dithiolan dicarboxylic anhydride | 55550-98-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: dithiolan dicarboxylic anhydride
• 英文别名: 2,2-dimethyltetrahydro-[1,3]dithiol[4,5-c]furan；2,2-dimethyl-dihydro-[1,3]dithiolo[4,5-c]furan-4,6-dione；2,2-Dimethyl-3a,6a-dihydro-[1,3]dithiolo[4,5-c]furan-4,6-dione
• CAS: 55550-98-6
• 化学式: C₇H₈O₃S₂
• 分子量: 204.271
• InChiKey: FCNZISYCTIVCGE-UHFFFAOYSA-N

物化性质

• 沸点：
  385.9±42.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  94
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-缬氨酸 、 dithiolan dicarboxylic anhydride 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以35%的产率得到5-(1-carbonyl-L-Val)-2,2-dimethyl-[1,3]dithiolane-4-carboxylic acid
  参考文献：
  名称：

  Lead detoxification activities and ADMET hepatotoxicities of a class of novel 5-(1-carbonyl-l-amino-acid)-2,2-dimethyl-[1,3]dithiolane-4-carboxylic acids

  摘要：

  By linking the mercapto groups with isopropyl and introducing L-amino acid into the 5-carboxyl of DMSA a class of novel 5-(1-carbonyl-L-amino-acid)-2,2-dimethyl-[1,3]dithiolane-4-carboxylic acids were prepared. Their in vivo activities were evaluated on lead loaded mice at the dose of 0.4 mmol/kg. The results showed that the lead levels of the livers, kidneys, femurs and brains in particular could be efficiently decreased by 0.4 mmol/kg of 5-(1-carbonyl-L-amino-acid)-2,2-dimethyl-[1,3] dithiolane-4-carboxylic acids. The benefit of 5-(1-carbonyl-L-amino-acid)-2,2-dimethyl-[1,3] dithiolane-4-carboxylic acids to the detoxification of the brain lead was attributed to their transmembrane ability. Compared with the lead detoxification efficacy, they did not affect the essential metals such as Fe, Cu, Zn, and Ca of the treated mice. Silico molecular modeling predicted that 5-(1-carbonyl-L-amino-acid)-2,2-dimethyl-[1,3]dithiolane-4-carboxylic acids had no hepatotoxicity. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.070
• 作为产物：
  描述：

  2,2-dimethyl-[1,3]dithiolane-4,5-dicarboxylic acid 在 乙酰氯 作用下， 反应 1.0h， 生成 dithiolan dicarboxylic anhydride
  参考文献：
  名称：

  [DE] METALLKOMPLEXE AUF DER BASIS VON TETRATHIOL-LIGANDEN UND DEREN ANWENDUNG IN DER NUKLEARMEDIZINISCHEN DIAGNOSTIK UND ENDORADIONNUKLIDTHERAPIE SOWIE VERFAHREN ZUR HERSTELLUNG DER METALLKOMPLEXE
  [EN] METAL COMPLEXES BASED ON TETRATHIOL LIGANDS AND THEIR USE IN NUCLEAR MEDICAL DIAGNOSTICS AND ENDORADIONUCLIDE THERAPY AND METHOD FOR PRODUCING SAID METAL COMPLEXES
  [FR] COMPLEXES METALLIQUES A BASES DE LIGANDS DE TETRATHIOL ET LEUR UTILISATION DANS LE CADRE DU DIAGNOSTIC EN MEDECINE NUCLEAIRE ET DE LA THERAPIE A ENDORADIONUCLEIDES, ET PROCEDE POUR PRODUIRE LES COMPLEXES METALLIQUES

  摘要：

  该发明的任务是提出放射稳定和代谢稳定的金属配合物，适用于与生物分子结合，并提供其制备方法。解决方案涉及基于公式（I）的四硫配体的金属配合物，其中（CH-R1）代表取代或未取代的亚甲基桥，R1代表H、取代或未取代的烷基或取代或未取代的芳基，m和n代表亚甲基组的数量，其中m和n的总和在4和10之间，R2代表H、OR1或NHR1，Y代表4次H、99mTcO、186ReO、188ReO、99mTcN、186ReN或188ReN，X代表（CH）2、未取代的氨基（N-H）或取代的氨基（N-Z）、胍基单元的公式（II）或脲基团的公式（III），其中Z -(CH-R1)-A，p代表亚甲基组的数量，介于2和8之间，A代表可耦合单元，如COOH、COR3、-NCS，R3代表OH、OR1或NHR1，以及根据权利要求（1）使用金属配合物用于核医学诊断和内放射核素治疗。此外，提供了一种制备金属配合物的方法。

