4-甲基屈 | 3351-30-2

• 物质功能分类: 分析化学 - 标准品 - 挥发性有机化合物(VOCs)
• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 4-甲基屈
• 英文名称: 4-methylchrysene
• 英文别名: 6-Methylchrysen
• CAS: 3351-30-2
• 化学式: C₁₉H₁₄
• 分子量: 242.32
• InChiKey: BLVHWJCLSMYFMT-UHFFFAOYSA-N

物化性质

• 熔点：
  151.5°C
• 沸点：
  465.14°C (rough estimate)
• 密度：
  1.1011 (estimate)
• 保留指数：
  2586.8;2592.1;419.5;421.1;420.8;419.1
• 稳定性/保质期：
  - 存在于烟气中。 - IARC致癌性评估显示有有限证据表明其具有引发活性。

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.052
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌物：4-甲基屈艿

IARC Carcinogenic Agent:4-Methylchrysene

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：无法归类其对人类致癌性

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第7卷补充：致癌性的总体评估：更新国际癌症研究机构专著第1至42卷，1987年；440页；ISBN 92-832-1411-0（已绝版）

IARC Monographs:Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)

来源:International Agency for Research on Cancer (IARC)

安全信息

• 海关编码：
  2902909090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  4-甲基屈 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 potassium carbonate 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 2.5h， 生成 2-[(4-Chrysenylmethyl)amino]-2-methyl-1,3-propanediol
  参考文献：
  名称：

  2-[(Arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding

  摘要：

  The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs with DNA increases as the intercalating ring system grows in area, with three distinct binding levels evident. Isomers from a specific ring system appear to bind DNA similarly. DNA binding is not the sole criterion for antitumor activity for the AMAPs studied; the magnitude of the DELTA-T(m) does not correlate with the antitumor activity observed. Significant in vivo P388 activity was seen for AMAP congeners from several tetracyclic ring systems. However, isomers from each of the specific ring systems produced a wide range of in vivo P388 activity. Thus, AMAP antitumor activity is not a function of the ring system per se, but rather appears to be related to the shape of the specific molecule. Three AMAP congeners (crisnatol (770U82, 773U82, and 502U83) are currently in clinical trials.

  DOI：

  10.1021/jm00111a010
• 作为产物：
  描述：

  (+/-)-4-methyl-1,2,3,11,12,12a-hexahydro-chrysene 在 palladium on activated charcoal 作用下， 生成 4-甲基屈
  参考文献：
  名称：

  Chrysene Derivatives by the Robinson-Mannich base Synthesis

  摘要：

  DOI：

  10.1021/jo50008a014

文献信息

• Syntheses in the 1,2-Benzanthracene and Chrysene Series
  作者：Louis F. Fieser、William S. Johnson

  DOI：10.1021/ja01876a006

  日期：1939.7
• THE SYNTHESIS OF METHYLCHRYSENES AND RELATED COMPOUNDS¹
  作者：W. E. BACHMANN、W. S. STRUVE

  DOI：10.1021/jo01210a009

  日期：1940.7
• THE SYNTHESIS OF DERIVATIVES OF CHRYSENE
  作者：W. E. BACHMANN、W. S. STRUVE

  DOI：10.1021/jo01216a012

  日期：1939.9
• 2-[(Arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding
  作者：Kenneth W. Bair、C. Webster Andrews、Richard L. Tuttle、Vincent C. Knick、Michael Cory、David D. McKee

  DOI：10.1021/jm00111a010

  日期：1991.7

  The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs with DNA increases as the intercalating ring system grows in area, with three distinct binding levels evident. Isomers from a specific ring system appear to bind DNA similarly. DNA binding is not the sole criterion for antitumor activity for the AMAPs studied; the magnitude of the DELTA-T(m) does not correlate with the antitumor activity observed. Significant in vivo P388 activity was seen for AMAP congeners from several tetracyclic ring systems. However, isomers from each of the specific ring systems produced a wide range of in vivo P388 activity. Thus, AMAP antitumor activity is not a function of the ring system per se, but rather appears to be related to the shape of the specific molecule. Three AMAP congeners (crisnatol (770U82, 773U82, and 502U83) are currently in clinical trials.
• Chrysene Derivatives by the Robinson-Mannich base Synthesis
  作者：A. L. Wilds、Richard G. Werth

  DOI：10.1021/jo50008a014

  日期：1952.8

表征谱图