2-(4-fluorophenylamino)-1-p-tolylethan-1-one | 146537-26-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-fluorophenylamino)-1-p-tolylethan-1-one
• 英文别名: 2-[(4-Fluorophenyl)amino]-1-(4-methylphenyl)ethanone；2-(4-fluoroanilino)-1-(4-methylphenyl)ethanone
• CAS: 146537-26-0
• 化学式: C₁₅H₁₄FNO
• 分子量: 243.281
• InChiKey: SBPOQIAUJJWJBT-UHFFFAOYSA-N

物化性质

• 沸点：
  413.5±35.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenylamino)-1-p-tolylethan-1-one 在 sodium ethanolate 、 一水合肼 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 21.0h， 生成 N-benzylidene-7-(4-fluorophenyl)-4-imino-5-p-tolyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-amine
  参考文献：
  名称：

  Synthesis of new pyrrole and pyrrolo[2,3-d]pyrimidine derivatives of potential antioxidant activity

  摘要：

  新的2-氨基-3-氰基吡咯衍生物已经制备并转化为7-去氮嘌呤。7-去氮腺嘌呤6通过不同方法合成，并与碘化烷基烷基化，得到季铵化的3-烷基吡咯嘧啶碘盐8。后一类盐被去季铵化为N-烷基吡咯[2,3-d]嘧啶-4-胺12。化合物12与在催化剂存在下的甲基或乙基胺反应得到的产物相同，该反应是通过4-氯-7-(4-氟苯基)-5-p-甲苯基-7H-吡咯[2,3-d]嘧啶11进行的。已获得硫醚13及其相关的4-甲硫基和4-硫代羰基酸酯衍生物14a，14b。三唑-17a-17e，苯磺酰胺-19和四唑吡咯嘧啶-21衍生物已合成。合成的吡咯和吡咯[2,3-d]嘧啶衍生物的几个例子表现出高至显著的抗氧化清除活性，通过它们清除1,1-二苯基-2-苯基亚硝基苯肼（DPPH）自由基的能力进行测量。

  DOI：

  10.1135/cccc2009566
• 作为产物：
  描述：

  2-溴-4'-甲基苯乙酮 、 4-氟苯胺 以 乙醇 为溶剂， 反应 4.0h， 以80%的产率得到2-(4-fluorophenylamino)-1-p-tolylethan-1-one
  参考文献：
  名称：

  Research on antibacterial and antifungal agents. VIII. synthesis and antimicrobial activity of 1,4-diarylpyrroles

  摘要：

  The synthesis and the antimicrobial activity of 1,4-diarylpyrroles are reported. The obtained data in comparison with pyrrolnitrin show that many acid derivatives 4 exhibit a selective activity against some strains of Candida spp and poor activity against strains of Candida albicans. All ester derivatives 3 are inactive. The results obtained are discussed on the basis of structure-activity relationships.

  DOI：

  10.1016/0223-5234(92)90092-f

文献信息

• NOVEL COMPOUNDS
  申请人：RUDOLF Klaus

  公开号：US20130158038A1

  公开（公告）日：2013-06-20

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R 1 , R 2 , R 3 have meanings given in the description.

  这项发明涉及到式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。A、B、Ar、R1、R2、R3在描述中有给定的含义。
• [EN] 4-ARYL IMIDAZOLE DERIVATIVES AS MGLU5 POSITIVE ALLESTERIC MODIULATORS<br/>[FR] DÉRIVÉS DE 4-ARYL-IMIDAZOLE À TITRE DE MODULATEURS ALLOSTÉRIQUES POSITIFS DE MGLUR5
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2013087807A1

  公开（公告）日：2013-06-20

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, X, R1, R2, R3 have meanings given in the description.

  这项发明涉及公式I化合物，其用作mGlu5受体活性的正向变构调节剂，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知能力下降，如痴呆症或认知障碍的药剂的方法。A、B、X、R1、R2、R3在描述中给出了含义。
• US8716277B2
  申请人：——

  公开号：US8716277B2

  公开（公告）日：2014-05-06
• US8937176B2
  申请人：——

  公开号：US8937176B2

  公开（公告）日：2015-01-20
• Synthesis of new pyrrole and pyrrolo[2,3-d]pyrimidine derivatives of potential antioxidant activity
  作者：Khairy Abdelhameed Mohsen El-Bayouki、Wahid Mohmoud Basyouni、Eslam Attya Mostafa

  DOI：10.1135/cccc2009566

  日期：——

  New 2-amino-3-cyanopyrrole derivatives were prepared and converted to 7-deazapurines. 7-Deazaadenine 6 was synthesized by different methods and alkylated with alkyl iodides to afford the quaternized 3-alkylpyrrolopyrimidinium iodide salts 8. The latter salts were dequaternized to N-alkylpyrrolo[2,3-d]pyrimidin-4-amines 12. Compounds 12 were identical to the products obtained from reactions of 4-chloro-7-(4-fluorophenyl)-5-p-tolyl-7H-pyrrolo[2,3-d]pyrimidine 11 with methyl- or ethylamine in the presence of a catalyst. The thione 13 and its related 4-methylthio- and 4-ylcarbonothioate derivatives 14a, 14b were obtained. The triazolo- 17a–17e, benzenesulfonamido- 19, and tetrazolopyrrolopyrimidine 21 derivatives were synthesized. Several examples of the synthesized pyrrole- and pyrrolo[2,3-d]pyrimidine derivatives showed high to remarkable antioxidant scavenging activity as measured by their ability to scavenge the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical

  新的2-氨基-3-氰基吡咯衍生物已经制备并转化为7-去氮嘌呤。7-去氮腺嘌呤6通过不同方法合成，并与碘化烷基烷基化，得到季铵化的3-烷基吡咯嘧啶碘盐8。后一类盐被去季铵化为N-烷基吡咯[2,3-d]嘧啶-4-胺12。化合物12与在催化剂存在下的甲基或乙基胺反应得到的产物相同，该反应是通过4-氯-7-(4-氟苯基)-5-p-甲苯基-7H-吡咯[2,3-d]嘧啶11进行的。已获得硫醚13及其相关的4-甲硫基和4-硫代羰基酸酯衍生物14a，14b。三唑-17a-17e，苯磺酰胺-19和四唑吡咯嘧啶-21衍生物已合成。合成的吡咯和吡咯[2,3-d]嘧啶衍生物的几个例子表现出高至显著的抗氧化清除活性，通过它们清除1,1-二苯基-2-苯基亚硝基苯肼（DPPH）自由基的能力进行测量。