  公开号：

  WO2005108330A1

文献信息

• <i>meso</i>-2,3-Dimercaptosuccinic Acid Mono-<i>N-</i>alkylamides:  Syntheses and Biological Activity as Novel <i>in Vivo</i> Cadmium Mobilizing Agents
  作者：Pramod K. Singh、Mark M. Jones、Krista Kostial、Maja Blanuša、Martina Piasek、Nada Restek-Samaržija

  DOI：10.1021/tx9600208

  日期：1996.1.1

  Three meso-2,3-dimercaptosuccinic acid mono-N-alkylamidees (meso- RNHCOCH(SH)CH(SH)COOH, where R = CHMe(2), Mi-PDMA; CH(2)CHMe(2), Mi-BDMA; and CH(2)CH(2)CHMe(2), Mi-ADMA), were prepared via a synthetic route using the sulfhydryl-protected anhydride. 2,2-Dimethyl-1,3-dithiolane-4,5-cis-dicarboxylic acid anhydride was opened up with 1 mol of corresponding amine to give the SH-protected monoamide, Subsequent deblocking of the vicinal dithiol functionality was accomplished by conversion of the dithiolane into the mercury complex followed by reaction with H2S to give the target molecule, The potential utility of these compounds in chronic cadmium intoxication was examined by evaluation of their cadmium mobilizing efficacy in vivo in cadmium-loaded female albino rats using sodium N-benzyl-D-glucamine-N-carbodithioate (BGDTC) as the stand ard drug. Compared to BGDTC, the new compounds were, except at the highest dosage studied, equally or more effective in decreasing retention of hepatic cadmium, while mostly less effective in decreasing renal cadmium. The greatest reductions were obtained with Mi-BDMS at 4 x 1.5 mmol/kg, where liver and kidney cadmium levels were reduced to 12% and 59% of control levels, while at the same dosage BGDTC induced a reduction to 50% and 13% of control levels. The order of the efficacy of the monoamides as hepatic cadmium mobilizing agents was found to be Mi-PDMA > Mi-BDMA > Mi-ADMA. However, the isopropyl analog, though very effective at reducing hepatic cadmium at a low dosage, was found to be more toxic than the isobutyl and isoamyl monoamides, While the new compounds were shown to be effective cadmium mobilizing agents, the specific compounds examined did not possess optimized structures in terms of the balance between effectiveness and toxicity.
• S 3N CHELATING COMPOUNDS FOR THE RADIOLABELING OF LIGANDS, ANTI-LIGANDS OR OTHER PROTEINS
  申请人：NEORX CORPORATION

  公开号：EP0724601A1

  公开（公告）日：1996-08-07
• EP0724601A4
  申请人：——

  公开号：EP0724601A4

  公开（公告）日：1999-02-03
• Metal Complexes Based on Tetrathiol Ligands and Their Use in Nuclear Medical Diagnostics and Endoradionuclide Therapy and Method For Producing Said Metal Complexes
  申请人：Heinrich Tobias

  公开号：US20080279770A1

  公开（公告）日：2008-11-13

  The aim of the invention is to provide radiolytically and metabolically stable metal complexes suitable for conjugation with biomolecules and, therefore, useful for nuclear medical diagnostics and in endoradionuclide therapy and to provide a method for their production. This is achieved by metal complexes based on tetrathiol ligands of formula (I), in which (CH—R 1 ) represents substituted or unsubstituted methylene bridges, R 1 and H represent substituted or unsubstituted alkyl groups or substituted or unsubstituted aryl groups, m and n represent the number of methylene groups, the sum of m and n lying between 4 and 10, R 2 represents H, OR 1 or NHR 1 , Y represents 4 times H, 99m TcO, 186 ReO, 188 ReO, 99m TcN, 186 ReN or 188 ReN, X represents (CH) 2 , the unsubstituted amino group (N—H) or the substituted amino group (N-Z), the guanidyl unit of formula (II) or the urea group of formula (III), in which Z represents —(CH—R 1 )-A, p stands for the number of methylene groups and lies between 2 and 8, A represents a unit capable of conjugation, such as COOH, COR 3 , —NCS and R 3 represents OH, OR 1 or NHR 1 .
• US4164404A
  申请人：——

  公开号：US4164404A

  公开（公告）日：1979-08-14