3-bromoaniline-2,4,5,6-d4 | 81395-17-7

• 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: 3-bromoaniline-2,4,5,6-d4
• 英文别名: 3-Bromoaniline-d4；3-bromo-2,4,5,6-tetradeuterioaniline
• CAS: 81395-17-7
• 化学式: C₆H₆BrN
• 分子量: 175.993
• InChiKey: DHYHYLGCQVVLOQ-RHQRLBAQSA-N

物化性质

• 溶解度：
  可溶于氯仿、乙酸乙酯（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-bromoaniline-2,4,5,6-d4 在 氢氧化钾 、 sodium hydroxide 、 diborane(6) 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 生成 3-bromobenzyl-2,4,5,6-d4, benzyl ether
  参考文献：
  名称：

  Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives

  摘要：

  AbstractProtonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path. The rearrangements have been elucidated by deuterium labelling and chemical substitution. The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction. It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the ether oxygen atom, followed by benzyl migration. The formaldehyde lost contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion. Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.

  DOI：

  10.1002/oms.1210161003
• 作为产物：
  描述：

  3-bromo-nitrobenzene-2,4,5,6-d4 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以78%的产率得到3-bromoaniline-2,4,5,6-d4
  参考文献：
  名称：

  [EN] BIPHENYL COMPOUND AS IMMUNOMODULATOR, PREPARATION METHOD THEREFOR AND USE THEREOF
  [FR] COMPOSÉ BIPHÉNYLE UTILE EN TANT QU'IMMUNOMODULATEUR, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION
  [ZH] 作为免疫调节剂的联苯类化合物及其制备方法和应用

  摘要：

  一种式(I)所示联苯类化合物、其制备方法及其应用，以及包含所述化合物作为活性成分的药物组合物。所述化合物是具有优异的可口服吸收特征的新型小分子免疫调节剂，可用于治疗和/或预防与免疫相关的多种疾病。

  公开号：

  WO2022161421A1

文献信息

• [EN] BIPHENYL COMPOUND AS IMMUNOMODULATOR, PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] COMPOSÉ BIPHÉNYLE UTILE EN TANT QU'IMMUNOMODULATEUR, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 作为免疫调节剂的联苯类化合物及其制备方法和应用
  申请人：SHENZHEN CHIPSCREEN BIOSCIENCES CO LTD

  公开号：WO2022161421A1

  公开（公告）日：2022-08-04

  一种式(I)所示联苯类化合物、其制备方法及其应用，以及包含所述化合物作为活性成分的药物组合物。所述化合物是具有优异的可口服吸收特征的新型小分子免疫调节剂，可用于治疗和/或预防与免疫相关的多种疾病。
• CN117050102
  申请人：——

  公开号：——

  公开（公告）日：——
• Skeletal rearrangements on chemical ionization of dibenzyl ether and derivatives
  作者：Eric E. Kingston、James S. Shannon、Vladimir Diakiw、Michael J. Lacey

  DOI：10.1002/oms.1210161003

  日期：1981.10

  AbstractProtonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path. The rearrangements have been elucidated by deuterium labelling and chemical substitution. The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction. It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the ether oxygen atom, followed by benzyl migration. The formaldehyde lost contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion. Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.