2-氨基-6-溴苯甲醛 | 135484-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-6-溴苯甲醛
• 中文别名: 3-溴-2-甲酰基苯胺
• 英文名称: 2-amino-6-bromobenzaldehyde
• CAS: 135484-74-1
• 化学式: C₇H₆BrNO
• 分子量: 200.035
• InChiKey: JGCRWLRUZUXAAN-UHFFFAOYSA-N

物化性质

• 沸点：
  303.0±27.0 °C(Predicted)
• 密度：
  1.672±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922399090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  2-8°C，惰性气体氛围

反应信息

• 作为反应物：
  描述：

  2-氨基-6-溴苯甲醛 在 palladium bis(dibenzylideneacetone)palladium⁽⁰⁾ 、 三叔丁基膦 、 四丁基氟化铵 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 乙二醇乙醚 为溶剂， 反应 1.0h， 生成 5-[β-D-glyceropentofuran-3'-ulos-1'-yl]-2-aminoquinazoline
  参考文献：
  名称：

  Design of Triple Helix Forming C-Glycoside Molecules

  摘要：

  The modeling, synthesis, and characterization of oligomers containing 2-aminoquinazolin-5-yl 2'-deoxynucleotide residues are reported. The 2-arninoquinazoline residues sequence specifically bind via Hoogsteen base pairing as a third strand in the center of the major groove at TA base pair Watson-Crick duplex sequences. Evidence for the formation of a sequence specific three-stranded structure is based on thermal denaturation UV-vis and fluorescence studies. The novel 2-aminoquinazoline C-nucleoticle is a component of a system designed to overcome the homopurine requirement for triple helix structures.

  DOI：

  10.1021/ja028033x
• 作为产物：
  描述：

  2-溴-6-硝基苄溴 在 盐酸 、 硫酸 、 铁粉 作用下， 以 乙醇 为溶剂， 反应 2.51h， 生成 2-氨基-6-溴苯甲醛
  参考文献：
  名称：

  Design of Triple Helix Forming C-Glycoside Molecules

  摘要：

  The modeling, synthesis, and characterization of oligomers containing 2-aminoquinazolin-5-yl 2'-deoxynucleotide residues are reported. The 2-arninoquinazoline residues sequence specifically bind via Hoogsteen base pairing as a third strand in the center of the major groove at TA base pair Watson-Crick duplex sequences. Evidence for the formation of a sequence specific three-stranded structure is based on thermal denaturation UV-vis and fluorescence studies. The novel 2-aminoquinazoline C-nucleoticle is a component of a system designed to overcome the homopurine requirement for triple helix structures.

  DOI：

  10.1021/ja028033x

文献信息

• Plant antitumor agents. 30. Synthesis and structure activity of novel camptothecin analogs
  作者：Monroe E. Wall、Mansukh C. Wani、Allan W. Nicholas、Govindarajan Manikumar、Chhagan Tele、Linda Moore、Anne Truesdale、Peter Leitner、Jeffrey M. Besterman

  DOI：10.1021/jm00070a013

  日期：1993.9

  A large number of camptothecin (CPT) analogs have been prepared in the 20S, 20RS, and 20R configurations with a number of ring A substituents. Topoisomerase I (T-I) inhibition data (IC50) have been obtained by standard procedures. In general, substitution at the 9 or 10 positions with amino, halogeno, or hydroxyl groups in compounds with 20S configuration results in compounds with enhanced T-I inhibition

  已经制备了具有许多环A取代基的20S，20RS和20R构型的大量喜树碱（CPT）类似物。拓扑异构酶I（TI）抑制数据（IC50）已通过标准程序获得。通常，具有20S构型的化合物在9或10位上被氨基，卤代或羟基取代会导致TI抑制作用增强。20RS构型的化合物在体外和体内活性较低，而20R构型的化合物则无活性。在TI抑制试验中，在A环上具有10,11-亚甲二氧基取代的化合物显示出显着的效能增强。在包括L-1210小鼠白血病测定法在内的各种体内测定法中确定的某些类似物的活性通常与TI抑制作用一致。制备了许多水溶性类似物，例如20-甘氨酸酯，9-甘氨酰胺或水解的内酯盐，并在体外和体内试验中进行了测试。通常，就L-1210分析中的TI抑制作用和寿命延长而言，这些化合物的活性均不如CPT。然而，某些20-甘氨酸酯在静脉内给药后显示出良好的体内活性。
• [EN] WDR5 INHIBITORS AND MODULATORS<br/>[FR] INHIBITEURS ET MODULATEURS DE WDR5
  申请人：UNIV VANDERBILT

