3,3'-disulfanediyl-bis-propionaldehyde | 13976-45-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3'-disulfanediyl-bis-propionaldehyde
• 英文别名: γ-oxypropyl disulfide；3-Oxopropyl disulfide；3-(3-oxopropyldisulfanyl)propanal
• CAS: 13976-45-9
• 化学式: C₆H₁₀O₂S₂
• 分子量: 178.276
• InChiKey: FWYXKTGXDPRQCP-UHFFFAOYSA-N

物化性质

• 沸点：
  284.8±25.0 °C(Predicted)
• 密度：
  1.187±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-disulfanediyl-bis-propionaldehyde 在 磺酰氯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.08h， 生成 3-Oxopropyl thiohypochlorite
  参考文献：
  名称：

  Substituted thiopyrano[2,3,4-c,d]indoles as potent, selective, and orally active inhibitors of 5-lipoxygenase. Synthesis and biological evaluation of L-691,816

  摘要：

  Thiopyrano[2,3,4-c,d]indoles are a new class of 5-lipoxygenase (5-LO) inhibitors. SAR studies have demonstrated that the thiopyran ring, the 5-phenylpyridine substituent, and an acidic functional group on a four-carbon C-2 side chain are all required for optimal inhibitor potency. In contrast, the indolic nitrogen may be substituted with a variety of lipophilic groups. As a result of the SAR investigation, 44 (L-691,816; 5-[3-[1-(4-chlorobenzyl)-4-methyl-6-[(5-phenylpyridin-2-yl)methoxy]-4,5-dihydro-1H-thiopyrano[2,3,4-c,d]indol-2-yl]-2,2-dimethylpropyl]-1H-tetrazole) has been identified as a potent inhibitor of the 5-LO reaction both in vitro and in a range of in vivo models. Compound 44 inhibits 5-HPETE production by both rat and human 5-LO and LTB4 synthesis in human PMN leukocytes (IC50s 16,75, and 10 nM, respectively). The mechanism of inhibition of 5-LO activity by compound 44 appears to involve the formation of a reversible deadend complex with the enzyme and does not involve reduction of the nonheme iron of 5-LO. Compound 44 is highly selective for 5-LO when compared to the inhibition of human FLAP, porcine 12-LO, and also ram seminal vesicle cyclooxygenase. In addition, 44 is orally active in a rat pleurisy model (inhibition of LTB4, ED50 = 1.9 mg/kg; 8 h pretreatment) as well as in the hyperreactive rat model of antigen-induced dyspnea (ED50 = 0.1 mg/kg;2-h pretreatment). Excellent functional activity was also observed in both the conscious allergic monkey and sheep models of asthma. In the latter case, the functional activity observed correlated with the inhibition of urinary LTE4 excretion.

  DOI：

  10.1021/jm00071a008
• 作为产物：
  描述：

  3,3'-二硫代二丙酸二甲酯 在 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 3,3'-disulfanediyl-bis-propionaldehyde
  参考文献：
  名称：

  Vancomycin disulfide derivatives as antibacterial agents

  摘要：

  A series of lipidated vancomycin analogues 1 bearing disulfide bonds within their lipid chains was designed and synthesized to optimize their ADME profiles while retaining antibacterial potency. These compounds exhibited good activity against resistant organisms and low accumulation in tissues such as kidney and liver. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.040

文献信息

• CONTACT-KILLING, QAC FUNCTIONALIZED THERMOPLASTIC POLYURETHANE FOR CATHETER APPLICATIONS
  申请人：THE UNIVERSITY OF AKRON

  公开号：US20190106525A1

  公开（公告）日：2019-04-11

  In various embodiments, the present invention provides a functionalized thermoplastic polyurethane (TPU) containing bulk incorporated or surface-grafted quaternary ammonium compounds (QAC)s for contact-killing of a variety of microbes, where the QACs are on the surface of TPU to provide a sterile surface material that prevents bacteria commonly involved in device-associated infections (DAIs) from proliferating. The functionalized TPUs of the present invention can be formed into a wide variety of 3-dimensional shapes, such as catheters, medical tubing, laryngeal or tracheal stents, sutures, prosthetics, wound dressings, and/or a coating for medical devices and contains the residue of either a QAC containing diol monomer or an alkene functional diol monomer, which then allows the TPU to be functionalized with a QAC containing disulfide or free thiol compound, to form a quaternary ammonium functionalized thermoplastic polyurethane compound having antimicrobial properties for use in medical devices.

