(2-bromobenzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester | 475160-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2-bromobenzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2-bromophenyl)methyl]carbamate；(9H-fluoren-9-yl)methyl (2-bromobenzyl)carbamate
• CAS: 475160-93-1
• 化学式: C₂₂H₁₈BrNO₂
• 分子量: 408.294
• InChiKey: ZGQUNKBFBGZMTH-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  573.2±38.0 °C(Predicted)
• 密度：
  1.400±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-bromobenzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 在 manganese(IV) oxide 、 potassium fluoride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 23.75h， 生成 9H-fluoren-9-ylmethyl N-[[2-(3-formylphenyl)phenyl]methyl]carbamate
  参考文献：
  名称：

  [EN] PEPTIDE MACROCYCLES AND USE THEREOF IN THE TREATMENT OF BACTERIAL INFECTIONS
  [FR] MACROCYCLES PEPTIDIQUES ET LEUR UTILISATION DANS LE TRAITEMENT D'INFECTIONS BACTÉRIENNES

  摘要：

  本发明提供了式（I）的化合物，其中R1，R2，R3，R4，R5，R6，R7，R8，R8'，R9，R9'，X1，X2，X3，X4，X5，X6，X7，X8，X9和X10如本文所述，以及其药学上可接受的盐。此外，本发明涉及式（I）化合物的制造，包含它们的制药组合物以及它们作为药物治疗Acinetobacter baumannii引起的疾病和感染的用途。

  公开号：

  WO2018189063A1
• 作为产物：
  描述：

  邻溴苄胺 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以75.2%的产率得到(2-bromobenzyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  [EN] PEPTIDE MACROCYCLES AND USE THEREOF IN THE TREATMENT OF BACTERIAL INFECTIONS
  [FR] MACROCYCLES PEPTIDIQUES ET LEUR UTILISATION DANS LE TRAITEMENT D'INFECTIONS BACTÉRIENNES

  摘要：

  本发明提供了式（I）的化合物，其中R1，R2，R3，R4，R5，R6，R7，R8，R8'，R9，R9'，X1，X2，X3，X4，X5，X6，X7，X8，X9和X10如本文所述，以及其药学上可接受的盐。此外，本发明涉及式（I）化合物的制造，包含它们的制药组合物以及它们作为药物治疗Acinetobacter baumannii引起的疾病和感染的用途。

  公开号：

  WO2018189063A1

文献信息

• Dioxanes and uses thereof
  申请人：——

  公开号：US20040072849A1

  公开（公告）日：2004-04-15

  In recognition of the need to develop novel therapeutic agents and efficient methods for the synthesis thereof, the present invention provides novel compounds of general formula (I): 1 and pharmaceutically acceptable derivatives thereof, wherein R 1 , R 2 , R 3 , n, X and Y are as defined herein. The present invention also provides pharmaceutical compositions comprising a compound of formula (I) and a pharmaceutically acceptable carrier. The present invention further provides compounds capable of inhibiting histone deacetylatase activity and methods for treating disorders regulated by histone deacetylase activity (e.g., cancer and protozoal infections) comprising administering a therapeutically effective amount of a compound of formula (I) to a subject in need thereof. The present invention additionally provides methods for modulating the glucose-sensitive subset of genes downstream of Ure2p. The present invention also provides methods for preparing compounds of the invention.

  鉴于需要开发新型治疗剂和有效的合成方法，本发明提供了一般式(I)的新化合物： 1 及其药学上可接受的衍生物，其中R 1 ，R 2 ，R 3 ，n，X和Y如本文所定义。本发明还提供了包含一种式(I)化合物和药学上可接受的载体的药物组合物。本发明还提供了能够抑制组蛋白去乙酰化酶活性的化合物以及治疗由组蛋白去乙酰化酶活性调节的疾病的方法（例如，癌症和原虫感染），包括向需要的受体施用一种式(I)化合物的治疗有效量。本发明还提供了调节Ure2p下游葡萄糖敏感基因子集的方法。本发明还提供了制备本发明化合物的方法。
• PEPTIDE MACROCYCLES AND USE THEREOF IN THE TREATMENT OF BACTERIAL INFECTIONS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3388445A1

  公开（公告）日：2018-10-17

  The present invention provides compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R8', R9, R9', X1, X2, X3, X4, X5, X6, X7, X8, X9 and X10 are as described herein, as well as pharmaceutically acceptable salts thereof. Further the present invention is concerned with the manufacture of the compounds of formula (I), pharmaceutical compositions comprising them and their use as medicaments for the treatment of diseases and infections caused by Acinetobacter baumannii.

