3-吗啉-4-基-3-氧代丙酸 | 105397-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 3-吗啉-4-基-3-氧代丙酸
• 英文名称: 2-(4-morpholinylcarbonyl)ethanoic acid
• 英文别名: β-oxo-4-morpholinepropionic acid；3-morpholino-3-oxopropanoic acid；3-Morpholin-4-yl-3-oxopropanoic acid
• CAS: 105397-92-0
• 化学式: C₇H₁₁NO₄
• mdl: MFCD06208048
• 分子量: 173.169
• InChiKey: LVGHBHBZMHIHNU-UHFFFAOYSA-N

物化性质

• 熔点：
  109 °C
• 沸点：
  412.3±40.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  3-吗啉-4-基-3-氧代丙酸 在 五氯化磷 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 3-morpholino-3-oxo-N-(2-quinolinyl)propanamide
  参考文献：
  名称：

  1,2-Fused pyrimidines VII. 3-(Dialkylamino)-1H-pyrimido[1,2-a]quinolin-1-ones and 2-(dialkylamino)-4H-pyrimido[2,1-a]isoquinolin-4-ones as antiplatelet compounds

  摘要：

  A number of 3-(dialkylamino)-1H-pyrimido[1,2-a]quinolin-1 ones 3 and 2-(dialkylamino)-4H-pyrimido [2,1-a]isoquinolin-4-ones 4 were prepared by treating the corresponding chloro derivatives with an excess of dialkylamines. The highest in vitro antiplatelet activity was obtained when the dialkylamino substituent was 1-piperazinyl (compounds 3g and 4e). The novel 2-(1-piperazinyl)-4H-pyrido[ ,2-a]pyrimidin-4-one 2a was also prepared by an analogous procedure, which resulted in the most active compound towards all the platelet aggregation inducers used (ADP, collagen, A 23187). Moreover, some examples of 1-(dialkylamino)-3H pyrimido[l,2-a]quinolin-3-ones 5 and 4-(dialkylamino)-2H-pyrimido[2,1-a]isoquinolin-2-ones 6 were also obtained (together with negligible or lower amounts of the corresponding isomers 3 and 4, respectively) from the cyclocondensation of the appropriate ethyl N,N-dialkylmalonamate/phosphorus oxychloride reagents 13 with 2-aminoquinoline or 1-aminoisoquinoline. These;latter compounds showed a rather low antiplatelet activity.

  DOI：

  10.1016/0223-5234(96)88206-7
• 作为产物：
  描述：

  methyl malonyl morpholide 在 水 、 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以92%的产率得到3-吗啉-4-基-3-氧代丙酸
  参考文献：
  名称：

  Click and Release: A High-Content Bioorthogonal Prodrug with Multiple Outputs

  摘要：

  A high-content bioorthogonal prodrug with multiple outputs using the "click, cyclize, and release" concept is described. The proof of concept is established by the co-delivery of a gasotransmitter carbon monoxide, an anticancer drug floxuridine, and an in situ generated fluorescent reporter molecule for real-time monitoring of the prodrug activation. Bioorthogonal prodrugs as such are invaluable tools for the co-delivery of other drug payloads for multimodal therapy.

  DOI：

  10.1021/acs.orglett.9b01086

文献信息

• [EN] INHIBITORS OF APOL1 AND USE OF THE SAME<br/>[FR] INHIBITEURS D'APOL1 ET LEUR UTILISATION
  申请人：VERTEX PHARMA

  公开号：WO2021252859A1

  公开（公告）日：2021-12-16

  The disclosure provides at least one compound, deuterated derivative, or pharmaceutically acceptable salt chosen from compounds of formula (I), deuterated derivatives thereof, and pharmaceutically acceptable salts of any of the foregoing, compositions comprising the same, and methods of making and using the same, including use in treating APOL1 mediated kidney disease.

