2-Hydrazino-2-thiazolin-hydrobromid | 2643-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2-Hydrazino-2-thiazolin-hydrobromid
• 英文别名: 2-Hydrazinothiazolin-hydrobromid；thiazolidin-2-one hydrazone; hydrobromide；2-hydrazino-2-thiazoline hydrobromide；4,5-dihydro-1,3-thiazol-2-ylhydrazine;hydrobromide
• CAS: 2643-92-7
• 化学式: BrH*C₃H₇N₃S
• 分子量: 198.087
• InChiKey: XYTRVFMNMJPWQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.13
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  75.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hydrazino-2-thiazolin-hydrobromid 在 sodium 作用下， 以 乙醇 为溶剂， 反应 0.08h， 生成 2-Hydrazino-2-thiazoline
  参考文献：
  名称：

  Ongania, Karl-Hans, Chemische Berichte, 1981, vol. 114, # 3, p. 1200 - 1202

  摘要：

  DOI：

文献信息

• Schistosomicidal acridanone hydrazones
  申请人：Hoffman-La Roche Inc.

  公开号：US04544659A1

  公开（公告）日：1985-10-01

  Acridanone derivatives of the formula ##STR1## wherein the dotted line is an optional bond, R.sup.1 is hydrogen, halogen or nitro, R.sup.2 is hydrogen or lower alkyl, one of the substituents R.sup.3 and R.sup.4 is hydrogen or lower alkyl and the other together with R is an additional bond and R.sup.5 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl or lower alkyl substituted by halogen or lower alkoxy, and pharmaceutically acceptable acid addition salts thereof, processes for their preparation and pharmaceutical compositions based thereon, are described. The compounds of formula I are useful as schistosomicidal agents.

  Acridanone衍生物的化学式为##STR1##其中虚线是可选键，R.sup.1是氢、卤素或硝基，R.sup.2是氢或较低的烷基，取代基R.sup.3和R.sup.4中的一个是氢或较低的烷基，另一个与R一起是额外的键，R.sup.5是氢、较低的烷基、较低的烯基、较低的炔基或被卤素或较低的烷氧基取代的较低烷基，以及其药学上可接受的酸盐，描述了其制备方法和基于其的药物组合物。化合物I的化学式对于裂体吸虫药物是有用的。
• Synthesis of Some 1H-1,2,4-Triazole, 4H-1,2,4-Triazole, Thiazolo[2,3-c]-1,2,4-triazole and 5H-1,2,4-Triazolo-[3,4-b][1,3]thiazine Derivatives by Metal Compound-Mediated Oxidative Cyclization of Derivatives of 2-(Phenylmethylidene)hydrazinecarboximidothioic Acid
  作者：Abdelselam S. Ali、John S. Wilkie、Kevin N. Winzenberg

  DOI：10.1071/c97058

  日期：——

  Reaction of the methyl 2-(phenylmethylidene)hydrazinecarboximidothioate derivatives (3a–d) and (6a,b) with iron(III) chloride afforded the 5-methylsulfanyl-3-phenyl-4H-1,2,4-triazole derivatives (4a–d) and the 5-methylsulfanyl-3-phenyl-1H-1,2,4-triazole derivatives (7a,b). This reaction was extended to the synthesis of the 3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole derivatives (10a,b) and the 3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b][1,3]thiazine derivatives (10c,d). Reaction of 5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (12a) with 1,2-dibromoethane gave (10a) together with the isomeric 2-(3-chlorophenyl)-5,6-dihydrothiazolo[3,2-b][1,2,4]triazole (13a); similarly, reaction of (12a) with 1,3-dibromopropane afforded (10c) along with 2-(3-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine (13b). The use of nickel peroxide and lead tetraacetate in place of iron(III) chloride was investigated for some of these oxidative cyclization reactions.

  2-(苯基亚甲基)肼甲脒硫代酸甲酯衍生物(3a-d)和(6a,b)与氯化铁(III) 衍生物 (3a-d) 和 (6a,b) 与氯化铁（III）反应，可得到 5-甲硫基-3-苯基-4H-1,2,4-三唑衍生物 (4a-d) 和 5-甲硫基-3-苯基-1H-1,2,4-三唑衍生物（7a,b）。 (7a,b）。该反应还可用于合成 3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole 衍生物 (10a,b) 和 3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b][1,3]thiazine 衍生物 (10c,d)。反应 5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (12a）与 1,2-二溴乙烷反应，得到（10a）以及异构体 2-(3-chlorophenyl)-5,6-dihydrothiazolo[3,2-b][1,2,4]triazole (13a)；同样，(12a) 与 1,3- 二溴丙烷反应得到 (10c) 以及 2-(3-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine (13b).用过氧化镍和四乙酸铅代替氯化铁(III) 对其中一些氧化环化反应进行了研究。
• Arndt, Friedrich; Franke, Wilfried; Klose, Walter, Liebigs Annalen der Chemie, 1984, # 7, p. 1302 - 1307
  作者：Arndt, Friedrich、Franke, Wilfried、Klose, Walter、Lorenz, Joerg、Schwarz, Katica

  DOI：——

  日期：——
• Shridhar, D.R.; Jogibhukta, M.; Joshi, P. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 2, p. 132 - 134
  作者：Shridhar, D.R.、Jogibhukta, M.、Joshi, P. P.、Reddy, P. Gopal

  DOI：——

  日期：——
• Shepard,K.L. et al., Journal of Heterocyclic Chemistry, 1976, vol. 13, p. 1219 - 1224
  作者：Shepard,K.L. et al.

  DOI：——

  日期：——