3-Indol-3-yl-2-benzylamino-propionsaeure | 14565-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-Indol-3-yl-2-benzylamino-propionsaeure
• 英文别名: N^α-benzyl-DL-tryptophan；2-(benzylazaniumyl)-3-(1H-indol-3-yl)propanoate
• CAS: 14565-40-3
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: YJOWHGZQECXOGW-UHFFFAOYSA-N

物化性质

• 熔点：
  250 °C(Solv: water (7732-18-5); acetic acid (64-19-7))
• 沸点：
  527.5±45.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-((benzylidene)amino)-3-(1H-indole-3-yl)propanoic acid 在 sodium tetrahydroborate 、 乙醇 、 水 、 溶剂黄146 作用下， 反应 6.0h， 以1.15 g的产率得到3-Indol-3-yl-2-benzylamino-propionsaeure
  参考文献：
  名称：

  具有在3D网络中原位形成的Ag-纳米颗粒的混合水凝胶，具有广泛的抗菌活性

  摘要：

  通过在水凝胶的3D网络中原位形成银纳米颗粒（Ag NPs）来构建新的杂化水凝胶，该水凝胶基于含有苯甲醇侧基（HAIP）的色氨酸衍生物，该色氨酸衍生物是由自然光触发的，不需要UV-辐射或加盖剂。值得注意的是，除了出色的触变性和可注射性之外，杂合的Ag NPs-HAIP水凝胶还具有广泛的抗菌活性而没有细胞毒性，这使其成为各种生物医学应用的潜在候选者。

  DOI：

  10.1039/d0nj01128b

文献信息

• Tetrahydro-beta-carboline derivatives and process for the preparation thereof
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0145304A1

  公开（公告）日：1985-06-19

  Novel tetrahydro-β-carboline derivatives of the formula: wherein R' is carboxyl, a lower alkoxycarbonyl, carbamoyl, an N,N-di-lower alkylcarbamoyl, an N-(phenyl-substituted lower alkylidenamino)carbamoyl, a [N,N-di(lower alkyl)-amino]-lower alkyl, or a nitrogen-containing monocyclic heterocyclic group; R2 is hydrogen atom, a lower alkyl, or a hydroxy-lower alkyl group, or R2 is combined with R' to form a group: -CO-0-CH2-; R3 is hydrogen atom, a lower alkyl, a phenyl-lower alkyl, or a group: -CSS-R4; R4 is hydrogen atom, an alkyl, or a group: -(CH2)nY1; n is 0, 1 or 2, Y1 is a lower alkenyl, a phenyl-substituted lower alkenyl, an N,N-di(lower alkyl)amino, a lower alkylmercapto, a lower alkoxycarbonyl, benzoyl, naphthyl, a cycloalkyl, a monocyclic heterocyclic group, or a substituted or unsubstituted phenyl, which have excellent activities for alleviating, curing and preventing hepatic damages and are useful as a therapeutic or prophylactic agent for hepatic diseases, and processes for the preparation thereof, and a pharmaceutical composition containing the above compound as an active ingredient.

  式中的新型四氢-β-咔啉衍生物： 其中 R' 是羧基、低级烷氧基羰基、氨基甲酰基、N,N-二低级烷基氨基甲酰基、N-（苯基取代的低级亚烷基氨基）氨基甲酰基、[N,N-二（低级烷基）-氨基]-低级烷基或含氮单环杂环基团； R2 是氢原子、低级烷基或羟基-低级烷基，或 R2 与 R' 结合形成一个基团：-CO-0-CH2-； R3 是氢原子、低级烷基、苯基-低级烷基或一个基团：-CSS-R4； R4 是氢原子、烷基或基团：-(CH2)nY1； n 是 0、1 或 2、 Y1 是低级烯基、苯基取代的低级烯基、N,N-二（低级烷基）氨基、低级烷基巯基、低级烷氧基羰基、苯甲酰基、萘基、环烷基、单环杂环基团或取代或未取代的苯基，它们在缓解、治疗和预防肝病方面具有极佳的活性、及其制备工艺，以及含有上述化合物作为活性成分的药物组合物。
• Peptide derivatives useful as antagonists of bombesin and gastrin-releasing peptide
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0434979A1

