3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛 | 151166-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛
• 英文名称: 4-Methoxymethoxy-3,5-di-tert-butylbenzaldehyde
• 英文别名: 3,5-di-tert-butyl-4-(methoxymethoxy)benzaldehyde；3,5-di-tert-butyl-4-methoxymethyloxybenzaldehyde；3,5-di-tert-butyl-4-methoxymethoxybenzaldehyde；3,5-ditert-butyl-4-(methoxymethoxy)benzaldehyde
• CAS: 151166-75-5
• 化学式: C₁₇H₂₆O₃
• 分子量: 278.392
• InChiKey: HVHFIECYXPKWOA-UHFFFAOYSA-N

物化性质

• 沸点：
  364.2±42.0 °C(Predicted)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛 在 palladium on activated charcoal lithium aluminium tetrahydride 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 3-[3,5-Ditert-butyl-4-(methoxymethoxy)phenyl]propan-1-ol
  参考文献：
  名称：

  Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants

  摘要：

  A new class of NO-donor phenol derivatives is described. The products were obtained by joining appropriate phenols with either nitrooxy or 3-phenylsulfonylfuroxan-4-yloxy moieties. All the compounds proved to inhibit the ferrous salt/ascorbate induced lipidic peroxidation of membrane lipids of rat hepatocytes. They were also capable of dilating rat aorta strips precontracted with phenylephrine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.006
• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苯甲醛 在 盐酸 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 反应 50.17h， 生成 3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛
  参考文献：
  名称：

  Novel Antiarthritic Agents with 1,2-Isothiazolidine-1,1-dioxide (γ-Sultam) Skeleton: Cytokine Suppressive Dual Inhibitors of Cyclooxygenase-2 and 5-Lipoxygenase

  摘要：

  Various 1,2-isotkiazolidine-1,1-dioxide (gamma-sultam) derivatives containing an antioxidant moiety, 2i6-di-tert-butylphenol substituent, were prepared. Some compounds, which have a lower alkyl group at the 2-position of the gamma-sultam skeleton, showed potent inhibitory effects on both cyclooxygenase (COX)-2 and 5-lipoxygenase (5-LO), as well as production of interleukin (IL)-1 in in vitro assays. They also proved to be effective in several animal arthritic models without any ulcerogenic activities. Among these compounds, (E)-(5)-(3,5-di-tert-butyl-4-hydroxybenzyliclene)-2-ethyl-1,2-isothiazolidine-1, (S-2474) was selected as an antiarthritic drug candidate and is now under clinical trials. The structure-activity relationships (SAR) examined and some pharmacological evaluations are described.

  DOI：

  10.1021/jm9906015
• 作为试剂：
  描述：

  N-乙基1,1-二氧代-异噻唑烷 、 3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛 在 3,5-二-叔丁基-4-(甲氧基甲氧基)苯甲醛 作用下， 以55的产率得到[3,5-Ditert-butyl-4-(methoxymethoxy)phenyl]-(2-ethyl-1,1-dioxo-1,2-thiazolidin-5-yl)methanol
  参考文献：
  名称：

  J. Med. Chem. 2000, 43, 2040-2048

  摘要：

  DOI：

文献信息

• Use of aryl nitrone compounds in methods for treating neuropathic pain
  申请人：——

  公开号：US20020165274A1

  公开（公告）日：2002-11-07

  3,4,5-trisubstituted aryl nitrone compounds having the formula: 1 where R 1 —R 4 are as defined in the specification are useful as therapeutics for neuropathic pain conditions in mammals.

  具有以下公式的3,4,5-三取代芳基亚硝基化合物：其中R1—R4如规范中定义的，对哺乳动物的神经病性疼痛症状具有治疗作用。
• 3,4,5-trisubstituted aryl nitrone compounds, pharmaceutical compositions containing the same and methods for treating inflammation
  申请人：Centaur Pharmaceuticals, Inc.

  公开号：US06342523B1

  公开（公告）日：2002-01-29

  Disclosed are 3,4,5-trisubstituted aryl nitrone compounds and pharmaceutical compositions containing such compounds. The 3,4,5-trisubstituted aryl nitrone compounds have the formula: where R1-R4 are as defined in the specification. The disclosed compositions are useful as therapeutics for inflammation-related conditions in mammals, such as arthritis, and as analytical reagents for detecting free radicals.

