ethyl 5-methyl-3-oxoheptanoate | 1062139-66-5

• 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: ethyl 5-methyl-3-oxoheptanoate
• CAS: 1062139-66-5
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: WDTXUZMPIAYXEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 5-methyl-3-oxoheptanoate 在 镍 氢气 、 溴甲酚绿 、 sodium cyanoborohydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Discovery of a series of pyrrolidine-based endothelin receptor antagonists with enhanced ETA receptor selectivity

  摘要：

  Endothelins, ET-1, ET-2, and ET-3 are potent vasoconstricting and mitogenic 21-amino acid bicyclic peptides, which exert their effects upon binding to the ETA and ETB receptors. The ETA receptor mediates vasoconstriction and smooth muscle cell proliferation, and the ETB receptor mediates different effects in different tissues, including nitric oxide release from endothelial cells, and vasoconstriction in certain vascular cell types. Selective antagonists of endothelin receptor subtypes may prove useful in determining the role of endothelin in various tissue types and disease states, and hence as therapeutic agents for such diseases. The pyrrolidine carboxylic acid A-127722 has been disclosed as a potent and ETA-selective antagonist, and is currently undergoing clinical trials. In our efforts to find antagonists with altered selectivity (ETA-selective, ETB-selective, or nonselective), we investigated the SAR of the 2-substituent on the pyrrolidine. Compounds with alkyl groups at the 2-position possessed ETA selectivity improved over A-127722 (1400-fold selective), with the best of these compounds showing nearly 19,000-fold selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00022-x
• 作为产物：
  描述：

  2-碘丁烷 、 乙酰乙酸乙酯 在 sodium hydride 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 30.33h， 以24%的产率得到ethyl 5-methyl-3-oxoheptanoate
  参考文献：
  名称：

  Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

  摘要：

  The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABA(A) receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents ( e. g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an alpha-and a gamma-subunit in the GABA(A) receptor, selected compounds were tested on the alpha(1)beta(2)gamma(2s), alpha(2)beta(2)gamma(2s) and alpha(3)beta(2)gamma(2s) GABAA receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for alpha(1)-versus alpha(2)- and alpha(3)- containing receptors, and high-affinity ligands essentially selective for alpha(1) over alpha(3) were developed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.049

文献信息

• PREPARATION OF BETA-AMINO ACIDS HAVING AFFINITY FOR THE ALPHA-2-DELTA PROTEIN
  申请人：Conway Brian G

  公开号：US20090247743A1

  公开（公告）日：2009-10-01

  Disclosed are materials and methods for preparing optically active β-amino acids of Formula 1, which bind to the alpha-2-delta (α2δ) subunit of a calcium channel.

  本发明涉及制备配方1的光学活性β-氨基酸的材料和方法，该配方1结合到钙通道的α2δ亚单位。
• Fluoro coumarins as antilymphoedema agents
  申请人：BOEHRINGER MANNHEIM ITALIA S.P.A.

  公开号：EP0185319A2

  公开（公告）日：1986-06-25

  A compound of the formula wherein hydrogen, fluorine, chlorine or bromine; B is fluorine, or when A is fluorine B may be hydrogen; R is hydrogen, C,-Ce branched or unbranched alkyl, CH2BR, CH2Cl or substituted or unsubstituted phenyl; X is hydrogen, chlorine or bromine; one of R1 and R2 is hydrogen and the other is hydroxy or C1-C7 branched or unbranched alkoxy unsubstituted or substituted by a dialkyl amino group, or R, and R2, taken together with the carbon atom to which they are linked, form the groupC=O: with the proviso that, when R and X are both hydrogen is a C=O group, and B is fluorine and A is hydrogen is useful as antilimphoedema agent.

  式中的化合物 其中氢、氟、氯或溴；B 是氟，或当 A 是氟时，B 可能是氢；R 是氢、C,-Ce 支链或未支链烷基、CH2BR、CH2Cl 或取代或未取代苯基；X 是氢、氯或溴；R1 和 R2 中的一个是氢，另一个是羟基或未取代或被二烷基氨基取代的 C1-C7 支链或未支链烷氧基，或 R 和 R2 与它们相连的碳原子一起形成基团 C=O：但当 R 和 X 均为氢时 为 C=O 基团，B 为氟，A 为氢时，可用作抗水肿剂。
• US4749798A
  申请人：——

  公开号：US4749798A

  公开（公告）日：1988-06-07
• [EN] PREPARATION OF BETA-AMINO ACIDS HAVING AFFINITY FOR THE ALPHA-2-DELTA PROTEIN<br/>[FR] PREPARATION DE BETA-AMINOACIDES AYANT UNE AFFINITE POUR LA PROTEINE ALPHA-2-DELTA
  申请人：WARNER LAMBERT CO

  公开号：WO2006008612A2

  公开（公告）日：2006-01-26

  Disclosed are materials and methods for preparing optically active ß-amino acids of Formula (1), which bind to the alpha-2-delta (α2δ) subunit of a calcium channel.