(S)-1-phenylpyrrolidine-2-carboxylic acid | 139983-29-2

• 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: (S)-1-phenylpyrrolidine-2-carboxylic acid
• 英文别名: N-phenyl-L-proline；N-phenylproline；(S)(-)-1-Phenylpyrrolidine-2-carboxylic acid；(2S)-1-phenylpyrrolidine-2-carboxylic acid；1-Phenylproline
• CAS: 139983-29-2
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: ZZMSDLWVAMNVOD-JTQLQIEISA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  366.8±35.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-phenylpyrrolidine-2-carboxylic acid 在 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (1-phenylpyrrolidin-2-yl)methanol
  参考文献：
  名称：

  Preparation of N-phenyl-(S)-prolinol-derived P,N-ligands and their application in Pd-catalyzed asymmetric allylic alkylation

  摘要：

  Several NPN-type ligands bearing two chiral pyrrolidinyl groups derived from N-phenyl-(S)-prolinol were prepared by two synthetic methods. Their palladium-complex-catalyzed asymmetric allylic alkylation of malonates with 1,3-diphenyl 2-propenyl acetate delivered the products with good to high enantioselectivities (84-97% ee), including an optically active fluorine-containing compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.010
• 作为产物：
  描述：

  (1R,5S,7R)-3-phenyl-2,4-dioxa-3-borabicyclo[3.3.1]nonan-7-ol 在 sodium acetate 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 生成 (S)-1-phenylpyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  使用二羟基环己酮衍生物作为苯基源的温和且无催化剂的芳构化：苯胺的新方法

  摘要：

  开发了一种通过芳构化反应制备N-取代苯胺的新的有效方案。将3，5-二羟基环己酮衍生物用作苯基的来源，并在温和条件下，在没有金属催化剂和强碱的情况下，与伯胺或仲胺平稳反应。通过这种方法制备了多种N-取代的苯胺，产率高达99％。结果表明该反应从亲核加成开始。

  DOI：

  10.1016/j.tetlet.2013.06.061

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• DERIVATIVES OF N-ACYL-N'-PHENYLPIPERAZINE USEFUL (INTER ALIA) FOR THE PROPHYLAXIS OR TREATMENT OF DIABETES
  申请人：Kasai Shizuo

  公开号：US20120071489A1

  公开（公告）日：2012-03-22

  The present invention relates to a compound represented by the formula wherein each symbol is as defined in the present specification, which has a superior RBP4-lowering action and is useful as a pharmaceutical composition for the prophylaxis or treatment of a disease or condition mediated by an increase in RBP4.

  本发明涉及一种化合物，其化学式如下所示，其中每个符号如本说明书中所定义，该化合物具有优越的降低RBP4作用，并且可用作预防或治疗由RBP4增加介导的疾病或病况的药物组合物。
• CYCLIC POLYPEPTIDES FOR THE TREATMENT OF HEART FAILURE
  申请人：ZECRI Frederic

  公开号：US20150031604A1

  公开（公告）日：2015-01-29

  The invention provides a cyclic polypeptide of Formula I (SEQ ID NO: 1): X1-R-X3-X4-L-S-X7-X8-X9-X10-X11-X12-X13  I or an amide, an ester or a salt thereof, or a bioconjugate thereof, wherein X1, X3, X4, X7, X8, X9, X10, X11, X12 and X13 are defined herein. The polypeptides are agonist of the APJ receptor. The invention also relates to a method for manufacturing the polypeptides of the invention or bioconjugates thereof, and their therapeutic uses such as treatment or prevention of acute decompensated heart failure (ADHF), chronic heart failure, pulmonary hypertension, atrial fibrillation, Brugada syndrome, ventricular tachycardia, atherosclerosis, hypertension, restenosis, ischemic cardiovascular diseases, cardiomyopathy, cardiac fibrosis, arrhythmia, water retention, diabetes (including gestational diabetes), obesity, peripheral arterial disease, cerebrovascular accidents, transient ischemic attacks, traumatic brain injuries, amyotrophic lateral sclerosis, burn injuries (including sunburn) and preeclampsia. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  该发明提供了Formula I（序列ID号：1）的循环多肽：X1-R-X3-X4-L-S-X7-X8-X9-X10-X11-X12-X13，或者其酰胺、酯或盐，或其生物结合物，其中X1、X3、X4、X7、X8、X9、X10、X11、X12和X13在此有定义。这些多肽是APJ受体的激动剂。该发明还涉及一种制造该发明的多肽或其生物结合物的方法，以及它们的治疗用途，如治疗或预防急性失代偿性心力衰竭（ADHF）、慢性心力衰竭、肺动脉高压、心房颤动、布加达综合征、室性心动过速、动脉粥样硬化、高血压、再狭窄、缺血性心血管疾病、心肌病、心肌纤维化、心律失常、水潴留、糖尿病（包括妊娠糖尿病）、肥胖、周围动脉疾病、脑血管意外、短暂性脑缺血发作、创伤性脑损伤、肌萎缩侧索硬化、烧伤（包括晒伤）和子痫的组合。本发明还提供了药理活性剂的组合和制药组合。
• CYCLIC APELIN DERIVATIVES FOR THE TREATMENT OF HEART FAILURE
  申请人：ZECRI Frédéric

