4-(2-hydroxyethyl)-thiosemicarbazide | 6926-55-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(2-hydroxyethyl)-thiosemicarbazide
• 英文别名: N-(2-hydroxyethyl)hydrazinecarbothioamide；4-(Hydroxyethyl)-thiosemicarbazide；4-(2-hydroxy-ethyl)-thiosemicarbazide；N-Amino-N'-<2-hydroxy-ethyl>-thioharnstoff；4-β-Hydroxyethyl-3-thiosemicarbazid；1-amino-3-(2-hydroxyethyl)thiourea
• CAS: 6926-55-2
• 化学式: C₃H₉N₃OS
• mdl: MFCD19201319
• 分子量: 135.19
• InChiKey: IQONCRYQQRHTQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 4-(2-hydroxyethyl)-thiosemicarbazide 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(2-hydroxy-ethylamino)-3H-[1,3,4]thiadiazole-2-thione
  参考文献：
  名称：

  Radioprotective action of thiadiazole derivatives

  摘要：

  DOI：

  10.1007/bf01156486
• 作为产物：
  描述：

  N-(2-hydroxyethyl)dithiocarbamic acid 在 sodium monochloroacetic acid 、 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 4-(2-hydroxyethyl)-thiosemicarbazide
  参考文献：
  名称：

  微波辐射下无溶剂合成吲哚基缩氨基硫脲

  摘要：

  开发了一种快速、高效且环保的方法，用于在微波辅助无溶剂条件下以氧化铝为固体载体合成吲哚-3-甲醛缩氨基硫脲。与常规加热方法相比，该方法得到的目标产物收率良好。

  DOI：

  10.3184/030823410x12628833270368

文献信息

• The reaction of the periodate-oxidation products of 1,4-anhydroerythritol and of some related pyrrolidine glycols with thiosemicarbazides
  作者：V.C. Barry、Joan E. McCormick、R.S. McElhinney

  DOI：10.1016/s0008-6215(00)81203-3

  日期：1968.7

  Simple analogues of the dialdehyde formed by periodate oxidation of benzyl β- L -arabinopyranoside have been prepared. Oxydiacetaldehyde may be condensed with one or two moles of substituted thiosemicarbazides, whereas N -aryliminodiacetaldehydes give only bis(thiosemicarbazones). The oxidation of N -arylpyrrolidine-3,4-diols with one equivalent of periodate is straightforward if electron-attracting aromatic

  摘要制备了由高碘酸氧化苄基β-L-阿拉伯吡喃果糖苷形成的二醛的简单类似物。氧二乙醛可以与一或两摩尔取代的硫代氨基脲缩合，而N-芳基二乙醛仅给出双（硫代氨基脲）。如果存在吸引电子的芳族取代基，则用一当量的高碘酸盐氧化N-芳基吡咯烷-3,4-二醇很简单，但否则，可以证明吡咯烷环中NC键的某些裂解。分离出结晶的半结晶的2，6-二羟基-4-苯基吗啉。已经比较了一些α-官能取代的硫代半脲酮向乙二醛衍生物的转化率。
• Derivatives of thiocarbamic acid. Part I. Preparation of 4-substituted thiosemicarbazides
  作者：R. S. McElhinney

  DOI：10.1039/j39660000950

  日期：——

  A general reaction of primary and secondary amines with dithiocarbazate esters is described. These esters are convenient intermediates towards thiosemicarbazies. The 4-(β-dimethylaminoethyl) compound has been obtained from the isothiocyanate, of which some properties are recorded.

  描述了伯胺和仲胺与二硫代氨基甲酸酯的一般反应。这些酯是硫代氨基脲的方便中间体。由异硫氰酸酯获得了4-（β-二甲基氨基乙基）化合物，其一些性质已被记录。
• Cephem compounds
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04443443A1

  公开（公告）日：1984-04-17

  This invention relates to novel cephem compounds of high antimicrobial activity, of the formula: ##STR1## wherein R.sup.1 is amino or a protected amino group; R.sup.2 is carboxy or a protected carboxy group; A is lower alkylene which may have an oxo group; R.sup.3 is carboxy, a protected carboxy group, lower alkyl, lower alkenyl, hydroxy (lower) alkyl, phenyl (lower) alkyl, phenyl, tolyl, xylyl, cumenyl, or naphthyl; and R.sup.4 is hydrogen or lower alkoxy, and pharmaceutically acceptable salts thereof.

