2-Amino-5-(4-nitrophenyl)-pentan-1-ol | 1142811-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-5-(4-nitrophenyl)-pentan-1-ol
• 英文别名: 2-Amino-5-(4-nitrophenyl)pentan-1-ol
• CAS: 1142811-85-5
• 化学式: C₁₁H₁₆N₂O₃
• 分子量: 224.26
• InChiKey: FPDFKQKMSFHCOK-UHFFFAOYSA-N

物化性质

• 沸点：
  412.0±35.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-5-(4-nitrophenyl)-pentan-1-ol 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.83h， 生成 [1-formyl-4-(4-nitrophenyl)butyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  A highly effective bifunctional ligand for radioimmunotherapy applications

  摘要：

  一种新型的双功能配体（3p-C-NETA）用于抗体靶向的90Y和177Lu放射免疫治疗，通过特定位置的环氧乙烷离子环开合反应高效合成。

  DOI：

  10.1039/c0cc05707j
• 作为产物：
  描述：

  2-amino-5-(4-nitrophenyl)pentanoic acid 在 盐酸 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 1.0h， 生成 2-Amino-5-(4-nitrophenyl)-pentan-1-ol
  参考文献：
  名称：

  A highly effective bifunctional ligand for radioimmunotherapy applications

  摘要：

  一种新型的双功能配体（3p-C-NETA）用于抗体靶向的90Y和177Lu放射免疫治疗，通过特定位置的环氧乙烷离子环开合反应高效合成。

  DOI：

  10.1039/c0cc05707j

文献信息

• Stable Aziridinium Salts as Versatile Intermediates: Isolation and Regio- and Stereoselective Ring-Opening and Rearrangement
  作者：Hyun A. Song、Mamta Dadwal、Yeseul Lee、Emily Mick、Hyun-Soon Chong

  DOI：10.1002/anie.200805244

  日期：2009.2.2

  Rock trapping and exploration: Aziridinium bromide salts were discovered serendipitously during bromination of N,N‐dicarboxymethylated β‐amino alcohols. Regiospecific ring‐opening and rearrangement of the isolated, surprisingly stable aziridinium salts produces useful molecules including C‐functionalized oxomorpholines and α,β‐unsaturated amines.

  岩石捕获和勘探：在N，N-二羧甲基化的β-氨基醇的溴化过程中偶然发现了氮丙啶鎓盐。区域特异性的开环和重排，分离出的稳定的叠氮鎓盐可产生有用的分子，包括C-官能化的吗啉和α，β-不饱和胺。
• Bimodal ligands with macrocyclic and acyclic binding moieties, complexes and compositions thereof, and methods of using
  申请人：Chong Hyun-soon

  公开号：US09115094B2

  公开（公告）日：2015-08-25

  Substituted 1,4,7-triazacyclononane-N,N′,N″-triacetic acid and 1,4,7,10-tetraazacyclcododecane-N,N′,N″,N′″-tetraacetic acid compounds with a pendant amino or hydroxyl group, metal complexes thereof, compositions thereof, and methods of making and use in diagnostic imaging and treatment of cellular disorders.

  用带有氨基或羟基的1,4,7-三氮杂环壬烷-N,N′,N″-三乙酸和1,4,7,10-四氮杂环十二烷-N,N′,N″,N′″-四乙酸化合物替代，以及它们的金属配合物、组合物、制备方法以及在诊断成像和治疗细胞疾病中的应用。
• Efficient Synthesis of Functionalized Aziridinium Salts
  作者：Hyun-Soon Chong、Hyun A. Song、Mamta Dadwal、Xiang Sun、Inseok Sin、Yunwei Chen

  DOI：10.1021/jo901893n

  日期：2010.1.1

  Various aziridinium salts were efficiently prepared from bromination of a series of backbone substituted N,N-bisubstituted β-amino alcohols and isolated via flash column chromatography. The effect of C-substitution, N-substitution, solvent, leaving group, and counteranions on formation of the isolable aziridinium salts was investigated.

  从一系列骨架取代的N , N -双取代β-氨基醇的溴化反应有效地制备了各种氮丙啶盐，并通过快速柱色谱法进行分离。研究了C取代、N取代、溶剂、离去基团和抗衡阴离子对可分离的氮丙啶盐形成的影响。
• [EN] MULTIFUNCTIONAL CHELATORS, COMPLEXES, AND COMPOSITIONS THEREOF, AND METHODS OF USING SAME<br/>[FR] CHÉLATEURS MULTIFONCTIONNELS, COMPLEXES, ET COMPOSITIONS DE CEUX-CI, ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ILLINOIS TECHNOLOGY INST

  公开号：WO2015051362A1

  公开（公告）日：2015-04-09

  Multifunctional chelators, metal complexes thereof, compositions thereof, and methods of making and use in diagnostic imaging and treatment of cellular disorders.

  多功能螯合剂，其金属配合物，组合物以及在细胞疾病的诊断成像和治疗中的制备和使用方法。
• Synthesis and comparative biological evaluation of bifunctional ligands for radiotherapy applications of 90Y and 177Lu
  作者：Hyun-Soon Chong、Xiang Sun、Yunwei Chen、Inseok Sin、Chi Soo Kang、Michael R. Lewis、Dijie Liu、Varyanna C. Ruthengael、Yongliang Zhong、Ningjie Wu、Hyun A. Song

  DOI：10.1016/j.bmc.2014.12.035

  日期：2015.3

  Zevalin (R) is an antibody-drug conjugate radiolabeled with a cytotoxic radioisotope (Y-90) that was approved for radioimmunotherapy (RIT) of B-cell non-Hodgkin's lymphoma. A bifunctional ligand that displays favorable complexation kinetics and in vivo stability is required for effective RIT. New bifunctional ligands 3p-C-DE4TA and 3p-C-NE3TA for potential use in RIT were efficiently prepared by the synthetic route based on regiospecific ring opening of aziridinium ions with prealkylated triaza- or tetraaza-backboned macrocycles. The new bifunctional ligands 3p-C-DE4TA and 3p-C-NE3TA along with the known bimodal ligands 3p-C-NETA and 3p-C-DEPA were comparatively evaluated for potential use in targeted radiotherapy using beta-emitting radionuclides Y-90 and Lu-177. The bifunctional ligands were evaluated for radiolabeling kinetics with Y-90 and Lu-177, and the corresponding Y-90 or Lu-177-radiolabeled complexes were studied for in vitro stability in human serum and in vivo biodistribution in mice. The results of the comparative complexation kinetic and stability studies indicate that size of macrocyclic cavity, ligand denticity, and bimodality of donor groups have a substantial impact on complexation of the bifunctional ligands with the radiolanthanides. The new promising bifunctional chelates in the DE4TA and NE3TA series were rapid in binding Y-90 and Lu-177, and the corresponding Y-90- and Lu-177-radiolabeled complexes remained inert in human serumor in mice. The in vitro and in vivo data show that 3p-C-DE4TA and 3p-C-NE3TA are promising bifunctional ligands for targeted radiotherapy applications of Y-90 and Lu-177. (C) 2014 Elsevier Ltd. All rights reserved.