1-(2-methanesulfonyloxyethyl)-3-methoxybenzene | 40759-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-methanesulfonyloxyethyl)-3-methoxybenzene
• 英文别名: (3-methoxyphenyl)ethanol methanesulfonate (ester)；2-(3'-methoxyphenyl)ethyl methanesulfonate；3-methoxyphenethyl methanesulfonate；2-(3-methoxyphenyl)ethyl methanesulfonate；2-(3-metoxyphenyl)ethyl methanesulfonate；2-m-methoxyphenylethyl methanesulphonate；3-Methoxyphenethyl mesylate
• CAS: 40759-46-4
• 化学式: C₁₀H₁₄O₄S
• 分子量: 230.285
• InChiKey: AYDPWBCUPYAGOS-UHFFFAOYSA-N

物化性质

• 沸点：
  397.4±25.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-methanesulfonyloxyethyl)-3-methoxybenzene 在 碘代三甲硅烷 、 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 74.0h， 生成 4-[3-(Oxan-2-yloxy)phenyl]-1-[4-(2-phenylmethoxyethoxy)phenyl]-2-pyridin-3-ylbutan-1-one
  参考文献：
  名称：

  1-Aryl-2-pyridyl-3,4-dihydronaphthalenes:  Photofluorogenic Ligands for the Estrogen Receptor

  摘要：

  Three 1,2-substituted-3,4-dihydronaphthalenes that are pyridine analogs of the antiestrogen desmethylnafoxidine were prepared and evaluated as fluorescent ligands for the estrogen receptor. These compounds represent a class of fluorescent probes that we term ''photofluorogenic'', denoting their ability to exist initially as a high affinity though weakly fluorescent stilbazole form which can be photocyclized-oxidized to a highly fluorescent though low affinity azaphenanthrenoid form. These probes also contain an aziridine function that provides a means for their permanent, covalent attachment to the receptor. The three dihydronaphthalene systems were prepared by efficient routes from alpha-(2-, 3-, and 4-pyridyl)acetophenone precursors. They demonstrate high apparent affinity for the estrogen receptor and show time-dependent irreversible inactivation, consistent with their covalent attachment to the receptor via the aziridine function. Each system is converted into an azaphenanthrene by photocyclization-oxidation of the cis-stilbazole unit. The absorbance and fluorescence emission spectra of the dihydronaphthalene precursors and azaphenanthrene products have been characterized, and they display marked sensitivity to both solvent polarity and pH. The azaphenanthrenoids derived from the 2- and 4-pyridyl isomers exhibit intense emission at wavelengths that exceed 500 nn under certain conditions and appear to be well suited as fluorescent probes for the estrogen receptor.

  DOI：

  10.1021/jo9618029
• 作为产物：
  描述：

  3-甲氧基苯乙酸 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1-(2-methanesulfonyloxyethyl)-3-methoxybenzene
  参考文献：
  名称：

  哺乳动物抗生育剂。3.1-芳基-2-苯基-1，2，3，4-四氢-1-萘，1-芳基-2-苯基-3，4-二氢萘及其衍生物。

  摘要：

  DOI：

  10.1021/jm00320a002

文献信息

• New antihistaminic N-heterocyclic 4-piperidinamines. 2. Synthesis and antihistaminic activity of 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amines
  作者：Frans Janssens、Joseph Torremans、Marcel Janssen、Raymond A. Stokbroekx、Marcel Luyckx、Paul A. J. Janssen

  DOI：10.1021/jm00150a029

  日期：1985.12

  The synthesis of a series of 1-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-ami nes and the preliminary evaluation of their in vivo antihistamine activity are described. The title compounds were obtained starting from either 1, 4, 10, or 55 by different synthetic methods. Substitution on the phenyl nucleus of the benzimidazole ring (84-87) was achieved by two different approaches. The

  描述了一系列的1-[（4-氟苯基）甲基] -N-（4-哌啶基）-1H-苯并咪唑-2-酰胺的合成及其在体内的抗组胺活性的初步评估。通过不同的合成方法从1、4、10或55开始获得标题化合物。苯并咪唑环（84-87）的苯基核上的取代是通过两种不同的方法实现的。口服和/或皮下给药后，通过化合物48/80在大鼠中的致死性试验和豚鼠中抗组胺的致死性试验评估体内抗组胺活性。在豚鼠中研究了三种化合物（4、51和55）的作用持续时间。化合物51“阿司咪唑”，在组胺和5-羟色胺诱导的皮肤反应以及大鼠的散瞳活性方面也进行了研究，并在各种系统中测试了与组胺拮抗作用无关的周围和中枢作用。已选择阿司咪唑用于临床研究。
• Synthesis and pharmacological studies of 4,4-disubstituted piperidines: a new class of compounds with potent analgesic properties
  作者：Bruno S. Huegi、Anton M. Ebnoether、Erwin Rissi、Fulvio Gadient、Daniel Hauser、Dietmar Roemer、Heinz H. Buescher、Trevor J. Petcher

  DOI：10.1021/jm00355a010

  日期：1983.1

  activity. Several of these analogues show analgesic potency comparable to morphine in the mouse writhing and tail-flick tests. A number of compounds exhibit high affinity for [3H]naloxone binding sites in rat brain membranes. Among the most potent derivatives are compounds 15 and 48. Although opiate-like, attempts to modify this activity with various substituents have failed to produce antagonistic properties

  已经合成了一系列的4，4-二取代的哌啶并评估了其止痛活性。这些类似物中的几种在小鼠扭动和甩尾试验中显示出与吗啡相当的镇痛效果。许多化合物对大鼠脑膜中的[3H]纳洛酮结合位点显示出高亲和力。在最有效的衍生物中是化合物15和48。尽管是鸦片样的，但尝试用各种取代基修饰该活性未能产生拮抗作用。这些类似物中的一些在豚鼠5-羟色胺毒性试验中和在小鼠中由DL-5-羟色氨酸诱导的头抽搐模型中也显示出明显的持久性5-羟色胺拮抗作用。
• Oxazepine derivatives and medicine containing the same
  申请人：Ajinomoto Co., Inc.

