3-chlorophenyl phosphate | 77368-40-2

• 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
• 英文名称: 3-chlorophenyl phosphate
• 英文别名: (3-Chlorophenyl) dihydrogen phosphate
• CAS: 77368-40-2
• 化学式: C₆H₆ClO₄P
• 分子量: 208.538
• InChiKey: OUWUZJDWCPZADV-UHFFFAOYSA-N

物化性质

• 沸点：
  383.9±44.0 °C(Predicted)
• 密度：
  1.628±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-chlorophenyl phosphate 在 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 uridine-5'-(3-chlorophenyl)-tetraphosphate triethylammonium
  参考文献：
  名称：

  Pyrimidine Nucleotides with 4-Alkyloxyimino and Terminal Tetraphosphate δ-Ester Modifications as Selective Agonists of the P2Y₄ Receptor

  摘要：

  P2Y(2) and P2Y(4) receptors are G protein-coupled receptors, activated by UTP and dinudeoside tetraphosphates, which are difficult to distinguish pharmacologically for lack of potent and selective ligands. We structurally varied phosphate and uracil moieties in analogues of pyrimidine nucleoside 5'-triphosphates and 5'-tetraphosphate esters. P2Y(4) receptor potency in phospholipase C stimulation in transfected 1321N1 human astrocytoma cells was enhanced in N-4-alkyloxycytidine derivatives. OH groups on a terminal delta-glucose phosphoester of uridine 5'-tetraphosphate were inverted or substituted with H or F to probe H-bonding effects. N-4-(Phenylpropoxy)-CTP 16 (MRS4062), Up(4)-[1]3'-deoxy-3'-fluoroglucose 34 (MRS2927), and N-4-(phenylethoxy)-CTP 15 exhibit >= 10-fold selectivity for human P2Y(4) over P2Y(2) and P2Y(6) receptors (EC50 values 23, 62, and 73 nM, respectively). delta-3-Chlorophenyl phosphoester 21 of Up(4) activated P2Y(2) but not P2Y(4) receptor. Selected nucleotides tested for chemical and enzymatic stability were much more stable than UTP. Agonist docking at CXCR4-based P2Y(2) and P2Y(4) receptor models indicated greater steric tolerance of N-4-phenylpropoxy group at P2Y(4). Thus, distal structural changes modulate potency, selectivity, and stability of extended uridine tetraphosphate derivatives, and we report the first P2Y(4) receptor-selective agonists.

  DOI：

  10.1021/jm101591j
• 作为产物：
  描述：

  二苄基(3-氯苯基)磷酸酯 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 3-chlorophenyl phosphate
  参考文献：
  名称：

  Pyrimidine Nucleotides with 4-Alkyloxyimino and Terminal Tetraphosphate δ-Ester Modifications as Selective Agonists of the P2Y₄ Receptor

  摘要：

  P2Y(2) and P2Y(4) receptors are G protein-coupled receptors, activated by UTP and dinudeoside tetraphosphates, which are difficult to distinguish pharmacologically for lack of potent and selective ligands. We structurally varied phosphate and uracil moieties in analogues of pyrimidine nucleoside 5'-triphosphates and 5'-tetraphosphate esters. P2Y(4) receptor potency in phospholipase C stimulation in transfected 1321N1 human astrocytoma cells was enhanced in N-4-alkyloxycytidine derivatives. OH groups on a terminal delta-glucose phosphoester of uridine 5'-tetraphosphate were inverted or substituted with H or F to probe H-bonding effects. N-4-(Phenylpropoxy)-CTP 16 (MRS4062), Up(4)-[1]3'-deoxy-3'-fluoroglucose 34 (MRS2927), and N-4-(phenylethoxy)-CTP 15 exhibit >= 10-fold selectivity for human P2Y(4) over P2Y(2) and P2Y(6) receptors (EC50 values 23, 62, and 73 nM, respectively). delta-3-Chlorophenyl phosphoester 21 of Up(4) activated P2Y(2) but not P2Y(4) receptor. Selected nucleotides tested for chemical and enzymatic stability were much more stable than UTP. Agonist docking at CXCR4-based P2Y(2) and P2Y(4) receptor models indicated greater steric tolerance of N-4-phenylpropoxy group at P2Y(4). Thus, distal structural changes modulate potency, selectivity, and stability of extended uridine tetraphosphate derivatives, and we report the first P2Y(4) receptor-selective agonists.

