(2-硝基苯基)丙二醛 | 386715-37-3

• 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-硝基苯基)丙二醛
• 中文别名: [1,1'-联苯基]-2,6-二甲醛,4-甲基-
• 英文名称: 2-(2-nitrophenyl)malondialdehyde
• 英文别名: (2-nitrophenyl)malonodialdehyde；2-(2-nitrophenyl)malonaldehyde；o-nitrophenyl malonaldehyde；2-(2-nitrophenyl)propanedial
• CAS: 386715-37-3
• 化学式: C₉H₇NO₄
• mdl: MFCD00216503
• 分子量: 193.159
• InChiKey: MXGSZJWKJZPIRF-UHFFFAOYSA-N

物化性质

• 沸点：
  346.3±32.0 °C(Predicted)
• 密度：
  1.323±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  (2-硝基苯基)丙二醛 在 增效醚 、 甲酸:三乙胺 1:1 作用下， 以 乙醚 为溶剂， 反应 12.5h， 生成 1-甲氧基-1H-吲哚-3-甲醛
  参考文献：
  名称：

  N-羟基吲哚的一般合成。

  摘要：

  N-羟基吲哚形成的一般方法通过转移氢化条件下的邻硝基苄基酮和醛的铅促进的分子内还原环化来证明。N-羟基吲哚在操作简单的过程中以高纯度和优异的收率（> 90％）分离。这种新方法以天然存在的1-甲氧基吲哚-3-甲醛的两步合成为例，这在许多生物碱总合成中至关重要。

  DOI：

  10.1021/jo035351l

文献信息

• A New General Synthesis of <i>N</i>-Hydroxyindoles
  作者：Michel Belley、Daniel Beaudoin、Gabriel St-Pierre

  DOI：10.1055/s-2007-990970

  日期：2007.12

  Catalytic hydrogenation of 2-nitrobenzyl aldehydes, ketones and amides, using Pd/C and (Ph 3 P) 4 Pd, affords N-hydroxyin-doles in good to excellent overall yields.

  使用 Pd/C 和 (Ph 3 P) 4 Pd 对 2-硝基苄醛、酮和酰胺进行催化加氢，以良好至优异的总产率提供 N-羟基吲哚。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Discovery of a Teraryl Oxazolidinone Compound (<i>S</i>)-<i>N</i>-((3-(3-Fluoro-4-(4-(pyridin-2-yl)-1<i>H</i>-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide Phosphate as a Novel Antimicrobial Agent with Enhanced Safety Profile and Efficacies
  作者：Tao Yang、Gong Chen、Zitai Sang、Yuanyuan Liu、Xiaoyan Yang、Ying Chang、Haiyue Long、Wei Ang、Jianying Tang、Zhenling Wang、Guobo Li、Shengyong Yang、Jingren Zhang、Yuquan Wei、Youfu Luo

  DOI：10.1021/acs.jmedchem.5b00152

  日期：2015.8.27

  A series of novel teraryl oxazolidinone compounds was designed, synthesized, and evaluated for their antimicrobial activity and toxicities. The compounds with aromatic N-heterocyclic substituents at the 4-position of pyrazolyl ring showed better antibacterial activity against the tested bacteria than other compounds with different patterns of substitution. Among all potent compounds, 10f exhibited promising safety profile in MTT assays and in hERG K+ channel inhibition test. Furthermore, its phosphate was found to be highly soluble in water (47.1 mg/mL), which is beneficial for the subsequent in vivo test. In MRSA systemic infection mice models, 10f phosphate exerted significantly improved survival protection compared with linezolid. The compound also demonstrated high oral bioavailability (F = 99.1%). Moreover, from the results of in vivo toxicology experiments, 10f phosphate would be predicted to have less bone marrow suppression.
• Design, synthesis, and antifungal activity of inhibitors of brassilexin detoxification in the plant pathogenic fungus Leptosphaeria maculans
  作者：M. Soledade. C. Pedras、Mojmir Suchy

  DOI：10.1016/j.bmc.2005.08.053

  日期：2006.2

  Potential inhibitors of Leptosphaeria maculans mediated detoxification of the phytoalexin brassilexin were designed and synthesized based on the planar heteroaromatic structure of isothiazolo[5,4-b]indole. Screening of these compounds for inhibition of brassilexin detoxification in cultures of L. maculans indicated that 4-(2-chlorophenyl)isothiazole had the largest effect on the rate of brassilexin detoxification. However, the most antifungal compound among the potential inhibitors, isothiazolo[5,4-b]quinoline, did not appear to affect the metabolism of brassilexin noticeably, suggesting that growth inhibition is not sufficient to slow down the rate of brassilexin detoxification. Furthermore, it was determined that 4-arylisothiazoles as well as isothiazolo[5,4-b]thianaphthene displayed antifungal activity against L. maculans. (c) 2005 Elsevier Ltd. All rights reserved.
• Novel ligands for the opioid receptors: synthesis and structure–activity relationships among 5′-aryl and 5′-heteroaryl 17-cyclopropylmethyl-4,5α-epoxypyrido[2′,3′:6,7]morphinans
  作者：Subramaniam Ananthan、Naveen K Khare、Surendra K Saini、Peg Davis、Christina M Dersch、Frank Porreca、Richard B Rothman

  DOI：10.1016/s0968-0896(03)00432-2

  日期：2003.9

  A series of pyridomorphinans possessing an aryl (10a-s) or heteroaryl (11a-h) substituent at the 5'-position of the pyridine ring of 17-cyclopropylmethyl-4,5alpha-epoxypyrido[2,3:6,7]morphinan was synthesized and evaluated for binding and functional activity at the opioid delta, mu, and kappa receptors. All of these pyridomorphinans bound with higher affinity at the delta site than at mu or kappa sites. The binding data on isomeric compounds revealed that there exists greater bulk tolerance for substituents placed at the o-position of the phenyl ring than at m- or p-positions. Among the ligands examined, the 2-chlorophenyl (101), 2-nitrophenyl (10n), 2-pyridyl (11a), and 4-quinolinyl (11g) compounds bound to the delta receptor with subnanomolar affinity. Compound 10c with the p-tolyl substituent displayed the highest mu/delta selectivity (ratio = 42) whereas compound 101 with the 2-chlorophenyl substituent displayed the highest kappa/delta selectivity (ratio 23). At 10 muM concentration, the in vitro functional activity determined using [S-35]GTP-gamma-S binding assays showed that all of the compounds were antagonists devoid of any significant agonist activity at the delta, mu, and kappa receptors. Antagonist potency determinations of three selected ligands revealed that the p-tolyl compound 10c is a potent 6 selective antagonist. In the [S-35]GTP-7-S assays this compound had a functional antagonist K-i value of 0.2, 4.52, and 7.62 nM at the delta, mu, and kappa receptors, respectively. In the smooth muscle assays 10c displayed delta antagonist potency with a K-e value of 0.88 nM. As an antagonist, it was 70-fold more potent at the 6 receptors in the MVD than at the mu receptors in the GPI. The in vitro delta antagonist profile of this pyridomorphinan 10c resembles that of the widely used delta selective antagonist ligand naltrindole. (C) 2003 Elsevier Ltd. All rights reserved.