3,3'-trithiodipropionic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3,3'-trithiodipropionic acid
• 英文别名: Trithiodipropionic acid；3-(2-carboxyethyltrisulfanyl)propanoic acid
• 化学式: C₆H₁₀O₄S₃
• 分子量: 242.341
• InChiKey: SLGIFARAIAFPEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  阿霉素 、 3,3'-trithiodipropionic acid 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  一种阿霉素前药主动载药脂质体及其制备方法和应用

  摘要：

  一种阿霉素前药主动载药脂质体及其制备方法和应用，本发明方法将三硫键桥连的还原敏感阿霉素二聚体前药主动载入脂质体中，从而实现载药量高、稳定性好、毒副作用低和肿瘤部位特异性快速释药的效果，进而提高抗肿瘤活性。通过阿霉素与铁离子之间的螯合作用，将极度疏水的阿霉素前药主动包封于脂质体的内水相中。脂质体大大提高了疏水阿霉素前药的药动学循环和组织分布，同时阿霉素前药极大地降低了阿霉素的毒副作用。此外，铁离子可以触发肿瘤细胞铁死亡，协同阿霉素前药脂质体的抗肿瘤效果。本发明综合了前药和脂质体两者的优势，制备的阿霉素前药主动载药脂质体具有良好的抗肿瘤效果和安全性，具有较大的应用前景。

  公开号：

  CN112933046B
• 作为产物：
  描述：

  3-氯丙酸钠 在 盐酸 、 dipotassium trisulfide 作用下， 生成 3,3'-trithiodipropionic acid
  参考文献：
  名称：

  Labuk, Piotr; Duda, Andrzej; Penczek, Stanislaw, Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 42, p. 107 - 110

  摘要：

  DOI：

文献信息

• Compounds, Compositions and Methods for Treating or Preventing Hypoxic or Ischemic Injury
  申请人：Ruan Fuqiang

  公开号：US20110195945A1

  公开（公告）日：2011-08-11

  Compositions and methods of treating or preventing disease or injury to a human patient or biological material undergoing ischemic or hypoxic conditions.

  治疗或预防人类患者或生物材料在缺血或低氧条件下遭受疾病或损伤的组合物和方法。
• Hybrid chalcogen bonds in prodrug nanoassemblies provides dual redox-responsivity in the tumor microenvironment
  作者：Tian Liu、Lingxiao Li、Shuo Wang、Fudan Dong、Shiyi Zuo、Jiaxuan Song、Xin Wang、Qi Lu、Helin Wang、Haotian Zhang、Maosheng Cheng、Xiaohong Liu、Zhonggui He、Bingjun Sun、Jin Sun

  DOI：10.1038/s41467-022-35033-7

  日期：——

  Sulfur bonds, especially trisulfide bond, have been found to ameliorate the self-assembly stability of homodimeric prodrug nanoassemblies and could trigger the sensitive reduction-responsive release of active drugs. However, the antitumor efficacy of homodimeric prodrug nanoassemblies with single reduction-responsivity may be restricted due to the heterogeneous tumor redox microenvironment. Herein, we replace the middle sulfur atom of trisulfide bond with an oxidizing tellurium atom or selenium atom to construct redox dual-responsive sulfur-tellurium-sulfur and sulfur-selenium-sulfur hybrid chalcogen bonds. The hybrid chalcogen bonds, especially the sulfur-tellurium-sulfur bond, exhibit ultrahigh dual-responsivity to both oxidation and reduction conditions, which could effectively address the heterogeneous tumor microenvironment. Moreover, the hybrid sulfur-tellurium-sulfur bond promotes the self-assembly of homodimeric prodrugs by providing strong intermolecular forces and sufficient steric hindrance. The above advantages of sulfur-tellurium-sulfur bridged homodimeric prodrug nanoassemblies result in the improved antitumor efficacy of docetaxel with satisfactory safety. The exploration of hybrid chalcogen bonds in drug delivery deepened insight into the development of prodrug-based chemotherapy to address tumor redox heterogeneity, thus enriching the design theory of prodrug-based nanomedicines.

  摘要 研究发现，硫键（尤其是三硫键）可改善同二聚体原药纳米组合体的自组装稳定性，并可引发活性药物的灵敏还原反应释放。然而，由于肿瘤氧化还原微环境的异质性，单一还原反应性的同二聚体原药纳米组合体的抗肿瘤疗效可能会受到限制。在这里，我们用氧化性碲原子或硒原子取代了三硫键中间的硫原子，构建了氧化还原双响应的硫-碲-硫和硫-硒-硫杂合瑀键。这些杂化查尔根键，尤其是硫-碲-硫键，在氧化和还原条件下均表现出超高的双响应性，可有效解决肿瘤微环境的异质性问题。此外，硫-碲-硫混合键还能提供强大的分子间作用力和足够的立体阻碍，从而促进同二聚体原药的自组装。硫-碲-硫桥同二聚体原药纳米集合体的上述优点提高了多西他赛的抗肿瘤疗效，并具有令人满意的安全性。对杂化查耳酮键在给药中的应用的探索，加深了人们对针对肿瘤氧化还原异质性的原药化疗发展的认识，从而丰富了原药纳米药物的设计理论。
• PRODUCTION OF POLYMER HYDROXYLATED AT BOTH TERMINALS, COMPOSITION CONTAINING SAID POLYMER AND ITS USE, AND POLYMER DERIVED FROM SAID COMPOSITION AND ITS USE
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP0552376A1

  公开（公告）日：1993-07-28

  A process for efficiently producing a polymer hydroxylated at both terminals from a variety of vinyl monomers readily at a low cost, which comprises polymerizing a vinyl monomer (b) by using a radical polymerization initiator (c) in the presence of a compound (a) represented by the general formula HO-A-(S)x-B-OH in such a manner that the reaction system is substantially free from any reactants other than the components (a), (b) and (c), and the amount of the component (a) present in the reaction vessel is at least 50 times by mole as large as that of the component (c) throughout the reaction.

