呋喃-5-磺酸-2-甲酸 | 87299-57-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 呋喃-5-磺酸-2-甲酸
• 中文别名: 5-硫-2-呋喃羧酸
• 英文名称: 5-sulfofuran-2-carboxylic acid
• 英文别名: 5-Sulfo-furan-2-carbonsaeure
• CAS: 87299-57-8
• 化学式: C₅H₄O₆S
• mdl: MFCD06809673
• 分子量: 192.149
• InChiKey: GZXIBGIUGORTLA-UHFFFAOYSA-N

物化性质

• 密度：
  1.786

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 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：
  113
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  呋喃-5-磺酸-2-甲酸 在 氢氧化钾 、 五氯化磷 、 氨 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 ethyl 5-sulfamoylfuran-2-carboxylate
  参考文献：
  名称：

  N-(5-carboalkoxyfuran-2-sulfonyl)-N′-丁基脲的合成及降血糖活性

  摘要：

  通过呋喃-2-羧酸与氯磺酸磺化获得的5-硫呋喃-2-羧酸(I)转化为其单钾盐，然后用五氯化磷处理以形成二酰氯(II)。从后者得到2-羧基-呋喃磺酰氯(III)和“二酰胺”(2-羧基呋喃-5磺酰胺，XVIIII)的烷基酯。这里制备的Diamid(221-223~与文献[4]中描述的Diamid(211-212~)的熔点不同，后者合成的起始原料为酸I，经呋喃处理制得-2-羧酸与发烟硫酸 [4]. 我们确定在这种情况下 I 的二钠盐作为

  DOI：

  10.1007/bf01150723
• 作为产物：
  描述：

  乳糖 在 硫酸 、 硝酸 作用下， 生成 呋喃-5-磺酸-2-甲酸
  参考文献：
  名称：

  Schwanert, Justus Liebigs Annalen der Chemie, 1860, vol. 116, p. 261

  摘要：

  DOI：

文献信息

• Heterocyclic amides with anti-tuberculosis activity
  申请人：Lee E. Richard

  公开号：US20050222408A1

  公开（公告）日：2005-10-06

  Compounds having the general structure: wherein A is selected from the group consisting of oxygen, sulfur, and NR 15 , and R 15 is selected from the group consisting of H, alkyl, aryl, substituted alkyl, and substituted aryl; B,D, and E are each independently selected from the group consisting of CH, nitrogen, sulfur and oxygen; R 1 is selected from the group consisting of nitro, halo, alkyl ester, arylsulfanyl, arylsulfinyl, arylsulfonyl and sulfonic acid; t is an integer from 1 to 3; and X is a substituted amide, and methods of using the novel compounds for treating infections caused by microorganisms, including Mycobacterium tuberculosis.

  具有一般结构的化合物：其中A从氧、硫和NR15组成的群体中选择，R15从H、烷基、芳基、取代烷基和取代芳基组成的群体中选择；B、D和E分别独立地从CH、氮、硫和氧组成的群体中选择；R1从硝基、卤素、烷基酯、芳基硫醚、芳基亚砜、芳基砜基和磺酸中选择；t为1到3的整数；X为取代酰胺，并且使用这些新化合物治疗由微生物引起的感染的方法，包括结核分枝杆菌。
• Studies on Nitration of Furan Derivatives. Part II. On the Nitration of Furfurylidene-type Compounds
  作者：Tadashi Sasaki

  DOI：10.1246/bcsj.27.398

  日期：1954.7

  The nitration, by using both fuming nitric acid mixed with acetic anhydride and fuming nitric acid alone, was carried out on 13 kinds of furfurylidene compounds, C4H3O–CR1R2. (1) These furfurylidene-type compounds in which R1 and R2 are electro-groups are stable against both acidic reagents and can be nitrated without formation of the nitration intermediate. (2) In the case qf a group being—CHO or—COCH3

  通过使用发烟硝酸与乙酸酐混合和单独使用发烟硝酸，对 13 种糠基化合物 C4H3O-CR1R2 进行硝化。(1) 这些其中 R1 和 R2 是电基团的糠基型化合物对两种酸性试剂都是稳定的，并且可以在不形成硝化中间体的情况下被硝化。(2) 在一个基团是-CHO 或-COCH3 的情况下，硝化温度必须保持足够低以避免分解。
• [EN] HETEROCYCLIC AMIDES WITH ANTI-TUBERCULOSIS ACTIVITY<br/>[FR] AMIDES HETEROCYCLIQUES A ACTIVITE ANTI-TUBERCULINIQUE
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2005007625A3

  公开（公告）日：2005-12-29
• Synthesis and Evaluation of Nitrofuranylamides as Novel Antituberculosis Agents
  作者：Rajendra P. Tangallapally、Raghunandan Yendapally、Robin E. Lee、Kirk Hevener、Victoria C. Jones、Anne J. M. Lenaerts、Michael R. McNeil、Yuehong Wang、Scott Franzblau、Richard E. Lee

  DOI：10.1021/jm049972y

  日期：2004.10.1

  In an effort to develop new and more potent therapies to treat tuberculosis, a library of compounds was screened for M. tuberculosis UDP-Gal mutase inhibition. Nitrofuranylamide 1 was identified as a hit in this screen, possessing good antituberculosis activity. This paper describes the synthesis and evaluation of an expanded set of nitrofaranylamides. We have discovered a number of nitrofaranylamides with submicromolar M. tuberculosis MIC values and acceptable therapeutic indexes. The MIC activity did not correlate with UDP-Gal mutase inhibition, suggesting an alternative primary cellular target was responsible for the antituberculosis activity. The compounds were only active against mycobacteria of the tuberculosis complex. On the basis of these results, four compounds were selected for in vivo testing in a mouse model of tuberculosis infection, and of these compounds one showed significant antituberculosis activity.
• Hill; White, American Chemical Journal, 1902, vol. 27, p. 196
  作者：Hill、White

  DOI：——

  日期：——