3-(2-碘乙基)苯酚 | 168912-62-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-(2-碘乙基)苯酚
• 英文名称: 2-(3-hydroxyphenyl)-1-iodoethane
• 英文别名: 3-hydroxyphenethyl iodide；3-(2-Iodoethyl)phenol
• CAS: 168912-62-7
• 化学式: C₈H₉IO
• 分子量: 248.063
• InChiKey: FPCLFJWXZKQPBT-UHFFFAOYSA-N

物化性质

• 沸点：
  307.9±25.0 °C(Predicted)
• 密度：
  1.778±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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-(2-碘乙基)苯酚 在 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 54.0h， 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：

  1-(2-methanesulfonyloxyethyl)-3-methoxybenzene 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以77%的产率得到3-(2-碘乙基)苯酚
  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

文献信息

• [EN] SEPIAPTERIN REDUCTASE INHIBITORS FOR THE TREATMENT OF PAIN<br/>[FR] INHIBITEURS DE SÉPIAPTÉRINE RÉDUCTASE POUR LE TRAITEMENT DE LA DOULEUR
  申请人：HERCULES TECHNOLOGY MAN CO V INC

  公开号：WO2011047156A1

  公开（公告）日：2011-04-21

  Disclosed herein are small molecule heterocyclic inhibitors of sepiapterin reductase (SPR), and prodrugs and pharmaceutically acceptable salts thereof. The Also featured are pharmaceutical compositions of the compounds and uses of these compounds for the treatment or prevention of pain (e.g., inflammatory pain, nociceptive pain, functional pain, and neuropathic pain).

  本文介绍的是对丝氨酸脱氢酶（SPR）的小分子杂环抑制剂，以及它们的前药和药用盐。还包括这些化合物的药物组合物以及这些化合物用于治疗或预防疼痛（如炎症性疼痛、伤害性疼痛、功能性疼痛和神经病理性疼痛）的用途。
• [EN] SUBSTITUTED 4-BIARYLBUTYRIC OR 5-BIARYLPENTANOIC ACIDS AND DERIVATIVES AS MATRIX METALLOPROTEASE INHIBITIORS<br/>[FR] ACIDES 4-BIARYLBUTYRIQUE OU 5-BIARYLPENTANOIQUE SUBSTITUES ET LEURS DERIVES EN TANT QU'INHIBITEURS DE METALLOPROTEASES MATRICES
  申请人：BAYER CORPORATION

  公开号：WO1996015096A1

  公开（公告）日：1996-05-23

  (EN) Inhibitors for matrix metalloproteases, pharmaceutical compositions containing them, and a process for using them to treat a variety of physiological conditions. The compounds of the invention have the generalized formula (T)xA-B-D-E-G, wherein A and B are aryl or heteroaryl rings; each T is a substituent group; x is 0, 1, or 2; the group D represents (a), (b), (c), (d), or (e); the group E represents a two or three carbon chain bearing one to three substituent groups which are independent or are involved in ring formation, possible structures being shown in the text and claims; and the group G represents -PO3H2, -M, (f), (g), or (h), in which M represents -CO2H, -CON(R11)2, or -CO2R12; and R13 represents any of the side chains of the 19 noncyclic naturally occurring amino acids, and include pharmaceutically acceptable salts thereof.(FR) Inhibiteurs de métalloprotéases matrices, compositions pharmaceutiques les contenant, et procédé d'utilisation desdites métalloprotéases pour traiter toute une série d'états physiologiques. Les composés de la présente invention répondent à la formule générale (T)xA-B-D-E-G, dans laquelle A et B sont des cycles aryle ou hétéroaryle, chaque T est un groupe substituant, x est 0, 1 ou 2, le groupe D répond aux formules (a), (b), (c), (d), ou (e), le groupe E représente une chaîne de deux ou trois atomes de carbone portant un à trois groupes substituants qui sont indépendants ou sont impliqués dans la formation cyclique, des structures possibles étant présentées dans le texte et les revendications, et le groupe G correspond à -PO3H2, -M ou aux formules (f), (g) ou (h), dans lesquelles M représente -CO2H, -CON(R11)2 ou -CO2R12 et R13 représente une quelconque chaîne latérale des 19 acides aminés non cycliques naturels. La présente invention concerne également des sels pharmaceutiquement acceptables desdits composés.

  （中）本发明涉及金属蛋白酶抑制剂、含有它们的制药组合物以及使用它们治疗各种生理状况的方法。本发明的化合物具有广义式（T）xA-B-D-E-G，其中A和B是芳香或杂芳环；每个T是一个取代基；x为0、1或2；D代表（a）、（b）、（c）、（d）或（e）；E代表一个带有一到三个独立或参与环形成的取代基的两或三个碳链，可能的结构在文本和权利要求中显示；G代表-PO3H2、-M、（f）、（g）或（h），其中M代表-CO2H、-CON（R11）2或-CO2R12；R13代表19种非环状天然氨基酸的任何一个侧链，并包括其药学上可接受的盐。
• SUBSTITUTED 4-BIARYLBUTYRIC OR 5-BIARYLPENTANOIC ACIDS AND DERIVATIVES AS MATRIX METALLOPROTEASE INHIBITIORS
  申请人：Bayer Corporation

  公开号：EP0790974B1

  公开（公告）日：2002-08-14
• US5616765A
  申请人：——

  公开号：US5616765A

  公开（公告）日：1997-04-01
• US5789434A
  申请人：——

  公开号：US5789434A

  公开（公告）日：1998-08-04