(3-nitrophenyl)(thiophen-2-yl)methanone | 7499-69-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-nitrophenyl)(thiophen-2-yl)methanone
• 英文别名: (3-nitro-phenyl)-[2]thienyl ketone；(3-Nitro-phenyl)-[2]thienyl-keton；(3-nitrophenyl)-thien-2-ylketone；3-(2-thenoyl)nitrobenzene；(3-Nitrophenyl)-thiophen-2-ylmethanone
• CAS: 7499-69-6
• 化学式: C₁₁H₇NO₃S
• 分子量: 233.247
• InChiKey: KMSMPSLCVVLOQF-UHFFFAOYSA-N

物化性质

• 熔点：
  123 °C
• 沸点：
  393.9±22.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-nitrophenyl)(thiophen-2-yl)methanone 在 甲酸 、 N-[(1R,2R)-1,2-二苯基-2-(2-(4-甲基苄氧基)乙氨基)-乙基]-4-甲基苯磺酰胺(氯)钌(II) 、 三乙胺 作用下， 反应 8.0h， 以96%的产率得到(R)-(3-nitrophenyl)(thiophen-2-yl)methanol
  参考文献：
  名称：

  通过不对称二苯甲酮与双功能氧系钌催化剂的不对称转移氢化反应有效获取手性苯甲醇

  摘要：

  成功地开发了二芳基酮的简洁不对称转移氢化，由双功能 Ru 配合物促进，在 1,2-二苯基乙二胺 (DPEN) 和 η(6)-芳烃配体之间具有醚键。由于芳基邻位取代基的有效区分，不对称二苯甲酮在甲酸和三乙胺的 5:2 混合物中被平滑还原，具有前所未有的优异对映选择性。对于非邻位取代的二苯甲酮，氧系催化剂电子识别偏向底物，产生有吸引力的性能，产生具有 >99% ee 的手性二芳基甲醇。

  DOI：

  10.1021/jacs.6b05738
• 作为产物：
  描述：

  3-硝基邻苯二甲酸酐 在 喹啉 、 乙醚 、 铜 、 苯 作用下， 生成 (3-nitrophenyl)(thiophen-2-yl)methanone
  参考文献：
  名称：

  PREPARATION OF THIOPHANTHRENEQUINONES. II. THENOYLNITROBENZOIC ACIDS AND NITROTHIOPHANTHRENEQUINONES¹

  摘要：

  DOI：

  10.1021/jo01139a008

文献信息

• Benzylation via Tandem Grignard reaction —iodotrimethylsilane (TMSI) mediated reduction
  作者：Eric J. Stoner、Darlene A. Cothron、Mary K. Balmer、Brian A. Roden

  DOI：10.1016/0040-4020(95)00659-v

  日期：1995.10

  initial formation of biarylmethanols via reaction of aryl Grignards with carbonyl compounds followed by a subsequent reduction with iodotrimethylsilane (TMSI). A number of improvements over existing literature procedures are reported as well as previously unobserved dimenzations. Studies reveal that as few as 3 equiv of TMSI will give complete reduction in most cases where either of the substituents are not

  已经开发出允许大规模制备联芳基甲烷的方法。该方法包括通过芳基格氏试剂与羰基化合物的反应初始形成联芳基甲醇，随后用碘代三甲基硅烷（TMSI）还原。据报道，对现有文献方法以及先前未曾观察到的尺寸进行了许多改进。研究表明，在大多数取代基都不是杂芳族的情况下，只有3当量的TMSI会完全还原。单取代的链烷醇与TMSI反应，得到相应的碘化物。还报道了TMSI减少的机理研究。
• Infrared and nuclear magnetic resonance properties of benzoyl derivatives of five-membered monoheterocycles and determination of aromaticity indices
  作者：Kyu Ok Jeon、Jung Ho Jun、Ji Sook Yu、Chang Kiu Lee

  DOI：10.1002/jhet.5570400504

  日期：2003.9

  Benzophenones, 2-benzoylthiophenes, 2-benzoylpyrroles, and 2-benzoylfurans, which have substituents at m- and p-positions of the benzoyl ring were prepared and their ir and nmr spectra were obtained in 0.1 M chloroform-d solution. The chemical shift values of each series were plotted against the Hammett substituent parameters to give good correlation, with the exception of the ortho-Hs and -Cs. The

