5-(methylsulfonyl)-1,3,4-thiadiazol-2-amine | 36033-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(methylsulfonyl)-1,3,4-thiadiazol-2-amine
• 英文别名: 2-Amino-5-methylsulfonyl-1,3,4-thiadiazol；5-methanesulfonyl-[1,3,4]thiadiazol-2-ylamine；5-methylsulfonyl-1,3,4-thiadiazol-2-amine
• CAS: 36033-66-6
• 化学式: C₃H₅N₃O₂S₂
• mdl: MFCD08550636
• 分子量: 179.224
• InChiKey: GXPKJOYKJDOUKX-UHFFFAOYSA-N

物化性质

• 熔点：
  215 °C (decomp)
• 沸点：
  400.7±28.0 °C(Predicted)
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-(methylsulfonyl)-1,3,4-thiadiazol-2-amine 、 4-(4-tert-butoxycarbonylmethylcyclohexyl)benzoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Thiadiazoles as new inhibitors of diacylglycerol acyltransferase type 1

  摘要：

  A novel class of DGAT1 inhibitors containing a thiadiazole core has been discovered. Chemical optimization lead to inhibitors of human DGAT1 with an appropriate ADME profile and that show in vivo activity in target tissues. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.006

文献信息

• Synthesis and Antimicrobial Activity of 3H-l,2,4-Thiadiazolo Fused Heterocycles
  作者：John O. Gardner、Colin C. Beard

  DOI：10.1002/jps.2600680216

  日期：1979.2

  Various fused 3H-1,2,4-thiadiazoles were prepared. Significant in vitro Gram-positive antibacterial and antifungal activities were observed fro certain members of the series.

  制备了各种稠合的3H-1，2，4-噻二唑。在该系列的某些成员中观察到了显着的体外革兰氏阳性抗菌和抗真菌活性。
• Carbonic anhydrase inhibitors: 2-Substituted-1,3,4-thiadiazole-5-sulfamides act as powerful and selective inhibitors of the mitochondrial isozymes VA and VB over the cytosolic and membrane-associated carbonic anhydrases I, II and IV
  作者：Fatma-Zohra Smaine、Fabio Pacchiano、Marouan Rami、Véronique Barragan-Montero、Daniela Vullo、Andrea Scozzafava、Jean-Yves Winum、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2008.10.093

  日期：2008.12

  assayed as inhibitors of several carbonic anhydrase (CA, EC 4.2.1.1) isoforms, the cytosolic CA I and II, the membrane-associated CA IV and the mitochondrial CA VA and VB. The new compounds showed weak inhibitory activity against hCA I (K(I)s of 102 nM-7.42 microM), hCA II (K(I)s of 0.54-7.42 microM) and hCA IV (K(I)s of 4.32-10.05 microM) but were low nanomolar inhibitors of hCA VA and hCA VB, with

  制备了一系列2-取代的1,3,4-噻二唑-5-磺酰胺，并作为几种碳酸酐酶（CA，EC 4.2.1.1）同工型的抑制剂，即胞质CA I和II，膜相关CA IV和线粒体CA VA和VB。新化合物显示出对hCA I（K（I）s为10​​2 nM-7.42 microM），hCA II（K（I）s为0.54-7.42 microM）和hCA IV（K（I）s为4.32-）的弱抑制活性。 10.05 microM），但是hCA VA和hCA VB的低纳摩尔抑制剂，抑制常数分别为4.2-32 nM和1.3-74 nM。此外，抑制线粒体酶对CA II的选择性比在67.5-415范围内，使这些磺酰胺成为第一个选择性CA VA / VB抑制剂。
• [EN] CARBONIC ANHYDRASE INHIBITORS AND ANTIBIOTICS AGAINST MULTIDRUG RESISTANT BACTERIA<br/>[FR] INHIBITEURS D'ANHYDRASE CARBONIQUE ET ANTIBIOTIQUES CONTRE DES BACTÉRIES MULTIRÉSISTANTES
  申请人：PURDUE RESEARCH FOUNDATION

  公开号：WO2020131980A1

  公开（公告）日：2020-06-25

  The invention described herein generally relates to novel therapeutic compounds, and in particular to carbonic anhydrase inhibitors as a narrow spectrum antibiotics against drug resistant bacteria and methods for treating those infection diseases in mammals using the described carbonic anhydrase inhibitors or a pharmaceutical formulation thereof.

  本发明通常涉及新型治疗化合物，特别是作为一种针对耐药细菌的窄谱抗生素的碳酸酐酶抑制剂，以及使用所述碳酸酐酶抑制剂或其制药配方治疗哺乳动物感染疾病的方法。
• 1-Thiadiazolyl-6-alkoxytetrahydropyrimidinones
  申请人：Velsicol Chemical Corporation

  公开号：US03932410A1

  公开（公告）日：1976-01-13

  Disclosed are new compounds of the formula ##EQU1## wherein R.sup.1 is selected from the group consisting of alkyl, alkenyl, haloalkyl, alkoxy, alkylthio, alkylsulfonyl and alkylsulfinyl; R.sup.2 is selected from the group consisting of alkyl, alkenyl, haloalkyl and ##EQU2## wherein R.sup.3 and R.sup.4 are each selected from the group consisting of hydrogen and alkyl; and R.sup.5 is alkyl. The subject compounds are useful as herbicides.

  本发明涉及一种新的化合物，其化学式为##EQU1##其中R.sup.1选自烷基、烯基、卤代烷基、烷氧基、烷硫基、烷基磺酰基和烷基亚磺酰基的群；R.sup.2选自烷基、烯基、卤代烷基和##EQU2##其中R.sup.3和R.sup.4各自选自氢和烷基；R.sup.5为烷基。该化合物可用作除草剂。
• Method of increasing the yield of plants having storage organs by
  申请人：Velsicol Chemical Corporation

  公开号：US03944409A1

  公开（公告）日：1976-03-16

  This invention discloses a method of increasing the yield of plant food contained in plant storage organs which comprises contacting the plants having storage organs with from about 0.05 to about 4.0 pounds per acre of a compound of the formula ##EQU1## wherein R.sup.1 is selected from the group consisting of alkyl, alkenyl, chloroalkyl, trifluoromethyl, alkoxy, alkylthio, alkylsulfonyl, alkylsulfinyl and cycloalkyl of from 3 to 7 carbon atoms optionally substituted with from 1 to 2 substituents selected from the group consisting of alkyl, alkoxy and halogen; and R.sup.2 is alkyl.

  本发明揭示了一种增加植物储藏器官中植物食品产量的方法，该方法包括将具有储藏器官的植物与每英亩约0.05至约4.0磅的化合物接触，该化合物的化学式为##EQU1## 其中R.sup.1选自由3至7个碳原子的烷基，烯基，氯代烷基，三氟甲基，烷氧基，烷硫基，烷基磺酰基，烷基亚磺酰基和环烷基组成的群体，可选择地用1至2个选自烷基，烷氧基和卤素的取代基取代; 而R.sup.2为烷基。