  公开号：US20160159871A1

  公开（公告）日：2016-06-09

  The invention provides a synthetic polypeptide of Formula I′: X1-R-X3-R-L-X6-X7-K-X9-P-X11-X12-X13 or an amide, an ester, a salt thereof, or a bioconjugate thereof, wherein X1, X3, X6, X7, X9, X11, X12 and X13 are defined herein. The polypeptides and bioconjugates are agonist of the APJ receptor. The invention also relates to a method for manufacturing the polypeptides and bioconjugates of the invention, and its therapeutic uses such as treatment or prevention of acute decompensated heart failure (ADHF), chronic heart failure, pulmonary hypertension, atrial fibrillation, Brugada syndrome, ventricular tachycardia, atherosclerosis, hypertension, restenosis, ischemic cardiovascular diseases, cardiomyopathy, cardiac fibrosis, arrhythmia, water retention, diabetes (including gestational diabetes), obesity, peripheral arterial disease, cerebrovascular accidents, transient ischemic attacks, traumatic brain injuries, amyotrophic lateral sclerosis, burn injuries (including sunburn) and preeclampsia. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  该发明提供了式I′的合成多肽：X1-R-X3-R-L-X6-X7-K-X9-P-X11-X12-X13或其酰胺、酯、盐或生物结合物，其中X1、X3、X6、X7、X9、X11、X12和X13在此处定义。这些多肽和生物结合物是APJ受体的激动剂。该发明还涉及一种制造该发明的多肽和生物结合物的方法，以及其治疗用途，如治疗或预防急性失代偿性心力衰竭（ADHF）、慢性心力衰竭、肺动脉高压、心房颤动、布加达综合征、室性心动过速、动脉粥样硬化、高血压、再狭窄、缺血性心血管疾病、心肌病、心脏纤维化、心律失常、水潴留、糖尿病（包括妊娠期糖尿病）、肥胖、周围动脉疾病、脑血管意外、短暂性缺血性发作、创伤性脑损伤、肌萎缩侧索硬化、烧伤（包括晒伤）和子痫的组合。本发明还提供了药理活性剂的组合和制药组合物。
• [EN] UBIQUITIN HIGH AFFINITY PEPTIDES, AND METHODS OF USING SAME, AND IDENTIFYING SAME<br/>[FR] PEPTIDES À HAUTE AFFINITÉ POUR L'UBIQUITINE , ET MÉTHODES D'UTILISATION ET D'IDENTIFICATION DE CEUX-CI
  申请人：TECHNION RES & DEV FOUNDATION

  公开号：WO2021250662A1

  公开（公告）日：2021-12-16

  The present invention, in some embodiments, is directed to a peptide having increased binding affinity to ubiquitin (Ub). Further provided is a pharmaceutical composition including the peptide of the invention, a method of using same, such as for treating a subject afflicted with cancer, and a method for identifying peptides having increased binding affinity to Ub.

  在某些实施方式中，本发明涉及一种具有增加与泛素（Ub）结合亲和力的肽。进一步提供了包括本发明中的肽的药物组合物，以及使用该肽的方法，例如用于治疗患有癌症的受试者，并且还提供了一种用于识别具有增加与Ub结合亲和力的肽的方法。