6-Acetoxy-2,3,4,6-tetramethyl-2,4-cyclohexadien-1-on | 70682-52-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Acetoxy-2,3,4,6-tetramethyl-2,4-cyclohexadien-1-on
• 英文别名: (RS)-6-Acetoxy-2,3,4,6-tetramethyl-2,4-cyclohexadien-1-on；5-Acetoxy-1,2,3,5-tetramethyl-cyclohexadien-(1,3)-on-(6)；6-acetoxy-2,3,4,6-tetramethyl-cyclohexa-2,4-dienone；6-Acetoxy-2,3,4,6-tetramethyl-cyclohexa-2,4-dienon；(1,3,4,5-Tetramethyl-6-oxocyclohexa-2,4-dien-1-yl) acetate
• CAS: 70682-52-9
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: LEOJSHLCCCXWQF-UHFFFAOYSA-N

物化性质

• 熔点：
  81-82 °C(Solv: ligroine (8032-32-4))
• 沸点：
  90-105 °C(Press: 0.5 Torr)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Acetoxy-2,3,4,6-tetramethyl-2,4-cyclohexadien-1-on 在 碳酸氢钠 、 二甲基亚砜 作用下， 生成 3-hydroxy-2,4,6-trimethylbenzaldehyde
  参考文献：
  名称：

  Über ein Nebenprodukt der Pyrolyse von 6-Acetoxy-3a,6,7,7a-tetrahydro-4,6,7a-trimethyl-7-oxo-3H-indazol

  摘要：

  DOI：

  10.1007/bf00908933
• 作为产物：
  描述：

  6-acetoxy-4,6,7a-trimethyl-1,3a,6,7a-tetrahydro-indazol-7-one 以 xylene 为溶剂， 反应 0.5h， 以23%的产率得到6-Acetoxy-2,3,4,6-tetramethyl-2,4-cyclohexadien-1-on
  参考文献：
  名称：

  Quinkert, Gerhard; Duerner, Gerd; Kleiner, Erna, Chemische Berichte, 1980, vol. 113, # 6, p. 2227 - 2248

  摘要：

  DOI：

文献信息

• Über Dienketene aus<i>o</i>-Chinolacetaten
  作者：Gerhard Quinkert、Erna Kleiner、Bernd-Jürgen Freitag、Jürgen Glenneberg、Uta-Maria Billhardt、Franz Cech、Klaus R. Schmieder、Clemens Schudok、Hans-Christian Steinmetzer、Jan W. Bats、Gottfried Zimmermann、Gerd Dürner、Dieter Rehm、Erich F. Paulus

  DOI：10.1002/hlca.19860690302

  日期：1986.5.7

  On Dien-Ketenes from o-Quinol-Acetates

  在迪恩-烯酮从Ø -Quinol酸盐
• Reaktion von o-Chinolacetaten mit Diazoalkanen
  作者：F. Wessely、E. Schinzel、G. Spiteller、P. Klezl

  DOI：10.1007/bf00901138

  日期：——
• Bax protein expression in DCIS of the breast in relation to invasive ductal carcinoma and other molecular markers
  作者：Shazza Rehman、Julie Crow、Peter A. Revell

  DOI：10.1007/bf03187328

  日期：2000.12

  This study describes the incidence of Bax protein expression in a series of 106 cases of breast cancer including 56 cases of ductal carcinoma in situ (DCIS) and 50 cases of invasive ductal carcinoma (IDC). Relationships of Bax expression to the histological grades of DCIS & IDC, and to the expression of Ki67, ER, p53, cerbB2 & Bcl2 are described. The expression of Bax, Ki67, ER, p53, cerbB2 and Bcl2 proteins is determined immunohistochemically. Cases were regarded positive for Bax, Bcl2 and cerbB2 when they showed either moderate or strong staining for these markers. The nuclear stains (Ki67, ER, and p53) were quantified in terms of percentage positive cells and cases for ER and p53 were considered positive when more than 10% cells were labelled. DCIS were graded histologically as well (n=18), intermediately (n=18), and poorly differentiated (n=20) Invasive ductal carcinoma was graded as grade I (well-differentiated) n=7, grade II (intermediate) n=24 and grade III (poorly differentiated) n=19. 65/106 cases (61%) were Bax positive including 37/56 (66%) of DCIS and 28/50 (56%) of IDC. Bax expression did not correlate to increasing histological grades of either DCIS or IDC. It did not correlate to Ki67, ER, p53 or cerbB2 but positive correlation was seen with Bcl2 (p=0.003). Bcl2 immunostaining displayed a negative correlation with increasing histological grades both of DCIS and IDC (p=0.026), (p=0.041) respectively. There was a trend of negative correlation of Bcl2 with Ki67 (p=0.062). It correlated positively with Bax (p=0.003) and ER (p<0.0001). Results suggest that the regulation of apoptosis is important in ductal carcinoma in situ of the breast as well as invasive ductal carcinomas. Bcl2 is associated with good prognostic markers in both DCIS and IDC, whereas the regulation of Bax is complex and does not necessarily correlate with mutant p53.