4-Methyl-2-formyl-cyclohexanon | 26706-86-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Methyl-2-formyl-cyclohexanon
• 英文别名: 2-Formyl-4-methyl-cyclohexanon；5-methyl-2-oxo-cyclohexanecarbaldehyde；5-Methyl-2-oxo-cyclohexancarbaldehyd；1-Methyl-3-formyl-cyclohexanon-(4)；3-Methyl-1-oxymethylen-cyclohexanon-(6)；2-formyl-4-methylcyclohexanone；5-Methyl-2-oxocyclohexane-1-carbaldehyde
• CAS: 26706-86-5
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: ITPAXHMRAZLLJP-UHFFFAOYSA-N

物化性质

• 沸点：
  90 °C(Press: 5 Torr)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Methyl-2-formyl-cyclohexanon 在 草酰氯 、 乙醇 、 水 、 sodium 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 为溶剂， 反应 2.25h， 生成 5-methyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid
  参考文献：
  名称：

  Novel S1P₁ Receptor Agonists - Part 2: From Bicyclo[3.1.0]hexane-Fused Thiophenes to Isobutyl Substituted Thiophenes

  摘要：

  Previously, we reported on the discovery of a novel series of bicyclo[3.1.0]hexane fused thiophene derivatives that serve as potent and selective S1P(1), receptor agonists. Here, we discuss our efforts to simplify the bicyclohexane fused thiophene head. In a first step the bicyclohexane moiety could be replaced by a simpler, less rigid cyclohexane ring without compromising the SIP receptor affinity profile of these novel compounds. In a second step, the thiophene head was simplified even further by replacing the cyclohexane ring with an isobutyl group attached either to position 4 or position S of the thiophene. These structurally much simpler headgroups again furnished potent and selective S1P(1) agonists (e.g., 87), which efficiently and dose dependently reduced the number of circulating lymphocytes upon oral administration to male Wistar rats. For several compounds discussed in this report lymphatic transport is an important route of absorption that may offer opportunities for a tissue targeted approach with minimal plasma exposure.

  DOI：

  10.1021/jm401456d
• 作为产物：
  描述：

  4-甲基环己酮 、 甲酸乙酯 在 sodium ethanolate 作用下， 生成 4-Methyl-2-formyl-cyclohexanon
  参考文献：
  名称：

  通过苯磺酰氯与α-二氮酮的αα-加成反应，合成α-（苯硫基）环烯酮和α-苯基-α-（苯硫基）酮的区域特异性合成

  摘要：

  在室温下，环状α-二氮酮与苯磺酰氯反应生成α-氯-α-（苯硫基）环链烷酮，当用三乙胺处理时，α-氯代-α-（苯硫基）环烯酮易于脱氯化氢成α-（苯硫基）环烯酮。无环末端α-二氮酮还提供α-氯代-α-（苯硫基）加合物，它们在合成α-苯基-α-（苯硫基）酮中是有用的亲电子试剂。

  DOI：

  10.1016/s0040-4039(00)81343-x

文献信息

• Cycloalka[b]pyridine-3-carbonylguanidine derivatives, process for producing the same, and drugs containing the same
  申请人：Toa Eiyo Ltd.

  公开号：US06258829B1

  公开（公告）日：2001-07-10

  This invention relates to a cycloalka[b]pyridine-3-carbonylguanidine derivative represented by the following general formula (1): and a salt thereof, which can provide a drug having sodium/proton (Na+/H+) exchange transport inhibitory action.

  这项发明涉及一种由以下一般式（1）表示的环烷基吡啶-3-羰基胍衍生物及其盐，该物质可以提供具有钠/质子（Na+/H+）交换转运抑制作用的药物。
• Regiospecific synthesis of α-(phenylthio)cycloalkenones and of α-phenyl-α-(phenylthio) ketones VIA αα-addition of phenylsulphenyl chloride to ∢-diazoketones
  作者：M.Anthony McKervey、Pinit Ratananukul

  DOI：10.1016/s0040-4039(00)81343-x

  日期：1983.1

  phenylsulphenyl chloride at room temperature to furnish α-chloro-α-(phenylthio)cycloalkanones which undergo ready dehydrochlorination to α-(phenylthio)cycloalkenones when treated with triethylamine; acyclic, terminal α-diazoketones also furnish α-chloro-α-(phenylthio)adducts which are useful electrophiles in the synthesis of α-phenyl-α-(phenylthio)ketones.

  在室温下，环状α-二氮酮与苯磺酰氯反应生成α-氯-α-（苯硫基）环链烷酮，当用三乙胺处理时，α-氯代-α-（苯硫基）环烯酮易于脱氯化氢成α-（苯硫基）环烯酮。无环末端α-二氮酮还提供α-氯代-α-（苯硫基）加合物，它们在合成α-苯基-α-（苯硫基）酮中是有用的亲电子试剂。
• CYCLOALKA[b]PYRIDINE-3-CARBONYLGUANIDINE DERIVATIVES, PROCESS FOR PRODUCING THE SAME, AND DRUGS CONTAINING THE SAME
  申请人：TOA EIYO LTD.

  公开号：EP0972767A1

  公开（公告）日：2000-01-19

  This invention relates to a cycloalka[b]pyridine-3-carbonylguanidine derivative represented by the following general formula (1) : [wherein R1 is hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, an amino lower alkyl group, a lower alkoxyalkyl group, an aryl group, a heterocyclic group, an aralkyl group, a phenoxy lower alkyl group or an aralkyloxy lower alkyl group; R2 is hydrogen atom, a halogen atom, a lower alkoxy group or a nitro group; A is a single bond or a vinylene group; B is a vinylene or the like group; D is a single bond, a methylene group or an ethylene group; and E is a vinylene or the like group] and a salt thereof, which can provide a drug having sodium/proton (Na+/H+) exchange transport inhibitory action.

  本发明涉及一种由以下通式(1)代表的环烷[b]吡啶-3-羰基胍衍生物： [其中 R1 是氢原子、卤素原子、低级烷基、低级烷氧基、氨基低级烷基、低级烷氧基烷基、芳基、杂环基、芳烷基、苯氧基低级烷基或芳氧基低级烷基；R2 是氢原子、卤素原子、低级烷氧基或硝基；A 是单键或乙烯基；B 是乙烯基或类似基团；D 是单键、亚甲基或亚乙基；E 是乙烯基或类似基团]及其盐，可提供一种具有钠/质子（Na+/H+）交换转运抑制作用的药物。
• Sen-Gupta, Journal of the Chemical Society, 1915, vol. 107, p. 1363
  作者：Sen-Gupta

  DOI：——

  日期：——
• v. Auwers, Justus Liebigs Annalen der Chemie, 1927, vol. 453, p. 228
  作者：v. Auwers

  DOI：——

  日期：——