  本发明涉及一种高抗微生物活性的新型头孢菌素化合物，其化学式为：##STR1##其中，R^1是氨基或保护氨基基团；R^2是羧基或保护羧基基团；A是较低的烷基，可能具有氧代基；R^3是羧基、保护羧基基团、较低的烷基、较低的烯基、羟基（较低的）烷基、苯基（较低的）烷基、苯基、甲苯基、二甲苯基、叔丁基或萘基；R^4是氢或较低的烷氧基，并且其药物学上可接受的盐。
• 3-Thiovinyl-cephalosporins
  申请人：Rhone-Poulenc Industries

  公开号：US04307116A1

  公开（公告）日：1981-12-22

  Novel cephalosporins of the general formula (I); ##STR1## in which R is alkyl, L-2-amino-2-carboxy-ethyl, phenyl, pyridyl, pyridyl-N-oxide, pyrimidin-2-yl, substituted pyridazin-3-yl, 5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl substituted in the 4-position, 1,3,4-triazol-5-yl or 2-alkoxycarbonyl-1,3,4-triazol-5-yl substituted in the 1-position, 1,4-dialkyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl, 1-alkyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl, 2-alkyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl, triazol-5-yl, 1,3,4-thiadiazol-5-yl which is substituted or unsubstituted, 1,2,4-thiadiazol-5-yl which is substituted, 1,3,4-oxadiazol-5-yl which is substituted or unsubstituted, oxazol-2-yl which is substituted or unsubstituted or tetrazol-5-yl which is substituted or unsubstituted in the 1-position, R' is a hydrogen atom or a radical of the general formula (II); ##STR2## and R.sup.o is hydrogen, alkyl, vinyl or cyanomethyl, as well as their salts, are useful as anti-bacterial agents.

  通式(I)的新型头孢菌素；其中R为烷基，L-2-氨基-2-羧基乙基，苯基，吡啶基，吡啶-N-氧化物，嘧啶-2-基，取代的吡啶-3-基，4-位取代的5,6-二氧化-1,4,5,6-四氢-1,2,4-三嗪-3-基，1,3,4-三唑-5-基或1-位取代的2-烷氧羰基-1,3,4-三唑-5-基，1,4-二烷基-5,6-二氧化-1,4,5,6-四氢-1,2,4-三嗪-3-基，1-烷基-5,6-二氧化-1,4,5,6-四氢-1,2,4-三嗪-3-基，2-烷基-5,6-二氧化-1,2,5,6-四氢-1,2,4-三嗪-3-基，三唑-5-基，1,3,4-噻二唑-5-基，取代或未取代的1,2,4-噻二唑-5-基，取代或未取代的1,3,4-噁二唑-5-基，取代或未取代的噁唑-2-基或取代或未取代的1-位四唑-5-基，R'为氢原子或通式(II)的基团；其中R.sup.o为氢，烷基，乙烯基或氰甲基，以及它们的盐，可用作抗菌剂。
• 3-Vinyl-cephalosporins
  申请人：Rhone-Poulenc Industries

  公开号：US04307230A1

  公开（公告）日：1981-12-22

  Novel 3-vinyl-cephalosporins of the formula ##STR1## in which n is 0 or 1, R.sub.1 is hydrogen, a radical of the formula ##STR2## [in which R.sub.4 is hydrogen or a protective radical and R.sub.5 is hydrogen, alkyl, vinyl or cyanomethyl or is a protective radical], or a protective radical, and R.sub.2 is hydrogen, a protective radical or an enzymatically removable radical, or R.sub.1 is hydrogen or an acyl radical which may carry various substituents and R.sub.2 is hydrogen or a protective radical, and R.sub.3 is a radical of the general formula R'.sub.3 --SO.sub.2 --O-- or R".sub.3 --CO--O--, in which R'.sub.3 is alkyl, trifluoromethyl, trichloromethyl or phenyl which is substituted by a halogen atom or by an alkyl or nitro radical, and R".sub.3 is defined like R'.sub.3 or represents methyl which is substituted by acyl or alkoxycarbonyl, or represents ethyl or propyl substituted in the 2-position by acyl or alkoxycarbonyl. These compounds are useful as intermediates for the preparation of antibiotic 3-thiovinyl-cephalosporins.

  式为##STR1##的新型3-乙烯基头孢菌素，其中n为0或1，R.sub.1为氢，式为##STR2##的基团[其中R.sub.4为氢或保护基团，R.sub.5为氢、烷基、乙烯基或氰甲基或为保护基团]，或保护基团，R.sub.2为氢、保护基团或酶可去除的基团，或R.sub.1为氢或可携带各种取代基的酰基基团，R.sub.2为氢或保护基团，R.sub.3为一般式R'.sub.3--SO.sub.2--O--或R".sub.3--CO--O--的基团，其中R'.sub.3为烷基、三氟甲基、三氯甲基或被卤素原子、烷基或硝基基团取代的苯基，R".sub.3的定义与R'.sub.3相同或代表被酰基或烷氧羰基取代的甲基，或代表2-位被酰基或烷氧羰基取代的乙基或丙基。这些化合物可用作制备抗生素3-硫代乙烯基头孢菌素的中间体。