4-[(E)-2-(5,5,8,8-四甲基-5,6,7,8-四氢萘-2-基)乙烯基]苯甲酸 | 119454-82-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-[(E)-2-(5,5,8,8-四甲基-5,6,7,8-四氢萘-2-基)乙烯基]苯甲酸
• 英文名称: St 80
• 英文别名: (E)-4-<2-(5',6',7',8'-tetrahydro-5',5',8',8'-tetramethylnaphthalen-2'-yl)ethen-1-yl>benzoic acid；AGN 191662；4-((E)-2-(1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalen-6-yl)vinyl)benzoic acid；Benzoic acid, 4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethenyl)-, (E)-；4-[(E)-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoic acid
• CAS: 119454-82-9
• 化学式: C₂₃H₂₆O₂
• 分子量: 334.458
• InChiKey: KXJOGQVGIGUXDY-AATRIKPKSA-N

物化性质

• 熔点：
  272-275 °C
• 沸点：
  492.6±45.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸乙酯 、 4-[(E)-2-(5,5,8,8-四甲基-5,6,7,8-四氢萘-2-基)乙烯基]苯甲酸 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Tricyclic hydroxamate and benzaminde derivatives, compositions and methods

  摘要：

  本发明涉及抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还涉及包含这些化合物的药物组合物，以及在体外和体内使用这些化合物和组合物来抑制组蛋白去乙酰化酶（HDACs）并治疗由HDAC介导的疾病，如癌症、增生性疾病、牛皮癣以及中枢神经系统疾病。此外，本发明还涉及制备上述化合物的方法。

  公开号：

  EP1541549A1
• 作为产物：
  描述：

  ethyl (E)-4-<2-(5',6',7',8'-tetrahydro-5',5',8',8'-tetramethylnaphthalen-2'-yl)ethen-1-yl>benzoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 17.0h， 以98%的产率得到4-[(E)-2-(5,5,8,8-四甲基-5,6,7,8-四氢萘-2-基)乙烯基]苯甲酸
  参考文献：
  名称：

  General Synthesis of Retinoids and Arotinoids via Palladium-Catalyzed Cross-Coupling of Boronic Acids with Electrophiles

  摘要：

  本文介绍了一种制备类视黄醇和阿洛视黄醇（包括杂环类似物）的新方法，该方法基于铊促进的钯催化下硼酸与多种亲电试剂的交叉偶联合成反应（Suzuki反应）。

  DOI：

  10.1055/s-1995-3905

文献信息

• Process for preparing retinoid compounds
  申请人：Martin Michael

  公开号：US20070232810A1

  公开（公告）日：2007-10-04

  The application claims a process for the preparation of a RAR modulator according to formula Ia or Ib comprising to sequential Heck couplings steps to elaborated the disubstituted olefin.

  该应用声明一种根据公式Ia或Ib制备RAR调节剂的方法，包括通过顺序的Heck偶联步骤来详细描述二取代烯烃。
• Tricyclic hydroxamate and benzamide derivatives, compositions and methods
  申请人：Leblond Bertrand

  公开号：US20070129368A1

  公开（公告）日：2007-06-07

  The present invention relates to compounds and methods for inhibiting histone deacetylase enzymatic activity. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit histone deacetylases (IIDACs), and in the treatment of conditions mediated by HDAC, cancer, proliferative conditions, psoriasis, and also central nervous system diseases. It further deals with processes for preparing said compounds.

  本发明涉及化合物和方法，用于抑制组蛋白去乙酰化酶的酶活性。本发明还涉及包含这种化合物的制药组合物，以及在体外和体内使用这种化合物和组合物来抑制组蛋白去乙酰化酶（IIDACs）并用于治疗由HDAC介导的疾病，如癌症，增殖性疾病，牛皮癣以及中枢神经系统疾病。此外，本发明还涉及制备所述化合物的过程。
• 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.
• RXR HOMODIMER FORMATION AND BRIDGED BICYCLIC AROMATIC COMPOUNDS AND THEIR USE IN MODULATING GENE EXPRESSION
  申请人：LA JOLLA CANCER RESEARCH FOUNDATION

  公开号：EP0671005A1

  公开（公告）日：1995-09-13
• USE OR RETINOIDS TO LOWER PLASMA LEVELS OF LIPOPROTEIN (a)
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0808159A1

  公开（公告）日：1997-11-26