吩噻嗪-10-基-丙基磺酸钠盐 | 101199-38-6

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸盐/亚磺酸盐
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 吩噻嗪-10-基-丙基磺酸钠盐
• 中文别名: 钠3-(10H-吩噻嗪-10-基)丙烷-1-磺酸盐；10H-吩噻嗪-10-丙磺酸,钠盐；吩噻嗪-10-基丙烷磺酸钠；吩噻嗪-10-丙基磺酸钠；10H-吩噻嗪-10-丙烷磺酸,钠盐
• 英文名称: sodium 3-(10H-phenothiazin-10-yl)-propane-1-sulfonate
• 英文别名: sodium 3-(10H-phenothiazin-10-yl)propane-1-sulfonate；sodium;3-phenothiazin-10-ylpropane-1-sulfonate
• CAS: 101199-38-6
• 化学式: C₁₅H₁₄NO₃S₂*Na
• 分子量: 343.403
• InChiKey: VKGYKXFNSKEHED-UHFFFAOYSA-M

物化性质

• 熔点：
  >232°C (dec.)
• 溶解度：
  DMSO（微溶）、甲醇（微溶）、水（微溶、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C，密闭保存，并保持干燥。

制备方法与用途

简介

吩噻嗪-10-基-丙基磺酸钠盐是由辣根过氧化物酶（HRP）催化的鲁米诺化学发光反应的水溶性增强剂。

用途

该化合物适用于便携式化学发光成像免疫分析领域的生物性和分析性研究，能够同时检测血清中前列腺特异性抗原的不同亚型。

生物活性

PTZ-343 是鲁米诺（HY-15922）的强效发光增强剂。它显著提高了过氧化物酶催化的鲁米诺化学发光氧化反应的光输出（超过80%）。

体外研究

PTZ-343 行为类似于电子转移媒介，可以与 HRP-II 反应以释放 HRP 和增强 (PTZ-343) 自由基。该增强剂自由基快速氧化鲁米诺阴离子以诱导发光。

反应信息

• 作为反应物：
  描述：

  吩噻嗪-10-基-丙基磺酸钠盐 在 18-冠醚-6 、 三聚氯氰 作用下， 以 丙酮 为溶剂， 生成 3-(10H-phenothiazin-10-yl)-propane-1-sulfonyl chloride
  参考文献：
  名称：

  [EN] ELECTROCHROMIC DEVICES AND COMPOSITIONS INCLUDING CATHODIC ZWITTERIONS
  [FR] DISPOSITIFS ET COMPOSITIONS ÉLECTROCHROMIQUES COMPRENANT DES ZWITTERIONS CATHODIQUES

  摘要：

  The present invention relates to electrochromic devices and compositions, which include a cathodic component that includes cathodic zwitterions, where an anion is covalently bonded by a divalent linking group to a pyridinium nitrogen of the cathodic component. Each covalently bonded anion is independently represented by the following Formula (III) or Formula (IV): With reference to Formula (III) and Formula (IV), R6and R7are in each case independently selected from divalent linear or branched alkane linking group, and for Formula (IV), R8is selected from fluorine, linear or branched fluorinated alkyl, or linear or branched perfluorinated alkyl.

  公开号：

  WO2023205269A1
• 作为产物：
  描述：

  10-(3-溴丙基)吩噻嗪 在 sodium sulfite 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以51%的产率得到吩噻嗪-10-基-丙基磺酸钠盐
  参考文献：
  名称：

  库仑对吩噻嗪和紫精之间光诱导的电子转移反应的影响

  摘要：

  DOI：

  10.1021/j100402a041

文献信息

• Preparation of high purity phenothiazine N-alkylsulfonates and their use in chemiluminescent assays for the measurement of peroxidase activity
  申请人：Cyanagen Srl

  公开号：US07855287B2

  公开（公告）日：2010-12-21

  A process is described for preparing, efficiently and with a high degree of purity N-alkylsulfonates of phenothiazine. The process consists in (a) the preparation of the phenothiazine anion, and (b) the reaction of said anion with cyclic alkyl sulfonates, such as 1,3-propane sultone and 1,4-butane sultone. This process is simpler, more direct, and more efficient than the procedures currently used for the synthesis of N-alkylsulfonates derivatives of phenothiazine. In addition, the products obtained with this process are far more pure than those obtained through current procedures and therefore ideal for bioanalytical applications that require high sensitivity, such as assays based on the measurement of peroxidase activity using chemiluminescence.

