2-(4-methoxybenzylthio)-2-methylpropanal | 138999-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxybenzylthio)-2-methylpropanal
• 英文别名: 2-(p-methoxybenzylthio)-2-methylpropanal；2-[(4-Methoxyphenyl)methylsulfanyl]-2-methylpropanal
• CAS: 138999-71-0
• 化学式: C₁₂H₁₆O₂S
• 分子量: 224.324
• InChiKey: ZQEFANAUYNGXRS-UHFFFAOYSA-N

物化性质

• 沸点：
  312.8±27.0 °C(Predicted)
• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxybenzylthio)-2-methylpropanal 在 2,6-二甲基吡啶 、 sodium ethanolate 、 sodium cyanoborohydride 作用下， 以 甲醇 、 四氯化碳 、 乙醇 为溶剂， 反应 25.67h， 生成 1-(p-carbethoxybenzyl)-N,N'-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]ethylenediamine-N,N'-diacetic acid di-t-butyl ester
  参考文献：
  名称：

  Synthesis of a New Diaminodithiol Bifunctional Chelator for Radiolabeling Biomolecules with Indium(III)

  摘要：

  The synthesis of a new bifunctional ligand 1-(p-carboxybenzyl)-N,N'-bis-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]-ethylenediamine-N,N'-diacetic acid, di-t-butyl ester (1, nbi6ss) is described. It consists of a carboxybenzyl group substituted on a carbon atom of the ethylenediamine moiety of a hexadentate ligand, which has been found to have a very high affinity for In(III). The gem-dimethylthiol groups and the carboxylic acid groups of the ligand were protected by groups that can be removed under mild conditions after conjugation to a peptide or protein. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00424-5
• 作为产物：
  描述：

  2-<(p-methoxybenzyl)thio>-2-methylpropionic acid 在 lithium aluminium tetrahydride 、 草酰氯 、 二甲基亚砜 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 2-(4-methoxybenzylthio)-2-methylpropanal
  参考文献：
  名称：

  Synthesis of Thiazolidine-2-thione Derivatives and Evaluation of Their Hepatoprotective Effects.

  摘要：

  合成了一系列N-(巯基烷基)噻唑烷-2-硫酮及其衍生物，并评估了它们对Propionibacterium acnes脂多糖（P. acnes-LPS）诱导的小鼠肝损伤和体外大鼠肝微粒体脂质过氧化（LPO）形成的肝保护活性。通过N-(对甲氧基苄硫基烷基)半胱氨酸甲酯（11）与1,1'-硫代羰基二咪唑反应，随后去保护，得到了相应的噻唑烷-2-硫酮衍生物。在合成的化合物中，1a和2a显示出最强的抗P. acnes-LPS诱导的肝损伤的肝保护活性。化合物1a-f和4抑制了体外LPO的形成。选择化合物1a和2a进行进一步的药理学评估。

  DOI：

  10.1248/cpb.41.876

文献信息

• CYCLIC COMPOUND
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP0639566A1

  公开（公告）日：1995-02-22

  This invention offers novel compounds of the formula [I] which are useful for treatment or various immune diseases such as immunodeficiency and autoimmune disease, caused by immuno disorders, and synthetic intermediates thereof represented by the formula [II],    wherein    R¹ and R² are the same or different and each is hydrogen or lower alkyl;    R³ and R⁴ are the same or different and each is hydrogen, lower alkyl, carboxy or lower alkoxycarbonyl;    R⁵ and R⁶ are the same or different and each is hydrogen, lower alkyl, lower alkenyl, lower alkanoyl, (substituted) phenyl lower alkyl, (substituted) phenylcarbonyl, trityl or tetrahydropyranyl;    X is oxygen or NR⁷;    R⁷ is hydrogen, (substituted) lower alkyl, lower alkoxy, (substituted) phenyl lower alkyl or (substituted) phenyl lower alkoxy, and    A is straight or branched lower alkylene.

  本发明提供了可用于治疗由免疫紊乱引起的各种免疫疾病（如免疫缺陷和自身免疫疾病）的式[I]新型化合物，以及由式[II]表示的其合成中间体、 其中 R¹ 和 R² 相同或不同，各自为氢或低级烷基； R³ 和 R⁴ 相同或不同，各自为氢、低级烷基、羧基或低级烷氧基羰基； R⁵ 和 R⁶ 相同或不同，各自为氢、低级烷基、低级烯基、低级烷酰基、（取代的）苯基低级烷基、（取代的）苯基羰基、三苯甲基或四氢吡喃基； X 是氧或 NR⁷； R⁷ 是氢、（取代的）低级烷基、低级烷氧基、（取代的）苯基低级烷基或 （取代的）苯基低级烷氧基，以及 A 是直链或支链低级亚烷基。
• US5461158A
  申请人：——

  公开号：US5461158A

  公开（公告）日：1995-10-24
• Synthesis of Thiazolidine-2-thione Derivatives and Evaluation of Their Hepatoprotective Effects.
  作者：Koji YONEDA、Atsutoshi OTA、Yoichi KAWASHIMA

  DOI：10.1248/cpb.41.876

  日期：——

  A series of N-(mercaptoalkyl)thiazolidine-2-thiones and their derivatives were synthesized and evaluated for hepatoprotective activities against Propionibacterium acnes-lipopolysaccharide (P. acnes-LPS)-induced liver injury in mice and in vitro lipid peroxide (LPO) formation in rat liver microsomes. Reaction of N-(p-methoxybenzylthioalkyl)cysteine methyl ester (11) with 1, 1'-thiocarbonyldiimidazole followed by deprotection gave the corresponding thiazolidene-2-thione derivatives. Among the compounds synthesized, 1a and 2a showed the most potent hepato-protective activities against P. acnes-LPS-induced liver injury. Compounds 1a-f and 4 inhibited LPO formation in vitro. Compounds 1a and 2a were chosen for further pharmacological evaluations.

  合成了一系列N-(巯基烷基)噻唑烷-2-硫酮及其衍生物，并评估了它们对Propionibacterium acnes脂多糖（P. acnes-LPS）诱导的小鼠肝损伤和体外大鼠肝微粒体脂质过氧化（LPO）形成的肝保护活性。通过N-(对甲氧基苄硫基烷基)半胱氨酸甲酯（11）与1,1'-硫代羰基二咪唑反应，随后去保护，得到了相应的噻唑烷-2-硫酮衍生物。在合成的化合物中，1a和2a显示出最强的抗P. acnes-LPS诱导的肝损伤的肝保护活性。化合物1a-f和4抑制了体外LPO的形成。选择化合物1a和2a进行进一步的药理学评估。
• Synthesis of a New Diaminodithiol Bifunctional Chelator for Radiolabeling Biomolecules with Indium(III)
  作者：Yizhen Sun、Arthur E. Martell、Michael J. Welch

  DOI：10.1016/s0040-4020(00)00424-5

  日期：2000.7

  The synthesis of a new bifunctional ligand 1-(p-carboxybenzyl)-N,N'-bis-[1,1-dimethyl-1-(p-methoxybenzylthio)ethyl]-ethylenediamine-N,N'-diacetic acid, di-t-butyl ester (1, nbi6ss) is described. It consists of a carboxybenzyl group substituted on a carbon atom of the ethylenediamine moiety of a hexadentate ligand, which has been found to have a very high affinity for In(III). The gem-dimethylthiol groups and the carboxylic acid groups of the ligand were protected by groups that can be removed under mild conditions after conjugation to a peptide or protein. (C) 2000 Elsevier Science Ltd. All rights reserved.