1-(3-碘丙基)-4-苯基苯 | 145589-50-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(3-碘丙基)-4-苯基苯
• 英文名称: 4-(3-Iodopropyl)-[1,1'-biphenyl]
• 英文别名: 4-(3-iodopropyl)biphenyl；4-(3-Iodopropyl)[1,1'-biphenyl]；4-(3-Iodopropyl)-1,1'-biphenyl；1-(3-iodopropyl)-4-phenylbenzene
• CAS: 145589-50-0
• 化学式: C₁₅H₁₅I
• 分子量: 322.189
• InChiKey: HAOIFRWDOBSHPG-UHFFFAOYSA-N

物化性质

• 沸点：
  377.0±31.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(3-碘丙基)-4-苯基苯 以 四氢呋喃 为溶剂， 以3.0 g (61%)的产率得到α-(Diethoxyphosphinyl) [1,1'-biphenyl]-4-pentanoic acid, ethyl ester
  参考文献：
  名称：

  .alpha.-phosphonocarboxylate squalene synthetase inhibitors

  摘要：

  提供了抑制齐墩果酸合酶并从而抑制胆固醇生物合成的磷酸羧酸化合物。这些化合物的化学式为##STR1##其中R.sup.1是至少含有7个碳且为取代烷基、可选择取代环烷基、可选择取代环烷基烷基、可选择取代烯基、可选择取代炔基、可选择取代芳基烷基或可选择取代芳基的亲脂基团；Z为H、卤素、羟基、羟基烷基或较低烷基；R.sup.2和R.sup.3独立地为H、金属离子或其他药用可接受阳离子，或为一种前药酯；R.sup.4为H、金属离子或其他药用可接受阳离子、较低烷基、较低烯基、芳基烷基、芳基或一种前药酯。

  公开号：

  US05312814A1
• 作为产物：
  描述：

  Methanesulfonic acid 3-biphenyl-4-yl-propyl ester 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 1-(3-碘丙基)-4-苯基苯
  参考文献：
  名称：

  Phosphonosulfonates Are Potent, Selective Inhibitors of Dehydrosqualene Synthase and Staphyloxanthin Biosynthesis in Staphylococcus aureus

  摘要：

  Staphylococcus aureus produces a golden carotenoid virulence factor called staphyloxanthin (STX), and we report here the inhibition of the enzyme, dehydrosqualene synthase (CrtM), responsible for the first committed step in STX biosynthesis. The most active compounds are halogen-substituted phosphonosulfonates, with K-i values as low as 5 nM against the enzyme and IC50 values for STX inhibition in S. aureus as low as 11 nM. There is, however, only a poor correlation (R-2 = 0.27) between enzyme and cell pIC(50) (= -log(10) IC50) values. The ability to predict cell from enzyme data improves considerably (to R-2 = 0.72) with addition of two more descriptors. We also investigated the activity of these compounds against human squalene synthase (SQS), as a counterscreen, finding several potent STX biosynthesis inhibitors with essentially no squalene synthase activity. These results open up the way to developing potent and selective inhibitors of an important virulence factor in S. aureus, a major human pathogen.

  DOI：

  10.1021/jm801023u

文献信息

• Hydroxyphosphinyl phosphonate squalene synthetase inhibitors and method
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05254544A1

  公开（公告）日：1993-10-19

  Hydroxyphosphinyl phosphonate compounds are provided which inhibit the enzyme squalene synthetase and thereby inhibit cholesterol biosynthesis. These compounds have the formula ##STR1## wherein R.sup.2, R.sup.3 and R.sup.4 are independently H, alkyl, metal ion or a prodrug ester; and R.sup.1 is a lipophilic group which contains at least 6 carbons and is alkyl, alkenyl, alkynyl, mixed alkenylalkynyl, a hetero-containing moiety as defined herein, or a phenylalkyl or phenylalkenyl group including those containing a biphenyl group.

  提供了抑制齐墩果醇合成酶并从而抑制胆固醇生物合成的羟基膦基膦酸酯化合物。这些化合物的化学式为##STR1##其中R.sup.2、R.sup.3和R.sup.4独立地为H、烷基、金属离子或前药酯；而R.sup.1是至少含有6个碳原子的疏水基团，可以是烷基、烯基、炔基、混合烯基炔基、本文中定义的含杂原子的基团，或者是苯基烷基或苯基烯基基团，包括含有联苯基团的那些基团。
• A new practical tritium labelling procedure using sodium borotritide and tetrakis(triphenylphosphine)palladium(0)
  作者：Tohru Nagasaki、Katsunori Sakai、Masaharu Segawa、Yoshihiko Katsuyama、Nobuhiro Haga、Masahiro Koike、Kenji Kawada、Shozo Takechi

  DOI：10.1002/jlcr.521

  日期：2001.12

  A simple, mild and versatile new tritium (3H) labelling method on a micro scale using sodium borotritide (NaB3H4) and a transition–metal complex catalyst is described. 3H-labelled compounds were prepared effectively by 3H hydrogenolysis of appendant functional groups in target compounds. The appendant functional group such as bromo, iodo or sulfonate in various target compounds can be replaced by tritium (3H) in moderate yields. The new method was established by optimization of the reaction conditions and examination of its applicability using four types of model substrates in tracer runs. Then, various drug candidates and ligands for drug discovery were labelled with tritium on a micro scale. The specific radioactivity of the 3H-labelled compounds used for the studies on receptor binding ranged from 12 to 20 Ci/mmol. Copyright © 2001 John Wiley & Sons, Ltd.

