3-isopropylnaphthalen-2-ol | 60683-46-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-isopropylnaphthalen-2-ol
• 英文别名: 3-isopropyl-2-naphthol；3-propan-2-ylnaphthalen-2-ol
• CAS: 60683-46-7
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: CQUUKGPBMDUWMP-UHFFFAOYSA-N

物化性质

• 熔点：
  83-84 °C
• 沸点：
  100-105 °C(Press: 0.4 Torr)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-isopropylnaphthalen-2-ol 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 丙酮 为溶剂， 反应 19.0h， 以81%的产率得到3-isopropyl-[1,2]naphthoquinone
  参考文献：
  名称：

  Compounds from Danshen. Part 4. Structure-activity relationship of miltirone, an active central benzodiazepine receptor ligand isolated from Salvia miltiorrhiza Bunge (Danshen)

  摘要：

  Twenty one o-quinonoid-type compounds and one coumarin-type compound related to miltirone (1) have been synthesized with the aim to identify the key structural elements involved in miltirone's interaction with the central benzodiazepine receptor. On the basis of their inhibition of [H-3]flunitrazepam binding to bovine cerebral cortex membranes, it is apparent that ring A of miltirone is essential for affinity. Although increasing the size of ring A from six-membered to seven- and eight-membered is well-tolerated, the introduction of polar hydroxyl groups greatly reduces binding affinity. The presence of 1,1-dimethyl groups on ring A is, however, not essential. On the other hand, the isopropyl group on ring C appears to be critical for binding as its removal decreases affinity by more than 30-fold. It can, however, be replaced with a methyl group with minimal reduction in affinity. Finally, linking ring A and B with a -CH2CH2- bridge results in analogue 89, which is 6 times more potent than miltirone at the central benzodiazepine receptor (IC50 = 0.05-mu-M).

  DOI：

  10.1021/jm00109a022
• 作为产物：
  描述：

  3-(1'-羟基-1'-甲基乙基)-2-萘酚 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 sodium acetate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 26.0h， 生成 3-isopropylnaphthalen-2-ol
  参考文献：
  名称：

  过氧化苯甲酰氧化某些萘酚

  摘要：

  四种萘酚（1-萘酚 (1)、2-萘酚 (2)、4-异丙基-1-萘酚 (18) 和 3-异丙基-2-萘酚 (19)）与过氧化苯甲酰的反应在两种反应条件（A 和 B）。将萘酚 1、2、18 和 19 中的每一种在室温下用 0.95 摩尔过氧化苯甲酰氧化 24 小时（条件 A），主要得到相应的邻苯甲酰氧基化产物，该产物以中等收率分离为平衡混合物，由其反苯甲酰化产生。萘酚 18 和 19 也在室温下用 2.25 当量摩尔的过氧化苯甲酰氧化 48 小时（条件 B），主要得到 2,2-双（苯甲酰氧基）-4-异丙基-1（2H）-萘酮和 2， 2-双(苯甲酰氧基)-3-异丙基-1(2H)-萘酮收率良好。条件 B 下 1 和 2 的氧化产生相同的产物 2，

  DOI：

  10.1246/bcsj.61.911

文献信息

• [EN] ION CHANNEL ANTAGONISTS/BLOCKERS AND USES THEREOF<br/>[FR] ANTAGONISTES/BLOQUEURS DES CANAUX IONIQUES ET LEURS UTILISATIONS
  申请人：SHANGHAI EAST HOSPITAL

  公开号：WO2021114313A1

  公开（公告）日：2021-06-17

  Provided are ion channel antagonists/blockers and uses thereof. Specifically, it provides the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method therefor and application thereof. Definition of each group in the formula can be found in the specification for details. Provided is also pharmaceutical composition useful for treatment of heart disease and other ion channel related diseases.

  提供了离子通道拮抗剂/阻断剂及其用途。具体而言，提供了式（I）的化合物或药用盐、立体异构体、溶剂合物或前药，其制备方法及应用。每个式中的各个基团的定义可在说明书中找到详细信息。还提供了用于治疗心脏病和其他离子通道相关疾病的药物组合物。
• [EN] ORGANIC COMPOUND, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, ELECTRONIC DEVICE, AND LIGHTING DEVICE<br/>[FR] COMPOSÉ ORGANIQUE, ÉLÉMENT ÉLECTROLUMINESCENT, DISPOSITIF ÉLECTROLUMINESCENT, DISPOSITIF ÉLECTRONIQUE ET DISPOSITIF D'ÉCLAIRAGE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2018203171A1

  公开（公告）日：2018-11-08

  An organic compound has a benzonaphthofuran skeleton and is represented by Formula (G1). In Formula (G1), A represents a pyrene skeleton. In the case where the pyrene skeleton has a substituent, the substituent is a diarylamino group including two substituted or unsubstituted aryl groups each having 6 to 13 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, an alkyl group having 1 to 7 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 3 to 20 carbon atoms, or a substituted or unsubstituted poly cyclic saturated hydrocarbon group having 7 to 10 carbon atoms. The two aryl groups of the diarylamino group may be the same or different. In X1 represented by Formula (G1-1), one of R6 and R7 is bonded to N in Formula (G1), and the other of R6 and R7 represents an alkyl group having 1 to 7 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 3 to 20 carbon atoms, or a substituted or unsubstituted poly cyclic saturated hydrocarbon group having 7 to 10 carbon atoms.