  DOI：

  10.1021/jm101591j

文献信息

• Human P2Y₁₄ Receptor Agonists: Truncation of the Hexose Moiety of Uridine-5′-Diphosphoglucose and Its Replacement with Alkyl and Aryl Groups
  作者：Arijit Das、Hyojin Ko、Lauren E. Burianek、Matthew O. Barrett、T. Kendall Harden、Kenneth A. Jacobson

  DOI：10.1021/jm901432g

  日期：2010.1.14

  Uridine-5′-diphosphoglucose (UDPG) activates the P2Y14 receptor, a neuroimmune system GPCR. P2Y14 receptor tolerates glucose substitution with small alkyl or aryl groups or its truncation to uridine 5′-diphosphate (UDP), a full agonist at the human P2Y14 receptor expressed in HEK-293 cells. 2-Thiouracil derivatives displayed selectivity for activation of the human P2Y14 vs the P2Y6 receptor, such as

  尿苷-5'-二磷酸葡萄糖 (UDPG) 激活 P2Y 14受体，这是一种神经免疫系统 GPCR。P2Y 14受体耐受用小烷基或芳基取代的葡萄糖或其截断为尿苷 5'-二磷酸 (UDP)，这是在 HEK-293 细胞中表达的人类 P2Y 14受体的完全激动剂。2-硫尿嘧啶衍生物显示出激活人 P2Y 14与 P2Y 6受体的选择性，例如 2-硫代-UDP 4（EC 50 = 1.92 nM，P2Y 14，选择性比 P2Y 6 高224 倍）及其β-丙氧基酯18 . 欧共体50UDP 的 β-甲基酯及其 2-硫代类似物的值分别为 2730 和 56 nM。β-叔的丁基酯4是11倍UDPG更有效，但β-芳氧基或更大，β支链烷基酯，例如环己基，不太有效。UDP 与刚性北或南甲氧基碳（双环 [3.1.0] 己烷） 组的核糖替代消除了 P2Y 14受体激动剂活性。α,β-亚甲基和二氟亚甲基对 P2Y 14
• Photoresist composition and etching method
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP0540032A1

  公开（公告）日：1993-05-05

  A positive type or negative type photoresist composition for fine processing having excellent resolution, sensitivity, adhesive-ness and developability comprising: (a) an alkali soluble resin or a resin having anti-alkali dissolution groups in the molecules thereof, (b) a light-sensitive compound, and (c) at least one organic compound selected from the group consisting of organic phosphorus acid compounds and esters thereof in an amount of 0.001 to 10% by weight based on a weight of the resin. In addtion, the present invention is directed to an etching method utilizing the positive type or negative type photoresist composition.

  一种用于精细加工的正型或负型光刻胶组合物，具有优异的分辨率、灵敏度、粘合性和显影性，包括 (a) 碱溶性树脂或在其分子中含有抗碱溶解基团的树脂、 (b) 一种光敏化合物，和 (c) 至少一种选自有机磷酸化合物及其酯类的有机化合物，其含量为树脂重量的 0.001 至 10%。此外，本发明还涉及一种利用正型或负型光刻胶组合物的蚀刻方法。
• EP0135587A4
  申请人：——

  公开号：EP0135587A4

  公开（公告）日：1986-04-02
• DEFINED SEQUENCE SINGLE STRAND OLIGONUCLEOTIDES INCORPORATING REPORTER GROUPS, PROCESS FOR THE CHEMICAL SYNTHESIS THEREOF, AND NUCLEOSIDES USEFUL IN SUCH SYNTHESIS
  申请人：SYNGENE, INC.

  公开号：EP0135587B1

  公开（公告）日：1990-05-02
• IMAGE RECORDING PAPER MEDIUM AND IMAGE RECORDING METHOD
  申请人：FUJIFILM Corporation

  公开号：US20160250866A1

  公开（公告）日：2016-09-01

  The image recording paper medium contains at least one kind of organic phosphorus compound selected from an organic phosphonic acid represented by the following Formula (1), a salt thereof, an organic phosphoric acid represented by the following Formula (2), and a salt thereof. In the formulae, each of R 1 and R 2 independently represents an unsubstituted alkyl group, an unsubstituted cycloalkyl group, an unsubstituted alkenyl group, or an aryl group.