N-butyl-3-iodobenzylamine | 60509-41-3

• 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: N-butyl-3-iodobenzylamine
• 英文别名: n-butyl 3-iodobenzylamine；Benzenemethanamine, N-butyl-3-iodo-；N-[(3-iodophenyl)methyl]butan-1-amine
• CAS: 60509-41-3
• 化学式: C₁₁H₁₆IN
• 分子量: 289.159
• InChiKey: QLCYKAJQHUGTBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴乙酸 、 N-butyl-3-iodobenzylamine 、 正丁胺 、 氯甲酸丁酯 在 N,N'-二异丙基碳二亚胺 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以33%的产率得到butyl 3-iodobenzyl(2-(butylamino)-2-oxoethyl)carbamate
  参考文献：
  名称：

  [EN] 2-PHENYL PHENOXYACETIC ACIDS USEFUL FOR TREATING INFLAMMATORY DISORDERS
  [FR] ACIDES 2-PHÉNYLPHÉNOXYACÉTIQUES UTILES POUR TRAITER DES TROUBLES INFLAMMATOIRES

  摘要：

  本发明提供了一种新型的苯氧乙酸，用于预防和治疗炎症性疾病，包括影响呼吸系统和皮肤的疾病。这些化合物的一般结构式为（I）:

  公开号：

  WO2009089192A1
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 N-butyl-3-iodobenzylamine
  参考文献：
  名称：

  Benzylamines: synthesis and evaluation of antimycobacterial properties

  摘要：

  The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (19, MIC 10.2 micrograms/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 micrograms/mL), and N-butyl-3,5-difluorobenzylamine (103, MIC 6.4 micrograms/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combinations of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.

  DOI：

  10.1021/jm00375a005

文献信息

• Preparation and evaluation of reagents for tagging amino and thiol groups with fluorous stannanes. A convenient method for producing radioiodinated compounds in high effective specific activity
  作者：Amanda C. Donovan、John F. Valliant

  DOI：10.1002/jlcr.1807

  日期：——

  Building on the previously reported fluorous labeling strategy (FLS), a new approach for preparing molecular imaging and therapy agents derived from radioiodine in high purity without the need to employ HPLC was developed. A series of novel reagents containing a fluorous arylstannane, including fluorous benzaldehydes (1a/b) and an aryl-iodoacetamide (2), were prepared so that the FLS could be used to label and purify targeting vectors that contain free amines or thiol groups. The reagents were conjugated to model amines and thiols in generally high yields (79–95%) under mild conditions. The fully characterized products were radiolabeled with Na[125I] in the presence of iodogen and the products were purified using fluorous solid-phase extraction to yield the desired iodinated products in high yield (>83%) and high effective specific activity (ESA). The work reported creates a convenient and flexible means of preparing targeted molecular imaging and therapy agents derived from radioisotopes of iodine in high ESA. Copyright © 2010 John Wiley & Sons, Ltd.

  基于先前报道的氟疏水标记策略（FLS），开发了一种新方法，可以在高纯度下制备来源于放射性碘的分子成像和治疗试剂，而无需采用HPLC。准备了一系列包含氟疏水芳基锡化合物的新试剂，包括氟疏水苯甲醛（1a/b）和芳基碘乙酰胺（2），以便利用FLS对含有游离胺或硫醇基团的靶向载体进行标记和纯化。这些试剂在温和条件下与模型胺和硫醇偶联，产率通常较高（79–95%）。经过全面表征的产品在碘化剂存在下与Na[125I]进行放射性标记，并通过氟疏水固相萃取进行纯化，以获得所需的碘化产品，产率高于83%且具有高有效比放射性（ESA）。所报道的工作创造了一种方便灵活的方法，用于制备以放射性碘同位素为基础的靶向分子成像和治疗试剂，且具有高ESA。版权 © 2010 John Wiley & Sons, Ltd.
• 2-PHENYL PHENOXYACETIC ACIDS USEFUL FOR TREATING INFLAMMATORY DISORDERS
  申请人：McGuinness Brian F.

  公开号：US20110136877A1

  公开（公告）日：2011-06-09

  The present invention provides novel phenoxyacetic acids useful for the prevention and treatment of inflammatory disorders, including those affecting the respiratory system and skin. The compounds are of the general formula (I):

  本发明提供了一种新型的苯氧基乙酸，可用于预防和治疗炎症性疾病，包括影响呼吸系统和皮肤的疾病。该化合物的一般式为（I）：
• US4360511A
  申请人：——

  公开号：US4360511A

  公开（公告）日：1982-11-23
• Benzylamines: synthesis and evaluation of antimycobacterial properties
  作者：Wolfgang R. Meindl、Erwin Von Angerer、Helmut Schoenenberger、Gotthard Ruckdeschel

  DOI：10.1021/jm00375a005

  日期：1984.9

  The synthesis of benzylamines with various N-alkyl chains and substituents in the aromatic system as well as their evaluation on Mycobacterium tuberculosis H 37 Ra are described. The most active compounds in this test, N-methyl-3-chlorobenzylamine (19, MIC 10.2 micrograms/mL), N-methyl-3,5-dichlorobenzylamine (93, MIC 10.2 micrograms/mL), and N-butyl-3,5-difluorobenzylamine (103, MIC 6.4 micrograms/mL), also exhibited a marked inhibitory effect on Mycobacterium marinum and Mycobacterium lufu used for the determination of antileprotic properties. The combinations of 93 with aminosalicylic acid, streptomycin, or dapsone exert marked supra-additive effects on M. tuberculosis H 37 Ra.
• [EN] 2-PHENYL PHENOXYACETIC ACIDS USEFUL FOR TREATING INFLAMMATORY DISORDERS<br/>[FR] ACIDES 2-PHÉNYLPHÉNOXYACÉTIQUES UTILES POUR TRAITER DES TROUBLES INFLAMMATOIRES
  申请人：LIGAND PHARM INC

  公开号：WO2009089192A1

  公开（公告）日：2009-07-16

  The present invention provides novel phenoxyacetic acids useful for the prevention and treatment of inflammatory disorders, including those affecting the respiratory system and skin. The compounds are of the general formula (I):

  本发明提供了一种新型的苯氧乙酸，用于预防和治疗炎症性疾病，包括影响呼吸系统和皮肤的疾病。这些化合物的一般结构式为（I）: