1-(3,4-二氟-苯基)-4,4,4-三氟-丁烷-1,3-二酮 | 74445-75-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3,4-二氟-苯基)-4,4,4-三氟-丁烷-1,3-二酮
• 英文名称: 1-(3,4-difluoro-phenyl)-4,4,4-trifluoro-butane-1,3-dione
• 英文别名: 1-(3,4-Difluorobenzoyl)-3,3,3-trifluoroacetone；1-(3,4-difluorophenyl)-4,4,4-trifluorobutane-1,3-dione
• CAS: 74445-75-3
• 化学式: C₁₀H₅F₅O₂
• mdl: MFCD11131381
• 分子量: 252.141
• InChiKey: ZPJXFDOOVKTVLE-UHFFFAOYSA-N

物化性质

• 沸点：
  124 °C(Press: 0.5 Torr)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(3,4-二氟-苯基)-4,4,4-三氟-丁烷-1,3-二酮 、 丁炔二酸二乙酯 在 双(对硝基苯基)磷酸酯 、 苯硅烷 、 C₂₈H₂₁P*C₁₉H₂₂NO₄PS 作用下， 以 甲苯 为溶剂， 反应 40.0h， 以80%的产率得到diethyl 4-(3,4-difluorobenzoyl)-3-(trifluoromethyl)cyclobut-2-ene-1,2-dicarboxylate
  参考文献：
  名称：

  通过 PIII/PV=O 氧化还原循环的催化和不对称过程：通过迈克尔加成/维蒂希烯烃化反应获得（三氟甲基）环丁烯

  摘要：

  在本研究中，我们报告了第一个通过化学选择性原位氧化膦还原对映选择性和高效膦催化的过程。从 4,4,4-三氟丁烷-1,3-二酮和乙炔二羧酸二烷基酯底物开始，以优异的产率和对映选择性获得了高度官能化的氟化环丁烯。使用相同的方法，还合成了 CF3-螺环丁烯衍生物（34 个实例，高达 95% ee）。

  DOI：

  10.1021/jacs.9b02539
• 作为产物：
  描述：

  1,2-二氟苯 在 三氯化铝 、 sodium amide 作用下， 反应 10.0h， 生成 1-(3,4-二氟-苯基)-4,4,4-三氟-丁烷-1,3-二酮
  参考文献：
  名称：

  氟化1,3-二酮及相关化合物的研究第X部分。某些新的多氟化1,3-二酮的合成，它们的1,3-二酮铜盐和光谱研究

  摘要：

  DOI：

  10.1016/s0022-1139(00)82581-6

文献信息

• Synthesis, Fungicidal Activity and Mode of Action of 4-Phenyl-6-trifluoromethyl-2-aminopyrimidines against Botrytis cinerea
  作者：Chunhui Liu、Zining Cui、Xiaojing Yan、Zhiqiu Qi、Mingshan Ji、Xinghai Li

  DOI：10.3390/molecules21070828

  日期：——

  Anilinopyrimidines are the main chemical agents for management of Botrytis cinerea. However, the drug resistance in fungi against this kind of compounds is very serious. To explore new potential fungicides against B. cinerea, a series of 4-phenyl-6-trifluoromethyl-2-amino-pyrimidine compounds (compounds III-1 to III-22) were synthesized, and their structures were confirmed by 1H-NMR, IR and MS. Most of these compounds possessed excellent fungicidal activity. The compounds III-3 and III-13 showed higher fungicidal activity than the positive control pyrimethanil on fructose gelatin agar (FGA), and compound III-3 on potato dextrose agar (PDA) indicated high activity compared to the positive control cyprodinil. In vivo greenhouse results indicated that the activity of compounds III-3, III-8, and III-11 was significantly higher than that of the fungicide pyrimethanil. Scanning electron micrography (SEM) and transmission electron micrography (TEM) were applied to illustrate the mechanism of title compounds against B. cinerea. The title compounds, especially those containing a fluorine atom at the ortho-position on the benzene ring, could maintain the antifungal activity against B. cinerea, but their mechanism of action is different from that of cyprodinil. The present study lays a good foundation for us to find more efficient reagents against B. cinerea.

  苯胺嘧啶类是防治灰葡萄孢的主要化学药剂。然而，真菌对此类化合物的耐药性非常严重。为了探索新的防治灰葡萄孢的潜在杀菌剂，合成了一系列4-苯基-6-三氟甲基-2-氨基嘧啶类化合物(III-1至III-22)，并通过1H-NMR、IR和MS确认了其结构。这些化合物大多具有优异的杀菌活性。化合物III-3和III-13在果糖明胶琼脂(FGA)上的杀菌活性高于阳性对照嘧菌胺，化合物III-3在马铃薯葡萄糖琼脂(PDA)上的活性表明其与阳性对照环丙酰菌胺相比具有高活性。温室试验结果表明，化合物III-3、III-8和III-11的活性显著高于杀菌剂嘧菌胺。通过扫描电子显微镜(SEM)和透射电子显微镜(TEM)说明了这些化合物对灰葡萄孢的作用机制。这些化合物，特别是含有苯环上邻位氟原子的化合物，能够维持对灰葡萄孢的抗真菌活性，但其作用机制与环丙酰菌胺不同。本研究为我们寻找更高效的防治灰葡萄孢的药剂奠定了良好的基础。
• [EN] PYRAZOLO AND IMIDAZO-PYRIMIDINE DERIVATIVES<br/>[FR] DERIVES DE PYRAZOLO-PYRIMIDINE ET D'IMIDAZO-PYRIMIDINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005040171A1

  公开（公告）日：2005-05-06

  The present invention relates to novel pyrazolo- and imidazo-pyrimidine derivatives of formula (I) wherein A, D, E, L, M, Q, R1, R2 and R3 are as defined in the description and claims and to processes for their preparation, pharmaceutical compositions containing said derivatives and their use in the prevention and treatment of diseases.

