4-(2,2-dimethoxyethyl)thiosemicarbazide | 77360-54-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(2,2-dimethoxyethyl)thiosemicarbazide
• 英文别名: 4-(2,2-dimethoxyethyl)-thiosemicarbazide；1-amino-3-(2,2-dimethoxyethyl)thiourea
• CAS: 77360-54-4
• 化学式: C₅H₁₃N₃O₂S
• mdl: MFCD19201428
• 分子量: 179.243
• InChiKey: RKGUTQBZTIXVEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2,2-dimethoxyethyl)thiosemicarbazide 在 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 生成 2-[2-(2,2-dimethoxyethylcarbamothioyl)hydrazinyl]-N-methyl-2-oxoacetamide
  参考文献：
  名称：

  A Novel Convenient Synthesis of 8-Oxo-3-thioxo-2,3,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazines

  摘要：

  一种合成8-氧代-3-硫杂-2,3,7,8-四氢-1,2,4-三唑并[4,3-a]吡嗪3的新方法，涉及具有缩醛和氨基甲酰基团的内式取代的1,2,4-三唑啉-3-硫酮9与5%盐酸的分子内缩合反应。该方法因其简便性和良好的产率而变得方便易行。

  DOI：

  10.1055/s-1989-27346
• 作为产物：
  描述：

  methyl N-(2,2-dimethoxyethyl)dithiocarbamate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以83%的产率得到4-(2,2-dimethoxyethyl)thiosemicarbazide
  参考文献：
  名称：

  A Novel Convenient Synthesis of 8-Oxo-3-thioxo-2,3,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazines

  摘要：

  一种合成8-氧代-3-硫杂-2,3,7,8-四氢-1,2,4-三唑并[4,3-a]吡嗪3的新方法，涉及具有缩醛和氨基甲酰基团的内式取代的1,2,4-三唑啉-3-硫酮9与5%盐酸的分子内缩合反应。该方法因其简便性和良好的产率而变得方便易行。

  DOI：

  10.1055/s-1989-27346

文献信息

• 3-Vinyl-cephalosporin derivatives
  申请人：Rhone-Poulenc Industries

  公开号：US04307233A1

  公开（公告）日：1981-12-22

  Novel 3-vinyl-cephalosporin derivates of the general formula ##STR1## in the bicyclooct-2-ene or bicyclooct-3-ene form, in which R.sub.1 is a protective radical or is a radical of the general formula ##STR2## in which R.sub.5 is hydrogen, alkyl, vinyl or cyanomethyl, or a protective radical, and R.sub.6 is hydrogen or a protective radical, and R.sub.2 is a protective radical or an enzymatically removable radical, or R.sub.1 is an acyl radical, which may carry various substituents, and R.sub.2 represents a protective radical, and R.sub.3 and R.sub.4, which are identical or different, represent alkyl (optionally substituted by hydroxyl, alkoxy, amino, alkylamino or dialkylamino) or phenyl, or form, together with the nitrogen atom, a saturated 5-membered or 6-membered heterocyclic ring optionally containing another hetero-atom, their E- and Z-forms and their mixtures, are useful as intermediates for the preparation of 3-thiovinyl cephalosporins useful as antibacterial agents.

  具有通式##STR1##的新型3-乙烯基头孢菌素衍生物，以双环辛-2-烯或双环辛-3-烯形式存在，其中R1为保护基团或具有通式##STR2##的基团，其中R5为氢、烷基、乙烯基或氰甲基，或为保护基团，R6为氢或保护基团，R2为保护基团或酶可去除的基团，或R1为可带有各种取代基的酰基基团，R2表示保护基团，R3和R4相同或不同，表示烷基（可被羟基、烷氧基、氨基、烷基氨基或二烷基氨基取代）或苯基，或与氮原子一起形成含有另一个杂原子的饱和5元或6元杂环环，它们的E型和Z型及其混合物，可作为制备作为抗菌剂有用的3-硫代乙烯基头孢菌素的中介体。
• 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.

  新型3-乙烯基头孢菌素化合物，其通式为##STR1##，其中n为0或1，R1为氢、通式##STR2##的基团[其中R4为氢或保护基团，R5为氢、烷基、乙烯基或氰甲基或为保护基团]，或为保护基团，R2为氢、保护基团或酶可去除的基团，或者R1为氢或可能带有各种取代基的酰基基团，R2为氢或保护基团，R3为一般通式R'3--SO2--O--或R''3--CO--O--的基团，其中R'3为烷基、三氟甲基、三氯甲基或被卤素原子或烷基、硝基取代的苯基，R''3定义同R'3或代表被酰基或烷氧羰基取代的甲基，或代表在2位被酰基或烷氧羰基取代的乙基或丙基。这些化合物作为制备抗生素3-硫代乙烯基头孢菌素的中间体具有应用价值。
• 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.

  新型头孢菌素类化合物，其通式为(I)；##STR1##其中R为烷基、L-2-氨基-2-羧基乙基、苯基、吡啶基、吡啶基-N-氧化物、嘧啶-2-基、取代的吡啶-3-基、4-位取代的5,6-二氧代-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-5,6-二氧代-1,4,5,6-四氢-1,2,4-三嗪-3-基、1-烷基-5,6-二氧代-1,4,5,6-四氢-1,2,4-三嗪-3-基、2-烷基-5,6-二氧代-1,2,5,6-四氢-1,2,4-三嗪-3-基、三唑-5-基、取代或未取代的1,3,4-噻二唑-5-基、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1-位取代或未取代的四唑-5-基，R'为氢原子或通式(II)的基团；##STR2##且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。
• Cephalosporin derivatives
  申请人：Rhone-Poulenc Industries

  公开号：US04365062A1

  公开（公告）日：1982-12-21

  New cephalosporins of the formula: ##STR1## in which n=0 or 1, R.sub.1 is a radical of the formula: ##STR2## [in which R.sub.4 is a protective radical and R.sub.5 is hydrogen, alkyl, vinyl, cyanomethyl or a protective radical], or R.sub.1 is a protective radical and R.sub.2 is a protective radical or an enzymatically removable radical, or R.sub.1 is an acyl radical which may be substituted in various ways and R.sub.2 is a protective radical, in the 3-oxoethyl-bicyclooct-2-ene or -bicyclooct-3-ene or 3-oxoethylidene-bicyclooctane form if n=0, and in the 3-oxoethyl-bicyclooct-2-ene or 3-oxoethylidene-bicyclooctane form if n=1, are useful as intermediates for the preparation of 3-thiovinyl-cephalosporins useful as antibacterial agents.

  公式为：##STR1##的新头孢菌素，其中n=0或1，R.sub.1是公式的基团：##STR2## [其中R.sub.4是保护基团，R.sub.5是氢，烷基，乙烯基，氰甲基或保护基团]，或R.sub.1是保护基团，R.sub.2是保护基团或酶可去除的基团，或R.sub.1是酰基基团，可以以不同的方式被取代，R.sub.2是保护基团，如果n=0，则为3-氧乙基-双环辛-2-烯或-双环辛-3-烯或3-氧乙基亚双环辛烷形式，如果n=1，则为3-氧乙基-双环辛-2-烯或3-氧乙基亚双环辛烷形式，可用作制备3-硫基乙烯基头孢菌素的中间体，用作抗菌剂。
• LEE, KEE-JUNG;KIM, SEONGKON;UM, HYUNSUK;PARK, HOKOON, SYNTHESIS,(1989) N, C. 638-641
  作者：LEE, KEE-JUNG、KIM, SEONGKON、UM, HYUNSUK、PARK, HOKOON

  DOI：——

  日期：——