  二苯甲酮，2- benzoylthiophenes，2- benzoylpyrroles和2- benzoylfurans，其在具有取代基的米-和p苯甲酰基环的位上制备并在0.1，得到它们的红外和核磁共振光谱中号氯仿d溶液。将每个系列的化学位移值与哈米特取代基参数作图，以得到良好的相关性，但邻位-Hs和-Cs除外。斜率以及化学位移的差异为芳香性指数提供了一组有意义的值。
• Cyclobutene derivatives, their preparation and their therapeutic uses
  申请人：Sankyo Company, Limited

  公开号：US06329405B1

  公开（公告）日：2001-12-11

  Compounds of formula (I): {wherein: R1 and R2 each represents a variety of organic groups; R3 and R4 each represents hydrogen or a variety of organic groups; A represents a group of formula (A-1): [wherein: R5 represents hydrogen, hydroxy or alkyl, R6 represents hydroxy, alkoxy, alkylthio or an amine residue, X and Y each represents oxygen or sulfur, and Z represents a direct single bond between the nitrogen atom shown and the benzene ring shown in formula (I), or an alkylene group], G represents a single bond, alkylene or substituted alkylene; the broken line represents a single or double bond; when the broken line represents a double bond, D represents a carbon atom; and E represents an ═N—O— group; when the broken line represents a single bond, D represents a CH group or a nitrogen atom, and E represents an oxygen atom, a sulfur atom, an —NH— group or a —CO— group}; and pharmaceutically acceptable salts, esters or other derivatives thereof have the ability to inhibit an ileal bile transporter and so may be used to treat or prevent hypercholesterolemia.

  式(I)的化合物： 其中：R1和R2分别代表各种有机基团；R3和R4分别代表氢或各种有机基团；A代表式(A-1)的基团： [其中：R5代表氢、羟基或烷基，R6代表羟基、烷氧基、烷基硫氧基或胺基残基，X和Y分别代表氧或硫，Z代表氮原子与式(I)中所示苯环之间的直接单键，或者是一个烷基链]， G代表单键、烷基或取代烷基；虚线代表单键或双键；当虚线代表双键时，D代表碳原子；E代表一个-N—O—基团；当虚线代表单键时，D代表一个CH基团或一个氮原子，E代表一个氧原子、硫原子、一个—NH—基团或一个—CO—基团；以及药学上可接受的盐、酯或其他衍生物具有抑制回肠胆汁转运蛋白的能力，因此可用于治疗或预防高胆固醇血症。
• 1H,3H-pyrrol[1,2-c]thiazole derivatives and pharmaceutical compositions
  申请人：Rhone-Poulenc Sante

  公开号：US04783472A1

  公开（公告）日：1988-11-08

  A compound of the general formula I; ##STR1## in which R is hydrogen or a halogen or an alkyl, alkyloxy, alkylthio, trifluoromethyl, amino, alkylamino, dialkylamino, hydroxy, cyano, carboxy, alkylsulphinyl, alkylsulphonyl, sulphamido, alkylsulphamido, dialkylsulphamido, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, phenylcarbamoyl, diphenylcarbamoyl, pyridylcarbamoyl, dipyridylcarbamoyl, benzyl, alkylcarbonyl, benzoyl, alkyloxycarbonyl, phenoxycarbonyl, alkylcarbonyloxy, benzoyloxy, alkylcarbonylamino, benzamido, phenyl, phenoxy or phenylthio group, X is oxygen or sulphur or an imino, alkylimino, phenylimino, benzylimino, sulphinyl, sulphonyl, carbonyl, carbonylmethylene, methylenecarbonyl, carbonylvinylene or vinylenecarbonyl group, or X represents a valency bond or a straight-chain alkylene group containing 1 to 4 carbon atoms and Ar is a phenyl, naphthyl, pyridyl, quinolinyl, isoquinolinyl, thienyl, benzothienyl, thieno[3,2-b]thien-2-yl or thieno[2,3-b]thien-2-yl group, it being possible for the group Ar to be unsubstituted or substituted with one or more halogen or alkyl, alkyloxy, alkylthio, trifluoromethyl, amino, alkylamino, dialkylamino, hydroxy, cyano, carboxy, alkylsulphinyl, alkylsulphonyl, sulphamido, alkylsulphamido, dialkylsulphamido, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, phenylcarbamoyl, diphenylcarbamoyl, pyridylcarbamoyl, dipyridylcarbamoyl, benzyl, alkylcarbonyl, benzoyl, alkyloxycarbonyl, phenoxycarbonyl, alkylcarbonyloxy, benzoyloxy, alkylcarbonylamino or benzamido group; each alkyl moiety containing 1 to 4 straight- or branched-chain carbon atoms; the compound being in separate enantiomeric form or mixtures thereof or a pharmaceutically acceptable salt thereof is useful in the treatment of all the pathological conditions in which PAF-acether may be directly or indirectly implicated.

