3-(naphthalene-1-yloxy)propane-1-ol | 54804-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(naphthalene-1-yloxy)propane-1-ol
• 英文别名: 3-(1-napthyloxy)propanol；3-(1-naphthoxy)propanol；(γ-oxy-propyl)-α-naphthyl ether；(γ-Oxy-propyl)-α-naphthyl-aether；Trimethylenglykol-mono-α-naphthylaether；1-Propanol, 3-(1-naphthyloxy)-；3-naphthalen-1-yloxypropan-1-ol
• CAS: 54804-70-5
• 化学式: C₁₃H₁₄O₂
• mdl: MFCD11614051
• 分子量: 202.253
• InChiKey: VYNCQICJXQWJRR-UHFFFAOYSA-N

物化性质

• 沸点：
  359.9±15.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  3-(naphthalene-1-yloxy)propane-1-ol 在 吡啶 、 1-丁基-3-甲基咪唑溴盐 作用下， 反应 1.0h， 生成 1-(3-溴丙氧基)萘
  参考文献：
  名称：

  可回收离子液体 [bmim][X] 磺酸酯亲核取代反应的简便绿色方案

  摘要：

  离子液体 [bmim][X] (X = Cl, Br, I, OAc, SCN) 是用于伯醇和仲醇衍生的磺酸酯亲核取代反应的高效试剂。离子液体的抗衡阴离子 (X-) [bmim][X] 有效地替代了磺酸盐，以优异的产率提供了相应的取代产物，如烷基卤化物、乙酸盐和硫氰化物。新开发的协议对环境非常有吸引力，因为在大多数情况下，反应使用化学计量的离子液体作为唯一试剂，不需要额外的溶剂、任何其他活化试剂、非常规设备或特殊预防措施。此外，这些离子液体可以很容易地回收利用而不会损失反应性，从而使整个过程“更环保”。

  DOI：

  10.1055/s-0032-1317473
• 作为产物：
  描述：

  萘酚 、 3-溴-1-丙醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.08h， 以79%的产率得到3-(naphthalene-1-yloxy)propane-1-ol
  参考文献：
  名称：

  Synthesis and inhibitory evaluation of 3-linked imipramines for the exploration of the S2 site of the human serotonin transporter

  摘要：

  The human serotonin transporter is the primary target of several antidepressant drugs, and the importance of a primary, high affinity binding site (S1) for antidepressant binding is well documented. The existence of a lower affinity, secondary binding site (S2) has, however, been debated. Herein we report the synthesis of 3-position coupled imipramine ligands from clomipramine using a copper free Sonogashira reaction. Ligand design was inspired by results from docking and steered molecular dynamics simulations, and the ligands were utilized in a structure-activity relationship study of the positional relationship between the S1 and S2 sites. The computer simulations suggested that the S2 site does indeed exist although with lower affinity for imipramine than observed within the S1 site. Additionally, it was possible to dock the 3-linked imipramine analogs into positions which occupy the S1 and the S2 site simultaneously. The structure activity relationship study showed that the shortest ligands were the most potent, and mutations enlarging the proposed S2 site were found to affect the larger ligands positively, while the smaller ligands were mostly unaffected. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.04.039

文献信息

• Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni’s Reagent
  作者：Yanchi Chen、Guobin Ma、Hegui Gong

  DOI：10.1021/acs.orglett.8b02005

  日期：2018.8.3

  This work illustrates a reductive cross-electrophile coupling protocol for trifluoromethylation of alkyl iodides under Cu-catalyzed/Ni-promoted reaction conditions. The use of diboron esters as the terminal reductant allows the effective generation of the alkyl–CF3 products with excellent functional group tolerance and broad substrate scope. A mechanism involving a reaction of alkyl–Cu with Togni’s

  这项工作说明了在Cu催化/ Ni促进的反应条件下烷基碘的三氟甲基化的还原性交亲电子偶联方案。使用二硼酸酯作为末端还原剂可以有效生成具有出色的官能团耐受性和广泛的底物范围的烷基-CF 3产物。提出了一种涉及烷基铜与Togni试剂反应的机理。
• ISOCARBOSTYRIL ALKALOID DERIVATIVES HAVING ANTI-PROLIFERATIVE AND ANTI-MIGRATORY ACTIVITIES
  申请人：Ingrassia Laurent

  公开号：US20100076005A1

  公开（公告）日：2010-03-25

  Isocarbostyril alkaloid derivatives having an anti-proliferative and anti-migratory activities are disclosed. In particular, compounds of formula (I) or (II), as well as stereoisomers, tautomers, racemates, prodrugs, metabolites thereof, pharmaceutically acceptable salt and/or solvate are encompassed which are useful in the treatment and prophylaxis of cancer. Methods of preparation are also disclosed.