  一个有苯并萘呋喃骨架的有机化合物，用公式（G1）表示。在公式（G1）中，A代表一个芘骨架。在芘骨架有取代基的情况下，取代基是一个二取代或未取代的芳基氨基基团，每个芳基含有6至13个碳原子，一个取代或未取代的含有6至13个碳原子的芳基，一个含有1至7个碳原子的烷基，一个取代或未取代的含有3至20个碳原子的单环饱和碳氢基团，或一个取代或未取代的含有7至10个碳原子的多环饱和碳氢基团。芳基氨基基团的两个芳基可以相同也可以不同。在由公式（G1-1）表示的X1中，R6和R7中的一个与公式（G1）中的N结合，另一个代表一个含有1至7个碳原子的烷基，一个取代或未取代的含有3至20个碳原子的单环饱和碳氢基团，或一个取代或未取代的含有7至10个碳原子的多环饱和碳氢基团。
• NEW ORTHO-FUNCTIONALIZED P-CHIRAL ARYLPHOSPHINES AND DERIVATIVES: THEIR PREPARATION AND USE IN ASYMMETRIC CATALYSIS
  申请人：Stephan Michel

  公开号：US20100099875A1

  公开（公告）日：2010-04-22

  The invention relates to novel organo phosphorus P-chiral optically active compounds of formula (I) having a hydroxyl, mercapto, amino, carboxyl, sulfonyl group on aryl near a phosphorus atom, to the preparation and the use thereof in then asymmetrical catalysis of unsaturated compounds. Novel acylphosphine optically pure ligands embodied in the form of transition metal complexes exhibit an increased activity and enantloselectivity, in particular in asymmetrical hydrogenation, in comparison with the same type Uganda such as DiPAMP.

  该发明涉及具有化学式（I）的新型有机磷P-手性光学活性化合物，其在含磷原子附近的芳基上具有羟基、巯基、氨基、羧基、磺酰基基团，以及其在不对称催化不饱和化合物中的制备和使用。新型酰基膦光学纯配体以过渡金属配合物的形式体现，与同类型的乌干达化合物（如DiPAMP）相比，在不对称氢化等反应中表现出增强的活性和对映选择性。
• Ruthenium-Catalyzed Cyclization of Epoxide with a Tethered Alkyne:  Formation of Ketene Intermediates via Oxygen Transfer from Epoxides to Terminal Alkynes
  作者：Reniguntala J. Madhushaw、Ming-Yuan Lin、Shariar Md. Abu Sohel、Rai-Shung Liu

  DOI：10.1021/ja049943c

  日期：2004.6.1

  Treatment of (o-ethynyl)phenyl epoxides with TpRuPPh(3)(CH(3)CN)(2)PF(6) (10 mol %) in hot toluene (100 degrees C, 3-6 h) gave 2-naphthols or 1-alkylidene-2-indanones very selectively with isolated yields exceeding 72%, depending on the nature of the epoxide substituents. Surprisingly, the reaction intermediate proved to be a ruthenium-pi-ketene species that can be trapped efficiently by alcohol to

  在热甲苯（100 摄氏度，3-6 小时）中用 TpRuPPh(3)(CH(3)CN)(2)PF(6) (10 mol %) 处理（邻乙炔基）苯基环氧化物得到 2-萘酚或 1-亚烷基-2-茚满酮的分离产率超过 72%，这取决于环氧化物取代基的性质。令人惊讶的是，反应中间体被证明是一种钌-π-乙烯酮物质，它可以被醇有效地捕获以产生酯化合物。这种现象表明在钌配合物的催化下，一种新的氧从环氧化物转移到其末端炔烃。在反应产物和氘标记实验的基础上提出了一个合理的机制。2-萘酚产物被认为源自（邻烯基）苯基乙烯酮中间体的 6-endo-dig 环化，而 1-亚烷基-2-indanones 来自 5-endo-dig 环化途径。
• De Novo Synthesis of Phenols and Naphthols through Oxidative Cycloaromatization of Dienynes
  作者：Ming-Guang Rong、Tian-Zhu Qin、Xin-Rui Liu、Hong-Fa Wang、Weiwei Zi

  DOI：10.1021/acs.orglett.8b02786

  日期：2018.10.5

  In this work, a rhodium-catalyzed oxidative cycloaromatization of dienynes, which provides a highly straightforward and efficient way to access polysubstituted naphthols and phenols under mild conditions, is described. Challenged electron-withdrawing groups are well tolerated in this protocol, and late-stage phenyl ring formation is demonstrated.

  在这项工作中，描述了二烯的铑催化的氧化环芳构化，它提供了在温和条件下接触多取代的萘​​酚和苯酚的非常直接和有效的方法。挑战的吸电子基团在该方案中具有良好的耐受性，并证明了后期苯环的形成。