4-chloro-2,6-dihydroxybenzoic acid | 87006-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chloro-2,6-dihydroxybenzoic acid
• CAS: 87006-36-8
• 化学式: C₇H₅ClO₄
• 分子量: 188.567
• InChiKey: OVBYJAUOTBYIDX-UHFFFAOYSA-N

物化性质

• 沸点：
  364.3±42.0 °C(Predicted)
• 密度：
  1.702±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-2,6-dihydroxybenzoic acid 在 盐酸 、 palladium on activated charcoal 、 氢气 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 0.17h， 生成 2-(N-(4-(2-acetamido-3-(4-(5-chloro-3-hydroxy-2-(methoxycarbonyl)phenoxy)butylamino)-3-oxopropyl)-2-ethylphenyl)-1-carboxyformamido)benzoic acid
  参考文献：
  名称：

  Selective Protein Tyrosine Phosphatase 1B Inhibitors:  Targeting the Second Phosphotyrosine Binding Site with Non-Carboxylic Acid-Containing Ligands

  摘要：

  Protein tyrosine phosphatase (PTPase) 1B (PTP1B) has been implicated as a key negative regulator of both insulin and leptin signaling cascades. We identified several salicylic acid-based ligands for the second phosphotyrosine binding site of PTP1B using a NMR-based screening. Structure-based linking with a catalytic site-directed oxalylarylaminobenzoic acid-based pharmacophore led to the identification of a novel series of potent PTP1B inhibitors exhibiting 6-fold selectivity over the highly homologous T-cell PTPase (TCPTP) and high selectivity over other phosphatases.

  DOI：

  10.1021/jm034088d
• 作为产物：
  描述：

  二氧化碳 、 5-氯间苯二酚 在 potassium hydrogencarbonate 作用下， 以 甘油 为溶剂， 150.0 ℃ 、1.5 MPa 条件下， 反应 14.0h， 以45%的产率得到4-chloro-2,6-dihydroxybenzoic acid
  参考文献：
  名称：

  Selective Protein Tyrosine Phosphatase 1B Inhibitors:  Targeting the Second Phosphotyrosine Binding Site with Non-Carboxylic Acid-Containing Ligands

  摘要：

  Protein tyrosine phosphatase (PTPase) 1B (PTP1B) has been implicated as a key negative regulator of both insulin and leptin signaling cascades. We identified several salicylic acid-based ligands for the second phosphotyrosine binding site of PTP1B using a NMR-based screening. Structure-based linking with a catalytic site-directed oxalylarylaminobenzoic acid-based pharmacophore led to the identification of a novel series of potent PTP1B inhibitors exhibiting 6-fold selectivity over the highly homologous T-cell PTPase (TCPTP) and high selectivity over other phosphatases.

  DOI：

  10.1021/jm034088d

文献信息

• Selective protein tyrosine phosphatatase inhibitors
  申请人：——

  公开号：US20020169157A1

  公开（公告）日：2002-11-14

  Compounds of formula (I) 1 or therapeutically acceptable salts thereof, are selective protein tyrosine kinase-B (PTP1B) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of disorders using the compounds are disclosed.

  式（I）1的化合物或其治疗上可接受的盐是选择性蛋白酪氨酸激酶B（PTP1B）抑制剂。揭示了该化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• [EN] SELECTIVE PROTEIN TYROSINE PHOSPHATASE INHIBITORS<br/>[FR] INHIBITEURS SELECTIFS DE PROTEINE TYROSINE PHOSPHATASE
  申请人：ABBOTT LAB

  公开号：WO2003020688A1

  公开（公告）日：2003-03-13

  Compounds of formula (I) or therapeutically acceptable salts thereof, are selective protein tyrosine kinase-B (PTP1B) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of disorders using the compounds are disclosed.