  本文描述了一种简单、温和且通用的微量化氚（3H）标记方法，该方法使用氚化硼氢化钠（NaB3H4）和过渡金属配合物催化剂。通过目标化合物中附属官能团的3H氢解反应，有效制备了3H标记化合物。在不同目标化合物中的溴、碘或磺酸等附属官能团，可以以适中的产率被氚（3H）取代。通过优化反应条件并使用四种模型底物进行示踪试验以检验其适用性，建立了新方法。然后，对多种药物候选物和药物发现中的配体进行了微量化氚标记。用于受体结合研究的3H标记化合物的比放射性在12至20 Ci/mmol之间。版权所有 © 2001 John Wiley & Sons, Ltd.
• 1,1-Bisphosphonate Squalene Synthase Inhibitors: Interplay Between the Isoprenoid Subunit and the Diphosphate Surrogate
  作者：David R. Magnin、John K. Dickson、Janette V. Logan、R. Michael Lawrence、Ying Chen、Richard B. Sulsky、Carl P. Ciosek、Scott A. Biller、Thomas W. Harrity、Kern G. Jolibois、Lori K. Kunselman、Lois C. Rich、Dorothy A. Slusarchyk

  DOI：10.1021/jm00014a012

  日期：1995.7

  Inhibitors of squalene synthase have the potential to be superior cholesterol-lowering agents. We previously disclosed that lipophilic 1,1-bisphosphonates I are potent squalene synthase inhibitors and orally active cholesterol-lowering agents in animal models (Ciosek, C. P., Jr.; et al. J. Biol. Chem. 1993, 268, 24832-24837). In this paper, we describe modifications to the bisphosphonate moiety, in

  角鲨烯合酶的抑制剂有可能成为优异的降胆固醇药。我们先前曾披露亲脂性1,1-双膦酸酯I在动物模型中是有效的角鲨烯合酶抑制剂和口服活性降胆固醇剂（Ciosek，CP，Jr .; et al.J.Biol.Chem.1993，268，24832-24837 ）。在本文中，我们描述了对双膦酸酯部分的修饰，以尝试减少这些抑制剂中所含的酸性功能。当与自然存在的法呢基部分的近似模拟物配对时（R1 =法呢基乙基），而与较短的异戊二烯替代物配对时（R1 =香叶基乙基），用甲基（II，R2 = CH3）取代一个酸性基团会产生有效的抑制剂或4-联苯丙基）。相反，所有三种相应的双膦酸酯I都是有效的角鲨烯合酶抑制剂。当R2为CH2OH或CH2OCH3时，用较短的异戊二烯替代物可恢复抑制能力。提出这些R 2基团充当酶的活性位点的氢键受体。描述了这些化合物在大鼠中作为胆固醇生物合成抑制剂的特性，并详细说明了这些化合物和相关化合物的合成途径。
• ANTI-BACTERIAL COMPOSITIONS AND METHODS INCLUDING TARGETING VIRULENCE FACTORS OF STAPHYLOCOCCUS AUREUS
  申请人：Oldfield Eric

  公开号：US20120022024A1

  公开（公告）日：2012-01-26

  This disclosure relates to compositions and methods including for the inhibition, prevention, and/or treatment of microbial infections, including infections from such pathogens as Staphylococcus aureus.

  本公开涉及包括用于抑制、预防和/或治疗微生物感染的组合物和方法，包括对金黄色葡萄球菌等病原体引起的感染。
• Bisphosphonate squalene synthetase inhibitors
  申请人：E.R. SQUIBB & SONS, INC.

  公开号：EP0513761A2

  公开（公告）日：1992-11-19

  Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthesis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents are provided which have the structure and analogs thereof, wherein R¹, R², R³ and R⁴ are the same or different and are H, lower alkyl, a metal ion or a prodrug ester;    R⁵ is H, halogen or lower alkyl;    Zq is substituted alkenyl, substituted alkynyl, mixed alkenyl-alkynyl or substituted phenylalkyl, or substituted biphenylalkyl, alkylphenylalkyl or alkyl, including all stereoisomers thereof. New methods for using such compounds to inhibit cholesterol biosynthesis are also provided.

  所提供的化合物是胆固醇生物合成的抑制剂（通过抑制角鲨烯的新生物合成），因此可用作降胆固醇药和抗动脉粥样硬化药，其结构为 及其类似物，其中 R¹、R²、R³ 和 R⁴ 相同或不同，并且是 H、低级烷基、金属离子或原药酯； R⁵ 是 H、卤素或低级烷基； Zq 是取代的烯基、取代的炔基、混合烯基-炔基或取代的苯基烷基，或取代的联苯烷基、 烷基苯烷基或烷基，包括其所有立体异构体。 还提供了使用此类化合物抑制胆固醇生物合成的新方法。