  一种利用各种乙烯基单体以低成本高效生产两端羟基化的聚合物的工艺，该工艺包括在通式 HO-A-(S)x-B-OH 所代表的化合物(a)存在下，通过使用自由基聚合引发剂(c)使乙烯基单体(b)聚合，反应体系中除组分(a)、(b)和(c)外基本上不含任何反应物，并且在整个反应过程中，反应容器中组分(a)的存在量至少是组分(c)的 50 倍（摩尔）、(b)和(c)以外的任何反应物，并且在整个反应过程中，反应容器中存在的组分(a)的量至少是组分(c)的 50 倍（按摩尔计）。
• Silica-filled rubber compositions containing a mixture of dithiodipropionic acid, trithiodipropionic acid and tetrethiodipropionic acid
  申请人：THE GOODYEAR TIRE & RUBBER COMPANY

  公开号：EP0780429A1

  公开（公告）日：1997-06-25

  A method is disclosed for improving the physical properties of a silica-filled rubber composition which comprises mixing (i) 100 parts by weight of at least one sulfur vulcanizable elastomer selected from conjugated diene homopolymers and copolymers, natural rubber and copolymers of at least one conjugated diene and aromatic vinyl compound; (ii) 10 to 250 phr of silica; and (iii) .05 to 10 phr of a mixture of dithiodipropionic acid, trithiodipropionic acid and tetrathiodipropionic acid. Addition of the mixture of dithiodipropionic acid, trithiodipropionic acid and tetrathiodipropionic acid to silica-reinforced sulfur vulcanizable rubber improves the vulcanizate properties.

  本发明公开了一种改善硅填充橡胶组合物物理性能的方法，该方法包括混合 (i) 100 重量份的至少一种硫化弹性体，选自共轭二烯均聚物和共聚物、天然橡胶和至少一种共轭二烯与芳香乙烯基化合物的共聚物； (ii) 10 至 250 phr 的二氧化硅；以及 (iii) .05 至 10 phr 的二硫代二丙酸、三硫代二丙酸和四硫代二丙酸混合物。 将二硫代二丙酸、三硫代二丙酸和四硫代二丙酸的混合物加入白炭黑加固的硫化橡胶中，可改善硫化胶的性能。
• PROCESS FOR THE PREPARATION OF THIOL COMPOUNDS
  申请人：Nippon Shokubai Kagaku Kogyo Co., Ltd

  公开号：EP0825179A1

  公开（公告）日：1998-02-25

  In order to manufacture a thiol compound by causing reaction between an unsaturated compound and hydrogen sulfide, the unsaturated compound and the thiol compound being expressed by following formulas (1) and (2), respectively:         CH2 = CR1 - COOR2     (1)         HS - CH2 - CHR1 - COOR2     (2) where R1 represents a hydrogen atom or a methyl group, and R2 represents a hydrogen atom or a hydrocarbon group with 1 to 18 carbon atoms, (i) at least one nitrogen containing compound which is selected from the group consisting of amide compounds each having an amide group without a substituent, amide compounds each having an amide group whose nitrogen atom has a substituent hydrocarbon group with 1 to 6 carbon atoms, urea compounds each having an ureylene group without a substituent, and urea compounds in each of which at least one of two nitrogen atoms (N, N') has a substituent hydrocarbon group with 1 to 6 carbon atoms, and (ii) either a polysulfide compound or sulfur, or the both, are made to coexist in a system of reaction, the polysulfide compound being expressed by a following formula (3):         R4OOC - CHR3 - CH2 - SX - CH2 - CHR3 - COOR4     (3) where R3 represents a hydrogen atom or a methyl group, R4 represents a hydrogen atom or a hydrocarbon group with 1 to 18 carbon atoms, and x represents an integral number of 2 to 5. By doing so, a smooth reaction between the unsaturated compound and hydrogen sulfide can be caused, and the thiol compound can be produced at a high selectivity and a high yield.

  为了通过使不饱和化合物与硫化氢发生反应来制造硫醇化合物，不饱和化合物和硫醇化合物分别用以下公式（1）和（2）表示： ch2 = cr1 - coor2 (1) HS - CH2 - CHR1 - COOR2 (2) 其中 R1 代表氢原子或甲基，R2 代表氢原子或 1 至 18 个碳原子的烃基，(i) 至少一种含氮化合物，该化合物选自由下列化合物组成的酰胺化合物，每种酰胺化合物都具有一个不带取代基的酰胺基，每种酰胺化合物都具有一个氮原子带有 1 至 6 个碳原子的烃基取代基的酰胺基、(ii) 多硫化物化合物或硫，或二者共存于反应体系中，多硫化物化合物用下式(3)表示： R4OOC - CHR3 - CH2 - SX - CH2 - CHR3 - COOR4 (3) 其中，R3 代表氢原子或甲基，R4 代表氢原子或碳原子数为 1 至 18 的烃基，x 代表 2 至 5 的整数。 这样，不饱和化合物与硫化氢就能顺利反应，并能以高选择性和高产率生产硫醇化合物。