  式(I)的化合物或其治疗上可接受的盐是选择性的蛋白酪氨酸激酶-B (PTP1B) 抑制剂。本文披露了该化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• CHARGE CONTROL RESIN AND MANUFACTURING METHOD OF THE SAME
  申请人：YASUMATSU Masashi

  公开号：US20150025213A1

  公开（公告）日：2015-01-22

  Here is provided a charge control resin which is prompt in charge rising up, excellent in electrostatic charging propensity and easy in manufacturing. This charge control resin contains a polymer as an active ingredient having a constituent unit represented by following Formula (1) in the Formula (1), R 1 is independent of one another, and is a hydrogen atom, a hydroxyl group, a halogen atom, a carboxy-containing group, a straight-chained or branched alkyl group having 1-18 carbon atoms, or a straight-chained or branched alkoxy group having 1-18 carbon atoms; R 2 is a hydrogen atom, a hydroxyl group, a halogen atom, a carboxy-containing group, a straight-chained or branched alkyl group having 1-18 carbon atoms, or a straight-chained or branched alkoxy group having 1-18 carbon atoms; g is a number of 1-3; h is a number of 1-3; and M is a hydrogen atom, an alkali metal, a straight-chained or branched alkyl group having 1-18 carbon atoms, an ammonium radical or a mixture of any of these.

  这里提供了一种电荷控制树脂，它在电荷上升方面快速，具有优异的静电充电倾向并且易于制造。该电荷控制树脂包含一种聚合物作为活性成分，该聚合物具有由以下公式（1）表示的组成单元。在公式（1）中，R1互不相同，可以是氢原子、羟基、卤素原子、含羧基的基团、直链或支链烷基（碳数为1-18）或直链或支链烷氧基（碳数为1-18）；R2可以是氢原子、羟基、卤素原子、含羧基的基团、直链或支链烷基（碳数为1-18）或直链或支链烷氧基（碳数为1-18）；g为1-3的数字；h为1-3的数字；M可以是氢原子、碱金属、直链或支链烷基（碳数为1-18）、铵基或任何这些的混合物。
• Photosensitive composition
  申请人：KONICA CORPORATION

  公开号：EP0083971A2

  公开（公告）日：1983-07-20

  The developability of a positive-working photosensitive composition comprising (a) an o-quinonediazide compound is enhanced by incorporating (b) a condensed resin containing a condensation unit composed of an aromatic compound having a carboxylic group and a phenolic ahydroxyl group, and an aldehyde or ketone. Said condensation unit has preferably the formula: wherein n is 1 or 2, R, is hydrogen, hydroxyl, acyloxy, alkyl, alkoxy, halogen, which may be the same or different when n is 2; and R2 and R3, which may be the same or different, are each hydrogen, alkyl having 1 to 4 carbon atoms, phenyl or substituted phenyl.

  通过加入(b)含有缩合单元的缩合树脂，可提高由(a)邻喹酮噻嗪化合物组成的正片工作感光组合物的显影能力，该缩合单元由具有羧基和酚羟基的芳香族化合物以及醛或酮组成。所述缩合单元最好具有如下式子 其中 n 为 1 或 2，R 为氢、羟基、酰氧基、烷基、烷氧基、卤素，当 n 为 2 时可以相同或不同；R2 和 R3 可以相同或不同，各自为氢、具有 1 至 4 个碳原子的烷基、苯基或取代苯基。
• Photosensitive composition and negative working lithographic printing plate
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP1249731A2

  公开（公告）日：2002-10-16

  A photosensitive composition comprising a resin containing a repeating unit corresponding to a monomer having a structure represented by formula (I) defined in the specification, and a negative working lithographic printing plate having a negative working photosensitive layer comprising the above-described photosensitive composition.

  一种感光组合物，包含一种树脂，该树脂含有与单体相对应的重复单元，该单体的结构由说明书中定义的式 (I) 表示；以及一种底片工作平版印刷板，该底片工作感光层包含上述感光组合物。