α-Brombutyrylmalonsaeureethylester | 36717-44-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: α-Brombutyrylmalonsaeureethylester
• 英文别名: Diethyl 2-(2-bromobutanoyl)propanedioate
• CAS: 36717-44-9
• 化学式: C₁₁H₁₇BrO₅
• 分子量: 309.157
• InChiKey: OODACEGOQOIPJV-UHFFFAOYSA-N

物化性质

• 沸点：
  330.3±27.0 °C(Predicted)
• 密度：
  1.355±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-Brombutyrylmalonsaeureethylester 在 氢氧化钾 、 硫酸 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 78.0h， 生成 trans-9-(3-bromo-4-fluorophenyl)-3-ethyl-5,9-dihydro-3H,4H-2-oxa-6-thia-4-azacyclopenta[b]naphthalene-1,8-dione
  参考文献：
  名称：

  Effects of Substitution on 9-(3-Bromo-4-fluorophenyl)-5,9-dihydro-3H,4H-2,6-dioxa-4- azacyclopenta[b]naphthalene-1,8-dione, a Dihydropyridine ATP-Sensitive Potassium Channel Opener

  摘要：

  Structure-activity relationships were investigated on the tricyclic dihydropyridine ( DHP) K-ATP openers 9-(3-bromo-4-fluorophenyl)-5,9- dihydro-3H, 4H-2,6-dioxa-4-azacyclopenta[ b] naphthalene-1,8-dione ( 6) and 10( 3-bromo-4-fluorophenyl)-9,10-dihydro-1H, 8H-2,7-dioxa-9-azaanthracene-4,5-dione ( 65). Substitution off the core of the DHP, absolute stereochemistry, and aromatic substitution were evaluated for KATP channel activity using Ltk-cells stably transfected with the Kir6.2/SUR2B exon 17- splice variant and in an electrically stimulated pig bladder strip assay. A select group of compounds was evaluated for in vitro inhibition of spontaneous bladder contractions. Several compounds were found to have the unique characteristic of partial efficacy in both the cell-based and electrically stimulated bladder strip assays but full efficacy in inhibiting spontaneous bladder strip contractions. For compound 23b, this profile was mirrored in vivo where it was fully efficacious in inhibiting spontaneous myogenic bladder contractions but only partially able to reduce neurogenically mediated reflex bladder contractions.

  DOI：

  10.1021/jm060549u
• 作为产物：
  描述：

  2-溴丁酰溴 、 丙二酸二乙酯 生成 α-Brombutyrylmalonsaeureethylester
  参考文献：
  名称：

  tetronic酸[呋喃-2（3 H），4（5 H）-二酮]和三个类似物的合成

  摘要：

  描述了四种tetronic酸[呋喃-2（3 H），4（5 H）-二酮]的合成。用三乙胺处理后，易于制备的α-（氯乙酰基）丙二酸二乙酯产生2-乙氧基-4,5-二氢-4-氧呋喃-3-羧酸乙酯（约50％），并通过碱将其转化为tetronic酸。用水将其转化为3-乙氧基羰基四氢苯甲酸，收率很高。类似地制备5-甲基-，5-苯基-和5-乙基-tetronic酸。最后的化合物也可以通过将5-亚乙炔异戊二酸加氢而获得。

  DOI：

  10.1039/p19720001225