  公开号：WO2021092525A1

  公开（公告）日：2021-05-14

  Isoquinolmone compounds and derivatives inhibit WDR5 and associated protein-protein interactions, and the compounds and their pharmaceutical compositions are useful for treating disorders and conditions in a subject, such as cancer cell proliferation.

  异喹啉酮化合物及其衍生物可以抑制WDR5以及相关的蛋白质-蛋白质相互作用，这些化合物及其药物组合物可用于治疗受试者中的疾病和状况，如癌细胞增殖。
• Catalytic Asymmetric Cascade Using Spiro-Pyrrolidine Organocatalyst: Efficient Construction of Hydrophenanthridine Derivatives
  作者：Jin-Miao Tian、Yong-Hai Yuan、Yu-Yang Xie、Shu-Yu Zhang、Wen-Qiang Ma、Fu-Min Zhang、Shao-Hua Wang、Xiao-Ming Zhang、Yong-Qiang Tu

  DOI：10.1021/acs.orglett.7b03330

  日期：2017.12.15

  (spiro-pyrrolidine) organocatalyst has been demonstrated to enable an asymmetric aza-Michael/Michael/aldol cyclization cascade, in which two six-membered rings (B/C) and three stereocenters have been constructed in a catalytic one-step process. It is so far the most efficient method for construction of hydrophenanthridine derivatives featuring high enantioselectivity. The trans- or cis-fused B/C-rings

  已证明新开发的SPD（螺吡咯烷）有机催化剂可实现不对称的aza-Michael / Michael / aldol环化级联反应，在该催化反应中，两个六元环（B / C）和三个立体中心被构建步骤过程。迄今为止，这是构建具有高对映选择性的氢菲啶衍生物的最有效方法。的反式-或顺式-融合B / C环可以选择性地在一个基片控制的方式组装。此外，该级联反应可以放大至克级，而不会损失对映选择性。
• [EN] FUSED 1,4-OXAZEPINES AND RELATED ANALOGS AS BET BROMODOMAIN INHIBITORS<br/>[FR] 1,4-OXAZEPINES CONDENSÉES ET LEURS ANALOGUES ASSOCIÉS EN TANT QU'INHIBITEURS DE BROMODOMAINE BET
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2017142881A1

  公开（公告）日：2017-08-24

  The present disclosure provides fused 1,4-oxazepines and related analogs represented by Formula (I) and the pharmaceutically acceptable salts, hydrates, and solvates thereof, wherein R1, R2a, R2b, R3a, R3b, R4, R5, A, and Y are as defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula (I) to treat a condition or disorder responsive to inhibition of BET bromodomains such as cancer.

  本发明公开了式(I)表示的融合1,4-噁嗪和相关类似物及其药学上可接受的盐、水合物和溶剂化物，其中R1、R2a、R2b、R3a、R3b、R4、R5、A和Y的定义如说明书中所述。本发明还涉及式(I)化合物用于治疗对BET溴结构域抑制有反应的病症或疾病，如癌症的用途。
• Par-4 secretion: stoichiometry of 3-arylquinoline binding to vimentin
  作者：Vitaliy M. Sviripa、Ravshan Burikhanov、Josiah M. Obiero、Yaxia Yuan、Justin R. Nickell、Linda P. Dwoskin、Chang-Guo Zhan、Chunming Liu、Oleg V. Tsodikov、Vivek M. Rangnekar、David S. Watt

  DOI：10.1039/c5ob01980j

  日期：——

  3-Arylquinolines or arylquins bind to multiple sites on the intermediate filament protein, vimentin, as determined by a fluorescence binding assay and induce Par-4 secretion.

  3-芳基喹啉或芳基喹啉通过荧光结合实验确定能够结合中间丝蛋白vimentin的多个位点，并诱导Par-4的分泌。