  描述了一种制备苯并噻嗪N-烷基磺酸盐的过程，高效且具有高纯度。该过程包括(a)制备苯并噻嗪阴离子，以及(b)将该阴离子与环状烷基磺酸盐反应，如1,3-丙烷砜和1,4-丁砜。这个过程比目前用于合成苯并噻嗪N-烷基磺酸盐衍生物的程序更简单、更直接、更高效。此外，使用这种过程得到的产品比目前的程序得到的产品更纯净，因此非常适合需要高灵敏度的生物分析应用，比如基于化学发光法测定过氧化物酶活性的分析。
• Preparation of high purity phenothiazine N-alkylsulfonates and their use in chemiluminescent assays for the measurement of peroxidase acitivity
  申请人：Della Ciana Leopoldo

  公开号：US20080176251A1

  公开（公告）日：2008-07-24

  A process is described for preparing, efficiently and with a high degree of purity N-alkylsulfonates of phenothiazine. The process consists in (a) the preparation of the phenothiazine anion, and (b) the reaction of said anion with cyclic alkyl sulfonates, such as 1,3-propane sultone and 1,4-butane sultone. This process is simpler, more direct, and more efficient than the procedures currently used for the synthesis of N-alkylsulfonates derivatives of phenothiazine. In addition, the products obtained with this process are far more pure than those obtained through current procedures and therefore ideal for bioanalytical applications that require high sensitivity, such as assays based on the measurement of peroxidase activity using chemiluminescence.

  描述了一种制备苯并噻嗪N-烷基磺酸盐的过程，高效且纯度较高。该过程包括(a)制备苯并噻嗪负离子，以及(b)将该负离子与环状烷基磺酸盐（如1,3-丙烷磺酸内酯和1,4-丁烷磺酸内酯）反应。这一过程比目前用于合成苯并噻嗪N-烷基磺酸盐衍生物的程序更简单、更直接、更高效。此外，用这一过程得到的产品比通过当前程序得到的产品更纯，因此非常适合需要高灵敏度的生物分析应用，如基于化学发光法测定过氧化物酶活性的分析。
• Method for the chemiluminescence assay of the activity of peroxidase
  申请人：FUJIREBIO INC.

  公开号：EP0361470A2

  公开（公告）日：1990-04-04

  A method of chemiluminescence assay of the activity of peroxidase is disclosed, which employes (i) luminol or isoluminol as a substrate, (ii) hydrogen peroxide, and (iii) at lease one compound, serving as an enhancer for the activity of peroxidase, selected from the group consisting of wherein R¹ represents a hydroxyl group, an alkali metal salt of hydroxyl group (-OM, where M is an alkali metal), an amino group which may have a substituent, a halogen, an alkyl group having 1 to 4 carbon atoms, which may have a substituent; R² and R³ each represent hydrogen or a halogen; R⁴ and R⁵ each represent hydrogen, an alkyl group having 1 to 4 carbon atoms, which may have a substituent, or an alkoxyl group having 1 to 4 carbon atoms, which may have a substituent; wherein R⁶ represents an alkyl group having 1 to 6 carbon atoms, which may have a substituent, or an alkene group having 2 to 6 carbon atoms, which may have a substituent, R⁷ to R¹⁰ each represent hydrogen, an alkyl group having 1 to 6 carbon atoms, which may have a substituent, or a halogen, X represents oxygen or sulfur, Y represents -CH- or nitrogen, which may be the same or different, and Y′ represents carbon or nitrogen, which may be the same or different.

