2,3,5,6-四甲基-4-硝基苯酚 | 96251-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2,3,5,6-四甲基-4-硝基苯酚
• 英文名称: 6-Nitro-3-hydroxy-1.2.4.5-tetramethyl-benzol
• 英文别名: 2,3,5,6-Tetramethyl-4-nitro-phenol；eso-Nitro-durenol；4-Nitrodurophenol；Phenol, 2,3,5,6-tetramethyl-4-nitro-；2,3,5,6-tetramethyl-4-nitrophenol
• CAS: 96251-04-6
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD09965962
• 分子量: 195.218
• InChiKey: SYYSFGBSQBFNSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3,5,6-四甲基-4-硝基苯酚 在 氢气 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以76%的产率得到aminodurenol
  参考文献：
  名称：

  Photocontrollable Peroxynitrite Generator Based on N-Methyl-N-nitrosoaminophenol for Cellular Application

  摘要：

  We designed and synthesized a photocontrollable peroxynitrite (ONOO-) generator, P-NAP, which has N-methyl-N-nitrosoaminophenol structure with four methyl groups photodecomposition product with ONOO- and to lower the introduced onto the benzene ring to block reaction of the semiquinoneimine's redox potential. The semiquinoneimine intermediate generated by photoinduced release of nitric oxide (NO) reduces dissolved molecular oxygen to generate superoxide radical anion (O-2(center dot-)), which reacts with NO to afford ONOO- under diffusion control (k = 6.7 X 10(9) M-1 s(-1)). NO release from P-NAP under UV-A (330-380 nm) irradiation was confirmed by ESR spin trapping. Tyrosine nitration, characteristic of ONOO-, was demonstrated by HPLC analysis of a photoirradiated aqueous solution of P-NAP and N-acetyl-L-tyrosine ethyl ester. ONOO- formation was confirmed with a ONOO--specific fluorogenic probe, HKGreen-3, and compared with that from 3-(4-morpholinyl)sydnonimine hydrochloride (SIN-1), which is the most widely used ONOO- generator at present. The photoreaction of P-NAP was influenced by superoxide dismutase, indicating that generation of O-2(center dot-) occurs before ONOO- formation. The quantum yield for formation of duroquinone, the main P-NAP photodecomposition product, was measured as 0.86 +/- 0.07 at 334 nm with a potassium ferrioxalate actinometer. Generation of ONOO- from P-NAP in HCT-116 cells upon photoirradiation was successfully imaged with HKGreen-3A. This is the first example of a photocontrollable ONOO- donor applicable to cultured cells.

  DOI：

  10.1021/ja206744z
• 作为产物：
  描述：

  二硝基均四甲苯(二硝基杜烯) 以 异丙醇 为溶剂， 生成 2,3,5,6-四甲基-4-硝基苯酚
  参考文献：
  名称：

  光致反应—XLVI：受阻硝基苯衍生物的光化学

  摘要：

  已经研究了各种类型的受阻硝基苯，特别是2，6-二烷基取代的硝基苯的光化学。根据空间因素，观察到两种类型的反应。一种是取决于所用溶剂的光化学还原和亚硝酸根重排，另一种是涉及烷基侧链的α-和β-碳原子攻击的分子内氧转移反应。前一种类型与2，6-二氢2，6-二氯硝基苯发生，而后一种类型与具有β-氢原子烷基取代基的2，6-二烷基硝基苯发生。建议引起反应前一种类型的激发态的多重性是三重态而引起后者的单重态。

  DOI：

  10.1016/s0040-4020(01)98024-x

文献信息

• Photoinduced reactions—XLVI
  作者：Y. Kjtaura、T. Matsuura

  DOI：10.1016/s0040-4020(01)98024-x

  日期：1971.1

  The photochemistry of various types of hindered nitrobenzenes, inparticular 2,6-diakyl-substituted nitrobenzenes, has been investigated. Depending on steric factors, two types of reaction were observed. One, the photochemical reduction and nitro-nitrite rearrangement depending on the solvent employed, and the other, the intramolecular oxygen transfer reaction involving α- and β-carbon atom attack of

