1-chloro-3,4-dihydro-4-methylnaphthalene-2-carboxaldehyde | 58231-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-chloro-3,4-dihydro-4-methylnaphthalene-2-carboxaldehyde
• 英文别名: 1-Chloro-4-methyl-3,4-dihydronaphthalene-2-carbaldehyde
• CAS: 58231-27-9
• 化学式: C₁₂H₁₁ClO
• 分子量: 206.672
• InChiKey: HBFVFSFTZYQTHZ-UHFFFAOYSA-N

物化性质

• 熔点：
  27 °C(Solv: methanol (67-56-1))
• 沸点：
  139 °C(Press: 3 Torr)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-chloro-3,4-dihydro-4-methylnaphthalene-2-carboxaldehyde 在 氨 、 sodium ethanolate 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 萘并[1,2-b]噻吩-2-甲酰胺,4,5-二氢-5-甲基-
  参考文献：
  名称：

  4H-Thieno[3,2-c]chromene based inhibitors of Notum Pectinacetylesterase

  摘要：

  A group of small molecule thienochromenes inhibitors of Notum Pectinacetylesterase are described. We developed SAR on three series based on carbon, oxygen and sulfur replacement of the 5-position. In each series, highly potent Notum Pectinacetylesterase inhibitors were identified. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.01.038
• 作为产物：
  描述：

  4-甲基-3,4-二氢-2H-1-萘酮 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 生成 1-chloro-3,4-dihydro-4-methylnaphthalene-2-carboxaldehyde
  参考文献：
  名称：

  4H-Thieno[3,2-c]chromene based inhibitors of Notum Pectinacetylesterase

  摘要：

  A group of small molecule thienochromenes inhibitors of Notum Pectinacetylesterase are described. We developed SAR on three series based on carbon, oxygen and sulfur replacement of the 5-position. In each series, highly potent Notum Pectinacetylesterase inhibitors were identified. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.01.038

文献信息

• A facile potassium 18-crown ether catalysed synthesis of 2,6-dicyanoaniline and 3-amino-9,10-dihydrophenanthrene-2,4 dicarbonitrile and their <i>in vitro</i> intercalation study on calf thymus DNA
  作者：Arijit Kundu

  DOI：10.1080/00397911.2021.1980807

  日期：2021.11.17

  Abstract An efficient two-component domino reaction strategy has been developed for the synthesis of 2,6-dicyanoaniline and 3-amino-9,10-dihydrophenanthrene-2,4-dicarbonitrile derivatives in moderate to good yield by the reaction between malononitrile and β-chloro-α,β-unsaturated aldehydes catalyzed by potassium hydroxide-18-crown-6 in methanol. In-vitro intercalation studies of 3-amino-9,10-dihydrophenanthrene-2

  摘要 已开发出一种有效的双组分多米诺反应策略，用于通过丙二腈和 β- 反应以中等至良好的收率合成 2,6-二氰基苯胺和 3-氨基-9,10-二氢菲-2,4-二甲腈衍生物。由氢氧化钾-18-冠-6 在甲醇中催化的氯-α,β-不饱和醛。3-氨基-9,10-二氢菲-2,4-二甲腈与小牛胸腺 DNA的体外嵌入研究表明，该部分的相互作用比溴化乙锭 (EtBr) 的亲和力更大。
• Tricyclic thieno derivatives, their preparation and pharmaceutical compositions containing them
  申请人：Zyma SA

  公开号：EP0193493A2

  公开（公告）日：1986-09-03

  Pharmaceutical preparations containing compounds of formula I wherein ring A is unsubstituted or substituted, R1 and Rz, independently of one another, each represents hydrogen, lower alkyl, aryl or heteroaryl, or R, and R2 together represent lower alkylene optionally interrupted by oxygen, sulfur or optionally substituted nitrogen, Y is methylene, methylene mono- or disubstituted by lower alkyl, oxygen, sulfur, sulfinyl or sulfonyl, X represents a bivalent radical -S-C[-B-(Z)n]=CH- the sulfur group S of which is bonded directly to the a- or to the β-position of the bicyclic ring system, B denotes a direct bond, alkylene or alkenylene; n is 1 or, in case B is alkylene or alkenylene, may be also 2 or 3; and Z represents free or functionally modified carboxy, masked carboxy that can be cleaved under physiological conditions, free or functionally modified formyl, acyl, free or functionally modified sulfo, free, etherified or esterified hydroxy, free, etherified or oxidised etherified mercapto, unsubstituted or substituted amino, ammonio, nitro or halogen; and novel compounds of formula I are disclosed. The latter are prepared by methods known per se.

  含有式 I 化合物的药物制剂 其中环 A 是未取代的或取代的，R1 和 Rz 各自独立地代表氢、低级烷基、芳基或杂芳基，或 R 和 R2 一起代表任选被氧、硫或任选取代的氮打断的低级亚烷基，Y 是亚甲基、X 代表二价基 -S-C[-B-(Z)n]=CH-，其中的硫基 S 直接键合到双环系统的 a 位或 β 位，B 表示直接键、亚烷基或烯基；n 是 1，如果 B 是亚烷基或烯基，也可以是 2 或 3；以及 Z 代表游离的或功能修饰的羧基、在生理条件下可裂解的掩蔽羧基、游离的或功能修饰的甲酰基、酰基、游离的或功能修饰的磺酰基、游离的、醚化的或酯化的羟基、游离的、醚化的或氧化的醚化巯基、未取代的或取代的氨基、氨基、硝基或卤素。后者是通过本身已知的方法制备的。
• Synthesis and biological evaluation of guanylhydrazone coactivator binding inhibitors for the estrogen receptor
  作者：Andrew L. LaFrate、Jillian R. Gunther、Kathryn E. Carlson、John A. Katzenellenbogen

  DOI：10.1016/j.bmc.2008.10.007

  日期：2008.12

  Most patients with hormone-responsive breast cancer eventually develop resistance to traditional antiestrogens such as tamoxifen, and this has become a major obstacle in their treatment. We prepared and characterized the activity of a series of 16 guanylhydrazone small molecules that are designed to block estrogen receptor (ER) activity through a non-traditional mechanism, by directly interfering with coactivator binding to agonist-liganded ER. The inhibitory activity of these compounds was determined in cell-based transcription assays using ER-responsive reporter gene and mammalian two-hybrid assays. Several of the compounds gave IC50 values in the low micromolar range. Two secondary assays were used to confirm that these compounds were acting through the proposed non-traditional mode of estrogen inhibitory action and not as conventional antagonists at the ligand binding site. (c) 2008 Elsevier Ltd. All rights reserved.
• A frank synthesis of alkyl–aryl ethers from 2-halobenzaldehydes and aromatic olefins without transition metal co-catalyst and ligand
  作者：Balagani Sathish Kumar、Arvind S. Negi

  DOI：10.1016/j.tetlet.2015.03.086

  日期：2015.4

  An efficient synthesis of alkyl ethers has been developed for o-deactivated aryl halides and 1-halotetralenes. The method shows good regioselectivity towards ortho substituted halides. Alkali metal carbonates (Li2CO3/Na2CO3/K2CO3/Cs2CO3) have been used without a transition metal co-catalyst and ligand. The method is simple, straight-forward and proceeds to afford products in good isolated yields. The method holds potential for future applications in organic synthesis. (C) 2015 Elsevier Ltd. All rights reserved.
• CAGNIANT M.; KIRSCH G., C. R. ACAD. SCI. <CHDC-AQ>, 1975, C 281, NO 11, 393-395
  作者：CAGNIANT M.、 KIRSCH G.

  DOI：——

  日期：——