4-(溴甲基)-3-硝基苯甲酸乙酯 | 96315-16-1

• 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: 4-(溴甲基)-3-硝基苯甲酸乙酯
• 英文名称: 4-bromomethyl-3-nitrobenzoic acid ethyl ester
• 英文别名: ethyl 4-(bromomethyl)-3-nitrobenzoate；ethyl 4-bromomethyl-3-nitrobenzoate
• CAS: 96315-16-1
• 化学式: C₁₀H₁₀BrNO₄
• 分子量: 288.098
• InChiKey: PIMARRUOUZIQAS-UHFFFAOYSA-N

物化性质

• 沸点：
  375.7±32.0 °C(Predicted)
• 密度：
  1.555±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 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：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(溴甲基)-3-硝基苯甲酸乙酯 在 ammonium chloride 、 铁粉 、 potassium carbonate 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 3.5h， 生成 ethyl 3-amino-4-[(3-cyanophenylamino)methyl]benzoate
  参考文献：
  名称：

  Synthesis and biological activity of novel 1,2-disubstituted benzene derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is a serine protease that plays a pivotal role in the coagulation cascade. High-tbroughput screening of the Yamanouchi compound library yielded lead compound I with the ability to inhibit fXa at micromolar concentrations. To improve its fXa inhibitory activity and its oral anticoagulant activity, the linker between benzamidine and the central benzene ring was modified and a carboxyl group was introduced at the central benzene ring. The resulting compounds 40b (YM-203552), 41a (YM-202054), and 41c (YM-203558) exhibited potent fXa inhibitory activity and oral anticoagulant activity. In particular, YM-203558 exhibited the most potent oral anticoagulant activity, prolonging PT more than 3-fold at 0.5 and 2.0h. Additionally, these compounds showed a high degree of selectivity for other serine proteases. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.005
• 作为产物：
  描述：

  4-甲基-3-硝基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 26.0h， 生成 4-(溴甲基)-3-硝基苯甲酸乙酯
  参考文献：
  名称：

  Design of new fluorinated bridged push–pull stilbenes and preparation of LB films for second harmonic generation in the blue domain

  摘要：

  为了制备在蓝色区域产生二阶谐波生成（SHG）的交替Y型多层结构，包含推-拉型芪类化合物，我们合成了两种新的桥联化合物1和2，其疏水链接枝在供电子基团上。本文报道了这些染料在溶液和LB膜中的光物理性质。含有1和2的单层LB膜的SHG信号与疏水链接枝在接受体基团上的类似物3和4相近。最后，基于1/3或2/4的一个、两个和四个双层的LB多层膜被制备出来，SHG测量显示仅有2/4膜呈现出规律的非中心对称排列。

  DOI：

  10.1039/b005056n

文献信息

• Visible-Light-Induced Intermolecular Atom-Transfer Radical Addition of Benzyl Halides to Olefins: Facile Synthesis of Tetrahydroquinolines
  作者：Oliver Reiser、Suva Paria、Michael Pirtsch、Viktor Kais

  DOI：10.1055/s-0033-1338910

  日期：——

  as a visible-light photoredox catalyst for the atom-transfer radical addition (ATRA) of benzyl halides to styrenes and silyl enol ethers. The resulting ATRA products can be readily converted into tetrahydroquinolines. Cu(dap)2Cl has been utilized as a visible-light photoredox catalyst for the atom-transfer radical addition (ATRA) of benzyl halides to styrenes and silyl enol ethers. The resulting ATRA

  摘要 Cu（dap）2 Cl已被用作可见光的氧化还原催化剂，用于将卤代苄基原子转移到苯乙烯和甲硅烷基烯醇醚中。所得的ATRA产物可以容易地转化为四氢喹啉。 Cu（dap）2 Cl已被用作可见光的氧化还原催化剂，用于将卤代苄基原子转移到苯乙烯和甲硅烷基烯醇醚中。所得的ATRA产物可以容易地转化为四氢喹啉。
• Design, synthesis and biological evaluation of novel substituted benzoylguanidine derivatives as potent Na+/H+ exchanger inhibitors
  作者：Wen-Ting Xu、Ning Jin、Jing Xu、Yun-Gen Xu、Qiu-Juan Wang、Qi-Dong You

