1-(3-氯丙基)-4-甲氧基苯 | 59623-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(3-氯丙基)-4-甲氧基苯
• 英文名称: 3-(4'-methoxy phenyl)-propylchloride
• 英文别名: 1-(3-chloropropyl)-4-methoxybenzene；3-(4-methoxyphenyl)-1-chloropropane；4-(3-chloro-propyl)-anisole；Methyl-[4-(3-chlor-propyl)-phenyl]-aether；4-Methoxy-1-(3-chlor-propyl)-benzol；3-(4-Methoxy-phenyl)-propylchlorid
• CAS: 59623-12-0
• 化学式: C₁₀H₁₃ClO
• 分子量: 184.666
• InChiKey: ACDKPXVTMLYNEE-UHFFFAOYSA-N

物化性质

• 沸点：
  100°C/ .3mm
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2909309090
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  1-(3-氯丙基)-4-甲氧基苯 在 15-冠醚-5 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 26.0h， 生成 3-(1H-Imidazol-4-yl)propyl 3-(4-methoxyphenyl)propyl ether
  参考文献：
  名称：

  FUB 181 的开发，一种具有 4 - (? Gv- (芳基烷氧基) 烷基) -1H-咪唑结构的高口服体内效力的选择性组胺 H3 受体拮抗剂

  摘要：

  已经制备了一系列 4 - (? Gv- (芳基烷氧基) 烷基) -1H - 咪唑和相关的含硫化合物，并在大鼠大脑皮层突触体试验中评估了它们的组胺 H3 - 自身受体拮抗剂的体外效力。此外，体内效力已通过口服给药后小鼠大脑中 Nτ-甲基组胺水平的变化来确定。已经合成并测试了具有不同烷基链和各种芳基部分的化合物以探索构效关系。在这一系列新型拮抗剂中，(1H-咪唑-4-基)甲基和2-(1H-咪唑-4-基)乙基醚衍生物显示出低至中等的H3-受体拮抗剂效力，而相应的烯丙基和丙基衍生物则为具有高拮抗剂体外效力的化合物。相应的硫醚或亚砜衍生物也显示出拮抗活性。此外，一些醚衍生物也具有很高的体内效力。体内条件下活性最强的醚衍生物是4-(3-(3-(4-氟苯基)丙氧基)丙基)-1H-咪唑(11b)和相应的氯化合物11c(FUB 181)，其ED50值为分别为 0.76 和 0.80 毫克/公斤。另一方面，所有测试的化合物对组胺

  DOI：

  10.1002/(sici)1521-4184(199806)331:6<211::aid-ardp211>3.0.co;2-p
• 作为产物：
  描述：

  白藜芦醇 在 palladium on activated charcoal 四氯化碳 、 氢气 、 臭氧 、 三苯基膦 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 42.5h， 生成 1-(3-氯丙基)-4-甲氧基苯
  参考文献：
  名称：

  Stable Isotope Labeling Pattern of Resveratrol and Related Natural Stilbenes

  摘要：

  The stable isotope characterization of resveratrol 1 from Polygonum cuspidatum and of related natural stilbenes 11 and 12 obtained by hydrolysis of the corresponding glucosides 2 and 3 from Rheum is reported. The C-6-C-2-C-6 framework of suitably protected derivatives of 1, 2, and 3 has been degraded with ozone to the C-6-C-1 aldehydes 4, 5, 9, and 10, retaining all hydrogen atoms of the precursors. The natural and synthetic derivatives are characterized and distinguished by natural abundance deuterium nuclear magnetic resonance studies. In the case of anisaldehyde 4 the two series show, as expected, the characteristic difference of the aromatic labeling. The formyl deuterium contents of 4 and 5 from resveratrol are remarkably different, seemingly reflecting the different enrichments existing between positions 3 and 2, respectively, of the phenylpropanoid precursor. The positional delta(18)O values of the extractive materials 1-3 were also determined. In this instance a selective deoxygenation procedure was adopted, leading from 1 to the products 6, 7, and 8. The delta(18)O values of the latter compounds reveal, respectively, those at position 4' and positions 3 and 5 of 1. Similarly, the phenolic products 11 and 12 were converted into 13 and 14. From the delta(18)O values of the single components it is possible to design a detailed map of the oxygen fractionations which characterizes the stilbenes 1-3. In particular, the oxygen present at position 4' of the phenylpropanoid moiety of 1-3 shows delta(18)O values of +11.5, +1.8, and +6.7parts per thousand, respectively. Moreover, the phenolic oxygen atom at position 3' of rhapontin 3 shows a value of +11.7parts per thousand. The data are compared with those previously obtained on structurally related compounds. These results show the utility of simple chemical degradations in the stable isotope characterization of structurally complex food components.

  DOI：

  10.1021/jf011103j

文献信息

• Pivaloyl chloride/DMF: a new reagent for conversion of alcohols to chlorides
  作者：Abhishek Dubey、Arun K. Upadhyay、Pradeep Kumar

  DOI：10.1016/j.tetlet.2009.11.131

  日期：2010.1

  An efficient procedure for conversion of alcohols into the corresponding chlorides is described. Pivaloyl chloride/DMF complex is employed as a mild and inexpensive reagent. A possible reaction mechanism is proposed.

