H-Phe-NHC2H5*HCl | 64905-58-4

• 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-Phe-NHC2H5*HCl
• 英文别名: L-Phenylalanine ethylamide hydrochloride；(2S)-2-amino-N-ethyl-3-phenylpropanamide;hydrochloride
• CAS: 64905-58-4
• 化学式: C₁₁H₁₆N₂O*ClH
• 分子量: 228.722
• InChiKey: QEWGCJHKZJVFFG-PPHPATTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  H-Phe-NHC2H5*HCl 在 N-甲基吗啉 、 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 Boc-Tyr-D-Arg(NO2)-Phe-NHC2H5
  参考文献：
  名称：

  Studies on analgesic oligopeptides. V. Structure-activity relationship of tripeptide alkylamides, Tyr-D-Arg-Phe-X.

  摘要：

  通过溶液法合成了基于结构Tyr-D-Arg-Phe-X（X=OH，烷基酯，烷基酰胺或具有不同碳链的氨基酸）的21种类似物，并在小鼠皮下（s.c.）给药后测试了它们的镇痛活性。大多数三肽烷基酰胺在10 mg/kg，s.c.剂量下没有镇痛作用。然而，一些在烷基部分具有羟基的三肽烷基酰胺显示出比吗啡更大的活性。在烷基部分引入羧基也导致具有强效镇痛作用的四肽类似物，例如，X=β-丙氨酸的化合物在摩尔基础上比吗啡强33倍。这些结果表明，适当的碳链长度和在第四位存在氧原子对于D-Arg2-dermorphin类似物系列中的高镇痛活性是重要的。

  DOI：

  10.1248/cpb.36.4834
• 作为产物：
  描述：

  BOC-L-苯丙氨酸琥珀酰亚胺酯 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 H-Phe-NHC2H5*HCl
  参考文献：
  名称：

  Direct Joining of a Heterogeneous Pair of Supramolecular Nanotubes and Reaction Control of a Guest Compound by Transportation in the Nanochannels

  摘要：

  Abstract Four novel amino-acid lipids were synthesized and then self-assembled in water to produce four different types of supramolecular nanotubes. The nanotubes consisted of a single monolayer of amino-acid lipids packed in parallel and had similar inner diameters and membrane wall thicknesses but dissimilarly charged surfaces. Mixing of nanotubes that had cationic exterior surfaces with nanotubes that had anionic exterior surfaces resulted in aggregation of the nanotubes. In contrast, mixing of nanotubes with cationic interior surfaces and nanotubes with anionic interior surfaces resulted in end-to-end joining of the two types of nanotubes via electrostatic attractions at the open ends to form heterogeneous nanotubes. Time-lapse fluorescence microscopy confirmed that a fluorophore could be transported through the heterogeneous nanotubes, which had alternating acidic and basic nanochannel segments. In addition, acid–base reactions of the fluorophore could be precisely controlled during transport. This nanotube-joining technique should be useful not only for the construction of multifunctional hybrid nanotubes but also for the production of nanoreactors for chemical/biological reactions and nanodevices for analysis and separation.

  DOI：

  10.1246/bcsj.20190046

文献信息

• design and synthesis of a novel series of HIV-1 protease inhibitors
  作者：Eiji Takashiro、Yuji Nakamura、Shuichi Miyamoto、Yuji Ozawa、Akiko Sugiyama、Katsumi Fujimoto

  DOI：10.1016/s0968-0896(99)00163-7

  日期：1999.9

  The synthesis and the SAR study of novel pseudo symmetric inhibitors of HIV-1 protease are described. Michael addition of amino acid derivatives to vinyl ketones was utilized to derive a potent (nM) series of HIV-1 protease inhibitors.

  描述了新型HIV-1蛋白酶假对称抑制剂的合成和SAR研究。氨基酸衍生物向乙烯基酮的迈克尔加成反应被用来衍生有效的（nM）系列HIV-1蛋白酶抑制剂。
• Phenylalanine derivatives
  申请人：Kyowa Hakko Kogyo Kabushiki Kaisha

  公开号：US04138485A1

  公开（公告）日：1979-02-06

  This invention relates to certain derivatives of phenylalanine having interesting pharmaceutical properties, in particular, a lipid-lowering activity.

  本发明涉及苯丙氨酸的某些衍生物，具有有趣的药物学特性，特别是降脂活性。
• EPOXYSUCCINAMIDE DERIVATIVES OR SALTS THEREOF, AND DRUGS CONTAINING THE SAME
  申请人：TAIHO PHARMACEUTICAL CO., LTD.

  公开号：EP0808839A1

  公开（公告）日：1997-11-26

  The invention relates an epoxysuccinamide derivative represented by the general formula (1) wherein R1 and R2 are the same or different from each other and independently represent H or an aromatic hydrocarbon group or aralkyl group which may be substituted, or R1 and R2 may form a nitrogen-containing heterocyclic ring together with the adjacent nitrogen atoms, R3 is H or an acyl group, R4 is H or an aralkyl group, and R5 is an aromatic hydrocarbon group or aralkyl group which may be substituted, or R5 may form an amino acid residue, which may be protected, together with the adjacent nitrogen atom, or a salt thereof, and a medicine comprising the derivative as an active ingredient. This compound has an inhibiting activity against cathepsin, and particularly, specifically inhibits cathepsin L and is hence useful for prevention and treatment of osteopathy such as osteoporosis.

  本发明涉及一种由通式（1）表示的环氧琥珀酰胺衍生物 其中 R1 和 R2 彼此相同或不同，并独立地代表 H 或可被取代的芳香烃基或芳基，或 R1 和 R2 可与相邻的氮原子一起形成含氮杂环，R3 为 H 或酰基，R4 为 H 或芳基，R5 为可被取代的芳香烃基或芳基，或 R5 可与相邻的氮原子一起形成可被保护的氨基酸残基，或其盐，以及包含该衍生物作为活性成分的药物。 该化合物具有抑制酪蛋白酶的活性，特别是对酪蛋白酶 L 有特异性抑制作用，因此可用于预防和治疗骨质疏松症等骨病。
• US4138485A
  申请人：——

  公开号：US4138485A

  公开（公告）日：1979-02-06
• US5883121A
  申请人：——

  公开号：US5883121A

  公开（公告）日：1999-03-16