  揭示了具有抗增殖和抗迁移活性的异喹啉生物碱衍生物。具体来说，公开了符合以下化学式(I)或(II)的化合物，以及其立体异构体、互变异构体、消旋体、前药、代谢物、药学上可接受的盐和/或溶剂，这些化合物在癌症的治疗和预防中很有用。还公开了制备方法。
• Catalytic nucleophilic fluorination by an imidazolium ionic liquid possessing trialkylphosphine oxide functionality
  作者：Minakshmi Paramanik、Rekha Singh、Sulekha Mukhopadhyay、Sunil K. Ghosh

  DOI：10.1016/j.jfluchem.2015.06.022

  日期：2015.10

  The synthesis of a new alkylmethylimidazolium ionic liquid wherein the alkyl group is functionalized with dihexylphosphine oxide moiety at the terminal position has been achieved in four steps from 1-methylimidazole. This hybrid ionic liquid effectively catalyzed the nucleophilic fluorination of primary alkyl mesylates under mild conditions using CsF as the fluoride source with a faster rate compared

  从1-甲基咪唑通过四个步骤已经完成了新的烷基甲基咪唑鎓离子液体的合成，其中烷基在末端位置被二己基膦氧化物部分官能化。与丁基甲基咪唑鎓甲磺酸盐相比，该杂化离子液体在温和条件下使用CsF作为氟化物源，可有效催化伯烷基甲磺酸酯的亲核氟化反应。将杂化催化剂再循环5次，而不会损害产物的产率和纯度。的亲核氟化已经用于二的合成2-（5-氟戊基）-2-甲基丙二酸二乙酯，的前体18的细胞凋亡显像剂F的同位素和保护形式ø - （2'-氟乙基） -升-酪氨酸肿瘤显像剂的18 F同位素。
• Spiro(2H-1,4-benzodioxepin-3(5H)4'-piperidine and 3'-pyrrolidino) compounds, a process for preparing the same and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0102034A1

  公开（公告）日：1984-03-07

  Spiro[2H-1,4-benzodioxepin-3(5H)4'-piperidine and -3-pyrrolidine] compounds of the formula where the substituents are as defined herein, are useful in the treatment of hypertension and alleviation of pain in mammals. Such compounds, their use as antihypertensive and analgesic agents, pharmaceutical compositions containing the compounds, intermediates and processes for prepar- ing the compounds are provided.

  式中的螺[2H-1,4-苯并二氧杂环庚烷-3(5H)4'-哌啶和-3-吡咯烷]化合物 其中的取代基如本文所定义，可用于治疗哺乳动物的高血压和减轻疼痛。本文提供了这类化合物、其作为降压和镇痛剂的用途、含有这类化合物的药物组合物、制备这类化合物的中间体和工艺。
• Naphthalene derivative, polymerizable composition containing the same and polymer obtainable by polymerizing this composition
  申请人：SHOWA DENKO KABUSHIKI KAISHA

  公开号：EP0126397A2

  公开（公告）日：1984-11-28

  A naphthalene derivative having the general formula: wherein R1 is H or CH3, R2 is -CH2CH20-, -CH(CH3)CH20-, or -CH2CH(OH)CH20-, X is H, Cl, Br, CH3, CH30, C6H5, or C6H5O, and m is an integer of 1 to 3. This naphthalene derivative is used as a component of a polymerizable composition suitable for use in the preparation of a high refractive index resin. This polymerizable composition contains (A) 30% to 95% by weight of a monomer having the above-mentioned general formula (I), (B) 0% to 70% by weight of a monomer having the general formula: wherein R3 is H or CH3, R4 is -CH(CH3)CH20-, or -CH2CH(OH)CH20-, Ar is a bivalent phenol residue, n is an integer of 1 to 3, p is an integer of 0 to 4, provided that p = 0 in the case of R4 = -CH2CH20- or -CH(CH3)CH20-; and (C) 5% to 30% by weight of a monomer having a refractive index of at least 1450 and having the general formula: wherein R5 is H or CH3, R6 is a saturated aliphatic hydrocarbon residue having 2 to 20 carbon atoms, which may contain an ether, ester, or alcohol having a valency of q, and q is an integer of 2 to 6.

  具有通式的萘衍生物： 其中 R1 是 H 或 CH3，R2 是 -CH2CH20-、-CH(CH3)CH20- 或 -CH2CH(OH)CH20-，X 是 H、Cl、Br、CH3、CH30、C6H5 或 C6H5O，m 是 1 至 3 的整数。这种萘衍生物可用作适用于制备高折射率树脂的可聚合组合物的组分。这种可聚合组合物含有 (A) 30% 至 95% （按重量计）具有上述通式 (I) 的单体，(B) 0% 至 70% （按重量计）具有以下通式的单体： 其中 R3 是 H 或 CH3，R4 是-CH(CH3)CH20-或-CH2CH(OH)CH20-，Ar 是二价酚残基，n 是 1 至 3 的整数，p 是 0 至 4 的整数，但在 R4 = -CH2CH20- 或 -CH(CH3)CH20- 的情况下，p = 0；以及 (C) 5%至 30%（按重量计）折射率至少为 1450 且具有通式的单体： 其中 R5 为 H 或 CH3，R6 为具有 2 至 20 个碳原子的饱和脂肪族烃残基，其中可含有价数为 q 的醚、酯或醇，且 q 为 2 至 6 的整数。