4-[(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl]benzoic acid methyl ester | 102389-53-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-[(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl]benzoic acid methyl ester
• 英文别名: 4-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-propenyl]-benzoic acid methyl ester；4-[(1E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propen-1-yl]benzoic acid methyl ester；methyl 4-[(E)-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)prop-1-enyl]benzoate
• CAS: 102389-53-7
• 化学式: C₂₅H₃₀O₂
• 分子量: 362.512
• InChiKey: AVLTVVREFUFCGW-BMRADRMJSA-N

物化性质

• 沸点：
  469.7±44.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl]benzoic acid methyl ester 在 硫酸 作用下， 以 水 为溶剂， 以78.3%的产率得到芳维甲酸
  参考文献：
  名称：

  一种取代二苯乙烯衍生物合成方法

  摘要：

  式(I)化合物的合成方法。式(II)化合物经相转移催化剂反应，生成式(III)化合物，然后将式(III)化合物直接水解得到。

  公开号：

  CN102336660B
• 作为产物：
  描述：

  2,5-二氯-2,5-二甲基己烷 在 aluminum (III) chloride 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.5h， 生成 、 4-[(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl]benzoic acid methyl ester
  参考文献：
  名称：

  [EN] 18-20 MEMBER BI-POLYCYCLIC COMPOUNDS
  [FR] COMPOSÉS BI-POLYCYCLIQUES DE 18 À 20 ÉLÉMENTS

  摘要：

  该发明涉及18-20成员双多环化合物，制备这些化合物的方法，以及在治疗高增殖性疾病（例如癌症）和非恶性肿瘤；促进肌肉形成；抑制肌肉退化或肌肉质量或功能丧失；以及离体肌纤维方面使用它们的方法。

  公开号：

  WO2015188015A1

文献信息

• Strong Bicyclic Guanidine Base-Promoted Wittig and Horner−Wadsworth−Emmons Reactions
  作者：Daniele Simoni、Marcello Rossi、Riccardo Rondanin、Angelica Mazzali、Riccardo Baruchello、Cinzia Malagutti、Marinella Roberti、Francesco Paolo Invidiata

  DOI：10.1021/ol0001665

  日期：2000.11.1

  [GRAPHICS]A convenient procedure to effect the Wittig and Horner-Wadsworth-Emmons reactions employs guanidine TBD and MTBD as base-promoters; mild reaction conditions, high efficiency, and facile isolation of the final products make the present methodology, at least in some cases, a practical alternative to known procedures.
• Retinobenzoic acids. 3. Structure-activity relationships of retinoidal azobenzene-4-carboxylic acids and stilbene-4-carboxylic acids
  作者：Hiroyuki Kagechika、Toshiyuki Himi、Koushi Namikawa、Emiko Kawachi、Yuichi Hashimoto、Koichi Shudo

  DOI：10.1021/jm00125a027

  日期：1989.5

  Alkyl-substituted azobenzene-4-carboxylic acids are potent differentiation inducers of human promyelocytic leukemia cell line HL-60 to mature granulocytes. Their structure-activity relationships are very similar to those of other retinoidal benzoic acids which are generally represented by 4 and named retinobenzoic acids. The structure-activity relationships of azobenzenecarboxylic acids can also be applied to the known retinoid TTNPB (3). Thus, (E)-4-[2-(3,4-diisopropylphenyl)-1-propenyl]benzoic acid (St30 (28] and (E)-4-[2-(3-tert-butylphenyl)ethenyl]benzoic acid (St40 (29], the acyclic alkyl analogues of TTNPB, are nearly as active as retinoic acid. Among the oxidatively derived compounds (Az90, Ep series and Ox series) of azobenzene- or stilbenecarboxylic acids, Az90 (71) and Ep80 (61) have strong activities. However, all the bishydroxylated derivatives of TTNPB are inactive, while a diketo analogue Ox580 (69) has only weak potency. The activities of conformationally restricted compounds of TTNPB offer some information on the stereochemistry of the active form of these retinoidal compounds.
• 18-20 MEMBER BI-POLYCYCLIC COMPOUNDS
  申请人：HARO PHARMACEUTICAL INC.

  公开号：US20170114019A1

  公开（公告）日：2017-04-27

  The invention relates to 18-20 member bi-polycyclic compounds, methods of making these compounds, and methods of using them in treating hyperproliferative disorders (e.g., cancer) and non-malignant tumors; promoting muscle formation; inhibiting muscle degeneration or the loss of muscle mass or muscle function; and myofibers ex vivo.
• [EN] 18-20 MEMBER BI-POLYCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS BI-POLYCYCLIQUES DE 18 À 20 ÉLÉMENTS
  申请人：HARO PHARMACEUTICAL INC

  公开号：WO2015188015A1

  公开（公告）日：2015-12-10

  The invention relates to 18-20 member bi-polycyclic compounds, methods of making these compounds, and methods of using them in treating hyperproliferative disorders (e.g., cancer) and non-malignant tumors; promoting muscle formation; inhibiting muscle degeneration or the loss of muscle mass or muscle function; and myofibers ex vivo.

  该发明涉及18-20成员双多环化合物，制备这些化合物的方法，以及在治疗高增殖性疾病（例如癌症）和非恶性肿瘤；促进肌肉形成；抑制肌肉退化或肌肉质量或功能丧失；以及离体肌纤维方面使用它们的方法。
• 一种取代二苯乙烯衍生物合成方法
  申请人：重庆华邦胜凯制药有限公司

  公开号：CN102336660B

  公开（公告）日：2016-06-29

  式(I)化合物的合成方法。式(II)化合物经相转移催化剂反应，生成式(III)化合物，然后将式(III)化合物直接水解得到。