

  公式(I)的化合物： 其中W是以下公式(VIII)的基团，可以与Q的任何可能位置结合： Q与W一起是以下公式的基团：-C(M=C(R3A)-N(R3)-等； R3A是H或可选地取代的低级烷基；R4、R5、R6和R7独立的是H或可选地取代的低级烷基；R1是可选地取代的低级烷基等；R2是H等；R3是H等；Ar是苯基等，或其药物可接受的盐，其中这些化合物具有β3-肾上腺素受体刺激活性，并作为治疗肥胖等的药物有用。
• Further synthesis of enkephalinol analogs containing the dipeptide unit Tyr-Arg (kyotorphin).
  作者：MINORU KUBOTA、HIROSHI KOJIMA、OSAMU NAGASE、HIRO AMANO、HIROSHI TAKAGI、HARUAKI YAJIMA

  DOI：10.1248/cpb.30.2447

  日期：——

  In order to obtain enkephalin derivatives with high analgesic activity, four enkephalinol analogs having the Tyr-D-Arg unit in the N-terminal position were synthesized. Of these, H-Tyr-D-Arg-Gly-MePhe-Met (O)-ol exhibited analgesic activity comparable to that of morphine after intravenous administration to mice.

  为了获得具有高效镇痛活性的脑啡肽衍生物，合成了四种在N端位置含有Tyr-D-Arg单元的脑啡肽类似物。其中，H-Tyr-D-Arg-Gly-甲基Phe-Met (O)-ol在小鼠静脉注射后表现出与吗啡相当的镇痛活性。
• Syntheses and biological activities of bombesin analogs modified in the C-terminal dipeptide part
  作者：M Llinares、C Devin、J Azay、G Bergé、JA Fehrentz、J Martinez

  DOI：10.1016/s0223-5234(99)80063-4

  日期：1997.10

  Bombesin receptor antagonists are possible therapeutic agents due to their ability to act as inhibitors of cellular proliferation. On the basis of our hypothesis on the mechanism of action of gastrin associating an activating enzyme system to the receptor and on the results reported in the litterature, we have synthesized bombesin analogues which have been modified in the C-terminal Leu(13)-Leu(14) amide part. We have shown that modification in the C-terminal part of the bombesin strongly affected the biological activity in rat pancreatic acini. The most potent compound which is described here, H-D-Phe- Gln-Trp-Ala-Val-Gly-His-Leu-psi(CH2)Leu-NH2, was able to recognize the bombesin receptor on rat pancreatic acini (Ki 4.3 nM) and antagonized the bombesin stimulated amylase secretion (Ki 7.7 nM).