1-二苯氧基磷酰氧基-3-丙-2-基苯 | 69515-46-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 1-二苯氧基磷酰氧基-3-丙-2-基苯
• 英文名称: 3-isopropylphenyl diphenyl phosphate
• 英文别名: Phosphoric acid, 3-(1-methylethyl)phenyl diphenyl ester；diphenyl (3-propan-2-ylphenyl) phosphate
• CAS: 69515-46-4
• 化学式: C₂₁H₂₁O₄P
• 分子量: 368.369
• InChiKey: PLBFTNYDDQQDME-UHFFFAOYSA-N

物化性质

• 沸点：
  421.2±24.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-异丙基苯酚 、 氯磷酸二苯酯 生成 1-二苯氧基磷酰氧基-3-丙-2-基苯
  参考文献：
  名称：

  Effects of triaryl phosphates on mouse and human nuclear receptors

  摘要：

  The constitutively active receptor (CAR) is a crucial regulator of genes encoding for enzymes active in drug/steroid oxidation, conjugation, and transport. In our attempt to isolate the endogenous inhibitory ligand(s) for the mouse CAR, we found surprisingly that the inhibitory activity was associated with di- and tri-isopropylated phenyl phosphates that were present in livers of untreated mice. Transactivation experiments in mammalian cells with synthetic compounds verified that mouse CAR was inhibited by various isopropylated phenyl phosphates (40-80%). Such triaryl phosphates are widely used as fire retardants, lubricants, and plasticizers, and some of them are known to disturb reproduction by currently unknown mechanisms. Equipped with the finding that these compounds could interact with mouse CAR, we proceeded to determine their functional effects on other nuclear receptors. Human CAR and pregnane X receptor (PXR) were variably activated (2-5-fold) by triaryl phosphates while mouse PXR, peroxisome proliferator-activated receptor-alpha, and vitamin D receptor were refractory. Among steroid hormone receptors, the human androgen receptor was inhibited by triphenyl phosphate and di-ortho-isopropylated phenyl phosphate (40-50%) and activated by di- and tri-para-substituted phenyl phosphates (2-fold). Our results add to the list of CAR and PXR activators and suggest steroid-dependent biological pathways that may contribute to the reproductive effects of triaryl phosphates. (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bcp.2003.08.037

文献信息

• Low Triphenylphosphate, High Phosphorous Content Isopropyl Phenyl Phosphates With High Ortho Alkylation
  申请人：Layman William J.

  公开号：US20120004438A1

  公开（公告）日：2012-01-05

  The present invention relates to low triphenyl phosphate, high phosphorous content aryl phosphates with high ortho alkylation that are suitable for use as flame retardant compositions, processes for their preparation, and their use as flame retardants.

  本发明涉及低三苯基磷酸酯、高磷含量芳基磷酸酯，具有高度正位烷基化，适用于用作阻燃剂组合物，以及其制备过程和用作阻燃剂的用途。
• Flame-retardant organic phosphates, their production, and compositions containing them
  申请人：FMC Corporation

  公开号：EP0005053A2

  公开（公告）日：1979-10-31

  This invention relates to flame-retardant polymeric alkyl aryl phosphates prepared by Friedel-Crafts condensation. The polymeric alkyl aryl phosphates may be made by Friedel-Crafts condensation of chloroalkyl aryl phosphates and alkenyl aryl phosphates derived therefrom. Alernatively, the polymeric alkyl aryl phosphates may be made by Friedel-Crafts condensation of phenols followed by phosphorylation of the Friedel-Crafts condensate. The flame-retardant polymeric alkyl aryl phosphates of the present invention are particularly suitable for use as an additive, having little or no plasticizing effect in flammable organic plastics.

  本发明涉及通过 Friedel-Crafts 缩合法制备的阻燃性聚合烷基芳基磷酸盐。 聚合烷基芳基磷酸盐可以通过氯烷基芳基磷酸盐和由此衍生的烯基芳基磷酸盐的 Friedel-Crafts 缩合法制备。 另外，聚合烷基芳基磷酸盐也可以通过苯酚的 Friedel-Crafts 缩合法，然后对 Friedel-Crafts 缩合物进行磷化处理来制备。 本发明的阻燃性聚合烷基芳基磷酸盐特别适合用作添加剂，在易燃有机塑料中几乎没有增塑作用。
• LOW TRIPHENYLPHOSPHATE, HIGH PHOSPHOROUS CONTENT ISOPROPYL PHENYL PHOSPHATES WITH HIGH ORTHO ALKYLATION
  申请人：Albemarle Corporation

  公开号：EP2021347A2

  公开（公告）日：2009-02-11
• USE OF LOW TRIPHENYLPHOSPHATE, HIGH PHOSPHOROUS CONTENT ISOPROPYL PHENYL PHOSPHATES AS FLAME RETARDANTS IN RESINS
  申请人：Albemarle Corporation

  公开号：EP2134782A1

  公开（公告）日：2009-12-23
• USE OF LOW TRIPHENYLPHOSPHATE, HIGH PHOSPHOROUS CONTENT ISOPROPYL PHENYL PHOSPHATES AS FLAME RETARDANTS IN POLYURETHANE OR POLYISOCYANURATE FOAMS
  申请人：Albemarle Corporation

  公开号：EP2134781A1

  公开（公告）日：2009-12-23