2-isobutyl-4-methylpentanal | 35155-65-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 2-isobutyl-4-methylpentanal
• 英文别名: 2-isobutyl-4-methyl-valeraldehyde；2.6-Dimethyl-4-methylal-heptan；Diisobutyl-acetaldehyd；4-Methyl-2-(2-methylpropyl)pentanal
• CAS: 35155-65-8
• 化学式: C₁₀H₂₀O
• 分子量: 156.268
• InChiKey: JCMWUQSHNNEGSE-UHFFFAOYSA-N

物化性质

• 沸点：
  82-83 °C(Press: 18 Torr)
• 密度：
  0.825 g/cm3(Temp: 0 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-isobutyl-4-methylpentanal 在 palladium on activated charcoal 乙酸铵 、 盐酸 、 硫酸 、 水 、 氢气 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醇 、 水 、 乙酸乙酯 、 甲苯 、 苯 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 108.0h， 生成 8,8-Diisobutyl-2-oxa-spiro[4.5]decane-1,3-dione
  参考文献：
  名称：

  Antiarthritic and supressor cell inducing activity of azaspiranes: structure-function relationships of a novel class of immunomodulatory agents

  摘要：

  Spirogermanium (1; 8,8-diethyl-N,N-dimethyl-2-aza-8- germaspiro[4.5]decane-2-propanamine dihydrochloride) is a potent cytotoxic agent in vitro which has demonstrated limited activity in experimental animal tumor models. Subsequently, it has been reported that spirogermanium has antiarthritic and suppressor cell-inducing activity. We have synthesized a series of substituted 8-hetero-2-azaspiro[4.5]decane and 9-hetero-3-azaspiro[5.5]undecane analogues of spirogermanium to identify the heteroatom requirements for in vivo antiarthritic and suppressor cell-inducing activity. This structure-activity relationship study has identified that appropriately substituted silicon and carbon analogues of spirogermanium retain both antiarthritic and immunosuppressive activity, with the 8,8-dipropyl (carbon) analogue being among the most active. Following the identification of N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride (9) as a more active analogue than spirogermanium, a series of 8,8-dipropyl analogues with various amine substituents were synthesized. A number of these analogues had activity similar to that of 9. A correlation between activity in the adjuvant arthritic rat and the ability to induce suppressor cells (r = 0.894, p less than 0.001) suggests an association between the two pharmacologic effects. While the precise biochemical mechanism(s) for the pharmacological activity is unclear, these data suggest that compounds within this series, e.g., N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine++ + dihydrochloride, may provide effective therapy in diseases of autoimmune origin and/or the prevention of rejection in tissue transplantation.

  DOI：

  10.1021/jm00173a010
• 作为产物：
  描述：

  二异丁基酮 在 甲酸 作用下， 反应 2.0h， 生成 2-isobutyl-4-methylpentanal
  参考文献：
  名称：

  Vandenbroucke,W.; Anteunis,M., Journal of the Chemical Society. Perkin transactions II, 1972, p. 123 - 127

  摘要：

  DOI：

文献信息

• Pharmacological characterization of muscarinic receptors in mouse isolated urinary bladder smooth muscle
  作者：A Choppin、R M Eglen

