succinic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester | 52787-46-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: succinic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester
• 英文别名: methyl (N-hydroxysuccinimidyl)succinate；methyl succinimido succinate；methyl succinimidosuccinate；succinic acid 2,5-dioxo-pyrrolidin-1-yl ester metyl ester；succinic acid N-succinimidyl ester monomethyl ester；Bernsteinsaeure-α-N-hydroxysuccinimid-β-methyl-ester；4-O-(2,5-dioxopyrrolidin-1-yl) 1-O-methyl butanedioate
• CAS: 52787-46-9
• 化学式: C₉H₁₁NO₆
• mdl: MFCD00453795
• 分子量: 229.189
• InChiKey: ZNPQKDWJWFACAI-UHFFFAOYSA-N

物化性质

• 沸点：
  342.9±44.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  succinic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester 在 N-甲基吗啉 、 碳酸氢钠 、 牛血清白蛋白 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 4.5h， 生成 phenyl N-<(methoxysuccinyl)-L-alanyl-L-alanyl-L-prolylmethyl>-N-isopropylcarbamate
  参考文献：
  名称：

  Peptidyl carbamates incorporating amino acid isosteres as novel elastase inhibitors

  摘要：

  The design and synthesis of 13 novel peptidyl carbamates are described. When tested for inhibitory activity toward porcine pancreatic elastase, trypsin, and chymotrypsin, six compounds were found to specifically inhibit elastase without affecting the other two serine proteases. All the active inhibitors had an amino acid isostere at the P1 position. Kinetic studies indicated that the inhibition was competitive with Ki values ranging from 4.23 X 10(-5) to 2.4 X 10(-6) M. The degree of inhibition was found to be dependent on the specificity of the peptide chain for the extended subsites on the enzyme as well as on the nature of P1'. Preliminary work on one inhibitor indicates that the inhibition is reversible and proceeds via the rapid formation of a strong enzyme-inhibitor complex, followed by slow acylation of the serine residue on the active site of the enzyme. Peptidyl carbamates represent a novel class of elastase inhibitors.

  DOI：

  10.1021/jm00158a025
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 丁二酸单甲酯酰氯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 生成 succinic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester
  参考文献：
  名称：

  [EN] HAPTENS OF OLANZIPINE
  [FR] HAPTÈNES DE L'OLANZIPINE

  摘要：

  这项发明涉及到式I的化合物，其中R1、R2和R3在规范中有定义，用于合成源自奥兰扎平的新型共轭物和免疫原。该发明还涉及奥兰扎平半抗原和蛋白质的共轭物。

  公开号：

  WO2014031587A1

文献信息

• [EN] ANTIBODIES TO OLANZAPINE HAPTENS AND USE THEREOF<br/>[FR] ANTICORPS DIRIGÉS CONTRE DES HAPTÈNES D'OLANZAPINE ET LEUR UTILISATION
  申请人：ORTHO CLINICAL DIAGNOSTICS INC

  公开号：WO2014031656A1

  公开（公告）日：2014-02-27

  Disclosed is an antibody which binds to olanzapine, which can be used to detect olanzapine in a sample such as in a competitive immunoassay method. The antibody can be used in a lateral flow assay device for point-of-care detection of olanzapine, including multiplex detection of aripiprazole, olanzapine, quetiapine, and risperidone in a single lateral flow assay device.

  揭示了一种与奥氮平结合的抗体，可用于在样本中检测奥氮平，例如在竞争性免疫分析方法中。该抗体可用于侧向流动测定装置，用于奥氮平的现场检测，包括在单个侧向流动测定装置中多重检测阿立哌唑、奥氮平、奎硫平和利培酮。
• Antibodies to Olanzapine Haptens and Use Thereof
  申请人：Janssen Pharmaceutica NV

  公开号：US20140057303A1

  公开（公告）日：2014-02-27

  Disclosed is an antibody which binds to olanzapine, which can be used to detect olanzapine in a sample such as in a competitive immunoassay method. The antibody can be used in a lateral flow assay device for point-of-care detection of olanzapine, including multiplex detection of aripiprazole, olanzapine, quetiapine, and risperidone in a single lateral flow assay device.

