N-(4,5-二氢-4-甲基-2-氨基磺酰基-1,3,4-噻二唑-5-亚基)苯甲酰胺 | 55217-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: N-(4,5-二氢-4-甲基-2-氨基磺酰基-1,3,4-噻二唑-5-亚基)苯甲酰胺
• 英文名称: 5-benzoylimino-4-methyl-Δ²-1,3,4-thiadiazoline-2-sulfonamide
• 英文别名: 5-benzoylimino-4-methyl-4,5-dihydro-[1,3,4]thiadiazole-2-sulfonic acid amide；5-Benzoylimino-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-sulfonsaeure-amid；2-Benzoylimino-3-methyl-delta(sup 4)-1,3,4-thiadiazoline-5-sulfonamide；N-(3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene)benzamide
• CAS: 55217-95-3
• 化学式: C₁₀H₁₀N₄O₃S₂
• 分子量: 298.346
• InChiKey: UVRKUVNSKMUATC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090

反应信息

• 作为产物：
  描述：

  N-(5-benzylsulfanyl-3-methyl-3H-[1,3,4]thiadiazol-2-ylidene)-benzamide 生成 N-(4,5-二氢-4-甲基-2-氨基磺酰基-1,3,4-噻二唑-5-亚基)苯甲酰胺
  参考文献：
  名称：

  Substituted thiadiazolines as inhibitors of central nervous system carbonic anhydrase

  摘要：

  A series (24-30) of substituted thiadiazolines was synthesized and tested for in vitro carbonic anhydrase inhibition and for protective ability against pentylenetetrazole-induced convulsions. ED50 (pentylenetetrazole protection), TD50, and LD50 values are reported for each compound. With the exception of 30, all compounds approximated the model compound methazolamide as in vitro carbonic anhydrase inhibitors. Several of the compounds produced extended protection against pentylenetetrazole-induced convulsions. Ring methoxy substitution in the ortho position appeared to produce maximum activity.

  DOI：

  10.1021/jm00238a005

文献信息

• Carbonic Anhydrase Inhibitors. Inhibition of Mitochondrial Isozyme V with Aromatic and Heterocyclic Sulfonamides
  作者：Daniela Vullo、Marco Franchi、Enzo Gallori、Jochen Antel、Andrea Scozzafava、Claudiu T. Supuran

  DOI：10.1021/jm031057+

  日期：2004.2.1

  The first inhibition study of the mitochondrial isozyme carbonic anhydrase (CA) V (of murine origin) with a series of aromatic and heterocyclic sulfonamides is reported. Inhibition data of the cytosolic isozymes CA I and CA II and the membrane-bound isozyme CA IV with these inhibitors are also provided for comparison. Several low nanomolar CA V inhibitors were detected (KI values in the range of 4-15

  首次报道了线粒体同工酶碳酸酐酶（CA）V（鼠源性）与一系列芳香族和杂环磺酰胺的抑制作用研究。还提供了这些抑制剂对胞质同工酶CA I和CA II以及膜结合同工酶CA IV的抑制数据，以进行比较。检测到了几种低纳摩尔CA V抑制剂（KI值在4-15 nM范围内），其中大多数属于酰化的磺胺，脲基苯磺酰胺，1,3,4-噻二唑-2-磺酰胺和氨基苯甲酰胺类型。化合物。另一方面，临床上使用的抑制剂乙酰唑酰胺，甲唑酰胺，乙氧唑酰胺，多佐酰胺，布林酰胺和托吡酯是效果较差的CA V抑制剂，其抑制常数在47-63 nM范围内。一些调查过的磺胺类药物 诸如脲基苯磺酰胺和酰化磺胺酰胺等化合物对CA V的亲和力比对包括CA II在内的其他同工酶更高，这是一个了不起的结果，因为迄今为止研究的大多数化合物都能更好地抑制胞质同工酶CA II。这些结果促使我们假设，CA V的选择性抑制，或CA II和CA V的双重抑制，可能
• Pala, Farmaco, Edizione Scientifica, 1958, vol. 13, p. 650,661
  作者：Pala

  DOI：——

  日期：——
• Substituted thiadiazolines as inhibitors of central nervous system carbonic anhydrase
  作者：James J. Lukes、Karl A. Nieforth

  DOI：10.1021/jm00238a005

  日期：1975.4

  A series (24-30) of substituted thiadiazolines was synthesized and tested for in vitro carbonic anhydrase inhibition and for protective ability against pentylenetetrazole-induced convulsions. ED50 (pentylenetetrazole protection), TD50, and LD50 values are reported for each compound. With the exception of 30, all compounds approximated the model compound methazolamide as in vitro carbonic anhydrase inhibitors. Several of the compounds produced extended protection against pentylenetetrazole-induced convulsions. Ring methoxy substitution in the ortho position appeared to produce maximum activity.