  本公开提供了至少一种化合物、重氢化衍生物或药用可接受的盐，选自公式(I)化合物、其重氢化衍生物以及任何前述物质的药用可接受的盐，包含同一的组成物，以及制造和使用同一的方法，包括用于治疗APOL1介导的肾脏疾病。
• [EN] NEW ISOINDOLINE OR ISOQUINOLINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX COMPOSÉS ISOINDOLINE OU ISOQUINOLÉINE, PROCÉDÉ POUR LEUR PRÉPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：SERVIER LAB

  公开号：WO2015011164A1

  公开（公告）日：2015-01-29

  Compounds of formula (I): (I) wherein Het, R3, R4, R5, R7, R8, R9, T, p, p', q, and q' are as defined in the description are pro-apoptotic agents useful in the treatment of cancers and of auto-immune and immune system diseases.

  式(I)的化合物：其中Het、R3、R4、R5、R7、R8、R9、T、p、p'、q和q'的定义如描述中所定义，是在治疗癌症以及自身免疫和免疫系统疾病中有用的促凋亡剂。
• Syntheses and antiinflammatory activity of malonamic acid, malonamate and malonamide derivatives of some heterocyclic compounds.
  作者：TOYOSHI KATAGI、MISAKO AOKI、MASAKO KASHIWAGI、KATSUYA OHATA、SHIGEKATSU KOHNO、TAMOTSU MURATA、TAKESHI INOI

  DOI：10.1248/cpb.33.4878

  日期：——

  Malonamate, malonic acid and malonamide derivatives of heterocyclic compounds were synthesized as part of a search for new biologically active compounds, e. g., those having antiinflammatory activity. Malonamates (1-17) were prepared by the reaction of amines containing heterocycles with malonic acid monoethyl ester. Hydrolysis of the malonamates gave the malonamic acids (18-24) in good yields. Malonamides (25-43) were synthesized by condensing amines with N-substituted malonamic acids. The antiinflammatory activity of these compounds was examined against carrageenin-induced rat paw edema. N-[2-(6-Methoxy) benzothiazolyl] malonamic acid (23) and its ethyl ester (7) showed significant activity.

  作为寻找新生物活性化合物（例如具有抗炎活性的化合物）的一部分，合成了异环化合物的丙二酸酯、丙二酸和丙二酰胺衍生物。通过将含异环的胺与丙二酸单乙酯反应制备了丙二酸酯（1-17）。丙二酸酯的水解得到丙二胺酸（18-24），产率良好。通过将胺与N取代的丙二胺酸缩合，合成了丙二胺（25-43）。这些化合物的抗炎活性在卡拉胶诱导的大鼠足部水肿中进行了测试。N-[2-(6-甲氧基)苯并噻唑基]丙二胺酸（23）及其乙基酯（7）显示出显著的活性。
• Reaction of trimethylsilyl derivatives with Meldrum's acid : A new and easy monofunctionalization of malonic acid
  作者：B. Rigo、D. Fasseur、P. Cauliez、D. Couturier

  DOI：10.1016/s0040-4039(00)99406-1

  日期：1989.1

  Treatment of Meldrum's acid with silylated derivatives (amines, lactams or alcohols) yields very easily monofunctionalized malonic silyl esters. Hydrolysis of these silyl esters leads to the corresponding monoacids with a very good yield.

  用甲硅烷基化的衍生物（胺，内酰胺或醇）处理Meldrum的酸，很容易得到单官能的丙二酸甲硅烷基酯。这些甲硅烷基酯的水解以非常好的收率得到相应的一元酸。
• Regioselective and stereoselective cyclizations of cyclohexadienones tethered to active methylene groups
  作者：Rodolfo Tello-Aburto、Kyle A. Kalstabakken、Kelly A. Volp、Andrew M. Harned

  DOI：10.1039/c1ob06125a

  日期：——

  of 2,5-cyclohexadienones tethered to activated methylene groups was studied. The substitution around the cyclohexadienone ring serves to regioselectively direct these cyclizations based primarily on electronic effects. In the case of brominated substrates, these reactions proceed to give highly unusual electron-deficient tricyclic cyclopropanes. By using a Cinchona alkaloid-based phase-transfer catalyst

  研究了拴在活化亚甲基上的2,5-环己二酮的环化作用。主要基于电子效应，环己二烯酮环周围的取代用于区域选择性地引导这些环化反应。在溴化底物的情况下，这些反应会继续产生异常电子缺乏的三环环丙烷。通过使用基于金鸡纳生物碱的相转移催化剂，前手性环己二酮可以中等立体选择性地脱对称。