1-甲基-4-丙-2-炔氧基-苯 | 5651-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-甲基-4-丙-2-炔氧基-苯
• 中文别名: 4-甲基苯基炔丙基醚
• 英文名称: 1-methyl-4-(2-propynyloxy)benzene
• 英文别名: 1-methyl-4-(prop-2-yn-1-yloxy)benzene；1-methyl-4-(prop-2-ynyloxy)benzene；4-methylphenyl propargyl ether；p-α-bis-(2-propynyloxy)-toluene；1-methyl-4-prop-2-ynoxybenzene
• CAS: 5651-90-1
• 化学式: C₁₀H₁₀O
• mdl: MFCD14631201
• 分子量: 146.189
• InChiKey: YGUJJONWSYYYRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  1-甲基-4-丙-2-炔氧基-苯 在 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-Methyl-2,6-bis[3-(4-methylphenoxy)prop-1-ynyl]pyridin-1-ium;trifluoromethanesulfonate
  参考文献：
  名称：

  Strategies To Reduce hERG K⁺Channel Blockade. Exploring Heteroaromaticity and Rigidity in Novel Pyridine Analogues of Dofetilide

  摘要：

  Drug-induced blockade of the human ether-a-go-go-related gene K+ channel (hERG) represents one of the major antitarget concerns in pharmaceutical industry. SAR studies of this ion channel have shed light on the structural requirements for hERG interaction but most importantly may reveal drug design principles to reduce hERG affinity. In the present study, a novel library of neutral and positively charged heteroaromatic derivatives of the class III antiarrhythmic agent dofetilide was synthesized and assessed for hERG affinity in radioligand binding and manual patch clamp assays. Structural modifications of the pyridine moiety, side chain, and peripheral aromatic moieties were evaluated, thereby revealing approaches for reducing hERG binding affinity. In particular, we found that the extra rigidity imposed close to the positively charged pyridine moiety can be very efficient in decreasing hERG affinity.

  DOI：

  10.1021/jm301564f
• 作为产物：
  描述：

  p-Tolyloxy-aceton-semicarbazon 在 selenium(IV) oxide 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 生成 1-甲基-4-丙-2-炔氧基-苯
  参考文献：
  名称：

  Shafiee, A.; Toghraie, S.; Aria, F., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 1305 - 1308

  摘要：

  DOI：

文献信息

• Propynyl benzyl ethers
  申请人：Hoffmann-La Roche Inc.

  公开号：US03946040A1

  公开（公告）日：1976-03-23

  Propynyl benzyl ethers having juvenile hormone-like activity which are 4-halogen, lower alkyl, lower alkoxy or propynyloxy substituted or 3,4-lower alkylenedioxy substituted and which can also be 3,5- and/or .alpha.-substituted, and insecticide compositions that include at least one propynyl benzyl ether and that can also include a conventional insect-poison.

  具有类似于幼虫激素活性的丙炔基苄醚，其为4-卤素、较低烷基、较低烷氧基或丙炔氧基取代或3,4-较低烷基二氧取代的化合物，也可以是3,5-和/或α-取代的化合物，以及包括至少一种丙炔基苄醚的杀虫剂组合物，该组合物还可以包括传统的杀虫剂。
• Enantioselective Palladium‐Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides
  作者：Zhiping Yang、Jun (Joelle) Wang

  DOI：10.1002/anie.202112285

  日期：2021.12.20

  A highly efficient, versatile and atom-economic protocol to chiral allylic phosphine oxides is demonstrated via palladium-catalyzed asymmetric hydrophosphinylation of allenes with phosphine oxides. A family of chiral allylic phosphine oxides with a diverse range of functional groups were obtained in high yield (up to 99 %) and enantioselectivities (up to 99 % ee).

  通过钯催化的丙二烯与氧化膦的不对称氢膦酰化，证明了一种高效、通用和原子经济的手性烯丙基氧化膦方案。以高产率（高达 99%）和对映选择性（高达 99% ee）获得了一系列具有多种官能团的手性烯丙基氧化膦。
• 1,2,3-Triazole derivatives as antitubercular agents: synthesis, biological evaluation and molecular docking study
  作者：Mubarak H. Shaikh、Dnyaneshwar D. Subhedar、Laxman Nawale、Dhiman Sarkar、Firoz A. Kalam Khan、Jaiprakash N. Sangshetti、Bapurao B. Shingate

  DOI：10.1039/c5md00057b

  日期：——

  A library of thirty one 1,2,3-triazole derivatives efficiently preparedviaclick chemistry and evaluated for their antitubercular, antioxidant, and cytotoxic activities.

  通过点击化学高效制备了三十一种1,2,3-三唑衍生物库，并评估了它们的抗结核、抗氧化和细胞毒性活性。

• Novel Synthesis of Difluoromethyl-Containing 1,4-Disubstituted 1,2,3-Triazoles via a Click-Multicomponent Reaction and Desulfanylation Strategy
  作者：Jian Zhang、Jingjing Wu、Li Shen、Guanyi Jin、Song Cao

  DOI：10.1002/adsc.201000791

  日期：2011.3.7

  Fourteen difluoromethyl‐containing 1,4‐disubstituted 1,2,3‐triazoles were synthesized via a novel copper‐catalyzed click‐multicomponent reaction of 2,2‐difluoro‐2‐phenylsulfanylethanol, sodium azide and terminal alkynes in the presence of N‐ (p‐toluenesulfonyl)imidazole, tetrabutylammonium iodide and triethylamine, followed by reductive cleavage of the phenylsulfanyl group using tributyltin hydride

  十四含有二氟甲基- 1,4-二取代的1,2,3-三唑，合成通过2,2-二氟-2- phenylsulfanylethanol，叠氮化钠和末端炔烃的存在下新颖铜催化的点击多组分反应ñ - （对甲苯磺酰基）咪唑，碘化四丁基铵和三乙胺，然后使用氢化三丁基锡和偶氮二异丁腈还原裂解苯硫烷基。
• Design, synthesis and pharmacological analysis of 5-[4′-(substituted-methyl)[1,1′-biphenyl]-2-yl]-1H-tetrazoles
  作者：Atulkumar Kamble、Ravindra Kamble、Suneel Dodamani、Sunil Jalalpure、Vijaykumar Rasal、Mahadev Kumbar、Shrinivas Joshi、Sheshagiri Dixit

  DOI：10.1007/s12272-017-0887-0

  日期：2017.4

  In the present paper 5-[4′-(4-[(4-aryloxy)methyl]-1H-1,2,3-triazol-1-yl}methyl)[1,1′-biphenyl]-2-yl]-1H-tetrazoles (5a–g) and [2′-(1H-tetrazol-5-yl)[1,1′-biphenyl]-4-yl]methyl-substituted-1-carbodithioates (11h–q) have been designed and synthesized. These compounds were subjected to docking (against AT1 receptor protein enzyme in complex with Lisinopril), in vitro angiotensin converting enzyme inhibition

  在本文中 5-[4'-(4-[(4-芳氧基)甲基]-1H-1,2,3-三唑-1-基}甲基)[1,1'-联苯]-2-基]-1H-四唑 (5a-g) 和 [2'-(1H-四唑-5-基)[1,1'-联苯]-4-基]甲基-取代的-1-碳二硫代酸酯 (11h-q)已经设计和合成。这些化合物经过对接（针对与赖诺普利复合的 AT1 受体蛋白酶）、体外血管紧张素转化酶抑制、抗增殖、抗炎筛选（通过卵白蛋白变性抑制和红细胞膜稳定试验），最后抗- 真菌活性分析。一些化合物已显示出显着的药理特性。