(2-nitrophenyl)(pyridin-3-yl)methanol | 3882-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-nitrophenyl)(pyridin-3-yl)methanol
• 英文别名: 2-nitrophenyl(pyridin-3-yl)methanol；2-nitrophenyl-(3-pyridyl)methanol；3-pyridyl-o-nitrophenylcarbinol；(+/-)-(2-Nitro-phenyl)-<3>pyridyl-methanol；(2-nitrophenyl)-pyridin-3-ylmethanol
• CAS: 3882-44-8
• 化学式: C₁₂H₁₀N₂O₃
• mdl: MFCD23701793
• 分子量: 230.223
• InChiKey: ILBZRJIMVDYIQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  105.5-106.5 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  456.6±35.0 °C(Predicted)
• 密度：
  1.337±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  78.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-nitrophenyl)(pyridin-3-yl)methanol 在 manganese(IV) oxide 、 硫酸 、 5%-palladium/activated carbon 、 氢气 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 145.25h， 生成 4-氮杂-9-芴酮
  参考文献：
  名称：

  An investigation on the second-order NLO properties of novel cationic cyclometallated Ir(III) complexes of the type [Ir(2-phenylpyridine)2(9-R-4,5-diazafluorene)]+ (R=H, fulleridene) and the related neutral complex with the new 9-fulleriden-4-monoazafluorene ligand

  摘要：

  Novel cationic cyclometallated Ir(III) complexes bearing diaza-or monoazafluorene substituted or not with a C60-fullerene moiety have been synthesized together with a novel interesting ligand 9-fulleriden-4-monoazafluorene and the related Ir(III) neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)]. All complexes show a negative large value of mu beta(1.907) (600 to 2190 x 10(-48) esu), as determined by the Electric Field Induced Second Harmonic generation (EFISH) technique working at 1.907 mu m in 10(-3)M CH2Cl2 solution. The NLO response increases upon introduction of the fullerene moiety, due to a decrease of the interaction forces between the anion and cation within the ion pair which leads to an increase of the percentage of free ions, as evidenced by diffusion NMR experiments. Besides, it appeared that for the neutral complex [Ir(ppy)(2)(9-fulleriden-4-monoazafluorene)] the EFISH mu beta(1.907) value is lower than that of cationic Ir(III) complexes, but comparable or slightly lower to the values of other neutral Ir(III) complexes such as [Ir(ppy)(2)(RCOCR'COR)] (ppy = cyclometallated 2-phenylpyridine; R = Me, Ph; R' = H, 2,4-dinitrophenyl), confirming that the second-order NLO response of these neutral chromophores is dominated by ILCT processes concerning cyclometallated 2-phenylpyridines. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.10.018
• 作为产物：
  描述：

  3-吡啶甲醛 、 2-硝基碘苯 在 苯基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以65%的产率得到(2-nitrophenyl)(pyridin-3-yl)methanol
  参考文献：
  名称：

  From in vitro to in cellulo: structure–activity relationship of (2-nitrophenyl)methanol derivatives as inhibitors of PqsD in Pseudomonas aeruginosa

  摘要：

  超过60种(2-硝基苯基)甲醇衍生物被合成并评估其抑制PqsD的效力。得出了体外和体内结构-活性关系。

  DOI：

  10.1039/c4ob00707g

文献信息

• Intramolecular nitrene insertions into aromatic and heteroaromatic systmes. Part 7. Insertions into electron-deficient rings
  作者：Robert N. Carde、Peter C. Hayes、Gurnos Jones、Cynthia J. Cliff

  DOI：10.1039/p19810001132

  日期：——

  thermolysis at 200 °C gave azepino-indoles (48) and (51), the first examples of ring expansion by an arylnitrene of benzene rings with electron-with drawing substituents. Also reported are syntheses of 3- and 4-(2-azidobenzyl)pyridines (38) and (39), and of 2-(2-azidobenzyl)thiazole (40); decomposition of these azides gave mainly polymers.

