2-甲基-2H-四唑-5-硫醇 | 42150-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-甲基-2H-四唑-5-硫醇
• 中文别名: 2-甲基-2H-1,2,3,4-四唑-5-硫醇
• 英文名称: 2-methyl-2H-tetrazole-5-thiol
• 英文别名: 5-Mercapto-2-methyltetrazol；2-methyl-1,2-dihydro-tetrazole-5-thione；2-methyl-1H-tetrazole-5-thione
• CAS: 42150-25-4
• 化学式: C₂H₄N₄S
• mdl: MFCD00053366
• 分子量: 116.147
• InChiKey: RLRIYDBAFPKSRC-UHFFFAOYSA-N

物化性质

• 沸点：
  111.6±23.0 °C(Predicted)
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-甲基-2H-四唑-5-硫醇 在 氧气 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以98%的产率得到5,5'-disulfandiylbis(2-methyl-2H-tetrazole)
  参考文献：
  名称：

  Synthesis of 2-Substituted Tetrazole-5-Thiols and 5,5'-Disulfandiylbis(2-Alkyl-2H-Tetrazoles)

  摘要：

  A method has been proposed for the synthesis of 2-alkyltetrazole-5-thiols. It was shown that these compounds are readily oxidized to the corresponding disulfides and their further functionalization has been studied.

  DOI：

  10.1007/s10593-014-1500-9
• 作为产物：
  描述：

  2-[(2-methyl-2H-tetrazol-5-yl)sulfanyl]-1-phenylethanone 在 magnesium 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以82%的产率得到2-甲基-2H-四唑-5-硫醇
  参考文献：
  名称：

  Synthesis of 2-Substituted Tetrazole-5-Thiols and 5,5'-Disulfandiylbis(2-Alkyl-2H-Tetrazoles)

  摘要：

  A method has been proposed for the synthesis of 2-alkyltetrazole-5-thiols. It was shown that these compounds are readily oxidized to the corresponding disulfides and their further functionalization has been studied.

  DOI：

  10.1007/s10593-014-1500-9

文献信息

• Cephalosporin derivatives
  申请人：Rhone-Poulenc Industries

  公开号：US04034090A1

  公开（公告）日：1977-07-05

  New cephalosporin derivatives of the formula: ##STR1## in which either (a) R.sub.1 is hydrogen, acetoxy, azido or heterocyclylthio or heterocyclylcarbonylthio which is (1,3,4-thiadiazol-2-yl)-thio which is unsubstituted or substituted by straight or branched chain C.sub.1-4 alkyl or alkoxy, straight or branched chain C.sub.1-4 alkylthio, straight or branched chain C.sub.1-4 alkylsulphonyl, amino or acetylamino; (1,2,3,4-tetrazol-5-yl)-thio which is unsubstituted or substituted in the 1-position by straight or branched chain C.sub.1-4 alkyl, hydroxy straight or branched chain C.sub.1-4 alkyl, phenyl or hydroxyphenyl, or in the 2-position by straight or branched chain C.sub.1-4 alkyl or hydroxy straight or branched chain C.sub.1-4 alkyl; (1,2,4-triazol-3-yl)-thio, (4-methyl-1,3-thiazol-2-yl)-thio, (3-methyl-1,2,4-thiadiazol-5-yl)-thio or (1,2,3-thiadiazol-4-yl)-carbonylthio, and R.sub.2 is carboxy or a radical of the formula: ##STR2## in which the radical: ##STR3## is a radical which can be easily removed enzymatically, and in which R.sub.3 is hydrogen or straight or branched chain C.sub.1-4 alkyl and R.sub.4 is straight or branched chain C.sub.1-4 alkyl or cyclohexyl; or (b) R.sub.1 is a pyridinio ion and R.sub.2 is a carboxylato ion, and pharmaceutically acceptable non-toxic metal salts thereof and addition salts thereof with nitrogen containing bases possess valuable anti-bacterial properties, showing activity against both Gram-positive and Gram-negative bacteria.

  新的头孢菌素衍生物的化学式为：##STR1## 其中，要么（a）R.sub.1是氢、乙酰氧基、叠氮基或杂环基硫基或杂环基羰基硫基，所述杂环基为（1,3,4-噻二唑-2-基）硫基，所述杂环基未被取代或被直链或支链C.sub.1-4烷基或烷氧基、直链或支链C.sub.1-4烷基硫基、直链或支链C.sub.1-4烷基磺酰基、氨基或乙酰氨基取代，或为（1,2,3,4-四唑-5-基）硫基，所述（1,2,3,4-四唑-5-基）硫基在1-位被直链或支链C.sub.1-4烷基、羟基直链或支链C.sub.1-4烷基、苯基或羟基苯基取代，或在2-位被直链或支链C.sub.1-4烷基或羟基直链或支链C.sub.1-4烷基取代；（1,2,4-三唑-3-基）、（4-甲基-1,3-噻唑-2-基）-硫基、（3-甲基-1,2,4-噻二唑-5-基）-硫基或（1,2,3-噻二唑-4-基）-羰基硫基，且R.sub.2为羧基或化学式：##STR2## 其中，化学式：##STR3## 为易于通过酶去除的基团，其中R.sub.3为氢或直链或支链C.sub.1-4烷基，R.sub.4为直链或支链C.sub.1-4烷基或环己基；或（b）R.sub.1为吡啶离子，R.sub.2为羧酸离子，以及其药学上可接受的无毒金属盐和与含氮碱基的加合物盐具有重要的抗菌性能，对革兰氏阳性和革兰氏阴性细菌均有活性。
• Orally active cephalosporins and penicillins
  作者：E. H. W. Boehme、R. E. Bambury、R. J. Baumann、R. C. Erickson、B. L. Harrison、P. F. Hoffman、F. J. McCarty、R. A. Schnettler、M. J. Vaal、D. L. Wenstrup

  DOI：10.1021/jm00178a011

  日期：1980.4

  A number of orally active cephalosporins and penicillins with interesting biological activity were synthesized. Two of these, 7-[[[3,4-(methylenedioxy)phenyl]glycyl]amino]deacetoxycephalosporanic acid and 7-[[2-(2,3-dihydro-5-benzofuranyl)glycyl]amino]deacetoxycephalosporanic acid were considerably more active than cephalexin both in vitro and in vivo against staphylococcal and streptococcal infections.
• Synthesis of 2-Substituted Tetrazole-5-Thiols and 5,5'-Disulfandiylbis(2-Alkyl-2H-Tetrazoles)
  作者：S. V. Vorona、T. V. Artamonova、K. A. Kitchenko、Yu. E. Zevatskii、L. V. Myznikov

  DOI：10.1007/s10593-014-1500-9

  日期：2014.7

  A method has been proposed for the synthesis of 2-alkyltetrazole-5-thiols. It was shown that these compounds are readily oxidized to the corresponding disulfides and their further functionalization has been studied.