2-(2-(2-(1H-imidazole-1-carbonyloxy)ethoxy)ethoxy)ethyl 1H-imidazole-1-carboxylate | 147658-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-(2-(1H-imidazole-1-carbonyloxy)ethoxy)ethoxy)ethyl 1H-imidazole-1-carboxylate
• 英文别名: ethane-1,2-diyl bis(oxy)bis(ethane-2,1-diyl) bis(1H-imidazole-1-carboxylate)；2-[2-[2-(Imidazole-1-carbonyloxy)ethoxy]ethoxy]ethyl imidazole-1-carboxylate；2-[2-[2-(imidazole-1-carbonyloxy)ethoxy]ethoxy]ethyl imidazole-1-carboxylate
• CAS: 147658-27-3
• 化学式: C₁₄H₁₈N₄O₆
• 分子量: 338.32
• InChiKey: VLFXKODABXUOBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)-ethyloxy]benzoyl-2-(S)-aminoethylsulfonylamino-O-alanine hydrochloride 、 2-(2-(2-(1H-imidazole-1-carbonyloxy)ethoxy)ethoxy)ethyl 1H-imidazole-1-carboxylate 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以76%的产率得到(2S)-2-[2-[2-[2-[2-[2-[[(1S)-1-carboxy-2-[[4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl]amino]ethyl]sulfamoyl]ethylcarbamoyloxy]ethoxy]ethoxy]ethoxycarbonylamino]ethylsulfonylamino]-3-[[4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl]amino]propanoic acid
  参考文献：
  名称：

  Labeled, non-peptidic, multivalent integrin antagonist compounds; methods for synthesis and uses thereof

  摘要：

  揭示了多价整合素受体拮抗剂，可用于各种治疗、预防和/或诊断成像模式。在说明性实施例中，这些化合物已经制备并用于生物样本的成像、检测、定位和/或定量。同样，这些化合物以及包含它们的配方在预防、治疗和/或改善疾病、异常状况、功能障碍等的一个或多个症状方面具有用途，包括例如受影响动物体内的增殖性疾病如癌症。在某些实施例中，提供了荧光或放射性标记的非肽、多价整合素αvβ3化合物。包括这些化合物的组合物已被证明在检测、定位、定量和/或成像整合素αvβ3受体表达的细胞方面具有用途，包括例如癌细胞在体外、体内和/或原位。

  公开号：

  US09833520B2
• 作为产物：
  描述：

  N,N'-羰基二咪唑 、 三乙二醇 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以82%的产率得到2-(2-(2-(1H-imidazole-1-carbonyloxy)ethoxy)ethoxy)ethyl 1H-imidazole-1-carboxylate
  参考文献：
  名称：

  Labeled, non-peptidic, multivalent integrin antagonist compounds; methods for synthesis and uses thereof

  摘要：

  揭示了多价整合素受体拮抗剂，可用于各种治疗、预防和/或诊断成像模式。在说明性实施例中，这些化合物已经制备并用于生物样本的成像、检测、定位和/或定量。同样，这些化合物以及包含它们的配方在预防、治疗和/或改善疾病、异常状况、功能障碍等的一个或多个症状方面具有用途，包括例如受影响动物体内的增殖性疾病如癌症。在某些实施例中，提供了荧光或放射性标记的非肽、多价整合素αvβ3化合物。包括这些化合物的组合物已被证明在检测、定位、定量和/或成像整合素αvβ3受体表达的细胞方面具有用途，包括例如癌细胞在体外、体内和/或原位。

  公开号：

  US09833520B2

文献信息

• Synthesis and evaluation of bivalent, peptidomimetic antagonists of the αvβ3 integrins
  作者：Feng Li、Gouri S. Jas、Guoting Qin、King Li、Zheng Li