  描述了许多制备邻氨基三苯基甲烷的途径，其中一个苯环或两个苯环带有潜在的酯基。最有用的合成子显示为1,3-二恶烷-2-基取代基，并使用该2-氨基二苯基甲烷4'-羧酸甲酯（18）和2-氨基三苯基甲烷-4'，4''-二羧酸二甲酯（28 ）已经准备好了。在200°C下热分解时，来自这些化合物（19）和（29）的叠氮化物产生了氮杂环庚烷-吲哚（48）和（51），这是苯环的芳基亚硝基苯带有带吸电子取代基的芳环扩大的第一个例子。还报道了3-和4-（2-叠氮基苄基）吡啶（38）和（39），以及2-（2-叠氮基苄基）噻唑（40）的合成。这些叠氮化物的分解主要得到聚合物。
• Benzodiazepine derivatives useful as CCK-Receptor Antagonists
  申请人：YAMANOUCHI PHARMACEUTICAL CO., LTD.

  公开号：EP1342719A1

  公开（公告）日：2003-09-10

  A benzodiazepine derivative of formula I, or a pharmaceutically acceptable salt thereof: wherein (a) R1 is -CH2CHOH(CH2)aR4 or a ketone group -CH2CO(CH2)aR5 in which a is 0 or 1 and R4 and R5 are selected from alkyl groups of up to 8 carbon atoms; (b) R2 and R3 are independently selected from optionally substituted monocyclic aromatic carbocylic and heterocyclic residues of 5 or 6 ring atoms of which one, two or three may be heteroatoms, the optional substituents being selected from halogen atoms and hydroxy, amino, nitro, carboxylic acid, carboxamido and cyano groups and alkyl, alkoxy, alkylamino and dialkylamino groups in which the or each alkyl group is of up to 8 carbon atoms; and (c) W and X are selected independently from halogen and hydrogen atoms and C1-C8 alkyl and C1-C8 alkoxy groups. These compounds are gastrin and/or CCK-B receptor antagonists.

  式 I 的苯并二氮杂卓衍生物或其药学上可接受的盐： 其中 (a) R1 是-CH2CHOH(CH2)aR4 或酮基 -CH2CO(CH2)aR5，其中 a 是 0 或 1，R4 和 R5 选自碳原子数不超过 8 的烷基； (b) R2 和 R3 独立地选自具有 5 或 6 个环原子的任选取代的单环芳香族羰基和杂环残基， 其中 1、2 或 3 个环原子可以是杂原子，任选取代基选自卤素原子和羟基、氨基、硝基、 羧酸基、羧酰胺基和氰基以及烷基、烷氧基、烷基氨基和二烷基氨基，其中烷基 或每个烷基最多为 8 个碳原子；以及 (c) W 和 X 分别选自卤素、氢原子、C1-C8 烷基和 C1-C8 烷氧基。 这些化合物是胃泌素和/或 CCK-B 受体拮抗剂。
• Street, Jonathan D.; Baradarani, M. Mehdi; Beddoes, Roy L., Journal of Chemical Research, Miniprint, 1987, # 5, p. 1247 - 1285
  作者：Street, Jonathan D.、Baradarani, M. Mehdi、Beddoes, Roy L.、Mills, Owen S.、Joule, John A.

  DOI：——

  日期：——
• CARDE R. N.; HAYES P. C.; JONES G.; CLIFF C. J., J. CHEM. SOC. PERKIN TRANS., PART 1, 1981, NO 4, 1132-1142
  作者：CARDE R. N.、 HAYES P. C.、 JONES G.、 CLIFF C. J.

  DOI：——

  日期：——
• BENZODIAZEPIN DERIVATIVES USEFUL AS CCK-RECEPTOR ANTAGONISTS
  申请人：YAMANOUCHI PHARMACEUTICAL CO., LTD.

  公开号：EP0628033B1

  公开（公告）日：2003-07-23