苄基(2S)-3-(4-联苯基)-2-({[(2-甲基-2-丙基)氧基]羰基}氨基)丙酸酯 | 153037-45-7

• 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
• 中文名称: 苄基(2S)-3-(4-联苯基)-2-({[(2-甲基-2-丙基)氧基]羰基}氨基)丙酸酯
• 英文名称: benzyl (2S)-2-[[(tert-butoxy)carbonyl]amino]-3-(4-phenylphenyl)propanoate
• 英文别名: (S)-benzyl 3-(biphenyl-4-yl)-2-(tert-butoxycarbonylamino)-propanoate；N-(tert-butoxycarbonyl)-L-4,4'-biphenylalanine benzyl ester；(S)-2(-t-butoxycarbonylamino)-3-(biphenyl-4-yl)-propionic acid benzyl ester；(S)-2-(t-butoxycarbonylamino)-3-(biphenyl-4-yl)-propionic acid benzyl ester；benzyl(2S)-3-(4-biphenylyl)-2-tert.-butoxycarbonylaminopropionate；N-(t-butyloxycarbonyl)-4-phenyl-L-phenylalanine benzyl ester；benzyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylphenyl)propanoate
• CAS: 153037-45-7
• 化学式: C₂₇H₂₉NO₄
• 分子量: 431.532
• InChiKey: LCBKAVCSXVIXIJ-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苄基(2S)-3-(4-联苯基)-2-({[(2-甲基-2-丙基)氧基]羰基}氨基)丙酸酯 在 palladium on activated charcoal 、 氢气 、 silver(l) oxide 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (2S)-2-[[(tert-butoxy)carbonyl](methyl)amino]-3-(4-phenylphenyl)propanoic acid
  参考文献：
  名称：

  [EN] ANTHELMINTIC DEPSIPEPTIDE COMPOUNDS
  [FR] COMPOSÉS DEPSIPEPTIDIQUES ANTHELMINTHIQUES

  摘要：

  本发明提供了公式（I）的环状脱氨肽化合物，其中至少一个碳原子的立体化学构型与自然存在的环状脱氨肽PF1022A的基团Cy1、Cy2、R1、R2、R3、R4、Ra和Rb相比发生了倒置。该发明还提供了包含这些化合物的组合物，对危害动物的寄生虫具有有效性。这些化合物和组合物可用于对抗哺乳动物和鸟类体内或体表的寄生虫。该发明还提供了一种改进的方法，用于根除、控制和预防鸟类和哺乳动物的寄生虫感染。

  公开号：

  WO2018093920A1
• 作为产物：
  描述：

  N-叔丁氧羰基-3-(4-联苯基)-L-丙氨酸 在 4-二甲氨基吡啶 、 苯甲醇 作用下， 以 二氯甲烷 为溶剂， 生成 苄基(2S)-3-(4-联苯基)-2-({[(2-甲基-2-丙基)氧基]羰基}氨基)丙酸酯
  参考文献：
  名称：

  Phosphono substituted tetrazole derivatives as ECE inhibitors

  摘要：

  本发明涉及公式##STR1##的N-磷酸甲基取代化合物。

  公开号：

  US05550119A1

文献信息

• Phosphono/biaryl substituted amino acid derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US05250522A1

  公开（公告）日：1993-10-05

  The present invention relates to the N-phosphonomethyl-biaryl substituted amino acid derivatives of formula I ##STR1## wherein X represents a direct bond, C.sub.1-4 -alkylene or C.sub.2 -C.sub.4 -alkenylene; R and R' represent independently hydrogen, carbocyclic aryl, 6-tetrahydronaphthyl, 5-indanyl, .alpha.-(trichloromethyl, carboxyl, esterified carboxyl or amidated carboxyl)substituted-(lower alkyl or aryl-lower alkyl), acyloxymethyl optionally monosubstituted on methyl carbon by C.sub.1-20 -alkyl, by C.sub.5 -C.sub.7 -cycloalkyl, by aryl or by aryl-lower alkyl; R.sub.1 represents monocyclic carbocyclic or monocyclic heterocyclic aryl; COR.sub.3 represents carboxyl or carboxyl derivatized in form of a pharmaceutically acceptable ester; R.sub.2 and R.sub.4 represent hydrogen, lower alkyl, trifluoromethyl, lower alkoxy or halogen; and pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising said compounds; methods for preparation of said compounds and for the preparation of intermediates; and methods of treating disorders in mammals which are responsive to the inhibition of neutral endopeptidases by administration of said compounds to mammals in need of such treatment.

