2-Phenethylamino-propionic acid | 7738-41-2

• 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: 2-Phenethylamino-propionic acid
• 英文别名: 2-(2-Phenylethylamino)propanoic acid
• CAS: 7738-41-2
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: FNGJTABQXBMNQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯甲酸-9-芴基甲酯 、 2-Phenethylamino-propionic acid 在 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 以1.6%的产率得到N-Fmoc-N-(2-phenylethyl)-L-alanine
  参考文献：
  名称：

  Design of Selective Peptidomimetic Agonists for the Human Orphan Receptor BRS-3

  摘要：

  New tool substances may help to unravel the physiological role of the human orphan receptor BRS-3 and its possible use as a drug target for the treatment of obesity and cancer. In continuation of our work on BRS-3, the solid- and solution-phase synthesis of a library of low molecular weight peptidomimetic agonists based on the recently developed short peptide agonist 4 is described. Functional potencies of the compounds were determined measuring calcium mobilization in a fluorometric imaging plate reader (FLIPR) assay. Focusing on the N-terminus, the D-Phe-Gln moiety of 4 was modified in a combinatorial. SAR-oriented medicinal chemistry approach. With the incorporation of N-arylated glycine and alanine building blocks azaglycine, piperazine, or piperidine and the synthesis of semicarbazides and semicarbazones, a number of highly potent and selective compounds with a reduced number of peptide bonds were obtained, which also should have enhanced metabolic stability.

  DOI：

  10.1021/jm0210921
• 作为产物：
  描述：

  2-[1-(2-phenylethyl)amino]propionic acid ethyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-Phenethylamino-propionic acid
  参考文献：
  名称：

  Design of Selective Peptidomimetic Agonists for the Human Orphan Receptor BRS-3

  摘要：

  New tool substances may help to unravel the physiological role of the human orphan receptor BRS-3 and its possible use as a drug target for the treatment of obesity and cancer. In continuation of our work on BRS-3, the solid- and solution-phase synthesis of a library of low molecular weight peptidomimetic agonists based on the recently developed short peptide agonist 4 is described. Functional potencies of the compounds were determined measuring calcium mobilization in a fluorometric imaging plate reader (FLIPR) assay. Focusing on the N-terminus, the D-Phe-Gln moiety of 4 was modified in a combinatorial. SAR-oriented medicinal chemistry approach. With the incorporation of N-arylated glycine and alanine building blocks azaglycine, piperazine, or piperidine and the synthesis of semicarbazides and semicarbazones, a number of highly potent and selective compounds with a reduced number of peptide bonds were obtained, which also should have enhanced metabolic stability.

  DOI：

  10.1021/jm0210921

文献信息

• [EN] ANTITUMORAL ANALOGS OF ET-743<br/>[FR] ANALOGUES ANTITUMORAUX DE ET-743
  申请人：PHARMA MAR SA

  公开号：WO2001087894A1

  公开（公告）日：2001-11-22

  Antitumour compounds have the five membered fused ring ecteinascidin structure of the formula (XIV). The present compounds lack a 1,4-bridging group as found in the ecteinascidins. They have at the C-1 position a substituent selected from an optionally protected or derivatised aminomethylene group or an optionally protected or derivatised hydroxymethylene group.

  抗肿瘤化合物具有公式（XIV）的五元融合环ecteinascidin结构。这些化合物缺乏ecteinascidins中发现的1,4-桥接基团。它们在C-1位置具有取代基，该取代基从可选择的保护或衍生的氨甲基基团或可选择的保护或衍生的羟甲基基团中选择。
• Use of indanoyl amide to stimulate secondary metabolism in Taxus sp.
  申请人：Srinivasan Venkatesh

  公开号：US20050221456A1

  公开（公告）日：2005-10-06

  The invention is directed to a method for the production of taxanes by culturing suspension cells of Taxus sp. in a nutrient medium that comprises an indanoyl amino acid. The indanoyl amino acid may be added in batch mode or in a feed stream at any time of the culturing. In particular, synthetic compounds 6-Ethyl-indanoyl-isoleucine, 6-Bromoindanoyl isoleucine and 1-oxo-indane-carboxy-(L)-Isoleucine-methyl ester amide (1-OII) have been found to increase taxane production from Taxus cell cultures.

  本发明涉及一种生产紫杉类药物的方法，该方法通过培养下列植物的悬浮细胞来生产紫杉类药物 紫杉 的悬浮细胞进行培养的方法。茚满酰氨基酸可以在培养过程中的任何时候以批量方式或以进料流的方式加入。特别是合成化合物 6-乙基-茚满酰-异亮氨酸、6-溴茚满酰-异亮氨酸和 1-氧代-茚满-羧基-(L)-异亮氨酸甲酯酰胺（1-OII）已被发现可增加下列植物的紫杉烷产量 紫杉 细胞培养物中产生更多的紫杉烷。
• ANTITUMORAL ANALOGS OF ET-743
  申请人：PHARMA MAR, S.A.

  公开号：EP1289999B1

  公开（公告）日：2004-11-17
• EP1496060A1
  申请人：——

  公开号：EP1496060A1

  公开（公告）日：2005-01-12
• Antitumoral analogs of ET-743
  申请人：PHARMA MAR, S.A.

  公开号：EP1496060B1

  公开（公告）日：2007-08-01