4-Methyl-5,6-dihydro-benzaldehyd | 36784-73-3

• 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: 4-Methyl-5,6-dihydro-benzaldehyd
• 英文别名: 4-Methyl-5,6-dihydro-benzaldehyd-semicarbazon；4-methyl-1,3-cyclohexadiene-1-carboxaldehyde；4-methylcyclohexa-1,3-dienecarbaldehyde；4-methylcyclohexa-1,3-diene-1-carbaldehyde
• CAS: 36784-73-3
• 化学式: C₈H₁₀O
• 分子量: 122.167
• InChiKey: QZYMQVIZBSJMAV-UHFFFAOYSA-N

物化性质

• 沸点：
  44-45.5 °C(Press: 0.5 Torr)
• 密度：
  0.9872 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙氧基-3-甲基-丁-1,3-二烯 在 硫酸 、 对苯二酚 作用下， 生成 4-Methyl-5,6-dihydro-benzaldehyd
  参考文献：
  名称：

  Makin,S.M.; Kruptsov,B.K., Journal of general chemistry of the USSR, 1962, vol. 32, p. 2486 - 2491

  摘要：

  DOI：

文献信息

• Substituted Cyclohexadienals - Syntheses and Applications
  申请人：Watanabe Coran M. H.

  公开号：US20070232813A1

  公开（公告）日：2007-10-04

  The present invention is generally directed to the use of L-proline and certain derivatives thereof to catalyze the asymmetric self-condensation of α,β-unsaturated aldehydes to form homodimer and heterodimer cyclohexadienals. Reaction conditions are mild and yet amenable to a variety of different substrates yielding molecules with complex scaffolds from simple precursors. This approach allows for diversification and synthesis of this structural class of compounds in sufficient quantity, purity and enantioselectivity for, e.g., biological investigations and use as fluorescent probes, anti-cancer agents, anti-bacterial agents, and/or anti-fungal agents. The present invention is also generally directed to the cyclohexadienals produced.

  本发明通常涉及利用L-脯氨酸及其某些衍生物催化α,β-不饱和醛进行不对称自缩合，形成同二聚体和杂二聚体环己二烯醛。反应条件温和，且适用于多种不同的底物，从简单的原料生成具有复杂支架的分子。这种方法允许以足够的数量、纯度和对映选择性多样化合成这类结构的化合物，例如用于生物学研究以及作为荧光探针、抗癌剂、抗菌剂和/或抗真菌剂。本发明还一般涉及所生产的环己二烯醛。
• Enantioselective Organocatalytic Formal [3 + 3]-Cycloaddition of α,β-Unsaturated Aldehydes and Application to the Asymmetric Synthesis of (−)-Isopulegol Hydrate and (−)-Cubebaol
  作者：Bor-Cherng Hong、Ming-Fun Wu、Hsing-Chang Tseng、Ju-Hsiou Liao

  DOI：10.1021/ol060486+

  日期：2006.5.1

  [reaction: see text] The first highly enantioselective organocatalyzed carbo [3 + 3] cascade cycloaddition of alpha,beta-unsaturated aldehydes is reported. Using this methodology, crotonaldehyde is converted to 6-hydroxy-4-methylcyclohex-1-enecarbaldehyde, which is used in the synthesis of (-)-isopulegol hydrate, (-)-cubebaol, and p-tolualdehyde as well as (-)-6-hydroxy-4-methyl-1-cyclohexene-1-methanol

  [反应：见正文]报道了第一个高度对映选择性的有机催化碳[3 + 3]α，β-不饱和醛的级联环加成反应。使用这种方法，巴豆醛被转化为6-羟基-4-甲基环己-1-烯醛，用于合成（-）-异胡薄荷醇水合物，（-）-立方丁香酚和对-甲苯甲醛以及（-） -6-羟基-4-甲基-1-环己烯-1-甲醇乙酸酯，是番茄总碱生物碱麦角丙氨酸全合成的中间体。其他的α，β-不饱和醛通过正式的[4 + 2]反应生成手性环己二烯。
• Propellanes—XV
  作者：I. Lantos、D. Ginsburg

  DOI：10.1016/0040-4020(72)80085-1

  日期：1972.1

  3-Thia[3.2.2]propellane has been synthesized. The Stevens rearrangement was executed for a number of model compounds in the hope that a thiacyclopentane sulfonium salt would be converted into a substituted cyclobutane ring. The reaction took the course of ring-opening to compounds containing exomethylene groups. Thus the synthesis of [2.2.2]propellane by this route failed.

  已经合成了3-Thia [3.2.2]丙炔。对许多模型化合物进行了史蒂文斯重排，以期将硫代环戊烷sulf盐转化为取代的环丁烷环。该反应在含环己基的化合物的开环过程中进行。因此，通过该途径合成[2.2.2]丙炔失败。
• CATION COMPOUND, DYE COMPOUND AND USE THEREOF, AND OPTICAL INFORMATION RECORDING MEDIUM
  申请人：FUJIFILM Corporation

  公开号：EP1950255A1

  公开（公告）日：2008-07-30

  The present invention relates to a cationic compound denoted by the general formula (I). In general formula (I), Ar1 and Ar2 each independently denote an optionally substituted aryl group or aromatic heterocyclic group, L1 denotes a single bond or a divalent linkage group, with at least one from among Ar1, Ar2 and L1 comprising one or more onium cations; R3 and R4 each independently denote a substituent and may form a ring with a benzene ring substituted; m3 and m4 each independently denote an integer ranging from 0 to 4, and plural R3s and R4s may be identical or different from each other when m3 and m4 are an integer ranging from 2 to 4.

  本发明涉及通式（I）表示的阳离子化合物。在通式（I）中，Ar1 和 Ar2 各自独立地表示任选取代的芳基或芳香杂环基团，L1 表示单键或二价连接基团，Ar1、Ar2 和 L1 中至少有一个包含一个或多个鎓阳离子；R3和R4各自独立地表示一个取代基，并可与被取代的苯环形成一个环；m3和m4各自独立地表示0至4的整数，当m3和m4为2至4的整数时，多个R3s和R4s可彼此相同或不同。
• USE OF A COMPOUND FOR INDUCING DIFFERENTIATION OF MESENCHYMAL STEM CELLS INTO CARTILAGE CELLS
  申请人：Industry-Academic Cooperation Foundation, Yonsei University

  公开号：EP2617415A2

  公开（公告）日：2013-07-24

  Use of a compound of Formula 1 for inducing differentiation of mesenchymal stem cells to chondrocytes, and a pharmaceutical composition for treating a cartilage disease, which includes chondrocytes in which differentiation from mesenchymal stem cells is induced by the compound of Formula 1, are provided. Differentiation of the mesenchymal stem cells treated with the compound of Formula 1 to chondrocytes is specifically induced, and thus the compound can be used to effectively treat a cartilage disease such as arthritis, cartilage damage, and a cartilage defect.

  本发明提供了一种用于诱导间充质干细胞分化为软骨细胞的式1化合物的用途，以及一种用于治疗软骨疾病的药物组合物，该药物组合物包括软骨细胞，其中间充质干细胞的分化是由式1化合物诱导的。用式 1 的化合物处理的间充质干细胞特异性地被诱导分化为软骨细胞，因此该化合物可用于有效治疗关节炎、软骨损伤和软骨缺损等软骨疾病。