  公开（公告）日：1991-07-03

  A method for controlling the growth of tumor tissues, especially small cell lung and prostatic carcinomas, and gastric acid secretion, causative and symptomatic of, peptic (esophageal, gastric, and duodenal) ulcers. Treatment comprises administering to a patient in need thereof, an effective amount of a bombesin/GRP type inhibitor. Antagonists of bombesin/GRP which are derivatives of naturally occurring bombesin/GRP possessing a thiomethylene or methylene sulfoxide bond connecting the two amino acids on the carboxy terminal end is modified are described. The antagonism is confirmed using conventional competitive binding and biochemical assays as well as conventional physiological tests and the use of these derivatives in a variety of conditions in which bombesin/GRP is implicated is also described.

  一种控制肿瘤组织（特别是小细胞肺癌和前列腺癌）生长和胃酸分泌的方法，胃酸分泌是消化性（食管、胃和十二指肠）溃疡的致病因素和症状。治疗方法包括向有需要的患者施用有效量的蚕豆蛋白/GRP 型抑制剂。 本文描述了蚕豆蛋白/GRP的拮抗剂，它们是天然蚕豆蛋白/GRP的衍生物，具有连接羧基末端两个氨基酸的硫亚甲基或亚甲基亚砜键。使用传统的竞争性结合和生化测定法以及传统的生理测试证实了这种拮抗作用，还介绍了这些衍生物在涉及γ-胰高血糖素的各种情况下的应用。
• Peptide-antagonists of bombesin/GRP
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0468497A2

  公开（公告）日：1992-01-29

  A method for controlling the growth of tumor tissues, especially small cell lung and prostatic carcinomas, and gastric acid secretion, causative and symptomatic of, peptic (esophageal, gastric, and duodenal) ulcers. Treatment comprises administering to a patient in need thereof, an effective amount of a bombesin/GRP type inhibitor. Antagonists of bombesin/GRP which are derivatives of naturally occurring bombesin/GRP possessing a thiomethylene or methylene sulfoxide bond connecting the two amino acids on the carboxy terminal end is modified are described. The antagonism is confirmed using conventional competitive binding and biochemical assays as well as conventional physiological tests and the use of these derivatives in a variety of conditions in which bombesin/GRP is implicated is also described.

  一种控制肿瘤组织（特别是小细胞肺癌和前列腺癌）生长和胃酸分泌的方法，胃酸分泌是消化性（食管、胃和十二指肠）溃疡的致病因素和症状。治疗方法包括向有需要的患者施用有效量的蚕豆蛋白/GRP 型抑制剂。 本文描述了蚕豆蛋白/GRP的拮抗剂，它们是天然蚕豆蛋白/GRP的衍生物，具有连接羧基末端两个氨基酸的硫亚甲基或亚甲基亚砜键。使用传统的竞争性结合和生化测定法以及传统的生理测试证实了这种拮抗作用，还介绍了这些衍生物在涉及γ-胰高血糖素的各种情况下的应用。
• Methods for modulating taste receptors
  申请人：MARS, INCORPORATED

  公开号：US11185100B2

  公开（公告）日：2021-11-30

  Amino acids present in domains of an umami taste receptor are described herein, wherein the amino acids interact with at least one nucleotide derivative and/or at least one transmembrane compound that potentiates, modulates, increases, and/or enhances the activity of the umami receptor. Such compounds can be used in flavor compositions to enhance the umami taste and/or palatability of food products.

  本文描述了存在于鲜味受体结构域中的氨基酸，其中氨基酸与至少一种核苷酸衍生物和/或至少一种跨膜化合物相互作用，从而增强、调节、增加和/或提高鲜味受体的活性。此类化合物可用于调味组合物，以增强食品的鲜味和/或适口性。
• Velluz et al., Bulletin de la Societe Chimique de France, 1954, p. 1015
  作者：Velluz et al.

  DOI：——

  日期：——