3-methyl-β-naphthylhydrazine free base

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-methyl-β-naphthylhydrazine free base
• 英文别名: (3-Methylnaphthalen-2-yl)hydrazine
• 化学式: C₁₁H₁₂N₂
• mdl: MFCD19202798
• 分子量: 172.23
• InChiKey: XZHONRTYMPHKIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-羟基-3-甲基萘 、 3-methyl-β-naphthylhydrazine free base 、 3-methyl-β-naphthylhydrazine hydrochloride 反应 45.0h， 以25%的产率得到10,14-Dimethyl-12-azapentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaene
  参考文献：
  名称：

  Tissue-specific activities of methylated dibenzo[c,g]carbazoles in mice: Carcinogenicity, DNA adduct formation, and CYP1A induction in liver and skin

  摘要：

  The potent multitissue carcinogen 7H-dibenzo[c,g]carbazole and nine methylated derivatives, synthesized on the basis of the positions in the parent compound that are involved in metabolism, were tested for their ability to induce sarcomas and hepatic tumors in XVIlnc/Z mice. In addition, the capacity of these compounds to induce DNA adducts in skin and liver was investigated by P-32-postlabeling analysis after their topical administration. Induction by these compounds of cytochromes P450 of the 1A family in liver and skin was investigated and correlated to their carcinogenic potential. A clear correlation was found between the tissue specificity of DNA binding and the capacity of each compound to induce skin or liver tumors. In contrast, no direct relationship was observed between the capacity of the compounds to induce cytochromes 1A1/1A2 and the tissue specificity of carcinogenesis or DNA binding in liver or skin. The results are discussed with respect to the positions of methyl groups in the 7H-dibenzo[c,g]carbazole molecule. (C) 2000 Wiley-Liss, Inc.

  DOI：

  10.1002/(sici)1098-2280(2000)35:2<139::aid-em9>3.0.co;2-6