1-pyrrolidinecarbodithioate methyl ester | 695-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-pyrrolidinecarbodithioate methyl ester
• 英文别名: methyl pyrrolidine-1-carbodithionate；methyl pyrrolidine-1-carbodithioate；Methyl 1-Pyrrolidinecarbodithioate；pyrrolidinedithioester；pyrrolidine-1-carbodithioic acid methyl ester；PyDTM
• CAS: 695-83-0
• 化学式: C₆H₁₁NS₂
• mdl: MFCD25966282
• 分子量: 161.292
• InChiKey: FXJXLDWYONEXNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-pyrrolidinecarbodithioate methyl ester 在 吡啶 、 三乙胺 作用下， 生成 2-cyano-3-methylsulfanyl-3-pyrrolidino-acrylic acid methyl ester
  参考文献：
  名称：

  DE947185

  摘要：

  公开号：
• 作为产物：
  描述：

  sodium pyrrolidine-N-carbodithioate 以87%的产率得到
  参考文献：
  名称：

  FAID-ALLAH, HASSAN M., REV. ROUM. CHIM., 33,(1988) N, C. 815-822

  摘要：

  DOI：

文献信息

• [EN] CARBONIC ANHYDRASE INHIBITOR COMPRISING A DITHIOCARBAMATE<br/>[FR] INHIBITEURS D'ANHYDRASE CARBONIQUE
  申请人：UNI I OSLO

  公开号：WO2013050426A1

  公开（公告）日：2013-04-11

  A carbonic anhydrase inhibitor which comprises a compound of general formula: R1R2N-CS2-M+ for use in the treatment of microbial infection, eye disease or cancer; wherein R1 and R2 are each independently selected from H or an organic substituent, or together form a ring, and optionally contain one or more heteroatoms; wherein R and R2 together comprise at least 5 carbon atoms or at least 2 carbon atoms and a heteroatom, or R2 comprises at least 4 carbon atoms; and wherein M+ comprises a monovalent cation.

  一种碳酸酐酶抑制剂，包括通用结构式的化合物：R1R2N-CS2-M+，用于治疗微生物感染、眼部疾病或癌症；其中R1和R2分别独立地选自H或有机取代基，或者一起形成一个环，并且可选地包含一个或多个杂原子；其中R和R2一起至少包含5个碳原子或至少2个碳原子和一个杂原子，或者R2至少包含4个碳原子；M+包括一价阳离子。
• An efficient synthesis of dithiocarbamates under ultrasound irradiation in water
  作者：Najmadin Azizi、Elahm Gholibeglo、Sanaz Dehghan Nayeri

  DOI：10.1007/s00706-011-0687-z

  日期：2012.8

  economic, and green method for the synthesis of dithiocarbamate derivatives in water. The one-pot, three-component condensation of primary and secondary amines with carbon disulfide and unsaturated carbonyl compounds or alkyl halides under ultrasonic irradiation was developed as a green and fast protocol for the rapid high-yielding preparation of dithiocarbamates in water. Graphical abstract

  摘要具有超声活化的多组分反应已被用作简单，快速，原子经济且绿色的方法，用于在水中合成二硫代氨基甲酸酯衍生物。伯胺和仲胺与二硫化碳和不饱和羰基化合物或烷基卤化物在超声波辐射下的一锅，三组分缩合反应是一种绿色快速的方法，用于在水中快速高产率地制备二硫代氨基甲酸酯。 图形概要
• Straightforward and Highly Efficient Catalyst-Free One-Pot Synthesis of Dithiocarbamates under Solvent-Free Conditions
  作者：Najmedin Azizi、Fezzeh Aryanasab、Mohammad R. Saidi

  DOI：10.1021/ol0620141

  日期：2006.11.9

  [Structure: see text] A highly efficient and simple synthesis of dithiocarbamates is possible based on the one-pot reaction of amines, CS2, and alkyl halides without using a catalyst under solvent-free conditions. The mild reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method. The reaction is a highly atom-economic process for production

  [结构：见正文]基于胺，CS2和烷基卤化物的一锅反应，在无溶剂条件下无需使用催化剂，即可高效且简单地合成二硫代氨基甲酸酯。温和的反应条件，高收率和广泛的反应范围说明了该方法的良好合成实用性。该反应是生产S-烷基硫代氨基甲酸酯的高度原子经济的方法，可成功地大量用于制药或农业化学工业。
• HIGH PENETRATION PRODRUG COMPOSITIONS OF ANTIMICROBIALS AND ANTIMICROBIAL-RELATED COMPOUNDS
  申请人：Yu Chongxi

  公开号：US20100040548A1

  公开（公告）日：2010-02-18

  The invention provides compositions of novel high penetration compositions (HPC) or high penetration prodrugs (HPP) of antimicrobials and antimicrobial-related compounds, which are capable of crossing biological barriers with high penetration efficiency. The HPPs are capable of being converted to parent active drugs or drug metabolites after crossing the biological barrier and thus can render treatments for the conditions that the parent drugs or metabolites can. Additionally, the HPPs are capable of reaching areas that parent drugs may not be able to access or to render a sufficient concentration at the target areas and therefore render novel treatments. The HPPs can be administered to a subject through various administration routes, e.g., locally delivered to an action site of a condition with a high concentration or systematically administered to a biological subject and enter the general circulation with a faster rate.

  该发明提供了一种新型高渗透性复合物（HPC）或高渗透性前药（HPP）的组合物，包括抗微生物和抗微生物相关化合物，这些化合物能够以高渗透效率穿越生物屏障。HPP能够在穿越生物屏障后转化为母药活性药物或药物代谢物，从而可以治疗母药或代谢物所能治疗的疾病。此外，HPP能够到达母药可能无法进入或在目标区域获得足够浓度的区域，从而提供新的治疗方法。HPP可以通过各种给药途径向受试者施用，例如，局部给药到病情作用部位以高浓度，或者系统给药到生物体内并以更快速度进入全身循环。
• New Method for the Synthesis of Sulforaphane and Related Isothiocyanates
  作者：Xin Chen、Zhengyi Li、Xiaoqiang Sun、Hongzhao Ma、Xiaoxin Chen、Jie Ren、Kun Hu

  DOI：10.1055/s-0031-1289601

  日期：2011.12

  important isothiocyanate sulforaphane (4-isothiocyanatobutyl methyl sulfoxide) was synthesized in six simple steps from commercially available 4-aminobutan-1-ol with an overall yield of 64%. The new synthetic method is suitable for multigram-scale preparation of sulforaphane and does not require expensive or toxic reagents. A novel one-pot procedure was also developed for preparing isothiocyanates through

  生物学上重要的异硫氰酸酯萝卜硫烷（4-异硫氰酸根合丁基甲基亚砜）是通过六个简单的步骤从市售的4-氨基丁烷-1-醇合成的，总收率为64％。新的合成方法适用于数克规模的萝卜硫烷制备，不需要昂贵或有毒的试剂。还开发了一种新颖的一锅法，该方法通过在温和条件下使胺与邻苯基氯硫代甲酸酯反应来制备异硫氰酸酯。另外，获得了作为未预料到的副产物的吡咯烷-1-碳二硫代甲基酯，并且表明该方案可用于合成具有环状侧链的S-芳基或S-杂环硫代氨基甲酸酯。 异硫氰酸酯-硫代氨基甲酸酯-萝卜硫烷-抗肿瘤药