  在各种实施方式中，本发明提供了一种功能化的热塑性聚氨酯（TPU），其中包含大量引入或表面接枝的季铵化合物（QAC），用于接触杀灭多种微生物，其中QAC位于TPU表面，以提供一种无菌表面材料，防止通常涉及设备相关感染（DAIs）的细菌繁殖。本发明的功能化TPU可以形成多种三维形状，例如导管、医疗管、喉部或气管支架、缝合线、假体、伤口敷料和/或医疗设备的涂层，并包含含有二醇单体或烯功能二醇单体的QAC残留物，这使得TPU可以用含有二硫键或自由巯基化合物的QAC进行功能化，以形成具有用于医疗设备的抗菌性能的季铵功能化热塑性聚氨酯化合物。
• Silver halide photosensitive material and isothiazolidine-3-one derivative
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：US20030190566A1

  公开（公告）日：2003-10-09

  A silver halide photosensitive material contains a compound of the following general formula (I): 1 wherein A 1a represents a group selected from among CR 1a R 2a , NR 1a , an oxygen atom and sulfur atom, A 1b represents a group selected from among CR 1b R 2b , NR 1b , an oxygen atom and sulfur atom, and each of R 1a , R 2a , R 1b , R 2b and R 3 represents a hydrogen atom or a substituent, provided that, in the groups of CR 1a R 2a and CR 1b R 2b , R 1a R 2a and R 1b R 2b may represent a single divalent substituent, n represents an integer of 1 to 4, provided that, when n is 2 or more, a plurality of A 1b s may be the same or different.

  一种银卤片光敏材料包含下列通式（I）的化合物：1其中A1a代表从CR1aR2a，NR1a，氧原子和硫原子中选择的基团，A1b代表从CR1bR2b，NR1b，氧原子和硫原子中选择的基团，R1a，R2a，R1b，R2b和R3中的每一个代表氢原子或取代基，但在CR1aR2a和CR1bR2b的基团中，R1aR2a和R1bR2b可以表示为单个的二价取代基，n表示1至4的整数，但当n为2或更多时，多个A1b可以相同或不同。
• Thiopyrano (2,3,4-c,d) indoles as inhibitors of leukotriene biosynthesis
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0518426A1

  公开（公告）日：1992-12-16

  Compounds having the formula I: are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, psoriasis, uveitis and allograft rejection and in preventing the formation of atherosclerotic plaques.

  具有式 I 的化合物： 是白三烯生物合成的抑制剂。这些化合物可用作抗哮喘、抗过敏、抗炎和细胞保护剂。它们还可用于治疗心绞痛、脑痉挛、肾小球肾炎、肝炎、内毒素血症、银屑病、葡萄膜炎和异体移植排斥反应，以及预防动脉粥样硬化斑块的形成。
• RUBBER COMPOSITION, AND PNEUMATIC TIRE USING SAME
  申请人：Bridgestone Corporation

  公开号：EP2952541A1

  公开（公告）日：2015-12-09

  The invention provides a rubber composition prepared by mixing, per 100 parts by mass of the rubber component comprising at least 50% by mass of a diene-based rubber, from 20 to 150 parts by mass of a filler, and from 0.05 to 30 parts by mass of a compound A which has a specific amidine structure and has a functional group reactive with the diene-based rubber. The rubber composition improves both a high elastic modulus and a low tanδ. The invention also provides a pneumatic tire using the rubber composition.

  本发明提供了一种橡胶组合物，其制备方法是将每 100 份（质量）橡胶组分中至少 50% 的二烯基橡胶、20 至 150 份（质量）填料和 0.05 至 30 份（质量）化合物 A 混合，化合物 A 具有特定的脒结构，并具有与二烯基橡胶反应的官能团。该橡胶组合物可改善高弹性模量和低 tanδ。本发明还提供了一种使用该橡胶组合物的充气轮胎。
• Contact-killing, QAC functionalized thermoplastic polyurethane for catheter applications
  申请人：THE UNIVERSITY OF AKRON

  公开号：US11155668B2

  公开（公告）日：2021-10-26

  In various embodiments, the present invention provides a functionalized thermoplastic polyurethane (TPU) containing bulk incorporated or surface-grafted quaternary ammonium compounds (QAC)s for contact-killing of a variety of microbes, where the QACs are on the surface of TPU to provide a sterile surface material that prevents bacteria commonly involved in device-associated infections (DAIs) from proliferating. The functionalized TPUs of the present invention can be formed into a wide variety of 3-dimensional shapes, such as catheters, medical tubing, laryngeal or tracheal stents, sutures, prosthetics, wound dressings, and/or a coating for medical devices and contains the residue of either a QAC containing diol monomer or an alkene functional diol monomer, which then allows the TPU to be functionalized with a QAC containing disulfide or free thiol compound, to form a quaternary ammonium functionalized thermoplastic polyurethane compound having antimicrobial properties for use in medical devices.

  在各种实施例中，本发明提供了一种功能化热塑性聚氨酯（TPU），其中含有用于接触杀灭各种微生物的批量掺入或表面接枝的季铵化合物（QAC），其中 QAC 位于 TPU 表面，以提供一种无菌表面材料，防止常见于设备相关感染（DAI）的细菌增殖。本发明的功能化热塑性聚氨酯可制成各种三维形状，如导管、医用管道、喉或气管支架、缝合线、假肢、伤口敷料和/或医疗器械涂层，并含有含 QAC 的二元醇单体或烯功能二元醇单体的残留物、这样，热塑性聚氨酯就可以与含有二硫化物或游离硫醇化合物的 QAC 进行官能化，形成具有抗菌特性的季铵官能化热塑性聚氨酯化合物，用于医疗器械。