4-胍基苯甲酸甲烷磺酸盐 | 148720-07-4

• 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: 4-胍基苯甲酸甲烷磺酸盐
• 中文别名: 4-胍基苯甲酸甲磺酸酯
• 英文名称: Guanidinobenzoic acid mesylate
• 英文别名: 4-guanidinobenzoic acid mesylate；4-Guanidinobenzoic Acid Methanesulfonate；4-(diaminomethylideneamino)benzoic acid;methanesulfonic acid
• CAS: 148720-07-4
• 化学式: CH₄O₃S*C₈H₉N₃O₂
• 分子量: 275.285
• InChiKey: NGBBXMQQIAFCGF-UHFFFAOYSA-N

物化性质

• 熔点：
  228 °C
• 溶解度：
  碱性溶液（微溶）、DMSO（微溶）、水（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  169
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  4-胍基苯甲酸甲烷磺酸盐 在 苯甲醚 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 [4-[4-[(E)-3-(carboxymethoxy)-3-oxoprop-1-enyl]phenoxy]carbonylphenyl]-(diaminomethylidene)azanium;methanesulfonate
  参考文献：
  名称：

  Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

  摘要：

  A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed. (C) 1999 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(99)00123-3
• 作为产物：
  描述：

  4-胍基苯甲酸盐酸盐 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 4-胍基苯甲酸甲烷磺酸盐
  参考文献：
  名称：

  Synthesis of 4-(4-guanidinobenzoyloxy)benzamides and 1-(4-guanidinobenzoyloxy)benzoyloxy acetamides as trypsin inhibitors

  摘要：

  Seventeen new compounds of 4-(4-guanidinobenzoyloxy)benzamides and 4-(4-guanidinobenzoyloxy)benzoyloxyacetamides were prepared and their inhibitory activities on trypsin, thrombin and porcine pancreatic elastase were measured. These compounds were found to be selective trypsin inhibitors with inhibiting activities from 0.44 to 43 mu M.

  DOI：

  10.1016/s0223-5234(97)89852-2

文献信息

• [EN] COMPOUNDS FOR TREATMENT OF CYSTIC FIBROSIS<br/>[FR] COMPOSÉS DESTINÉS AU TRAITEMENT DE LA MUCOSVISCIDOSE
  申请人：CALIFORNIA INST BIOMEDICAL RES

  公开号：WO2015003083A1

  公开（公告）日：2015-01-08

  Described herein are compounds, compositions, and methods of their use for the treatment of cystic fibrosis.

  本文描述了用于治疗囊性纤维化的化合物、组合物及其使用方法。
• Synthesis and Structure-Activity Study of Protease Inhibitors. V. Chemical Modification of 6-Amidino-2-naphthyl 4-Guanidinobenzoate.
  作者：Toyoo NAKAYAMA、Seizo TAIRA、Masato IKEDA、Hiroshi ASHIZAWA、Minoru ODA、Katsumasa ARAKAWA、Setsuro FUJII

  DOI：10.1248/cpb.41.117

  日期：——

  By developing 6-amidino-2-naphthyl 4-guanidinobenzoate (I, FUT-175) as a basic structure, its various derivatives were synthesized and their inhibitory activities on trypsin, plasmin, kallikrein, thrombin, C1^- and C1s^- as well as on complement-mediated hemolysis were examined. The protective effect of these compounds on complement-mediated Forssman shock was also examined in guinea pigs. 6-Amidino-2-naphthyl 4-[(4, 5-dihydro-1H-imidazol-2-yl)amino]-benzoate (41, FUT-187) was found to be a suitable compound for oral administration with anti-complement activity superior to that of compound I.

  通过开发6-氨基脲基-2-萘基4-胍基苯甲酸（I，FUT-175）作为基本结构，合成了其多种衍生物，并测试了它们对胰蛋白酶、纤溶酶、激肽释放酶、凝血酶、C1^-和C1s^-的抑制活性，以及对补体介导的溶血作用的影响。还对这些化合物在豚鼠中对补体介导的Forssman休克的保护作用进行了研究。研究发现，6-氨基脲基-2-萘基4-[（4, 5-二氢-1H-咪唑-2-基）氨基]-苯甲酸（41，FUT-187）是一种适合口服给药的化合物，其抗补体活性优于化合物I。
• COMPOUNDS FOR TREATMENT OF CYSTIC FIBROSIS
  申请人：THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH

  公开号：US20160159754A1

  公开（公告）日：2016-06-09

  Described herein are compounds, compositions, and methods of their use for the treatment of cystic fibrosis.

  本文描述了用于治疗囊性纤维化的化合物、组成物及其使用方法。
• KR102314436
  申请人：——

  公开号：——

  公开（公告）日：——
• SUBSTITUTED AMIDINONAPHTHYL ESTER DERIVATIVES
  申请人：TORII PHARMACEUTICAL CO., LTD.

  公开号：EP0802179B1

  公开（公告）日：2002-08-21