1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one | 73387-60-7

• 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: 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one
• 英文别名: 1-(4-Bromophenyl)-3-(dimethylamino)prop-2-ene-1-one
• CAS: 73387-60-7
• 化学式: C₁₁H₁₂BrNO
• mdl: MFCD00121187
• 分子量: 254.126
• InChiKey: IGZLESKZUATMSD-UHFFFAOYSA-N

物化性质

• 熔点：
  80-82℃
• 沸点：
  319.4±42.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922399090

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium methylate 作用下， 以 2-甲基四氢呋喃 、 甲醇 、 甲基叔丁基醚 为溶剂， 反应 18.0h， 生成 化合物 T16503
  参考文献：
  名称：

  Development an Efficient Route to the 5-Lipoxygenase Inhibitor PF-04191834

  摘要：

  A convergent six-step process for the synthesis of PF-04191834 (1), a potent and selective 5-lipoxygenase inhibitor, has been developed and used to deliver over 20 kg of API. The process uses the same bond-forming steps as the initial medicinal chemistry route, including the use of two consecutive Pd-catalyzed Ar-S couplings to form the key diaryl thioether linkage. The reaction conditions and downstream processing have been optimized to eliminate column chromatography and aqueous work-ups and to minimize disproportionation of 1, to ensure successful scale-up.

  DOI：

  10.1021/op200173g
• 作为产物：
  描述：

  4-溴苯乙酮 生成 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one
  参考文献：
  名称：

  Org. Process Res. Dev. 2011, 15, 1046-1051

  摘要：

  DOI：

文献信息

• [EN] PYRAZOLE DERIVATIVES USEFUL AS INHIBITORS OF FAAH<br/>[FR] DÉRIVÉS DE PYRAZOLE UTILES COMME INHIBITEURS DE FAAH
  申请人：MERCK & CO INC

  公开号：WO2009151991A1

  公开（公告）日：2009-12-17

  The present invention is directed to certain imidazole derivatives which are useful as inhibitors of Fatty Acid Amide Hydrolase (FAAH). The invention is also concerned with pharmaceutical formulations comprising these compounds as active ingredients and the use of the compounds and their formulations in the treatment of certain disorders, including osteoarthritis, rheumatoid arthritis, diabetic neuropathy, postherpetic neuralgia, skeletomuscular pain, and fibromyalgia, as well as acute pain, migraine, sleep disorder, Alzheimer disease, and Parkinson's disease

  本发明涉及某些咪唑衍生物，其可用作脂肪酰胺水解酶（FAAH）的抑制剂。该发明还涉及包含这些化合物作为活性成分的药物配方，以及这些化合物及其配方在治疗某些疾病中的使用，包括骨关节炎、类风湿性关节炎、糖尿病神经病变、带状疱疹后神经痛、骨骼肌肉疼痛和纤维肌痛，以及急性疼痛、偏头痛、睡眠障碍、阿尔茨海默病和帕金森病。
• [3+2] Anionic Cycloaddition of Isocyanides to Acyclic Enamines and Enaminones: A New, Simple, and Convenient Method for the Synthesis of 2,4-Disubstituted Pyrroles
  作者：Ilya V. Efimov、Maria D. Matveeva、Rafael Luque、Vasiliy A. Bakulev、Leonid G. Voskressensky

  DOI：10.1002/ejoc.201901776

  日期：2020.3.8

  Herein, a new route toward 2,4‐substituted pyrroles is presented. This is a new, simple, fast, and convenient method furnishing 2,4‐substituted pyrroles based on the formal cycloaddition reaction of isocyanides with acyclic enamines or enaminones under basic conditions.

  在此，提出了一种新的制备2,4-取代吡咯的途径。这是在异氰酸酯与无环烯胺或烯胺酮在碱性条件下正式环加成反应的基础上，提供2,4-取代吡咯的一种新的，简单，快速和方便的方法。
• Direct Synthesis of 2,3-Diaroyl Quinolines and Pyridazino[4,5-<i>b</i>]quinolines via an I₂-Promoted One-Pot Multicomponent Reaction
  作者：Peng Zhao、Xia Wu、You Zhou、Xiao Geng、Can Wang、Yan-dong Wu、An-Xin Wu

  DOI：10.1021/acs.orglett.9b00685

  日期：2019.4.19

  The first synthesis of 2,3-diaroyl quinolines via a formal [3 + 2 + 1] cycloaddition of enaminones, aryl methyl ketones, and aryl amines is disclosed. This reaction efficiently affords a 1,4-dicarbonyl scaffold, which is a useful building block for constructing complex fused heterocycles. Furthermore, the 1,4-dicarbonyl scaffold has been used directly to prepare pyridazino[4,5-b]quinoline skeletons

  公开了通过烯胺酮，芳基甲基酮和芳基胺的正式[3 + 2 + 1]环加成的2，3-二酰基酰基喹啉的首次合成。该反应有效地提供了1，4-二羰基支架，这是用于构建复杂的稠合杂环的有用的构建基。此外，已将1，4-二羰基支架直接用于一锅制备哒嗪并[4,5- b ]喹啉骨架。
• 3-Aminopyrazolo[4,3-<i>c</i>]pyridine-4,6-dione as a precursor for novel pyrazolo[4,5,1-ij][1,6]naphthyridines and pyrido[4’,3’:3,4]pyrazolo[1,5-<i>a</i>]pyrimidines
  作者：Nadia H. Metwally、Emad A. Deeb

  DOI：10.1080/00397911.2018.1457162

  日期：2018.7.3

  aryldiazonium chlorides, chalcones and enaminones to afford regioselectively the novel pyrazolo[4,3-c]pyridine derivatives 4a-c, pyrazolo[4,5,1-ij][1,6] naphthyridines 9a-d and pyrido[4’,3':3,4]pyrazlo[1,5-a]pyrimidines 19a-i. The structure of all the newly synthesized compounds was assigned from elemental analysis and spectral data. Also, the mechanistic aspects for the formation of the newly synthesized

  摘要 合成了多功能的 3-氨基吡唑并 [4,3-c] 吡啶-4,6-二酮 (2)，并使其与醛、芳基重氮氯化物、查耳酮和烯胺酮反应，以区域选择性地提供新型吡唑并 [4,3- c]吡啶衍生物4a-c，吡唑并[4,5,1-ij][1,6]萘啶9a-d和吡啶并[4',3':3,4]吡唑并[1,5-a]嘧啶19a -一世。所有新合成的化合物的结构都是根据元素分析和光谱数据确定的。此外，还讨论了形成新合成化合物的机制方面。图形概要
• [EN] 4,4A,5,7,8,8A-HEXAPYRIDO[4,3-B][1,4]OXAZIN-3-ONE COMPOUNDS AS MAGL INHIBITORS<br/>[FR] COMPOSÉS 4,4A,5,7,8,8 A-HEXAPYRIDO [4,3-B] [1,4] OXAZIN-3-ONE EN TANT QU'INHIBITEURS DE MAGL
  申请人：HOFFMANN LA ROCHE

  公开号：WO2021048242A1

  公开（公告）日：2021-03-18

  The invention provides new heterocyclic compounds having the general formula (I) wherein A, B, L1, X, m, n, and R1 to R7 are as described herein, compositions including the compounds, processes of manufacturing the compounds and methods of using the compounds as monoacylglycerol lipase (MAGL) inhibitors.

  这项发明提供了具有一般式(I)的新杂环化合物，其中A、B、L1、X、m、n以及R1到R7如本文所述，包括这些化合物的组合物，制造这些化合物的方法以及将这些化合物用作单酰基甘油酶（MAGL）抑制剂的方法。