3-二甲基氨基-1,2-双(4-甲氧基苯基)-2-丙烯-1-酮 | 66521-59-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 3-二甲基氨基-1,2-双(4-甲氧基苯基)-2-丙烯-1-酮
• 英文名称: (E)-3-(dimethylamino)-1,2-bis(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: 3-(Dimethylamino)-1,2-bis(4-methoxyphenyl)-2-propen-1-one
• CAS: 66521-59-3
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: ITDZPUDNXYVUGW-QGOAFFKASA-N

物化性质

• 熔点：
  119-121°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-二甲基氨基-1,2-双(4-甲氧基苯基)-2-丙烯-1-酮 在 水 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 methyl 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Cytotoxicity of Substituted Alkyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylates in L1210 Lymphoid Leukemia Cells

  摘要：

  Two alkyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylates proved to be potent cytotoxic agents in the murine L1210 lymphoid leukemia screen. DNA synthesis was preferentially inhibited with the major target of the agents being de novo purine biosynthesis at the regulatory enzyme sites of PRPP-amido transferase and IMP dehydrogenase. Other enzymatic activities which were suppressed by the drugs were DNA polymerase alpha, RNA polymerases, ribonucleoside reductase and dihydrofolate reductase. The d[NTP] pools, nucleoside kinase and the pyrimidine pathway were not affected by the presence of drugs. The DNA molecule itself was not the target of the agents, i.e. no alkylation of nucleotide bases, intercalation between bases or cross-linking of DNA strands occurred. The agents did cause L1210 DNA fragmentation after 24 h incubation at 100 microM.

  DOI：

  10.1002/(sici)1521-4184(199811)331:11<337::aid-ardp337>3.0.co;2-r
• 作为产物：
  描述：

  脱氧茴香偶姻 以82%的产率得到
  参考文献：
  名称：

  BENNETT G. B.; MASON R. B.; ALDEN L. J.; ROACH J. B., J. MED. CHEM., 1978, 21, NO 7, 623-628

  摘要：

  DOI：

文献信息

• Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones
  作者：Stuart Aiken、Kelechi Anozie、Orlando D. C. C. de Azevedo、Lewis Cowen、Ross J. L. Edgar、Christopher D. Gabbutt、B. Mark Heron、Philippa A. Lawrence、Abby J. Mills、Craig R. Rice、Mike W. J. Urquhart、Dimitrios Zonidis

  DOI：10.1039/c9ob01657k

  日期：——

  Diversely substituted 1,2-oxathiine 2,2-dioxides, including 3,5,6-triaryl-, 3,6-diaryl-, 3,5-diaryl-, 5,6-diaryl- and selected fused heterocyclic analogues, have been efficiently obtained by the application of a mild Cope elimination of a 4-amino moiety from the requisite 4-amino-3,4-dihydro-1,2-oxathiine 2,2-dioxides, which themselves were readily obtained by the addition of sulfenes to enaminoketones

  包括3,5,6-三芳基-，3,6-二芳基-，3,5-二芳基-，5,6-二芳基-和选定的稠合杂环类似物的不同取代的1,2-氧杂i啶2,2-二氧化物具有通过从必需的4-氨基-3,4-二氢-1,2-氧代草氨酸2,2-二氧化物中温和地消除4-氨基部分，可以有效地获得它们，它们本身很容易通过添加亚砜成烯氨基酮。
• Synthesis, chemical, and biological properties of vinylogous hydroxamic acids: dual inhibitors of 5-lipoxygenase and IL-1 biosynthesis
  作者：Stephen W. Wright、Richard R. Harris、Janet S. Kerr、Alicia M. Green、Donald J. Pinto、Elaine M. Bruin、Robert J. Collins、Roberta L. Dorow、Lisa R. Mantegna

  DOI：10.1021/jm00100a011

  日期：1992.10

  of each being dependent upon the structure of the VHA, solvent, and pH. VHAs undergo some of the typical reactions of hydroxamic acids as well as those of vinylogous amides. VHAs are active as inhibitors of 5-lipoxygenase and of IL-1 biosynthesis in vitro, which do not inhibit other enzymes of the arachidonic acid cascade. They have been shown by ESR studies to bring about inhibition of soybean type

  制备了乙烯基异羟肟酸（3-（N-羟基-N-烷基氨基）-2-丙烯-1-酮，VHA）作为抗炎剂。描述了这些相对未开发的化合物的合成，化学性质和体外生物学活性。通过将适当的N-取代的羟胺与以下三种试剂中的任何一种缩合来制备VHA：1,3-二羰基化合物（方法A）；乙烯基酰胺（方法B）；或炔烃（方法C）。VHA以一种或多种互变异构体的形式存在于溶液中，每种互变异构体的相对比例取决于VHA的结构，溶剂和pH。VHA会经历异羟肟酸和乙烯基酰胺类的某些典型反应。VHA在体外具有5-脂氧合酶和IL-1生物合成抑制剂的活性，不会抑制花生四烯酸级联反应的其他酶。ESR研究表明，它们可通过还原活性位点铁来抑制大豆1 15型脂氧合酶。
• Pyridine derivatives useful as cyclooxygenase inhibitor
  申请人：——

  公开号：US20030119877A1

  公开（公告）日：2003-06-26

  A compound of the formula (I), wherein R 1 is hydrogen, halogen, carbymoyl, cyano, formuly, or lower alkyl optionally substituted with halogen, amino or a protected amino, R 2 is hydrogen, halogen, cyano or lower alkoxy, R 3 is phenyl or pyridyl, each of which is substituted with lower alkoxy, and R 4 is lower alkoxy; provided that either R 1 or R 2 is hydrogen, then the other is other than hydrogen, or its salts, which are useful as a medicament.

  一种化合物的分子式（I），其中R1为氢、卤素、羰基、氰基、甲酰基或选择性取代有卤素、氨基或保护氨基的低烷基，R2为氢、卤素、氰基或低烷氧基，R3为苯基或吡啶基，每个基团都被低烷氧基取代，R4为低烷氧基；条件是R1或R2中的一个是氢，则另一个不是氢，或其盐，可用作药物。
• Pyrimidine derivatives
  申请人：ELI LILLY AND COMPANY

  公开号：EP0130046A1

  公开（公告）日：1985-01-02

  Novel 2, 4, 5-triaryl pyrimidine derivatives are useful for treating pain, fever, thrombosis, inflammation, and arthritis, and have a low potential for phototoxic side effects.

  新型 2、4、5-三芳基嘧啶衍生物可用于治疗疼痛、发热、血栓形成、炎症和关节炎，而且产生光毒副作用的可能性较低。
• KLOSE, W.;SCHWARZ, K., J. HETEROCYCL. CHEM., 1982, 19, N 5, 1165-1167
  作者：KLOSE, W.、SCHWARZ, K.

  DOI：——

  日期：——