  DOI：10.1016/j.bmcl.2010.09.035

  日期：2010.11

  Targeting the integrin alpha(v)beta(3) by directly interfering with its function is considered to be an effective and non-cytotoxic strategy for the treatment of tumor. In this study, a series of bivalent analogs of peptidomimetic integrin antagonists IA 1 and IAC 2 were designed, synthesized, and evaluated for their ability to inhibit the integrin alpha(v)beta(3). All the bivalent ligands exhibited increased potency compared to that of their monomeric counterparts for the integrin alpha(v)beta(3) with low nanomolar range binding affinity. The best bivalent ligand 6 tested in the series has an IC50 = 0.09 nM evaluated by ELISA assay. We conclude that multivalency is providing a useful template for the development novel integrin alpha(v)beta(3) antagonists as potential therapeutics. (C) 2010 Elsevier Ltd. All rights reserved.
• Labeled, Non-Peptidic, Multivalent Integrin Antagonist Compounds; Methods for Synthesis and Uses Thereof
  申请人：The Methodist Hospital Research Institute

  公开号：US20140044646A1

  公开（公告）日：2014-02-13

  Disclosed are multivalent, integrin-receptor antagonists that are useful in a variety of therapeutic, prophylactic, and/or diagnostic imaging modalities. In illustrative embodiments, such compounds have been prepared and utilized in the imaging, detection, localization, and/or quantitation of one or more samples of biological interest. Similarly, these compounds, as well as formulations comprising them, find utility in the prevention, treatment, and/or amelioration of one or more symptoms of a disease, abnormal condition, dysfunction, etc., including, for example proliferative diseases such as cancer in affected animals. In certain embodiments, fluorescently- or radio-labeled-non-peptidic, multivalent integrin α v β 3 compounds are provided. Compositions including such compounds have been shown to have utility in detecting, localizing, quantitating, and/or imaging integrin α v β 3 receptor-expressing cells, including, for example, cancer cells in vitro, in vivo, and/or in situ.
• US9833520B2
  申请人：——

  公开号：US9833520B2

  公开（公告）日：2017-12-05
• [EN] REVERSIBLE FIXING REAGENTS AND METHODS OF USE THEREOF<br/>[FR] RÉACTIFS DE FIXATION RÉVERSIBLES ET LEURS MÉTHODES D'UTILISATION
  申请人：10X GENOMICS INC

  公开号：WO2021133845A1

  公开（公告）日：2021-07-01

  The present disclosure relates to compositions and methods for reversible fixation of biological samples using fixation reagents that form bis-carbamate crosslinks between amine-bearing moieties in biomolecules.
• Labeled, non-peptidic, multivalent integrin antagonist compounds; methods for synthesis and uses thereof
  申请人：The Methodist Hospital Research Institute

  公开号：US09833520B2

  公开（公告）日：2017-12-05

  Disclosed are multivalent, integrin-receptor antagonists that are useful in a variety of therapeutic, prophylactic, and/or diagnostic imaging modalities. In illustrative embodiments, such compounds have been prepared and utilized in the imaging, detection, localization, and/or quantitation of one or more samples of biological interest. Similarly, these compounds, as well as formulations comprising them, find utility in the prevention, treatment, and/or amelioration of one or more symptoms of a disease, abnormal condition, dysfunction, etc., including, for example proliferative diseases such as cancer in affected animals. In certain embodiments, fluorescently- or radio-labeled-non-peptidic, multivalent integrin αvβ3 compounds are provided. Compositions including such compounds have been shown to have utility in detecting, localizing, quantitating, and/or imaging integrin αvβ3 receptor-expressing cells, including, for example, cancer cells in vitro, in vivo, and/or in situ.

  揭示了多价整合素受体拮抗剂，可用于各种治疗、预防和/或诊断成像模式。在说明性实施例中，这些化合物已经制备并用于生物样本的成像、检测、定位和/或定量。同样，这些化合物以及包含它们的配方在预防、治疗和/或改善疾病、异常状况、功能障碍等的一个或多个症状方面具有用途，包括例如受影响动物体内的增殖性疾病如癌症。在某些实施例中，提供了荧光或放射性标记的非肽、多价整合素αvβ3化合物。包括这些化合物的组合物已被证明在检测、定位、定量和/或成像整合素αvβ3受体表达的细胞方面具有用途，包括例如癌细胞在体外、体内和/或原位。