  揭示了一种与奥氮平结合的抗体，可用于在样本中检测奥氮平，例如在竞争性免疫分析方法中使用。该抗体可用于侧向流动测定装置，用于奥氮平的现场检测，包括在单个侧向流动测定装置中多重检测阿立哌唑、奥氮平、奎硫平和利培酮。
• Y-TYPE DISCRETE POLYETHYLENE GLYCOL DERIVATIVE AND PREPARATION METHOD THEREOF
  申请人：JENKEM TECHNOLOGY CO., LTD. (BEIJING)

  公开号：US20180044280A1

  公开（公告）日：2018-02-15

  The present invention discloses a Y-type discrete polyethylene glycol derivative and a preparation method thereof, which has the advantages of determined molecular weights and the number of chain segments, and can avoid the defect of heterogeneity of a PEG derivative, meanwhile the preparation method has simple steps, mild conditions, without need for strictly anhydrous environment or performing protection and deprotection steps. In addition, the Y-type discrete polyethylene glycol derivative of the present invention may increase the water solubility of the discrete polyethylene glycol, and solve the problem of insufficient water solubility of the discrete polyethylene glycol-modified insoluble drug caused by an increase of the loading capacity.

  本发明公开了一种Y型离散聚乙二醇衍生物及其制备方法，具有确定的分子量和链段数的优点，可以避免PEG衍生物的异质性缺陷，同时制备方法步骤简单，条件温和，无需严格无水环境或进行保护和脱保护步骤。此外，本发明的Y型离散聚乙二醇衍生物可以增加离散聚乙二醇的水溶性，解决了由于负载能力增加导致的离散聚乙二醇修饰的不溶性药物水溶性不足的问题。
• Synthesis and DNA Cleavage Activity of a Novel Bleomycin A₅ Glycoconjugate
  作者：Ambar K. Choudhury、Zhi-Fu Tao、Sidney M. Hecht

  DOI：10.1021/ol010015h

  日期：2001.5.1

  [structure in text] To explore the possibility of modifying bleomycin in a fashion that could alter its physiological distribution in a therapeutic setting, a new analogue of bleomycin has been prepared. This analogue is intended to target the asialoglycoprotein receptor on liver cells. Critically, despite the large C-substituent, the bleomycin conjugate was found to degrade DNA in the same fashion

  [文本中的结构]为了探索在治疗环境中修饰博莱霉素的方式可能会改变其生理分布的可能性，已制备了博莱霉素的新类似物。该类似物旨在靶向肝细胞上的去唾液酸糖蛋白受体。至关重要的是，尽管有很大的C取代基，但发现博来霉素偶联物以与博来霉素A（5）本身相同的方式降解DNA，并且效率仅略有下降。
• Synthesis and application of MeOSuc-Ala-Ala-Pro-Phe-CH2Cl as potent proteinase K inhibitor
  作者：Anilkumar R. Kore、Muthian Shanmugasundaram、Quoc Hoang、Mack Kuo、Laura M. Chapman、Helen H. Chen

  DOI：10.1016/j.bmcl.2009.01.077

  日期：2009.3

  The synthesis and proteolytic inhibitor function of two new tetrapeptides, methoxysuccinyl-Ala-Ala-Pro-Phe-chloromethyl ketone (MeOSuc-AAPF-CH2Cl) and methoxysuccinyl-Ala-Pro-Ala-Phe-chloromethyl ketone (MeOSuc-APAF-CH2Cl) are described. The efficacy of these two new analogs in inhibiting the proteolytic activity of proteinase K has been compared with the previously-documented proteainase K inhibitor

  两种新四肽的合成和蛋白水解抑制剂的功能，甲氧基琥珀酰-Ala-Ala-Pro-苯丙氨酸-氯甲基酮（MeOSuc-AAPF-CH 2 Cl）和甲氧基琥珀酰-Ala-Pro-Ala-苯丙氨酸-氯甲基酮（MeOSuc-APAF-描述了CH 2 Cl）。已经将这两种新的类似物在抑制蛋白酶K的蛋白水解活性方面的功效与先前记录的蛋白酶蛋白酶K抑制剂，甲氧基琥珀酰-Ala-Ala-Pro-Val-氯甲基酮（MeOSuc-AAPV-CH 2 Cl）进行了比较。在蛋白酶K存在下使用实时逆转录聚合酶链反应（RT-PCR）分析检测抑制活性发现，AAPF抑制剂（MeOSuc-AAPF-CH 2浓度为0.05 mM的Cl）可在30个周期（即Ct = 30）获得外源靶标（“ Xeno RNA”）的信号，而MeOSuc-AAPV-CH 2 Cl对照则需要高10倍浓度（0.5 mM）以产生相同的Ct。有趣的是，另一个新的