1-azido-2,3,5,6-tetrafluoro-4-(n-propylcarboxamido)benzene

• 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: 1-azido-2,3,5,6-tetrafluoro-4-(n-propylcarboxamido)benzene
• 英文别名: N-propyl 4-azido-2,3,5,6-tetrafluorobenzamide；4-azido-2,3,5,6-tetrafluoro-N-propylbenzamide
• 化学式: C₁₀H₈F₄N₄O
• 分子量: 276.193
• InChiKey: ZKWDXTFZWKUMLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  43.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  正丙胺 、 N-琥珀酰亚胺4-叠氮-2,3,5,6-四氟苯甲酸 以 二氯甲烷 为溶剂， 反应 0.25h， 以83%的产率得到1-azido-2,3,5,6-tetrafluoro-4-(n-propylcarboxamido)benzene
  参考文献：
  名称：

  PROCESS FOR THE CYCLOADDITION OF A HETERO(ARYL) 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE

  摘要：

  提供一种方法，包括将（杂）芳基1,3-二极化合物与（杂）环炔反应，其中（杂）芳基1,3-二极化合物包括与（杂）芳基结合的1,3-二级极功能基团，并且（杂）芳基1,3-二极化合物是（杂）芳基叠氮化物或（杂）芳基重氮化合物；其中：（i）（杂）芳基1,3-二极化合物的（杂）芳基包括一个取代基（ii）（杂）芳基1,3-二极化合物的（杂）芳基是一个电子贫富（杂）芳基，并且（杂）环炔是根据式（1）的（杂）环辛烯或（杂）环壬炔。该发明还涉及根据该发明的方法获得的产品。

  公开号：

  US20170002012A1

文献信息

• PROCESS FOR THE CYCLOADDITION OF A HALOGENATED 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE
  申请人：SYNAFFIX B.V.

  公开号：US20170008858A1

  公开（公告）日：2017-01-12

  The present invention relates to a cycloaddition process comprising the step of reacting a halogenated aliphatic 1,3-dipole compound with a (hetero)cycloalkyne according to Formula (1): Preferably, the (hetero)cycloalkyne according to Formula (1) is a (hetero)cyclooctyne. The invention also relates to the cycloaddition products obtainable by the process according to the invention. The invention further relates to halogenated aliphatic 1,3-dipole compounds, in particular to halogenated aliphatic 1,3-dipole compounds comprising N-acetylgalactosamine-UDP (GalNAc-UDP), and to halogenated 1,3-dipole compounds comprising (peracylated) N-acetylglucosamine (GlcNAc), N-acetylgalactosamine (GalNAc), N-acetylmannosamine (ManNAc) and N-acetyl neuraminic acid (NeuNAc).

  本发明涉及一种环加成过程，包括以下步骤：将卤代脂肪1,3-二极化合物与根据式（1）的（杂）环烷炔发生反应。优选，根据式（1）的（杂）环烷炔是（杂）环辛炔。本发明还涉及根据本发明的过程获得的环加成产物。本发明还涉及卤代脂肪1,3-二极化合物，特别是包含N-乙酰半乳糖氨基葡萄糖醛酸-UDP（GalNAc-UDP）的卤代脂肪1,3-二极化合物，以及包含（过酰化的）N-乙酰葡萄糖胺（GlcNAc）、N-乙酰半乳糖氨基（GalNAc）、N-乙酰甘露糖氨基（ManNAc）和N-乙酰神经酸（NeuNAc）的卤代1,3-二极化合物。
• [EN] PROCESS FOR THE CYCLOADDITION OF A HETERO(ARYL) 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE<br/>[FR] PROCÉDÉ DE CYCLOADDITION D'UN COMPOSÉ HÉTÉRO(ARYL) 1,3-DIPOLE AVEC UN (HÉTÉRO)CYCLOALKYNE
  申请人：STICHTING KATHOLIEKE UNIV

