1-(2-氯基-5-磺酸苯基)-3-甲基-5-吡唑酮 | 88-76-6

• 物质功能分类: 化学试剂 - 有机试剂
• 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-(2-氯基-5-磺酸苯基)-3-甲基-5-吡唑酮
• 中文别名: 4-氯-3-(4,5-二氢-3-甲基-5-氧代-1H-吡唑-1-基)-苯磺酸；1-(2-氯-5-磺酸基苯基)-3-甲基-5-吡唑啉酮；3-甲基-1-(2’-氯-5’-磺酸苯基)-5-吡唑啉酮；1-(2'-氯-5'-磺酸苯基)-3-甲基-5-吡唑啉酮；3-甲基-1-(2'-氯-5'-磺酸苯基)-5-吡唑啉酮；2-氯-5-磺酸吡唑酮；1-(2'-氯-5'-磺酸基苯基)-3-甲基-5-吡唑啉酮；25CSMP
• 英文名称: 4-chloro-3-(3-methyl-5-oxo-4,5-dihydropyrazol-1-yl)benzenesulfonic acid
• 英文别名: 4-Chloro-3-(3-methyl-5-oxo-2-pyrazolin-1-yl)benzenesulfonic acid；4-chloro-3-(3-methyl-5-oxo-4H-pyrazol-1-yl)benzenesulfonic acid
• CAS: 88-76-6
• 化学式: C₁₀H₉ClN₂O₄S
• mdl: MFCD00020745
• 分子量: 288.711
• InChiKey: UWLNKHDLVZEYKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  344 °C(lit.)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  95.4
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R43
• WGK Germany：
  3
• 海关编码：
  2933199090
• 安全说明：
  S36/37
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

制备方法与用途

用途：用于制备染料及颜料的中间体。

反应信息

• 作为反应物：
  描述：

  1-(2-氯基-5-磺酸苯基)-3-甲基-5-吡唑酮 、 1,2-萘氧基-二氮杂唑-4-磺酸 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 以92%的产率得到4-{N'-[1-(2-chloro-5-sulfo-phenyl)-3-methyl-5-oxo-1,5-dihydro-pyrazol-4-ylidene]-hydrazino}-3-hydroxy-naphthalene-1-sulfonic acid
  参考文献：
  名称：

  Hydrazinonaphthalene and Azonaphthalene Thrombopoietin Mimics Are Nonpeptidyl Promoters of Megakaryocytopoiesis

  摘要：

  High-throughput screening for the induction of a luciferase reporter gene in a thrombopoietin (TPO)-responsive cell line resulted in the identification of 4-diazo-3-hydroxy-1-naphthalene-sulfonic acids as TPO mimics. Modification of the core structure and adjustment of unwanted functionality resulted in the development of (5-oxo-1,5-dihydropyrazol-4-ylidene)hydrazines which exhibited efficacies equivalent to those of TPO in several cell-based assays designed to measure thrombopoietic activity. Furthermore, these compounds elicited biochemical responses in TPO-receptor-expressing cells similar to those in TPO itself, including kinase activation and protein phosphorylation. Potencies for the best compounds were high for such low molecular weight compounds (MW < 500) with EC50 values in the region of 1-20 nM.

  DOI：

  10.1021/jm010283l

文献信息

• Facile One‐Pot Synthesis and Antimycobacterial Evaluation of Pyrazolo[3,4‐<i>d</i>]pyrimidines
  作者：Amit Trivedi、Dipti Dodiya、Janak Surani、Samir Jarsania、Hitesh Mathukiya、Naresh Ravat、Viresh Shah

  DOI：10.1002/ardp.200800027

  日期：2008.7

  The present article describes a facile one‐pot synthesis of a series of eight pyrazolo[3,4‐d]pyrimidines 4a–h which were evaluated for their in‐vitro antibacterial activity against Mycobacterium tuberculosis H37Rv using the Alamar‐Blue susceptibility test and the activity expressed as the minimum inhibitory concentration (MIC) in mg/mL. The compounds 4b, 4c, 4d, and 4g exhibited the best results (1

  本文描述了一系列 8 种吡唑并 [3,4-d] 嘧啶 4a-h 的简单一锅合成，使用 Alamar-Blue 敏感性试验和方法评估了它们对结核分枝杆菌 H37Rv 的体外抗菌活性。活性表示为以 mg/mL 为单位的最小抑制浓度 (MIC)。与一线药物如异烟肼 (INH) 和利福平 (RIP) 相比，化合物 4b、4c、4d 和 4g 表现出最佳结果 (1.2 μg/mL)。因此，这类化合物可能是开发治疗耐多药结核病的新先导化合物的良好起点。
• Graphene composite, method for producing graphene composite and electrode for lithium ion battery containing graphene composite
  申请人：TORAY INDUSTRIES, INC.

  公开号：US10199654B2

  公开（公告）日：2019-02-05

  Provided is a graphene composite primarily used as a conductive additive for forming an electrode for lithium ion batteries, which has performance equal to or higher than conventional dispersants and is deceased in cost by using an inexpensive and easily available dispersant. The graphene composite includes a graphene powder and a compound having a structure of pyrazolone.

  本发明提供了一种石墨烯复合材料，主要用作形成锂离子电池电极的导电添加剂，其性能等同于或高于传统分散剂，并且通过使用廉价易得的分散剂降低了成本。石墨烯复合材料包括石墨烯粉末和具有吡唑酮结构的化合物。
• GRAPHENE COMPOSITE, METHOD FOR PRODUCING GRAPHENE COMPOSITE AND ELECTRODE FOR LITHIUM ION BATTERY CONTAINING GRAPHENE COMPOSITE
  申请人：TORAY INDUSTRIES, INC.

  公开号：US20160351908A1

  公开（公告）日：2016-12-01

  Provided is a graphene composite primarily used as a conductive additive for forming an electrode for lithium ion batteries, which has performance equal to or higher than conventional dispersants and is deceased in cost by using an inexpensive and easily available dispersant. The graphene composite includes a graphene powder and a compound having a structure of pyrazolone.
• Hydrazinonaphthalene and Azonaphthalene Thrombopoietin Mimics Are Nonpeptidyl Promoters of Megakaryocytopoiesis
  作者：Kevin J. Duffy、Michael G. Darcy、Evelyne Delorme、Susan B. Dillon、Daniel F. Eppley、Connie Erickson-Miller、Leslie Giampa、Christopher B. Hopson、Yifang Huang、Richard M. Keenan、Peter Lamb、Lynnette Leong、Nannan Liu、Stephen G. Miller、Alan T. Price、Jon Rosen、Rakhi Shah、Tony N. Shaw、Heather Smith、Kenneth C. Stark、Shin-Shay Tian、Curtis Tyree、Kenneth J. Wiggall、Lily Zhang、Juan I. Luengo

  DOI：10.1021/jm010283l

  日期：2001.10.1

  High-throughput screening for the induction of a luciferase reporter gene in a thrombopoietin (TPO)-responsive cell line resulted in the identification of 4-diazo-3-hydroxy-1-naphthalene-sulfonic acids as TPO mimics. Modification of the core structure and adjustment of unwanted functionality resulted in the development of (5-oxo-1,5-dihydropyrazol-4-ylidene)hydrazines which exhibited efficacies equivalent to those of TPO in several cell-based assays designed to measure thrombopoietic activity. Furthermore, these compounds elicited biochemical responses in TPO-receptor-expressing cells similar to those in TPO itself, including kinase activation and protein phosphorylation. Potencies for the best compounds were high for such low molecular weight compounds (MW < 500) with EC50 values in the region of 1-20 nM.

表征谱图