  本发明涉及公式I的N-磷酸甲基-联苯取代氨基酸衍生物，其中X代表直接键，C.sub.1-4-烷基或C.sub.2-C.sub.4-烯基；R和R'独立地代表氢、碳环芳基、6-四氢萘基、5-茚基、α-(三氯甲基、羧基、酯化羧基或酰胺化羧基)取代-(较低烷基或芳基-较低烷基)、酰氧甲基，可选地在甲基碳上单取代为C.sub.1-20-烷基、C.sub.5-C.sub.7-环烷基、芳基或芳基-较低烷基；R.sub.1代表单环碳环芳基或单环杂环芳基；COR.sub.3代表羧基或以药学上可接受的酯形式衍生的羧基；R.sub.2和R.sub.4代表氢、较低烷基、三氟甲基、较低烷氧基或卤素；以及其药学上可接受的盐；包括所述化合物的药物组合物；制备所述化合物和中间体的方法；以及通过将所述化合物用于需要此类治疗的哺乳动物来抑制中性内肽酶以治疗哺乳动物的疾病的方法。
• Synthesis and properties of MIDA boronate containing aromatic amino acids: New peptide building blocks
  作者：Neil Colgin、Tony Flinn、Steven L. Cobb

  DOI：10.1039/c0ob00847h

  日期：——

  Herein, we report the synthesis of novel phenylalanine and tyrosine derivatives containing a N-methyliminodiacetic acid boronate group. These compounds can be prepared enantiomerically pure, they are stable to column chromatography and they can be stored in air for two months without degradation occurring. This new class of boronate containing aromatic amino acids has potential applications in both peptide chemistry and natural product synthesis.

  在此，我们报告了含有 N-甲基亚氨基二乙酸硼酸基团的新型苯丙氨酸和酪氨酸衍生物的合成。这些化合物可以制备出对映体纯度很高的化合物，它们对柱层析很稳定，而且可以在空气中保存两个月而不会发生降解。这一类新的含硼酸芳香族氨基酸在肽化学和天然产物合成方面都有潜在的应用前景。
• 1,3-dialkylurea derivative
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US05968980A1

  公开（公告）日：1999-10-19

  The present invention relates to compounds represented by the formula [I] and salts thereof, wherein R.sup.1 and R.sup.5 each represents carboxyl, phosphonic or a derivative thereof; R.sup.2 represents hydrogen, lower alkyl, (substituted) phenyl lower alkyl, lower alkoxy or (substituted) phenyl lower alkoxy; R.sup.3 represents lower alkyl or (substituted) phenyl lower alkyl; and R.sup.4 represents a group represented by the formula [XI], [XII] or [XIII]. The compounds of the present invention have endopeptidase 24.11 inhibitory activity and are useful for treating cardiovascular diseases such as heart failure and hypertension, renal diseases such as renal failure, gastroenteric disorders such as diarrhea and hyperchlorhydria, endocrine and metabolic diseases such as obesity, and autoimmune diseases such as rheumatic disease, and for mitigating myosalgia, migraine, etc.

  本发明涉及由化学式[I]表示的化合物及其盐，其中R.sup.1和R.sup.5分别代表羧基、磷酸基或其衍生物；R.sup.2代表氢、较低烷基、（取代的）苯基较低烷基、较低烷氧基或（取代的）苯基较低烷氧基；R.sup.3代表较低烷基或（取代的）苯基较低烷基；R.sup.4代表由化学式[XI]、[XII]或[XIII]表示的基团。本发明的化合物具有内肽酶24.11抑制活性，可用于治疗心衰和高血压等心血管疾病，肾衰竭等肾脏疾病，腹泻和高胃酸症等胃肠道疾病，肥胖等内分泌和代谢疾病，风湿病等自身免疫疾病，以及缓解肌肉疼痛、偏头痛等症状。
• Anthelmintic depsipeptide compounds
  申请人：BOEHRINGER INGELHEIM ANIMAL HEALTH USA INC.

  公开号：US10793604B2

  公开（公告）日：2020-10-06

  The present invention provides cyclic depsipeptide compounds of formula (I) and compositions comprising the compounds that are effective against parasites that harm animals. The compounds and compositions may be used for combating parasites in or on mammals and birds. The invention also provides for an improved method for eradicating, controlling and preventing parasite infestation in birds and mammals.

  本发明提供了对危害动物的寄生虫有效的式(I)环状去肽化合物和包含该化合物的组合物。这些化合物和组合物可用于防治哺乳动物和鸟类体内或身上的寄生虫。本发明还提供了一种根除、控制和预防鸟类和哺乳动物体内寄生虫侵扰的改进方法。
• Structure-based design of dipeptide derivatives for the human neutral endopeptidase
  作者：Kensuke Misawa、Yasuto Suzuki、Satoshi Takahashi、Atsushi Yoshimori、Ryoko Takasawa、Yusuke Shibuya、Sei-ichi Tanuma

  DOI：10.1016/j.bmc.2011.08.064

  日期：2011.10

  Neutral endopeptidase (NEP) plays a key role in the metabolic inactivation of various bioactive peptides such as atrial natriuretic peptide (ANP), endothelins, and enkephalins. Furthermore, NEP is known to work as elastase in skin fibroblast. Therefore, effective inhibitors of NEP offer significant therapeutic interest as antihypertensives, analgesics, and skin anti-aging agents. Recently, the X-ray crystal structure of human NEP complexed with phosphoramidon has been reported and provided insights into the active site specificity of NEP. Here, we designed new inhibitors by using in silico molecular modeling and synthesized them by short steps. Expectedly, we found highly effective inhibitors with sub-nanomolar levels of IC(50) values. These results indicate that our structure-based molecular designing program is useful for obtaining novel NEP inhibitors. Furthermore, these inhibitors may be attractive leads for the generation of new pharmaceuticals for NEP-related diseases. (C) 2011 Elsevier Ltd. All rights reserved.