3,3'-dithiobys-(2-methylpropionic acid) | 33325-42-7

• 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'-dithiobys-(2-methylpropionic acid)
• 英文别名: 3,3'-dithiobis(2-methylpropanoic acid)；3,3'-Dithiodiisobuttersaeure；β-Dithiodiisobuttersaeure；(S,S)-3,3'-Dithiobis-2-methylpropionsaeure；β.β'-Dithio-di-isobuttersaeure；2,7-dimethyl-4,5-dithia-octanedioic acid；Dipropyl-di-sulfid-2.2'-dicarbonsaeure；2,7-Dimethyl-4,5-dithia-octandisaeure；Diisobutyrsaeuredisulfid；[S-(R*,R*)]-3,3'-Dithiobis[2-methylpropanoic acid]；3-(2-carboxypropyldisulfanyl)-2-methylpropanoic acid
• CAS: 33325-42-7
• 化学式: C₈H₁₄O₄S₂
• 分子量: 238.329
• InChiKey: AQLWLHRHIFTILV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-dithiobys-(2-methylpropionic acid) 在 氯化亚砜 作用下， 生成 3-[(3-Chloro-2-methyl-3-oxopropyl)disulfanyl]-2-methylpropanoyl chloride
  参考文献：
  名称：

  Reactivity of isothiazolones and isothiazolone-1-oxides in the inhibition of the PCAF histone acetyltransferase

  摘要：

  Development of small molecule inhibitors of the histone acetyltransferase p300/CBP associated factor (PCAF) is relevant for oncology. The inhibition of the enzyme PCAF and proliferation of the cancer cell line HEP G2 by a series of 5-chloroisothiazolones was compared to a series of 5-chloroisothiazolone-1-oxides. The PCAF inhibitory potency of 5-chloroisothiazolones and 5-chloroisothiazolone-1-oxides is influenced by substitution in the 4-position. A study on the reactivity of the HAT inhibitors towards thiols and thiolates indicates that 5-chloroisothiazolones reacted quickly with propane-1-thiolate to provide many products, whereas 5-chloroisothiazolone-1-oxides provide only one defined product. Growth inhibition studies indicate that 5-chloroisothiazolones inhibit proliferation of HEP G2 cells at concentrations between 8.6 and 24 mu M, whereas 5-chloroisothiazolone-1-oxides required higher concentrations or showed no inhibition. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.025
• 作为产物：
  描述：

  3-巯基异丁酸 在 碘 、 potassium iodide 、 sodium hydroxide 作用下， 生成 3,3'-dithiobys-(2-methylpropionic acid)
  参考文献：
  名称：

  Saccharin Derivatives as Inhibitors of Interferon-Mediated Inflammation

  摘要：

  A series of novel, saccharin-based antagonists have been identified for the interferon signaling pathway. Through in vitro high-throughput screening with the Colorado Center for Drug Discovery (C2D2) Pilot Library, we identified hit compound 1, which was the basis for extensive structure-activity relationship studies. Our efforts produced a lead anti-inflammatory compound, tert-butyl N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ(6),2-benzothiazol-2-yl)methyl]benzoyl}carbamate CU-CPD103 (103), as a potent inhibitor using an established nitric oxide (NO) signaling assay. With further studies of its inhibitory mechanisms, we demonstrated that 103 carries out this inhibition through the JAK/STAT1 pathway, providing a drug-like small molecule inflammation suppressant for possible therapeutic uses.

  DOI：

  10.1021/jm500409k

文献信息

• <i>Tilcotil</i>^®Studies [3+2] additions with isothiazol-3(2<i>H</i>)-one 1,1-dioxide
  作者：Kaspar F. Burri

  DOI：10.1002/hlca.19890720630

  日期：1989.9.20

  Derivatives of isothiazol-3(2H)-one 1,1-dioxide react regiospecifically with 1,3-dipolar agents. The main regiocontrolling factor is ascertained to be the CO group of the dipolarophile. The topology of the adducts is also in general agreement with predictions based on perturbation theory. Several adducts can be aromatized to heterocyclic equivalents of saccharin, and may then be elaborated into structural

  异噻唑-3（2H）-1，1-二氧化物的衍生物与1，3-偶极试剂发生区域特异性反应。确定主要的区域控制因子是亲双极性体的C​​O基团。加合物的拓扑结构也总体上与基于扰动理论的预测一致。几个加合物可以被芳香化为糖精的杂环当量，然后可以被精制为替诺昔康的结构类似物（Tilcotil®和吡罗昔康（Feldene®））。
• A Mass Spectrometric Approach for Probing the Stability of Bioorganic Radicals
  作者：Lei Tan、Hanfeng Hu、Joseph S. Francisco、Yu Xia

  DOI：10.1002/anie.201310480

  日期：2014.2.10

  Glycyl radicals are important bioorganic radical species involved in enzymatic catalysis. Herein, we demonstrate that the stability of glycyl‐type radicals (X‐.CH‐Y) can be tuned on a molecular level by varying the X and Y substituents and experimentally probed by mass spectrometry. This approach is based on the gas‐phase dissociation of cysteine sulfinyl radical (X‐Cys‐Y) ions through homolysis of

  糖基是酶催化中重要的生物有机基团。在本文中，我们表明，甘氨酰基类基团（X-的稳定性。 CH-Y）可在分子水平上通过改变X和Y取代基被调谐并通过质谱实验探测。这种方法是基于半胱氨酸亚磺酰基的气相离解基团（X-的Cys -Y）通过C的均裂离子α  Ç β键。这种碎片化会在失去CH 2 SO时产生一个甘氨酰型自由基，而这种损失的程度与所形成自由基的稳定性密切相关。理论计算表明的C中的能量α  Ç β键的均相分解主要受巯基化作用而不是母体亚磺酰基自由基的稳定性的影响，主要受巯基自由基产物的稳定性的影响。这一发现提出了一种新颖的实验方法来探测生物有机基团的稳定性，这可能会拓宽我们对这些重要的反应性中间体的理解。
• Inhibitors of Viral Replication, Their Process of Preparation and Their Therapeutical Uses
  申请人：LABORATOIRE BIODIM

  公开号：US20160039783A1

  公开（公告）日：2016-02-11

  The present invention relates to compounds, their use in the treatment or the prevention of viral disorders, including HIV.

  本发明涉及化合物及其在治疗或预防病毒性疾病，包括艾滋病方面的应用。
• 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。
• Process for the preparation of a polythiol polymer, sealant composition and sealant
  申请人：PHILLIPS PETROLEUM COMPANY

  公开号：EP0056066A1

  公开（公告）日：1982-07-21

  A sealant composition based on a mercaptan-terminated liquid polymer, fillers, plasticizer, and curing agent wherein the liquid mercaptan-terminated polymer employed is prepared from a mercapto acid or mercapto acid ester and a polyoxypropylene glycol, the polyoxypropylene glycol having been end-capped with ethylene oxide prior to esterification to give primary alcohol terminal groups. The cured sealant based on the ethylene oxide-end capped polymer exhibits a non-tacky surface, whereas a cured sealant based on a propylene oxide end-capped glycol exhibits a tacky surface.

  一种基于硫醇封端液态聚合物、填料、增塑剂和固化剂的密封剂组合物，其中所使用的硫醇封端液态聚合物由巯基酸或巯基酸酯和聚氧丙烯二醇制备而成，聚氧丙烯二醇在酯化前已用环氧乙烷封端，以获得伯醇末端基团。基于环氧乙烷端封端聚合物的固化密封剂表面不粘腻，而基于环氧丙烷端封端乙二醇的固化密封剂表面粘腻。