  DOI：10.1038/sj.bjp.0704165

  日期：2001.8

  The pharmacological characteristics of muscarinic receptors in the male mice urinary bladder smooth muscle were studied. (+)‐Cis‐dioxolane, oxotremorine‐M, acetylcholine, carbachol and pilocarpine induced concentration‐dependent contractions of the urinary bladder smooth muscle (pEC50=6.6±0.1, 6.9±0.1, 6.7±0.1, 5.8±0.1 and 5.8±0.1, EMax=3.2±0.8 g, 2.7±0.4 g, 1.0±0.1 g, 2.7±0.3 and 0.9±0.2 g, respectively, n=4). These contractions were competitively antagonized by a range of muscarinic receptor antagonists (pKB values): atropine (9.22±0.09), pirenzepine (6.85±0.08), 4‐DAMP (8.42±0.14), methoctramine (5.96±0.05), p‐F‐HHSiD (7.48±0.09), tolterodine (8.89±0.13), AQ‐RA 741 (7.04±0.12), s‐secoverine (8.21±0.09), zamifenacin (8.30±0.17) and darifenacin (8.70±0.09). In this tissue, the pKB values correlated most favourably with pKi values for these compounds at human recombinant muscarinic M3 receptors. A significant correlation was also noted at human recombinant muscarinic m5 receptors given the poor discriminative ability of ligands between M3 and m5 receptors. In recontraction studies, in which the muscarinic M3 receptor population was decreased, and conditions optimized to study M2 receptor activation, methoctramine exhibited an affinity estimate consistent with muscarinic M3 receptors (pKB=6.23±0.14; pA2=6.16±0.03). Overall, these data study suggest that muscarinic M3 receptors are the predominant, if not the exclusive, subtype mediating contractile responses to muscarinic agonists in male mouse urinary bladder smooth muscle. British Journal of Pharmacology (2001) 133, 1035–1040; doi:10.1038/sj.bjp.0704165

  以下为将文本翻译成中文后的版本： < Jays 列表列表类型="明确标签"> < Jays 列表项> 雄性小鼠膀胱平滑肌中毒蕈碱受体的药理学特性进行了研究。 < Jays 列表项> (+)‐Cis‐dioxolane, oxotremorine‐M, acetylcholine, carbachol 和 pilocarpine 引起膀胱平滑肌浓度依赖性收缩（pEC < Jays 子> 50 =6.6±0.1, 6.9±0.1, 6.7±0.1, 5.8±0.1 和 5.8±0.1, E < Jays 子> max =3.2±0.8 g, 2.7±0.4 g, 1.0±0.1 g, 2.7±0.3 和 0.9±0.2 g, 分别，n=4）。这些收缩作用被一系列毒蕈碱受体拮抗剂竞争性拮抗（pK < Jays 子> B 值）：atropine（9.22±0.09），pirenzepine（6.85±0.08），4‐DAMP（8.42±0.14），methoctramine（5.96±0.05），p‐F‐HHSiD（7.48±0.09），tolterodine（8.89±0.13），AQ‐RA 741（7.04±0.12），s‐secoverine（8.21±0.09），zamifenacin（8.30±0.17）和 darifenacin（8.70±0.09）。 < Jays 列表项> 在此组织中，pK < Jays 子> B 值与这些化合物在人源重组毒蕈碱 M < Jays 子> 3 受体上的 pK < Jays 子> i 值相关性最好。在人源重组毒蕈碱 m5 受体上也观察到显著相关性，因配体在 M < Jays 子> 3 和 m5 受体之间区分能力有限。 < Jays 列表项> 在重新收缩研究中，毒蕈碱 M < Jays 子> 3 受体群减少，并优化条件以研究 M < Jays 子> 2 受体激活时，methoctramine 的亲和力估计值与毒蕈碱 M < Jays 子> 3 受体一致（pK < Jays 子> B =6.23±0.14；pA < Jays 子> 2 =6.16±0.03）。 < Jays 列表项> 总体而言，这些数据研究表明，毒蕈碱 M < Jays 子> 3 受体是介导雄性小鼠膀胱平滑肌对毒蕈碱激动剂收缩反应的主要亚型，如果不是唯一的。 < Jays 突体> 英国药理学杂志 (2001) < Jays 粗体> 133 , 1035–1040; doi: < Jays 扩展链接 xmlns:xlink="http://www.w3.org/1999/xlink" 扩展链接类型="doi" xlink:href="10.1038/sj.bjp.0704165"> 10.1038/sj.bjp.0704165 希望这段翻译对您有所帮助！
• ALPHA-SUBSTITUTED VINYLTIN COMPOUND
  申请人：Tatsuta Kuniaki

  公开号：US20090023939A1

  公开（公告）日：2009-01-22

  To provide α-substituted vinyltin useful for the search for function-developing substances such as pharmaceuticals/agrichemicals and functional materials and for the construction of a compound library. An α-substituted vinyltin compound represented by the formula (1), a tautomer or salt of the compound or a solvate thereof: R 2 CH═C(R 3 )Sn(R 1 ) 3 (1) wherein R 1 is a C 1-10 alkyl group, a C 2-14 aryl group or the like, R 2 is a C 2-14 aryl group, a C 2-9 heterocyclyl group, a C 3-10 cycloalkyl group or the like, and R 3 is a carbamoyl group, a thiocarbamoyl group, an isocyanate group, an isothiocyanate group, a formylamino group, a thioformylamino group, an isonitrile group, an urea group, a carbamate group or the like.