  本发明提供了式 (I) 的化合物 其中 R1、R2、R3、R4、R5、R6、R7、R8、R8'、R9、R9'、X1、X2、X3、X4、X5、X6、X7、X8、X9 和 X10 如本文所述，以及其药学上可接受的盐。此外，本发明还涉及式（I）化合物的制造、包含它们的药物组合物以及它们作为治疗鲍曼不动杆菌引起的疾病和感染的药物的用途。
• Peptide macrocycles and use thereof in the treatment of bacterial infections
  申请人：Hoffmann-La Roche Inc.

  公开号：US11091514B2

  公开（公告）日：2021-08-17

  The present invention provides compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R8′, R9, R9′, X1, X2, X3, X4, X5, X6, X7, X8, X9 and X10 are as described herein, as well as pharmaceutically acceptable salts thereof. Further the present invention is concerned with the manufacture of the compounds of formula (I), pharmaceutical compositions comprising them and their use as medicaments for the treatment of diseases and infections caused by Acinetobacter baurnannii.

  本发明提供了式 (I) 的化合物 其中R1、R2、R3、R4、R5、R6、R7、R8、R8′、R9、R9′、X1、X2、X3、X4、X5、X6、X7、X8、X9和X10如本文所述，以及它们的药学上可接受的盐。此外，本发明还涉及式(Ⅰ)化合物的制造、包含它们的药物组合物以及它们作为治疗鲍曼不动杆菌引起的疾病和感染的药物的用途。
• Abc Amino Acids:  Design, Synthesis, and Properties of New Photoelastic Amino Acids
  作者：Robert F. Standaert、Seung Bum Park

  DOI：10.1021/jo060763q

  日期：2006.10.1

  Photoisomerizable amino acids provide a direct avenue to the experimental manipulation of bioactive polypeptides, potentially allowing real-time, remote control of biological systems and enabling useful applications in nanobiotechnology. Herein, we report a new class of photoisomerizable amino acids intended to cause pronounced expansion and contraction in the polypeptide backbone, i.e., to be photoelastic. These compounds, termed Abc amino acids, employ a photoisomerizable azobiphenyl chromophore to control the relative disposition of aminomethyl and carboxyl substituents. Molecular modeling of nine Abc isomers led to the identification of one with particularly attractive properties, including the ability to induce contractions up to 13 angstrom in the backbone upon trans -> cis photoisomerization. This isomer, designated mpAbc, has substituents at meta and para positions on the inner (azolinked) and outer rings, respectively. An efficient synthesis of Fmoc-protected mpAbc was executed in which the biaryl components were formed via Suzuki couplings and the azo linkage was formed via amine/nitroso condensation; protected forms of three other Abc isomers were prepared similarly. An undecapeptide incorporating mpAbc was synthesized by conventional solid-phase methods and displayed characteristic azobenzene photochemical behavior with optimal conversion to the cis isomer at 360 nm and a thermal cis -> trans half-life of 100 min at 80 degrees C.
• Synthesis of 7200 Small Molecules Based on a Substructural Analysis of the Histone Deacetylase Inhibitors Trichostatin and Trapoxin
  作者：Scott M. Sternson、Jason C. Wong、Christina M. Grozinger、Stuart L. Schreiber

  DOI：10.1021/ol016915f

  日期：2001.12.1

  [GRAPHICS]Seventy-two hundred potential inhibitors of the histone deacetylase (HDAC) enzyme family, based on a 1,3-dioxane diversity structure, were synthesized on polystyrene macrobeads. The compounds were arrayed for biological assays in a "one bead-one stock solution" format. Metal-chelating functional groups were used to direct the 1,3-dioxanes to HDAC enzymes, which are zinc hydrolases. Representative structures from this library were tested for inhibitory activity and the 1,3-dioxane structure was shown to be compatible with HDAC inhibition.