(S)-3-(2-amino-phenylcarbamoyl)-2-t-butoxycarbonylaminopropionic acid benzyl ester | 480446-63-7

• 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)-3-(2-amino-phenylcarbamoyl)-2-t-butoxycarbonylaminopropionic acid benzyl ester
• 英文别名: benzyl (2S)-4-(2-aminoanilino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
• CAS: 480446-63-7
• 化学式: C₂₂H₂₇N₃O₅
• 分子量: 413.473
• InChiKey: FDDLNNUIPCWFDN-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  120
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-3-(2-amino-phenylcarbamoyl)-2-t-butoxycarbonylaminopropionic acid benzyl ester 在 氯仿 、 potassium carbonate 、 水 、 Sodium sulfate-III 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以to provide 234 mg of the title compound as a white foam的产率得到3-(1H-benzimidazol-2-yl)-2-tert-butoxycarbonylaminopropionic acid benzyl ester
  参考文献：
  名称：

  Hydroxamic Acid Derivative And Age Generation Inhibitor Containing The Derivative

  摘要：

  提供一种新化合物，可抑制AGE的生成，并含有该化合物的AGE生成抑制剂。该化合物由以下公式表示或其药学上可接受的盐，药物组合物包含该化合物或其盐，以及含有该化合物的添加剂组合物。

  公开号：

  US20080132539A1
• 作为产物：
  描述：

  Boc-L-天冬氨酸 1-苄酯 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.17h， 生成 (S)-3-(2-amino-phenylcarbamoyl)-2-t-butoxycarbonylaminopropionic acid benzyl ester
  参考文献：
  名称：

  Potent δ-Opioid Receptor Agonists Containing the Dmt−Tic Pharmacophore

  摘要：

  Conversion of delta-opioid receptor antagonists containing the 2',6'-dimethyl-L-tyrosine (Dmt)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) pharmacophore into potent delta-agonists required a third heteroaromatic nucleus, such as 1H-benzimidazole-2-yl (Bid) and a linker of specified length both located C-terminally to Tic in the general formula H-Dmt-Tic-NH-CH(R)-R'. The distance between Tic and Bid is a determining factor responsible for the acquisition of delta agonism (2, 2', 3, 4, 6) or delta antagonism (8). Compounds containing a C-terminal Ala (1, 1'), Asp (5), or Asn (7) with an amide (1, 1', 5) or free acid group (7) served as delta-antagonist controls lacking the third heteroaromatic ring. A change in chirality of the spacer (2, 2') or inclusion of a negative charge via derivatives of Asp (4, 6) resulted in potent delta agonism and moderatey agonism, although delta-receptor affinity decreased about 10-fold for 4 while mu affinity fell by over 2 orders of magnitude. Repositioning of the negative charge in the linker altered activity: H-Dmt-Tic-NH-CH(CH2-Bid)COOH (6) maintained high delta affinity (K-i = 0.042 nM) and delta agonism (IC50 = 0.015 nM), but attachment of the free acid group to Bid [H-Dmt-Tic-NH-CH2-Bid(CH2-COOH) (9)] reconstituted delta antagonism (K-e = 0.27 nM). The data demonstrate that a linker separating the Dmt-Tic pharmacophore and Bid, regardless of the presence of a negative charge, is important in the acquisition of opioids exhibiting potent delta agonism and weaky agonism from a parent delta antagonist.

  DOI：

  10.1021/jm020336e

文献信息

• HYDROXAMIC ACID DERIVATIVE AND AGE GENERATION INHIBITOR CONTAINING THE DERIVATIVE
  申请人：Kureha Corporation

  公开号：EP1707560A1

  公开（公告）日：2006-10-04

  To provide a novel compound which inhibits the generation of AGE and an AGE generation inhibitor containing the compound. A compound represented by the following formula or a pharmaceutically acceptable salt thereof, a medicinal composition containing the compound or such a salt thereof, and an additive composition containing the compound.

  提供一种抑制 AGE 生成的新型化合物和一种含有该化合物的 AGE 生成抑制剂。一种由下式代表的化合物或其药学上可接受的盐、一种含有该化合物或其盐的药物组合物，以及一种含有该化合物的添加剂组合物。
• EP1707560
  申请人：——

  公开号：——

  公开（公告）日：——
• Potent δ-Opioid Receptor Agonists Containing the Dmt−Tic Pharmacophore
  作者：Gianfranco Balboni、Severo Salvadori、Remo Guerrini、Lucia Negri、Elisa Giannini、Yunden Jinsmaa、Sharon D. Bryant、Lawrence H. Lazarus

  DOI：10.1021/jm020336e

  日期：2002.12.1

  Conversion of delta-opioid receptor antagonists containing the 2',6'-dimethyl-L-tyrosine (Dmt)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) pharmacophore into potent delta-agonists required a third heteroaromatic nucleus, such as 1H-benzimidazole-2-yl (Bid) and a linker of specified length both located C-terminally to Tic in the general formula H-Dmt-Tic-NH-CH(R)-R'. The distance between Tic and Bid is a determining factor responsible for the acquisition of delta agonism (2, 2', 3, 4, 6) or delta antagonism (8). Compounds containing a C-terminal Ala (1, 1'), Asp (5), or Asn (7) with an amide (1, 1', 5) or free acid group (7) served as delta-antagonist controls lacking the third heteroaromatic ring. A change in chirality of the spacer (2, 2') or inclusion of a negative charge via derivatives of Asp (4, 6) resulted in potent delta agonism and moderatey agonism, although delta-receptor affinity decreased about 10-fold for 4 while mu affinity fell by over 2 orders of magnitude. Repositioning of the negative charge in the linker altered activity: H-Dmt-Tic-NH-CH(CH2-Bid)COOH (6) maintained high delta affinity (K-i = 0.042 nM) and delta agonism (IC50 = 0.015 nM), but attachment of the free acid group to Bid [H-Dmt-Tic-NH-CH2-Bid(CH2-COOH) (9)] reconstituted delta antagonism (K-e = 0.27 nM). The data demonstrate that a linker separating the Dmt-Tic pharmacophore and Bid, regardless of the presence of a negative charge, is important in the acquisition of opioids exhibiting potent delta agonism and weaky agonism from a parent delta antagonist.
• Hydroxamic Acid Derivative And Age Generation Inhibitor Containing The Derivative
  申请人：Kakuchi Junji

  公开号：US20080132539A1

  公开（公告）日：2008-06-05

  To provide a novel compound which inhibits the generation of AGE and an AGE generation inhibitor containing the compound. A compound represented by the following formula or a pharmaceutically acceptable salt thereof, a medicinal composition containing the compound or such a salt thereof, and an additive composition containing the compound.

  提供一种新化合物，可抑制AGE的生成，并含有该化合物的AGE生成抑制剂。该化合物由以下公式表示或其药学上可接受的盐，药物组合物包含该化合物或其盐，以及含有该化合物的添加剂组合物。