  公开号：US20020099047A1

  公开（公告）日：2002-07-25

  The present invention provides (R)-5,11-dihydro-5-[1-(4-methoxyphenethyl)piperidine-2-ylmethyl]dibenzo[b,e][1,4]oxazepine, (R)-5,11-dihydro-5-[1-(4-dimethylaminophenethyl)piperidine-2-ylmethyl]dibenzo[b,e][1,4]oxazepine, compounds analogous to them and pharmaceutical compositions containing such a compound. These compounds are useful for treating or preventing abnormal motor functions of gastrointestinal tracts, particularly irritable bowel syndrome.

  本发明提供(R)-5,11-二氢-5-[1-(4-甲氧基苯乙基)哌啶-2-基甲基]二苯并[b,e][1,4]噁唑啉，(R)-5,11-二氢-5-[1-(4-二甲氨基苯乙基)哌啶-2-基甲基]二苯并[b,e][1,4]噁唑，以及类似它们的化合物和含有这种化合物的药物组合物。这些化合物可用于治疗或预防胃肠道异常运动功能，特别是肠易激综合征。
• Phenol derivatives
  申请人：Imperial Chemical Industries PLC

  公开号：US04751240A1

  公开（公告）日：1988-06-14

  A phenol derivative of the formula NU--A--X--R.sup.1 wherein NU is a defined phenolic nucleus including a phenyl-hydroxynaphthyl; hydroxyphenyl-naphthyl; phenyl-hydroxyindanyl, phenyl-hydroxybenzothienyl or mono-hydroxyphenyl-ethylene or vinylene nucleus; wherein A is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, wherein R.sup.1 is hydrogen, or alkyl, alkenyl, alkynyl, cycloalkyl, halogenoalkyl, alkoxyalkyl, halogenoalkoxyalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 --or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --(PO)R.sup.2 13 , --S--, --SO--or --SO.sub.2 --, wherein R.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; wherein R.sup.12 is hydrogen or alkyl, and wherein R.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate. The compounds possess antioestrogenic activity and may be used for the treatment of hormone-dependent breast tumors or of anovulatory infertility.

  NU--A--X--R.sup.1的分子式衍生物，其中NU是一个定义明确的酚核，包括苯基-羟基萘基；羟基苯基-萘基；苯基-羟基吲哚基，苯基-羟基苯并噻吩基或单羟基苯基-乙烯基或乙烯基核；其中A是可以由苯基或其他连接段中断的烷基，烯烃基或炔烃基，其中R.sup.1是氢，或烷基，烯烃基，炔烃基，环烷基，卤代烷基，烷氧基烷基，卤代烷氧基烷基，芳基或芳基烷基，或R.sup.1连接到R.sup.2，其中X是--CONR.sup.2 --，--CSNR.sup.2 --，--NR.sup.12 CO--，--NR.sup.12 CS--，--NR.sup.12 CONR.sup.2 --，##STR1## --SO.sub.2 NR.sup.2 --或--CO--，或者当R.sup.1不是氢时，是--NR.sup.12 COO--，--(PO)R.sup.2 13，--S--，--SO--或--SO.sub.2--，其中R.sup.2是氢或烷基，或R.sup.1和R.sup.2一起形成烷基；其中R.sup.12是氢或烷基，其中R.sup.22是氢，氰基或硝基；或者在适当情况下其盐。这些化合物具有抗雌激素活性，可用于治疗激素依赖性乳腺肿瘤或无排卵性不孕症。
• Benzopyridooxathiazepine derivatives as novel potent antimitotic agents
  作者：Sebastien Gallet、Nathalie Flouquet、Pascal Carato、Bruno Pfeiffer、Pierre Renard、Stéphane Léonce、Alain Pierré、Pascal Berthelot、Nicolas Lebegue

  DOI：10.1016/j.bmc.2008.12.039

  日期：2009.2

  structure–activity relationship study of a new 1-(arylalkyl)-11H-benzo[f]-1,2-dihydropyrido[3,2,c][1,2,5]oxathiazepine 5,5-dioxide series of antimitotic agents. The pharmacological results obtained from previous works allowed us to identify compound 1 as a new cytotoxic agent inhibiting tubulin polymerization. We have undertaken the synthesis of its non-methylated analogue 7 and have extended our investigations

  在这里，我们描述了一种新的1-（芳基烷基）-11 H-苯并[ f ] -1,2-二氢吡啶并[3,2，c ] [1,2,5]奥沙西平5,5的结构-活性关系研究-二氧化系列抗有丝分裂剂。从以前的工作中获得的药理结果使我们能够将化合物1鉴定为抑制微管蛋白聚合的新细胞毒剂。我们已经进行了其非甲基化类似物7的合成，并将研究范围扩展到与结构相关的新型二苯并吡啶并恶二氧杂环丁烷系列。在这项研究中合成的所有类似物中，化合物10b最有前途，效力比化合物1高12倍。对于所有测试的组织学类型，其在一组五种肿瘤细胞系中的活性均在纳摩尔范围内，对L1210细胞进行的流式细胞术研究表明，细胞周期的G2 / M期细胞蓄积，且百分比显着四倍体细胞（DNA含量为8N）。由于抑制微管蛋白聚合而产生的这种有趣的药理作用促使我们进行了初步的体内研究。