4-异氰酰基-2-丁酮 | 76197-40-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-异氰酰基-2-丁酮
• 英文名称: 2-acetylethyl isocyanate
• 英文别名: 4-Isocyanatobutan-2-one
• CAS: 76197-40-5
• 化学式: C₅H₇NO₂
• mdl: MFCD18813440
• 分子量: 113.116
• InChiKey: NAERCMQTTVXERW-UHFFFAOYSA-N

物化性质

• 沸点：
  172℃
• 密度：
  1.01
• 闪点：
  61℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-异氰酰基-2-丁酮 在 sodium cyanoborohydride 作用下， 以 甲醇 、 苯 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Conjugates of Catecholamines. 5. Synthesis and β-Adrenergic Activity of N-(Aminoalkyl)norepinephrine Derivatives

  摘要：

  A novel series of N-aminoalkyl congeners and model derivatives of norepinephrine has been synthesized. Compounds that were structurally related to epinephrine were prepared from fully protected intermediates. Alternatively, isoproterenol-related compounds were synthesized via reductive amination of preformed methyl ketone derivatives with norepinephrine. The beta-adrenergic activities of these new compounds were assessed through measurement of intracellular cyclic AMP accumulation in S49 mouse lymphoma cells and displacement of iodocyanopindolol (ICYP) from membrane preparations. Congeners that contained an underivatized primary amine function exhibited virtually no activity in these assays. However, when this amine function was acylated (e.g., to an amide, carbamate, urea, sulfonamide, etc.), the products exhibited generally increased beta-adrenergic activity, which was, however, strongly dependent on the nature of the acylating group and also the length of the spacer. In particular, a benzyl carbamate derivative containing a branched, seven-carbon spacer group was 40 times more potent than isoproterenol in the in vitro S49 assay.

  DOI：

  10.1021/jm50001a017
• 作为产物：
  描述：

  乙酰丙酸 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 4-异氰酰基-2-丁酮
  参考文献：
  名称：

  一种标记的葡萄糖酰胺类衍生物、其制备方法、其前体及其应用

  摘要：

  本发明提出了一种标记的葡萄糖酰胺类衍生物、其制备方法、其前体及其应用，属于医药、化学技术领域。该葡萄糖酰胺类衍生物的通式如式Ⅰ所示。本发明所保护的上述衍生物，其整体的空间体积以及整体分子量大大下降，能够使该类衍生物的通透细胞膜磷脂层的潜力及被葡萄糖转运蛋白成功转运的潜力增强。且其在肿瘤中的滞留时间长，绝对摄取值增高，可作为一种新型的肿瘤代谢显像剂；此外，本申请开发了一种全新的前体，相对现有技术而言，合成式Ⅰ简单，并大大降低了前体的合成难度，明显增强了前体的化学稳定性，利于锝标记配合物药盒化的实现，具有重要的临床应用前景。

  公开号：

  CN116410248A

文献信息

• 5-Fluorouracil derivatives, and their pharmaceutical compositions
  申请人：Fujisawa Pharmaceutical Company, Ltd.

  公开号：US04349552A1

  公开（公告）日：1982-09-14

  A compound of the formula: ##STR1## wherein R is a bridged alicyclic group selected from the group consisting of norbornyl, norbornenyl, bicyclo[2,2,2]-heptyl and adamantyl optionally substituted by at least one substituent selected from the group consisting of lower alkyl, carboxy, lower alkoxycarbonyl, alkylidenedioxy, N,N-di(lower)alkylcarbamoyl, amino, loweralkoxycarbonylamino and halogen. The present compound is useful in the therapeutic treatment of cancer in human beings and animals.

  分子式为：##STR1## 其中R是从诺博烯基，诺博烯基，双环[2,2,2]-庚烷基和金刚烷基中选择的桥式脂环基，可以选择性地被至少一种取代基所取代，所述取代基选择自下列群体：低碳基，羧基，低碳基氧羰基，烷基二氧基，N，N-二（低）烷基氨基甲酰基，氨基，低碳基氧羰基氨基和卤素。该化合物在治疗人类和动物的癌症中有用。
• Conjugates of Catecholamines. 5. Synthesis and β-Adrenergic Activity of N-(Aminoalkyl)norepinephrine Derivatives
  作者：Allen B. Reitz、Etienne Sonveaux、Roberto P. Rosenkranz、Michael S. Verlander、Kenneth L. Melmon、Brian B. Hoffman、Yasio Akita、Neal Castagnoli、Murray Goodman

  DOI：10.1021/jm50001a017

  日期：1985.5

  A novel series of N-aminoalkyl congeners and model derivatives of norepinephrine has been synthesized. Compounds that were structurally related to epinephrine were prepared from fully protected intermediates. Alternatively, isoproterenol-related compounds were synthesized via reductive amination of preformed methyl ketone derivatives with norepinephrine. The beta-adrenergic activities of these new compounds were assessed through measurement of intracellular cyclic AMP accumulation in S49 mouse lymphoma cells and displacement of iodocyanopindolol (ICYP) from membrane preparations. Congeners that contained an underivatized primary amine function exhibited virtually no activity in these assays. However, when this amine function was acylated (e.g., to an amide, carbamate, urea, sulfonamide, etc.), the products exhibited generally increased beta-adrenergic activity, which was, however, strongly dependent on the nature of the acylating group and also the length of the spacer. In particular, a benzyl carbamate derivative containing a branched, seven-carbon spacer group was 40 times more potent than isoproterenol in the in vitro S49 assay.