  DOI：10.1016/j.bmcl.2009.04.079

  日期：2009.6

  A novel series of substituted benzoylguanidine derivatives were designed and synthesized as potent NHE1 inhibitors. Most compounds can significantly inhibit NHE1-mediated platelet swelling in a concentration-dependent manner, among which compound 5f (IC50 = 3.60 nM) and 5l (IC50 = 4.48 nM) are 18 and 14 times respectively more potent than cariporide (IC50 = 65.0 nM). Furthermore, when tested in vivo

  设计并合成了一系列新颖的取代苯甲酰基胍衍生物作为有效的NHE1抑制剂。大多数化合物都可以以浓度依赖性的方式显着抑制NHE1介导的血小板肿胀，其中化合物5f（IC 50  = 3.60 nM）和5l（IC 50  = 4.48 nM）的效力分别比卡立哌利特（IC 50）高18倍和14倍 = 65.0 nM）。此外，当在体内和体外进行测试时，化合物5f对SD大鼠心肌缺血-再灌注损伤的保护作用优于cariporide，是有希望进一步研究的潜在先导化合物。
• Diazepane derivatives or salts thereof
  申请人：——

  公开号：US20030195193A1

  公开（公告）日：2003-10-16

  To provide a compound which has an anticoagulation action based upon inhibition of activated blood coagulation factor X and is useful as an anticoagulant or an agent for prevention and treatment of diseases caused by thrombus or embolus. A diazepan derivative such as 4-[(3-carbamimidoylphenylamino)methyl]-3-[4-(4-methyl-1,4-diazepan-1-yl)benzoylamino]benzoic acid and 3-hydroxy-4′methoxy-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}benzanilide or a salt thereof is an effective ingredient.

  提供一种基于抑制活化的血液凝血因子X而具有抗凝作用的化合物，可用作抗凝剂或预防和治疗由血栓或栓塞引起的疾病的药物。4-[(3-羧基胍基苯基氨基)甲基]-3-[4-(4-甲基-1,4-二氮杂环庚烷-1-基)苯甲酰氨基]苯甲酸和3-羟基-4′-甲氧基-2-{[4-(4-甲基-1,4-二氮杂环庚烷-1-基)苯甲酰]氨基}苯甲酰胺或其盐是有效成分。
• Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations
  作者：Yeming Ju、Di Miao、Ruiyang Yu、Sangho Koo

  DOI：10.1039/c4ob02441a

  日期：——

  One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(III)/Co(II) catalysts and the Paal–Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl

  一锅合成呋喃，噻吩和吡咯是通过使用Mn（III）/ Co（II）催化剂进行氧化脱乙酰作用以及1,5-二羰基化合物的Paal-Knorr反应完成的，该反应是通过乙酰乙酸乙酯的共轭加成制备的α，β-不饱和羰基化合物。衍生自乙酰乙酸乙酯和邻硝基苄基溴化物的β-酮酸酯的氧化脱乙酰基和还原环化有效地产生了各种取代的吲哚。
• Diazepan derivatives or salts thereof
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：US20040068109A1

  公开（公告）日：2004-04-08

  To provide a compound which has an anticoagulation action based upon inhibition of activated blood coagulation factor X and is useful as an anticoagulant or an agent for prevention and treatment of diseases caused by thrombus or embolus. A diazepan derivative such as 4-[(3-carbamimidoylphenylamino)methyl]-3-[4-(4-methyl-1,4-diazepan-1-yl)benzoylamino]benzoic acid and 3-hydroxy-4′-methoxy-2-{[4-(4-methyl-1,4-diazepan-1-yl)benzoyl]amino}benzanilide or a salt thereof is an effective ingredient.

  提供一种化合物，其基于抑制活化的血液凝血因子X具有抗凝作用，并可用作抗凝剂或预防和治疗由血栓或栓子引起的疾病的药物。一种苯二氮平衍生物，例如4-[(3-氨基甲酰苯基)氨基甲基]-3-[(4-甲基-1,4-二氮平-1-基)苯甲酰氨基]苯甲酸和3-羟基-4'-甲氧基-2-[4-(4-甲基-1,4-二氮平-1-基)苯甲酰]氨基}苯甲酰苯胺或其盐是有效成分。