  本发明涉及公式（I）中的新型吡唑啉和咪唑嘧啶衍生物，其中A、D、E、L、M、Q、R1、R2和R3如描述和索赔中所定义，并涉及其制备方法、含有所述衍生物的药物组合物以及它们在预防和治疗疾病中的用途。
• Synthesis and characterization of the titanium complexes bearing two β-enaminoketonato ligands with electron withdrawing groups/modified phenyls and their behaviors for ethylene (co-)polymerization
  作者：Wei-Ping Ye、Xin-Cui Shi、Bai-Xiang Li、Jing-Yu Liu、Yue-Sheng Li、Yan-Xiang Cheng、Ning-Hai Hu

  DOI：10.1039/c001987a

  日期：——

  A series of new titanium complexes with two asymmetric bidentate β-enaminoketonato [N,O] ligands (2b–t), [PhNC(CF3)CHC(Ar)O]2TiCl2 (2b, Ar = –C6H4F(o); 2c, Ar = –C6H4F(m); 2d, Ar = –C6H4F(p); 2e, Ar = –C6H4Cl(p); 2f, Ar = –C6H4OMe(p); 2g, Ar = –C6H4CF3(p); 2h, Ar = –C6H4CF3(m); 2i, Ar = –C6H4CF3(o); 2j, Ar = –C6H4Cl(o); 2k, Ar = –C6H4Br(o); 2l, Ar = –C6H4I(o); 2m, Ar = –C6H3F2(2,4); 2n, Ar = –C6H3F2(2

  一系列新 钛 具有两个不对称双齿的络合物 β-烯氨基酮[N，O]配体（2b–t），[PhN C（CF 3）CHC（Ar）O] 2 TiCl 2（2b，氩气= –C 6 H 4 F（o）; 2C，氩气= –C 6 H 4 F（m）; 2D，氩气= –C 6 H 4 F（p）; 2E，氩气= –C 6 H 4 Cl（p）; 2F，氩气= –C 6 H 4 OMe（p）; 2克，氩气= –C 6 H 4 CF 3（p）；2H，氩气= –C 6 H 4 CF 3（m）；2I，氩气= –C 6 H 4 CF 3（o）; 2J，氩气= –C 6 H 4 Cl（o）; 2K，氩气= –C 6 H 4 Br（o）; 2升，氩气= –C 6 H 4 I（o）; 2m，氩气= –C 6 H 3 F 2（2,4）；2N，氩气= –C 6 H 3 F 2（2,6）；20，氩气= –C 6 H 3 F 2（3,4）；2P，氩气=
• Pyrazolo-pyridine
  申请人：Wichmann Juergen

  公开号：US20050130992A1

  公开（公告）日：2005-06-16

  The present invention relates to novel pyrazolo- and imidazo-pyrimidine derivatives of formula I wherein A, D, E, L, M, Q, R 1 , R 2 and R 3 are as defined hereinabove. The present invention also relates to a process for their preparation, a pharmaceutical composition containing said derivatives and a method of treating or preventing acute or chronic neurological disorder comprising administering to a patient in need of such treatment a pharmaceutical composition comprising a therapeutically effective amount of at least one such derivatives. These disorders include acute and chronic disorders

  本发明涉及式I的新型吡唑并咪唑嘧啶衍生物，其中A、D、E、L、M、Q、R1、R2和R3如上所定义。本发明还涉及它们的制备方法，含有该衍生物的药物组合物以及治疗或预防急性或慢性神经障碍的方法，包括向需要该治疗的患者给予含有至少一种该类衍生物的治疗剂量的药物组合物。这些障碍包括急性和慢性障碍。
• Substituted pyrazolo[1,5-a]pyrimidines as inhibitors of metabotropic glutamate receptors
  申请人：Hoffmann-La Roche Inc.

  公开号：US07514443B2

  公开（公告）日：2009-04-07

  The present invention relates to novel pyrazolo- and imidazo-pyrimidine derivatives of formula I wherein A, D, E, L, M, Q, R1, R2 and R3 are as defined hereinabove. The present invention also relates to a process for their preparation, a pharmaceutical composition containing said derivatives and a method of treating or preventing acute or chronic neurological disorder comprising administering to a patient in need of such treatment a pharmaceutical composition comprising a therapeutically effective amount of at least one such derivatives. These disorders include acute and chronic disorders.

  本发明涉及一种新型嘧唑并咪唑嘧啶衍生物，其化学式为I，其中A、D、E、L、M、Q、R1、R2和R3如上所定义。本发明还涉及一种制备它们的方法，包含所述衍生物的制药组合物以及治疗或预防急性或慢性神经系统疾病的方法，包括向需要此类治疗的患者给予包含至少一种这样的衍生物的治疗有效量的制药组合物。这些疾病包括急性和慢性疾病。