  本发明公开了一种过氧化物酶活性的化学发光检测方法，该方法采用(i)发光酚或异鲁米诺作为底物，(ii)过氧化氢，和(iii)至少一种化合物作为过氧化物酶活性的增强剂、选自由下列物质组成的组 其中 R¹ 代表羟基、羟基的碱金属盐（-OM，其中 M 为碱金属）、可能具有取代基的氨基、卤素、具有 1 至 4 个碳原子且可能具有取代基的烷基；R² 和 R³ 分别代表氢或卤素；R⁴ 和 R⁵ 分别代表氢、1-4 个碳原子的烷基（可带有取代基）或 1-4 个碳原子的烷氧基（可带有取代基）； 其中 R⁶ 代表具有 1 至 6 个碳原子的烷基，该烷基可能具有取代基，或具有 2 至 6 个碳原子的烯基，该烯基可能具有取代基，R⁷ 至 R¹⁰ 各自代表氢、具有 1 至 6 个碳原子的烷基、X代表氧或硫，Y代表-CH-或氮，它们可以相同或不同，Y′代表碳或氮，它们可以相同或不同。
• ULTRA-SENSITIVE CHEMILUMINESCENT SUBSTRATES FOR PEROXIDASE
  申请人：Cyanagen S.r.l.

  公开号：EP3686285A1

  公开（公告）日：2020-07-29

  A method for increasing the light emission produced by the chemiluminescent reaction of 8-amino-5-chloro-7-phenylpyrido[3,4-d]pyridazine-1,4(2H,3H)-dione, a peroxidase enzyme or a conjugate thereof, an enhancer, a co-enhancer and a peroxide oxidizer, wherein the enhancer is an anionic N-alkylphenothiazine and the co-enhancer is selected from a 4-dialkylaminopyridine or an N-azole, and wherein the method comprises the following steps: i. realizing a chemiluminescent substrate by means of mixing together 8-amino-5-chloro-7-phenylpyrido[3,4-d]pyridazine-1,4(2H,3H)-dione, the enhancer, the co-enhancer and the peroxide oxidizer, and ii. adding the peroxidase enzyme or a conjugate thereof to the chemiluminescent substrate.

  一种增加由 8-氨基-5-氯-7-苯基吡啶并[3,4-d]哒嗪-1,4(2H,3H)-二酮、过氧化物酶或其共轭物、增强剂、辅助增强剂和过氧化物氧化剂的化学发光反应所产生的光发射的方法，其中增强剂为阴离子 N-烷基吩噻嗪，辅助增强剂选自 4-二烷基氨基吡啶或 N-唑，以及 其中，该方法包括以下步骤： i. 将 8-氨基-5-氯-7-苯基吡啶并[3,4-d]哒嗪-1,4(2H,3H)-二酮、增强剂、辅助增强剂和过氧化物氧化剂混合在一起，形成化学发光底物，以及 将过氧化物酶或其共轭物加入化学发光底物中。
• Reagent and kit for performing chemiluminescent reaction
  申请人：BIO-HELIX CO., LTD.

  公开号：US10711185B2

  公开（公告）日：2020-07-14

  A reagent for performing a chemiluminescent reaction includes luminol or luminol derivatives, an oxidant, an electron mediator, and an enhancer. The enhancer is a nitrogen-containing fused heterocyclic compound having at least two nitrogen atoms. The present disclosure further provides a kit for performing a chemiluminescent reaction comprising the aforesaid reagent.

  用于进行化学发光反应的试剂包括发光酚或发光酚衍生物、氧化剂、电子介质和增强剂。增强剂是一种含氮的融合杂环化合物，至少有两个氮原子。本公开进一步提供了一种用于进行化学发光反应的试剂盒，其中包含上述试剂。