  公开号：WO2015112014A1

  公开（公告）日：2015-07-30

  The present invention relates to a process comprising the step of reacting a (hetero)aryl 1,3-dipole compound with a (hetero)cycloalkyne, wherein: a (hetero)aryl 1,3-dipole compound is defined as a compound comprising a 1,3-dipole functional group, wherein the 1,3-dipole functional group is bonded to a (hetero)aryl group, and wherein the (hetero)aryl 1,3-dipole compound is a (hetero)aryl azide or a (hetero)aryl diazo compound; wherein: (i) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound comprises one or more substituents having a positive value for the para-Hammett substituent constant σp and/or the meta-Hammett substituent constant σm, and/or (ii) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound is an electron-poor (hetero)aryl group, wherein an electron-poor (hetero)aryl group is: (ii-a) a (hetero)aryl group wherein the (hetero)aromatic ring system is bearing a positive charge, and/or (ii-b) a (hetero)aryl group wherein the ratio number of π-electrons present in the (hetero)aromatic ring system} : number of protons present in the nuclei of the (hetero)aromatic ring system} is lower than 0.167 for a 6-membered ring, or lower than 0.200 for a 5-membered ring; and wherein the (hetero)cycloalkyne is a (hetero)cyclooctyne or a (hetero)cyclononyne according to Formula (1): The invention also relates to the products obtainable by the process according to the invention.

  本发明涉及一种包括以下步骤的过程：将（杂）芳基1,3-二极化合物与（杂）环戊炔发生反应，其中：（杂）芳基1,3-二极化合物被定义为包含1,3-二极功能基团的化合物，其中1,3-二极功能基团与（杂）芳基团结合，而（杂）芳基1,3-二极化合物是（杂）芳基叠氮化物或（杂）芳基重氮化合物；其中：（i）（杂）芳基1,3-二极化合物的（杂）芳基团包括一个或多个对位Hammett取代常数σp和/或间位Hammett取代常数σm的正值取代基，和/或（ii）（杂）芳基1,3-二极化合物的（杂）芳基团是一个电子贫穷的（杂）芳基团，其中电子贫穷的（杂）芳基团是：（ii-a）一个（杂）芳基团，其中（杂）芳香环系统带有正电荷，和/或（ii-b）一个（杂）芳基团，其中比例（杂）芳香环系统中存在的π电子数}：（杂）芳香环系统中核内质子数}对于6元环小于0.167，或对于5元环小于0.200；其中（杂）环戊炔是根据式（1）的（杂）环辛炔或（杂）环壬炔；该发明还涉及根据该发明的过程获得的产品。
• METHOD OF MAKING AND USING FLUORESCENT-TAGGED NANOPARTICLES AND MICROARRAYS
  申请人：Yan Mingdi

  公开号：US20130252843A1

  公开（公告）日：2013-09-26

  Disclosed embodiments concern differentiating and classifying one or more targets using a perhalophenylazide-derived nanoparticle probe, or multiple such probes. Particular embodiments concern using statistical analysis to produce score plots illustrating the level of differentiation and/or classification. Also disclosed are methods for making perhalophenylazide-derived nanoparticle probes, individually or by using a microarray technique. Particular embodiments concern methods for using the per halophenylazide-derived nanoparticle probes to diagnose, detect, and/or treat a disease. Kits comprising the perhalophenylazide-derived nanoparticle probes are also disclosed.

  公开实施例涉及使用经过卤代苯偶氮苯衍生的纳米颗粒探针或多个这样的探针，区分和分类一个或多个目标。特定实施例涉及使用统计分析来产生得分图，以说明区分和/或分类的水平。还公开了制备经过卤代苯偶氮苯衍生的纳米颗粒探针的方法，可以单独使用或使用微阵列技术。特定实施例涉及使用经过卤代苯偶氮苯衍生的纳米颗粒探针来诊断、检测和/或治疗疾病的方法。还公开了包含经过卤代苯偶氮苯衍生的纳米颗粒探针的试剂盒。
• PROCESS FOR THE CYCLOADDITION OF A(HETERO)ARYL 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE
  申请人：SynAffix B.V.

