6-硝基-1,2-苯异噁唑 | 39835-08-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 中文名称: 6-硝基-1,2-苯异噁唑
• 中文别名: 6-硝基-1,2-苯异恶唑
• 英文名称: 6-nitrobenzisoxazole
• 英文别名: 6-nitro-benzo[d]isoxazole；6-nitro-benz[d]isoxazole；6-Nitro-benz[d]isoxazol；6-Nitrobenzo[D]isoxazole；6-nitro-1,2-benzoxazole
• CAS: 39835-08-0
• 化学式: C₇H₄N₂O₃
• mdl: MFCD06659638
• 分子量: 164.12
• InChiKey: WIYPTBLUSSLGIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  6-硝基-1,2-苯异噁唑 在 sodium hydroxide 作用下， 生成 2-羟基-4-硝基苯腈
  参考文献：
  名称：

  Palazzo; Tornetta, Bollettino delle Sedute della Accademia Gioenia di Scienze Naturali in Catania, 1957, vol. <4> 4, p. 205,213

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-4-硝基苯甲醛 在 sodium azide 、 氯仿 、 硫酸 作用下， 生成 6-硝基-1,2-苯异噁唑 、 6-硝基-2-苯并噁唑胺
  参考文献：
  名称：

  Palazzo; Tornetta, Bollettino delle Sedute della Accademia Gioenia di Scienze Naturali in Catania, 1957, vol. <4> 4, p. 205,213

  摘要：

  DOI：

文献信息

• [EN] PIPERIDINE/CYCLOHEXANE CARBOXAMIDE DERIVATIVES FOR USE AS VANILLOID RECEPTOR MODULATORS<br/>[FR] DERIVES CARBOXAMIDES DE PIPERIDINE/CYCLOHEXANE DESTINES A ETRE UTILISES COMME MODULATEURS DU RECEPTEUR VANILLOIDE
  申请人：GLAXO GROUP LTD

  公开号：WO2005016915A1

  公开（公告）日：2005-02-24

  Certain compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof, wherein R1, R2, P, P', X, m and n are as defined in the specification, a process for preparing such compounds, a pharmaceutical composition comprising such compounds and the use of such compounds in medicine, as vanilloid receptor modulators.

  某些式（I）化合物，或其药学上可接受的盐或溶剂合物，其中R1、R2、P、P'、X、m和n如说明书中所定义，制备此类化合物的方法，包含此类化合物的药物组合物，以及此类化合物在医学中作为香草素受体调节剂的用途。
• Piperidine/Cyclohexane Carboxamide Derivatives For Use as Vanilloid Receptor Modulators
  申请人：Jamieson Craig

  公开号：US20110059979A1

  公开（公告）日：2011-03-10

  Certain compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof, wherein R 1 , R 2 , P, P′, X, m and n are as defined in the specification, a process for preparing such compounds, a pharmaceutical composition comprising such compounds and the use of such compounds in medicine.

  特定的化合物式(I)，或其药学上可接受的盐或溶剂化物，其中R1、R2、P、P'、X、m和n的定义在说明书中，制备这种化合物的方法，包含这种化合物的药物组合物以及在医学上使用这种化合物的用途。
• Toward bifunctional antibody catalysis
  作者：K KIKUCHI、R HANNAK、M GUO、A KIRBY、D HILVERT

  DOI：10.1016/j.bmc.2006.05.071

  日期：2006.9.15

  Antibodies that catalyze the deprotonation of unactivated benzisoxazoles to give the corresponding salicylonitriles were prepared using as antigen a 2-aminobenzimidazolium derivative coupled to a carrier protein via its benzene ring. The hapten was designed to induce an antibody binding site with both a base and an acid, in position to initiate proton transfer and stabilize developing negative charge at the phenoxide leaving group, respectively. Consistent with this design, the catalysts exhibit bell-shaped pH-rate profiles, while chemical modification identified several functional groups that could participate in bifunctional catalysis. One of the antibodies, 13G5, is particularly notable in catalyzing the elimination of 6-glutaramidebenzisoxazole with a > 10(5)-fold rate acceleration over background and an effective molarity of > 10(4) M for its catalytic base. These properties compare favorably to the efficiencies achieved by the best previously characterized antibodies with substantially more reactive substrates. (c) 2006 Elsevier Ltd. All rights reserved.
• On the Magnitude and Specificity of Medium Effects in Enzyme-like Catalysts for Proton Transfer
  作者：Florian Hollfelder、Anthony J. Kirby、Dan S. Tawfik

  DOI：10.1021/jo015723v

  日期：2001.8.1

  Medium effects are normally studied by comparing the rates of reactions in different solvents. However, medium effects at the active site of enzymes differ dramatically from bulk solvents, both in their diversity (the presence of more than one type of "solvent") and in their spatial arrangement. We describe medium effects in a simple catalytic system, obtained by systematic alkylation of a polymeric scaffold bearing amine groups to give synzymes that catalyze the Kemp elimination of benzisoxazoles with remarkable efficiency. Our analysis indicates that catalysis by these synzymes is driven primarily by specific, localized enzyme-like medium effects, and these effects seem to differ dramatically from the nonspecific medium effects (i.e., desolvation activation) exhibited by solvents. Ligand-binding studies indicate that the synzyme active sites provide localized microenvironments affording a combination of hydrophobic and apolar regions on one hand and dipolar, protic, and positively charged on the other. Such localized microenivronments are not available in bulk solvents. A Bronsted (leaving group) analysis indicates that, in comparison to solvent catalysis, the efficiency of synzyme catalysis shows little sensitivity to leaving group pK(a). We show that enzyme-like medium effects alone, in the absence of efficient positioning of the catalytic amine base relative to the substrate, can give rise to rate accelerations as high as 10(5), for both activated and nonactivated substrates. Supported by the accidental identification of active sites on the surfaces of noncatalytic proteins and the promiscuous activities found in many enzymes, our findings suggest that the interfaces of protein surfaces and their hydrophobic cores provide a microenvironment that is intrinsically active and may serve as a basis for further evolutionary improvements to give proficient and selective enzymes.
• PIPERIDINE/CYCLOHEXANE CARBOXAMIDE DERIVATIVES FOR USE AS VANILLOID RECEPTOR MODULATORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1660481A1

  公开（公告）日：2006-05-31