  提供α-取代的乙烯基锡，用于寻找功能发展物质，如药物/农药和功能材料，以及用于构建化合物库。由下式表示的α-取代的乙烯基锡化合物（1）或其互变异构体或盐或溶剂合物：R2CH═C(R3)Sn(R1)3（1）其中R1是C1-10烷基，C2-14芳基或类似物，R2是C2-14芳基，C2-9杂环基，C3-10环烷基或类似物，R3是氨基甲酰基，硫氨基甲酰基，异氰酸酯基，异硫氰酸酯基，甲酰氨基基，硫代甲酰氨基基，异腈基，脲基，氨基甲酸酯基或类似物。
• Imidazole derivatives
  申请人：McArthur Gatti Silvia

  公开号：US20060173048A1

  公开（公告）日：2006-08-03

  The invention relates to compounds of formula I: wherein R 1 , R 2 , R 3 and X are as defined in the specification, methods of preparation thereof and uses thereof, which compounds are useful for preventing and treating mGluR 2 receptor mediated disorders.

  该发明涉及以下式I的化合物：其中R1、R2、R3和X如规范中定义，其制备方法和用途，这些化合物可用于预防和治疗mGluR 2受体介导的疾病。
• Photochemical studies on acyclic alkyl aromatic ketones in the solid state: asymmetric induction and increased chemoselectivity
  作者：Manling Ma、Wei Feng、Fang Guo、Chao Yang、Wujiong Xia

  DOI：10.1016/j.tet.2012.08.040

  日期：2012.10

  ketones, 2-isobutyl-4-methyl-1-arylpentan-1-one derivatives were designed and synthesized for photochemical investigations. Irradiation of such compounds in acetonitrile solution led to the Yang cyclization and Norrish type II cleavage photoproducts with a ratio of 1:1, whereas the reaction conducted in the solid state using the ionic chiral auxiliary method led to only the Yang cyclization product with as

  设计并合成了无环烷基芳族酮2-异丁基-4-甲基-1-芳基戊基-1-酮衍生物，用于光化学研究。在乙腈溶液中辐照此类化合物会导致Yang环化反应和Norrish II型裂解光产物的比例为1：1，而使用离子手性辅助方法在固态下进行的反应只会导致Yang环化产物的转化率很高。作为99％ee。此外，在反应中首先观察到构象转变。
• OPTICALLY ACTIVE DINICKEL COMPLEX AND METHOD FOR PRODUCING OPTICALLY ACTIVE AMINE USING THE OPTICALLY ACTIVE DINICKEL COMPLEX AS CATALYST
  申请人：Shibasaki Masakatsu

  公开号：US20100298559A1

  公开（公告）日：2010-11-25

  There is provided a novel optically active dinickel complex and/or a production method of an optically active amine by an asymmetric Mannich reaction using the dinickel complex as a catalyst. An optically active dinickel complex of Formula (I) or Formula (I′): [where R 0 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently a hydrogen atom, a halogen atom, a C 1-10 alkyl group or a C 1-10 alkoxy group, etc., R 2 and R 3 together form, together with a benzene ring bonded to them, a naphthalene ring, etc. A novel production method of an optically active amine by an asymmetric Mannich reaction using the dinickel complex as a catalyst.

  提供了一种新型光学活性二镍配合物和/或使用该二镍配合物作为催化剂进行不对称Mannich反应制备光学活性胺的生产方法。公式（I）或公式（I′）的光学活性二镍配合物：[其中R0、R1、R2、R3、R4、R5、R6和R7分别独立地是氢原子、卤素原子、C1-10烷基或C1-10烷氧基等，R2和R3连同与它们结合的苯环形成萘环等。使用该二镍配合物作为催化剂，通过不对称Mannich反应制备光学活性胺的新型生产方法。