  公开号：EP3925951A1

  公开（公告）日：2021-12-22

  The present invention relates to a process comprising the step of reacting a (hetero)aryl 1,3-dipole compound with a (hetero)cycloalkyne, wherein: a (hetero)aryl 1,3-dipole compound is defined as a compound comprising a 1,3-dipole functional group, wherein the 1,3-dipole functional group is bonded to a (hetero)aryl group, and wherein the (hetero)aryl 1,3-dipole compound is a (hetero)aryl azide or a (hetero)aryl diazo compound; wherein: (i) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound comprises one or more substituents having a positive value for the para-Hammett substituent constant σp and/or the meta-Hammett substituent constant σm, and/or (ii) the (hetero)aryl group of the (hetero)aryl 1,3-dipole compound is an electron-poor (hetero)aryl group, wherein an electron-poor (hetero)aryl group is: (ii-a) a (hetero)aryl group wherein the (hetero)aromatic ring system is bearing a positive charge, and/or (ii-b) a (hetero)aryl group wherein the ratio number of π-electrons present in the (hetero)aromatic ring system} : number of protons present in the nuclei of the (hetero)aromatic ring system} is lower than 0.167 for a 6-membered ring, or lower than 0.200 for a 5-membered ring; and wherein the (hetero)cycloalkyne is a (hetero)cyclooctyne or a (hetero)cyclononyne according to Formula (1): The invention also relates to the products obtainable by the process according to the invention.

  本发明涉及一种工艺，包括使(杂)芳基 1,3-二极化合物与(杂)环烷烃反应的步骤，其中： (杂)芳基 1,3-二极化合物定义为包含 1,3-二极官能团的化合物，其中 1,3-二极官能团与(杂)芳基键合，且(杂)芳基 1,3-二极化合物为(杂)芳基叠氮化物或(杂)芳基重氮化合物； 其中 (i) (杂)芳基 1,3-二极化合物的(杂)芳基包括一个或多个对位-哈梅特基常数 σp 和/或元-哈梅特基常数 σm 为正值的取代基，和/或 (ii) (杂)芳基 1,3-二极化合物的(杂)芳基是贫电子的(杂)芳基，其中贫电子的(杂)芳基是： (ii-a) (杂)芳环系统带正电荷的(杂)芳基，和/或 (ii-b) (杂)芳基，其中(杂)芳环系中存在的π电子数}与(杂)芳环系核中存在的质子数}之比，对于 6 元环，低于 0.167，或者对于 5 元环，低于 0.200； 其中(杂)环炔烃是符合式(1)的(杂)环辛炔或(杂)环壬炔： 本发明还涉及根据本发明的工艺可获得的产品。
• Process for the cycloaddition of a halogenated 1,3-dipole compound with a (hetero)cycloalkyne
  申请人：SynAffix B.V.

  公开号：US10266502B2

  公开（公告）日：2019-04-23

  The present invention relates to a cycloaddition process comprising the step of reacting a halogenated aliphatic 1,3-dipole compound with a (hetero)cycloalkyne according to Formula (1): Preferably, the (hetero)cycloalkyne according to Formula (1) is a (hetero)cyclooctyne. The invention also relates to the cycloaddition products obtainable by the process according to the invention. The invention further relates to halogenated aliphatic 1,3-dipole compounds, in particular to halogenated aliphatic 1,3-dipole compounds comprising N-acetylgalactosamine-UDP (GalNAc-UDP), and to halogenated 1,3-dipole compounds comprising (peracylated) N-acetylglucosamine (GlcNAc), N-acetylgalactosamine (GalNAc), N-acetylmannosamine (ManNAc) and N-acetyl neuraminic acid (NeuNAc).

  本发明涉及一种环加成工艺，包括卤代脂肪族 1,3-二极化合物与符合式（1）的（杂）环炔反应的步骤：根据式（1）的（杂）环炔最好是（杂）环辛炔。本发明还涉及根据本发明的工艺可获得的环加成产物。本发明还涉及卤代脂肪族 1，3-二极化合物，特别是包含 N-乙酰半乳糖胺-UDP（GalNAc-UDP）的卤代脂肪族 1，3-二极化合物、以及由（过酰化）N-乙酰葡糖胺（GlcNAc）、N-乙酰半乳糖胺（GalNAc）、N-乙酰甘露糖胺（ManNAc）和 N-乙酰神经氨酸（NeuNAc）组成的卤代 1，3-二极化合物。