(2R,4S)-4-methylproline | 326811-97-6

• 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: (2R,4S)-4-methylproline
• 英文别名: cis-4-Methyl-D-prolin；trans-4-Methylprolin；trans-4-methylproline；(2R,4S)-4-Me-Pro-OH；(2R,4S)-4-Methylpyrrolidine-2-carboxylic acid
• CAS: 326811-97-6
• 化学式: C₆H₁₁NO₂
• 分子量: 129.159
• InChiKey: KKJQZEWNZXRJFG-CRCLSJGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R,4S)-4-methylproline 、 二碳酸二叔丁酯 以to give (2R,4S)-1-tert-butoxycarbonyl-4-methylpyrrolidine-2-carboxylic acid的产率得到(2r,4s)-1-[[(叔丁氧基)羰基]-4-甲基吡咯烷-2-羧酸
  参考文献：
  名称：

  Isoquinoline compound and pharmaceutical use thereof

  摘要：

  本发明涉及一种由以下式（I）表示的异喹啉化合物，其光学活性形式，其药学上可接受的盐，其水加合物，其水合物和其溶剂合物，以及用于预防和/或治疗由多聚（ADP-核糖）聚合酶的高反应性引起的疾病的药物，其中包含该化合物，以及含有该化合物的多聚（ADP-核糖）聚合酶抑制剂。此外，该化合物可用作预防和/或治疗脑梗死的药物，特别是作为预防和/或治疗急性脑梗死的药物。此外，该化合物可用作预防和/或治疗与脑梗死相关的神经症状的预防和/或治疗剂，特别是急性脑梗死。其中符号与说明中定义的相同。

  公开号：

  US20040248931A1
• 作为产物：
  描述：

  (2R,4S)-1-tert-butoxycarbonyl-2-carboxymethyl-4-methylpyrrolidine 在 lithium hydroxide 、 三异丙基硅烷 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 (2R,4S)-4-methylproline
  参考文献：
  名称：

  强力组蛋白脱乙酰基酶抑制剂FR235222的总合成，NMR溶液结构和结合模型。

  摘要：

  DOI：

  10.1002/anie.200501995

文献信息

• Revised structure and structure–activity relationship of bisebromoamide and structure of norbisebromoamide from the marine cyanobacterium Lyngbya sp.
  作者：Hiroaki Sasaki、Toshiaki Teruya、Hidesuke Fukazawa、Kiyotake Suenaga

  DOI：10.1016/j.tet.2010.11.106

  日期：2011.2

  sp. The planar structure of these peptides was elucidated through the extensive application of 1D and 2D NMR techniques. The absolute stereostructure of 1 was determined by chemical degradation followed by chiral HPLC analysis. Recently, Tao and co-workers achieved synthesis of bisebromoamide, and the configuration of thiazoline moiety was revised. We re-investigated the stereochemistry of thiazoline

  从海洋蓝藻Lyngbya sp。中分离到了新的强大的细胞毒性肽比斯溴酰胺（1）和诺溴溴酰胺（2）。这些肽的平面结构通过1D和2D NMR技术的广泛应用得以阐明。的绝对立体1用化学降解，然后通过手性HPLC分析测定的。最近，Tao和他的同事实现了比色溴酰胺的合成，并修改了噻唑啉部分的构型。我们重新研究了1的噻唑啉部分的立体化学。比西溴酰胺的结构-活性关系（1）使用天然和合成类似物进行了研究。此外，双歧溴酰胺（1）可以有效抑制蛋白激酶：用10–0.1μM的1处理可以选择性地抑制PDGF刺激NRK细胞中ERK的磷酸化。
• ISOQUINOLINE COMPOUND AND PHARMACEUTICAL USE THEREOF
  申请人：Fujio Masakazu

  公开号：US20070161620A1

  公开（公告）日：2007-07-12

  The present invention relates to an isoquinoline compound represented by the following formula (I), an optically active form thereof, a pharmaceutically acceptable salt thereof, a water adduct thereof, a hydrate thereof and a solvate thereof, as well as an agent for the prophylaxis and/or treatment of a disease caused by hyperreactivity of poly(ADP-ribose)polymerase, containing the compound, and a poly(ADP-ribose)polymerase inhibitor containing the compound. In addition, this compound is useful as an agent for the prophylaxis and/or treatment of cerebral infarction, particularly as an agent for the prophylaxis and/or treatment of acute cerebral infarction. Furthermore, this compound is useful as a prophylactic and/or therapeutic agent that improves neurological symptoms associated with cerebral infarction, particularly acute cerebral infarction. wherein the symbols are the same as defined in the description.

  本发明涉及以下式(I)所表示的异喹啉化合物，其手性活性形式，其药学上可接受的盐，其水加合物，其水合物和其溶剂化物，以及包含该化合物的用于预防和/或治疗由多聚(ADP-核糖)聚合酶过度反应所致疾病的药剂和包含该化合物的多聚(ADP-核糖)聚合酶抑制剂。此外，该化合物可用作预防和/或治疗脑梗死的药剂，特别是作为预防和/或治疗急性脑梗死的药剂。此外，该化合物可用作改善与脑梗死相关的神经症状的预防性和/或治疗性药剂，特别是急性脑梗死。其中符号与描述中定义的相同。
• [EN] IMIDAZOPYRIDINYL INHIBITORS OF PLASMA KALLIKREIN<br/>[FR] INHIBITEURS IMIDAZOPYRIDINYLE DE LA KALLICRÉINE PLASMATIQUE
  申请人：SHIRE HUMAN GENETIC THERAPIES

  公开号：WO2022197755A1

  公开（公告）日：2022-09-22

  The present invention provides compounds and compositions thereof which are useful as inhibitors of plasma kallikrein and which exhibit desirable characteristics for the same.

  本发明提供了一种化合物及其组合物，可用作血浆卡利肌酶的抑制剂，且具有相同的理想特性。
• Isolation and Structures of Nostopeptolides A1, A2 and A3 from the Cyanobacterium Nostoc sp. GSV224
  作者：Trimurtulu Golakoti、Wesley Y. Yoshida、Sreedhara Chaganty、Richard E. Moore

  DOI：10.1016/s0040-4020(00)00764-x

  日期：2000.11

  The isolation and total structure determinations of nostopeptolides A1 (1), A2 (2) and A3 (3) are described. These cyclic depsipeptides, which are devoid of cytotoxic, antifungal and inhibition of protease activities, are characteristic constituents of the cryptophycin-producing cyanobacterium Nostoc sp. GSV224. Structure elucidation by NMR analysis was made more challenging by the existence of each nostopeptolide in three conformations. One-dimensional TOCSY experiments proved to be very useful in isolating and identifying the nine amino acid residues and the butyryl group in each compound. The absolute stereochemistries of 1-3 were determined by comparing the amino acids in the acid hydrolyzates directly with authentic standards. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Bisebromoamide, a Potent Cytotoxic Peptide from the Marine Cyanobacterium <i>Lyngbya</i> sp.: Isolation, Stereostructure, and Biological Activity
  作者：Toshiaki Teruya、Hiroaki Sasaki、Hidesuke Fukazawa、Kiyotake Suenaga

  DOI：10.1021/ol9020546

  日期：2009.11.5

  A novel cytotoxic peptide, termed bisebromoamide (1), has been isolated from the marine cyanobacterium Lyngbya sp. Its planar structure was determined by 1D and 2D NMR spectroscopy. The absolute stereostructure of 1 was determined by chemical degradation followed by chiral HPLC analysis. Bisebromoamide (1) exhibited potent protein kinase inhibition: the phosphorylation of ERK in NRK cells by PDGF-stimulation was selectively inhibited by treatment with 10-0.1 mu M of 1.