  已经研究了各种类型的受阻硝基苯，特别是2，6-二烷基取代的硝基苯的光化学。根据空间因素，观察到两种类型的反应。一种是取决于所用溶剂的光化学还原和亚硝酸根重排，另一种是涉及烷基侧链的α-和β-碳原子攻击的分子内氧转移反应。前一种类型与2，6-二氢2，6-二氯硝基苯发生，而后一种类型与具有β-氢原子烷基取代基的2，6-二烷基硝基苯发生。建议引起反应前一种类型的激发态的多重性是三重态而引起后者的单重态。
• Physician Practice Patterns in the Treatment of Isolated Systolic Hypertension in a Primary Care Setting
  作者：Jeff Borenstein、Joanna L. Whyte、Enkhe Badamgarav、Delia Vogel、Stephen Deutsch、Scott Weingarten、Pablo Lapuerta

  DOI：10.1111/j.1524-6175.2001.01218.x

  日期：2002.3

  The authors evaluated the treatment of isolated systolic hypertension based on medical record review of charts between 1998 and 1999 in a multispecialty physician practice group. Two age‐stratified random samples of ambulatory medical records were examined (393 patients aged ≥65 years and 251 patients aged 50–64 years). The samples corresponded to the practices of 35 primary care physicians who were surveyed about their hypertension care. Isolated systolic hypertension was defined as systolic blood pressure ≥140 mm Hg and diastolic blood pressure <90 mm Hg. Results showed that isolated systolic hypertension represented 76% and 45% of uncontrolled blood pressure in the older and middle‐aged samples, respectively. Isolated systolic hypertension was often undiagnosed and untreated. Physicians reported treatment thresholds and goals that were significantly less aggressive for their patients ≥65 years of age. Physician awareness and treatment of isolated systolic hypertension have not yet caught up with consensus guidelines, and older patients may be affected most by this gap.

  作者通过审查 1998 年至 1999 年间一家多专科医师实践团体的病历，评估了孤立性收缩期高血压的治疗方法。研究者检查了两个按年龄分层的随机样本的门诊病历（393 名 ≥65 岁患者和 251 名 50-64 岁患者）。这些样本对应于 35 名初级保健医生的实践，这些医生接受了关于其高血压护理的调查。孤立性收缩期高血压被定义为收缩压 ≥140 mm Hg 且舒张压 <90 mm Hg。结果显示，在老年样本和中年样本中，孤立性收缩期高血压分别占未控制血压的 76% 和 45%。孤立性收缩期高血压通常未被诊断和治疗。医生报告称，他们对 ≥65 岁患者的治疗阈值和目标明显不那么积极。医生对孤立性收缩期高血压的认识和治疗尚未赶上共识指南，老年患者可能受到这一差距的最大影响。
• 4-ANILINO-SUBSTITUTED QUINAZOLINE DERIVATIVES AS TYROSINE KINASE INHIBITORS
  申请人：Barlaam Bernard Christophe

  公开号：US20100222344A1

  公开（公告）日：2010-09-02

  A quinazoline derivative of the Formula (I): wherein the substituents are as defined in the text for use in the production of an anti-proliferative effect which effect is produced alone or in part by inhibiting erbB2 receptor tyrosine kinase in a warm-blooded animal such as man.

  一种喹唑啉衍生物，其化学式为（I），其中取代基如文本中所定义，用于在温血动物（例如人）中产生抗增殖效应，该效应完全或部分通过抑制erbB2受体酪氨酸激酶来产生。
• 209. An investigation of steric influences on the phenomenon of resonance. Part II
  作者：C. E. Ingham、G. C. Hampson

  DOI：10.1039/jr9390000981

  日期：——
• Hartshorn, Michael P.; Robinson, Ward T.; Vaughan, John, Australian Journal of Chemistry, 1985, vol. 38, # 1, p. 145 - 160
  作者：Hartshorn, Michael P.、Robinson, Ward T.、Vaughan, John、White, Jonathon M.

  DOI：——

  日期：——