3-甲基-1,3-噻唑烷-2-亚胺 | 3732-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 3-甲基-1,3-噻唑烷-2-亚胺
• 英文名称: 3-methyl-2-iminothiazolidine
• 英文别名: 2-Imino-3-methyl-thiazolidin；3-Methyl-2-iminothiazolidin；2-Imino-3-methylthiazolidine；3-methyl-1,3-thiazolidin-2-imine
• CAS: 3732-56-7
• 化学式: C₄H₈N₂S
• 分子量: 116.187
• InChiKey: YMTRVMXXEIEMLP-UHFFFAOYSA-N

物化性质

• 沸点：
  57-58 °C(Press: 0.4 Torr)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-甲基-1,3-噻唑烷-2-亚胺 以 乙醇 为溶剂， 生成 2-acetoacetylimino-3-methylthiazolidine
  参考文献：
  名称：

  Derivatives of 2-iminothiazolidines and thiazolines

  摘要：

  (取代基亚胺基)噻唑烷和噻唑烯是体内吲哚胺-N-甲基转移酶的抑制剂。它们通过对游离亚胺基进行烷基化或酰化而制备。

  公开号：

  US04181661A1
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 作用下， 生成 3-甲基-1,3-噻唑烷-2-亚胺
  参考文献：
  名称：

  鸟苷转移反应的离子交换研究。二、3-氨基丙基异硫脲和 N-取代的氨基乙基-和氨基丙基异硫脲重排为巯基烷基胍和 2-氨基噻唑啉或戊噻唑啉

  摘要：

  使用定量离子交换色谱法确定鸟苷内转移取决于 pH 值以及氨基和异硫脲基团之间的碳原子数。氨基乙基和氨基丙基异硫脲在中性 pH 值下很容易转鸟苷酸，但 5,4-氨基丁基异硫脲则不然。在 pH 值为 3--6 时，会形成 2-氨基噻唑啉和 - 戊噻唑啉，而在强碱中，会形成巯基胍和巯基胺的混合物。各种 N 原子上的 Nalkyl 取代改变了发生内环鸟苷化的 pH 值以及所得产物的形成和组成的速率。（授权）

  DOI：

  10.1021/ja01546a038

文献信息

• Heterocyclic compounds and pharmaceutical use
  申请人：Beecham Group Limited

  公开号：US04250173A1

  公开（公告）日：1981-02-10

  A compound, with hypolgycaemic activity, having formula (II) or a pharmaceutically acceptable quaternary ammonium or acid addition salt thereof: ##STR1## wherein X represents oxygen or sulphur; n.sub.7 represents zero or 1; R.sup.7 represents hydrogen or C.sub.1-6 alkyl; R.sup.1 and R.sup.2 are the same or different and represent hydrogen, C.sub.1-6 alkyl, phenyl, benzyl, or C.sub.3-6 cycloalkyl; R.sup.3 represents hydrogen, C.sub.1-6 alkyl, phenyl or benzyl; R.sup.4 represents hydrogen or C.sub.1-6 alkyl; R.sup.5 represents C.sub.1-6 alkyl, phenyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl, and C.sub.1-6 alkoxy; or benzyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl and C.sub.1-6 alkoxy; or R.sup.4 and R.sup.5 together represent the remaining members of a 5- or 6-membered ring optionally containing an oxygen, sulphur or additional nitrogen atom and being optionally substituted with C.sub.1-6 alkyl, carboxy or C.sub.1-6 alkoxycarbonyl; and R.sup.6 represents phenyl, optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkanoyl, C.sub.1-6 alkanoyloxy, nitro, hydroxy, amino, substituted amino, carboxy, and C.sub.1-6 alkoxycarbonyl.

  一种具有降血糖活性的化合物，其化学式为(II)或其药用可接受的季铵盐或酸盐：其中X代表氧或硫；n7代表零或1；R7代表氢或C1-6烷基；R1和R2相同或不同，代表氢、C1-6烷基、苯基、苄基或C3-6环烷基；R3代表氢、C1-6烷基、苯基或苄基；R4代表氢或C1-6烷基；R5代表C1-6烷基、苯基，可选地取代为最多3个卤素、C1-6烷基和C1-6烷氧基中的一种；或苄基，可选地取代为最多3个卤素、C1-6烷基和C1-6烷氧基中的一种；或R4和R5一起代表含有氧、硫或额外氮原子的5-或6-成员环的其余成员，可选地取代为C1-6烷基、羧基或C1-6烷氧羰基；R6代表苯基，可选地取代为最多3个卤素、C1-6烷基、C1-6烷氧基、C1-6烷酰基、C1-6烷酰氧基、硝基、羟基、氨基、取代氨基、羧基和C1-6烷氧羰基中的一种。
• Heterocyclic derivatives of guanidine
  申请人：McNeilab, Inc.

  公开号：US04414211A1

  公开（公告）日：1983-11-08

  5-Membered, 6-membered and 7-membered heterocyclic derivatives of guanidine having hypoglycemic activity.

  具有降血糖活性的5-成员、6-成员和7-成员杂环衍生物的胍。
• 2-Amino-2-thiazoline. IV. Ring-opening of 2-amino-2-thiazolines and 2-amino-2-selenazoline with hydrogen sulfide to form thiourea derivatives
  作者：Daniel L. Klayman、Peter T. McIntyre

  DOI：10.1021/jo01266a102

  日期：1968.2
• Inhibitors of indoleethylamine N-methyltransferase. Derivatives of 3-methyl-2-thiazolidinimine. In vitro, in vivo, and metabolic studies
  作者：Joshua Rokach、Yves Girard、Pierre Hamel、Grant Reader、C. Stanley Rooney、Lewis R. Mandel、Edward J. Cragoe、Anthony G. Zacchei

  DOI：10.1021/jm00181a014

  日期：1980.7

  A variety of substituent groups has been attached to the exocyclic imine function of 2-imino-3-methylthiazolidine (1) in a search for metabolic precursors of this potent inhibitor of the enzyme indoleethylamine N-methyltransferase (INMT) which would exhibit superior pharmacodynamic properties in animals. It has been determined that chemically stable derivatives of 1 based on succinic, nicotinic, and N-acylated amino acids, although they lack in vitro efficacy, are potent inhibitors of INMT when administered orally or intravenously to rabbits. Metabolic studies carried out with 14C-labeled N,N'-bix(3-methyl-2-thiazolidinylidene)succinamide (3) have established that conversion of this compound to 1 occurs both in the whole rabbit and in the isolated rabbit liver. 1 itself has been shown to be metabolically inert in rabbits, being excreted primarily in the urine.
• The Reaction of 2-Amino-Δ²-thiazoline and Related Compounds with Nitrous Acid^1a
  作者：L. Carroll King、Eric W. Stern

  DOI：10.1021/jo01020a517

  日期：1965.9

表征谱图