  揭示了3,4,5-三取代芳基亚硝基化合物及含有这种化合物的药物组合物。3,4,5-三取代芳基亚硝基化合物的化学式如下：其中R1-R4如规范中所定义。所披露的组合物可用作治疗哺乳动物炎症相关疾病，如关节炎，以及用作检测自由基的分析试剂。
• Peroxynitrite generation from a NO-releasing nitrobenzene derivative in response to photoirradiation
  作者：Naoya Ieda、Hidehiko Nakagawa、Taeko Horinouchi、Tao Peng、Dan Yang、Hiroki Tsumoto、Takayoshi Suzuki、Kiyoshi Fukuhara、Naoki Miyata

  DOI：10.1039/c1cc11681a

  日期：——

  Photocontrollable ONOO− generation from a nitrobenzene derivative was demonstrated. The designed compound released NO in response to photoirradiation, and the resulting semiquinone reduced molecular oxygen to generate O2˙−; reaction of the two generated ONOO−, as confirmed with an ONOO−fluorescent probe, HKGreen-3.

  证明了从硝基苯衍生物中能够光控生成ONOO−。所设计的化合物在光照射下释放NO，生成的亚醌将分子氧还原生成O2˙−；这两者的反应生成ONOO−，通过ONOO−荧光探针HKGreen-3得以确认。
• Benzylidene derivatives
  申请人：Shionogi & Co., Ltd.

  公开号：US05418230A1

  公开（公告）日：1995-05-23

  Benzylidene derivatives having anti-inflammatory activities, are shown by the following formula I: ##STR1## wherein A is -CH.sub.2 - or -CH.sub.2 CH.sub.2 -; B is a bond or -CH.sub.2 -, -CHOH-, -CO-, -O-, or A and B may taken together form -CH=CH-; D is >N- or >CH-; R.sup.1 and R.sup.2 each independently is hydrogen, lower alkyl or lower alkoxy; R.sup.3 is hydrogen, lower alkyl, cycloalkyl, lower alkoxy, arylalkyloxy, heteroarylalkyloxy, lower alkylcarbonyl, arylcarbonyl, substituted or unsubstituted carbamoyl, or a group of the formula: -(CH.sub.2).sub.n -R.sup.4 wherein R.sup.4 is hydrogen, hydroxy, substituted or unsubstituted amino, aryl, heteroaryl, hydroxycarbonyl or lower alkyloxycarbonyl; n is an integer of 0-3.

  具有抗炎活性的苄亚甲基衍生物，其化学式如下：##STR1## 其中，A为-CH.sub.2-或-CH.sub.2 CH.sub.2-；B为键或-CH.sub.2-，-CHOH-，-CO-，-O-，或A和B可共同形成-CH=CH-；D为>N-或>CH-；R.sup.1和R.sup.2各自独立地为氢、低级烷基或低级烷氧基；R.sup.3为氢、低级烷基、环烷基、低级烷氧基、芳基烷氧基、杂芳基烷氧基、低级烷基羰基、芳基羰基、取代或未取代的氨基甲酰基，或式为-(CH.sub.2).sub.n-R.sup.4的基团，其中R.sup.4为氢、羟基、取代或未取代的氨基、芳基、杂芳基、羟基羰基或低级烷氧羰基；n为0-3的整数。
• Antioxidant Activity of Hydroxystilbene Derivatives in Homogeneous Solution
  作者：Riccardo Amorati、Marco Lucarini、Veronica Mugnaini、Gian Franco Pedulli、Marinella Roberti、Daniela Pizzirani

  DOI：10.1021/jo0497860

  日期：2004.10.1

  The antioxidant activity of the cis and trans isomers of several analogues of resveratrol and pterostilbene has been investigated, especially with regard to the effect of the stereochemistry about the olefinic double bond. The antioxidant power of these compounds was estimated by measuring the rate constants for their reactions with peroxyl radicals and, with two of them, the bond dissociation enthalpy

  已经研究了白藜芦醇和萜类萜的几种类似物的顺式和反式异构体的抗氧化活性，特别是关于烯烃双键的立体化学的影响。这些化合物的抗氧化能力是通过测量它们与过氧自由基以及与其中两个自由基在抑制反应中裂解的酚O-H键的键离解焓（BDE）的反应速率常数来估算的。目前的数据表明，在均相溶液中，所研究的各种羟基丁苯醚均表现为温和的抗氧化剂，但4和6的反式异构体明显例外，其活性仅略低于α-生育酚（维生素E）的活性。抑制反应的速率常数表明，在所有检查的情况下，顺式-羟基sti的抗氧化活性比相应的反式异构体差2至6倍。这种较低的反应性取决于焓因素，因为它可以通过O-H键离解焓的实验值中的3' ，5'-二-两个几何异构体来推断叔-丁基4'-羟基-3,5-二甲氧基苯乙烯表明，顺式异构体中的O-H键强度大1.8 kcal / mol。DFT计算提供了该结果的合理性，表明，尽管顺式几何结构暗示了相对于苯氧基自由基和母体羟基