  通式I的化合物; 在其中R是氢或卤素或烷基，烷氧基，烷硫基，三氟甲基，氨基，烷基氨基，二烷基氨基，羟基，氰基，羧基，烷基磺氧基，烷基磺酰基，磺胺基，烷基磺胺基，二烷基磺胺基，氨基甲酰基，烷基氨基甲酰基，二烷基氨基甲酰基，苯基氨基甲酰基，二苯基氨基甲酰基，吡啶基氨基甲酰基，二吡啶基氨基甲酰基，苄基，烷基羰基，苯甲酰基，烷氧羰基，苯氧羰基，烷基羰氧基，苯甲氧基，烷基羰基氨基，苯甲酰胺，苯基，苯氧基或苯硫基，X是氧或硫或亚胺，烷基亚胺，苯基亚胺，苄基亚胺，磺氧基，磺酰基，羰基，羰基亚甲基，亚甲基羰基，羰基乙烯基或乙烯基羰基，或X代表价键或含有1至4个碳原子的直链烷基基团，Ar是苯基，萘基，吡啶基，喹啉基，异喹啉基，噻吩基，苯并噻吩基，噻吩[3,2-b]噻-2-基或噻吩[2,3-b]噻-2-基，其中Ar基可能未取代或取代有一个或多个卤素或烷基，烷氧基，烷硫基，三氟甲基，氨基，烷基氨基，二烷基氨基，羟基，氰基，羧基，烷基磺氧基，烷基磺酰基，磺胺基，烷基磺胺基，二烷基磺胺基，氨基甲酰基，烷基氨基甲酰基，二烷基氨基甲酰基，苯基氨基甲酰基，二苯基氨基甲酰基，吡啶基氨基甲酰基，二吡啶基氨基甲酰基，苄基，烷基羰基，苯甲酰基，烷氧羰基，苯氧羰基，烷基羰氧基，苯甲氧基，烷基羰基氨基，苯甲酰胺或苯基群; 每个烷基基团含有1至4个直链或支链碳原子; 该化合物以单独的对映体形式或其混合物或其药学上可接受的盐形式在PAF-乙酯可能直接或间接涉及的所有病理条件的治疗中是有用的。
• Cyclobutene derivatives
  申请人：Sankyo Company Limited

  公开号：EP1070703A1

  公开（公告）日：2001-01-24

  Compounds of formula (I): in which: R1 and R2 each represents a variety of organic groups; R3 and R4 each represents hydrogen or a variety of organic groups; A represents a group of formula (A-1):    [in which: R5 represents hydrogen, hydroxy or alkyl, R6 represents hydroxy, alkoxy, alkylthio or an amine residue, X and Y each represents oxygen or sulphur, and Z represents a direct single bond between the nitrogen atom shown and the benzene ring shown in formula (I), or an alkylene group], G represents a single bond, alkylene or substituted alkylene; the broken line represents a single or double bond; when the broken line represents a double bond, D represents a carbon atom; and E represents an =N-O- group; when the broken line represents a single bond, D represents a CH group or a nitrogen atom, and E represents an oxygen atom, a sulphur atom, an -NH- group or a -CO- group}; and pharmaceutically acceptable salts, esters or other derivatives thereof have the ability to inhibit an ileal bile transporter and so may be used to treat or prevent hypercholesterolaemia.

  式(I)化合物： 其中R1 和 R2 各自代表各种有机基团；R3 和 R4 各自代表氢或各种有机基团；A 代表式（A-1）的基团： 其中R5代表氢、羟基或烷基，R6代表羟基、烷氧基、烷硫基或胺残基，X和Y各自代表氧或硫，Z代表式（I）所示的氮原子和苯环之间的直接单键或亚烷基]、 G 代表单键、亚烷基或取代亚烷基；断线代表单键或双键；当断线代表双键时，D 代表碳原子；E 代表 =N-O- 基团；当断线代表单键时，D代表CH基团或氮原子，E代表氧原子、硫原子、-NH-基团或-CO-基团}；其药学上可接受的盐、酯或其他衍生物具有抑制回肠胆汁转运体的能力，因此可用于治疗或预防高胆固醇血症。

表征谱图