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1,6,1',6'-Tetrahydroxy-5,5'-diisopropyl-3,3'-dimethyl-8,8'-bis-[1-[(pyridin-3-ylmethyl)-amino]-meth-(Z)-ylidene]-8H,8'H-[2,2']binaphthalenyl-7,7'-dione

中文名称
——
中文别名
——
英文名称
1,6,1',6'-Tetrahydroxy-5,5'-diisopropyl-3,3'-dimethyl-8,8'-bis-[1-[(pyridin-3-ylmethyl)-amino]-meth-(Z)-ylidene]-8H,8'H-[2,2']binaphthalenyl-7,7'-dione
英文别名
7-[1,6-dihydroxy-3-methyl-7-oxo-5-propan-2-yl-8-[(pyridin-3-ylmethylamino)methylidene]naphthalen-2-yl]-3,8-dihydroxy-6-methyl-4-propan-2-yl-1-[(pyridin-3-ylmethylamino)methylidene]naphthalen-2-one
1,6,1',6'-Tetrahydroxy-5,5'-diisopropyl-3,3'-dimethyl-8,8'-bis-[1-[(pyridin-3-ylmethyl)-amino]-meth-(Z)-ylidene]-8H,8'H-[2,2']binaphthalenyl-7,7'-dione化学式
CAS
——
化学式
C42H42N4O6
mdl
——
分子量
698.819
InChiKey
DJHCDIWLAHHXHW-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    7.45
  • 重原子数:
    52.0
  • 可旋转键数:
    9.0
  • 环数:
    6.0
  • sp3杂化的碳原子比例:
    0.24
  • 拓扑面积:
    164.9
  • 氢给体数:
    6.0
  • 氢受体数:
    10.0

反应信息

  • 作为产物:
    描述:
    3-氨甲基吡啶gossypol acetic acid乙醇 为溶剂, 反应 5.0h, 以72.3%的产率得到1,6,1',6'-Tetrahydroxy-5,5'-diisopropyl-3,3'-dimethyl-8,8'-bis-[1-[(pyridin-3-ylmethyl)-amino]-meth-(Z)-ylidene]-8H,8'H-[2,2']binaphthalenyl-7,7'-dione
    参考文献:
    名称:
    Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety
    摘要:
    Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl) methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola. (C) 2015 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2015.08.015
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文献信息

  • Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety
    作者:Ling Li、Zheng Li、Kailiang Wang、Yuxiu Liu、Yongqiang Li、Qingmin Wang
    DOI:10.1016/j.bmc.2015.08.015
    日期:2016.2
    Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl) methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola. (C) 2015 Elsevier Ltd. All rights reserved.
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