  描述了将醇转化为相应的氯化物的有效方法。新戊酰氯/ DMF复合物用作温和且便宜的试剂。提出了一种可能的反应机理。
• Site‐Selective Alkoxylation of Benzylic C−H Bonds by Photoredox Catalysis
  作者：Byung Joo Lee、Kimberly S. DeGlopper、Tehshik P. Yoon

  DOI：10.1002/anie.201910602

  日期：2020.1.2

  strategies for C-N and C-C bond formation. In particular, almost all methods for the incorporation of alcohols by C-H oxidation require the use of the alcohol component as a solvent or co-solvent. This condition limits the practical scope of these reactions to simple, inexpensive alcohols. Reported here is a photocatalytic protocol for the functionalization of benzylic C-H bonds with a wide range of oxygen

  特别是与CN和CC键形成的类似策略相比，能够使复杂有机分子直接进行CH烷氧基化的方法还远远不够。特别地，几乎所有用于通过CH氧化引入醇的方法都需要使用醇组分作为溶剂或助溶剂。该条件将这些反应的实际范围限制为简单，廉价的醇。此处报道的是一种光催化方案，用于使用多种氧亲核试剂对苄基CH键进行官能化。此策略将芳烃的光氧化还原活化与铜（II）介导的所得苄基自由基的氧化合并，从而可以高位点选择性，化学选择性，高选择性地引入苄基CO键，仅使用两当量的醇偶合剂就可以实现对官能团和官能团的耐受。这种方法可以将复杂的烷氧基后期引入生物活性分子中，提供了一种实用的新工具，在合成和药物化学中具有潜在的应用前景。
• Generation of magnesium carbenoids from 1-chloroalkyl phenyl sulfoxides with a Grignard reagent and applications to alkylation and olefin synthesis
  作者：Tsuyoshi Satoh、Atsushi Kondo、Jun Musashi

  DOI：10.1016/j.tet.2004.04.063

  日期：2004.6

  Treatment of 1-chloroalkyl phenyl sulfoxides with a Grignard reagent at low temperature gave magnesium carbenoids in quantitative yields. The generated magnesium carbenoids were found to be stable at lower than −60 °C for long periods of time and are reactive with Grignard reagents to give alkylated products. The reaction of the generated magnesium carbenoids with various kinds of lithium α-sulfonyl

  用格氏试剂在低温下处理1-氯烷基苯基亚砜，得到定量产率的镁类胡萝卜素。已发现生成的镁类胡萝卜素在低于-60°C的温度下可长期稳定，并且可与格氏试剂反应生成烷基化产物。生成的镁类胡萝卜素与各种锂α-磺酰基碳负离子的反应产生了具有良好碳收率的碳-碳键形成烯烃。该方法为制备烯烃提供了一种很好的方法。描述了上述反应的范围和限制。
• Pyridazine compounds and compositions containing the same
  申请人：Kowa Co., Ltd.

  公开号：US06348468B1

  公开（公告）日：2002-02-19

  This invention relates to pyridazine derivatives represented by the formula (1): wherein R1 represents a (substituted) aryl group, R2 represents a phenyl group substituted at 4-position by a lower alkoxyl group or a lower alkylthio group, R3 represents a lower alkoxyl group, a halogenated lower alkyl group, a lower cycloalkyl group, a (subsituted) aryl group, a (substituted) aryloxy group, a (substituted) nitrogen-containing heterocyclic ring residue, a (substituted) aminocarbonyl group or a lower alkylcarbonyl group, A represents a single bond, a lower alkylene group or a lower alkenylene group, X represents O or S, and the dashed line indicates that the carbon-carbon bond between the 4-position and the 5-position is a single bond or a double bond, or salts thereof; and also to medicines containing them as effective ingredients. These compounds have excellent inhibitory activity against interleukin-1&bgr; production, and are useful as preventives and therapeutics for immune system diseases, inflammatory diseases, ischemic diseases and the like.

  这项发明涉及由式（1）表示的吡啶嗪衍生物： 其中R1代表（取代的）芳基，R2代表在4位被低烷氧基或低烷硫基取代的苯基，R3代表低烷氧基、卤代低烷基、低环烷基、（取代的）芳基、（取代的）芳氧基、（取代的）含氮杂环环残基、（取代的）氨基羰基或低烷基羰基，A代表单键、低烷基烯基或低烷烯基，X代表O或S，虚线表示4位和5位之间的碳-碳键为单键或双键，或其盐；以及含有它们作为有效成分的药物。这些化合物对白细胞介素-1β的产生具有出色的抑制活性，并可用作免疫系统疾病、炎症性疾病、缺血性疾病等的预防和治疗药物。
• 3-Azabicyclo&lsqb;3.1.0&rsqb;hexane derivatives useful in therapy
  申请人：Pfizer INC

  公开号：US06313312B1

  公开（公告）日：2001-11-06

  Compounds of formula (I), their salts and prodrugs thereof, where the substituents are as defined herein are disclosed as opiate binding agents useful in the treatment of opiate-mediated conditions. Also described are processes for making such substances.

  化合物的结构式（I），其盐及其前药，其中取代基如本文所定义，被披露为在治疗鸦片类物质介导的疾病中有用的鸦片受体结合剂。还描述了制备这类物质的方法。