2-isothiazol-4-yl-phenol | 25392-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-isothiazol-4-yl-phenol
• 英文别名: 2-(1,2-Thiazol-4-yl)phenol
• CAS: 25392-16-9
• 化学式: C₉H₇NOS
• 分子量: 177.227
• InChiKey: DJYLXZDOGAVXIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2-isothiazol-4-yl-phenol 以 乙醚 为溶剂， 反应 8.0h， 以83%的产率得到4-(o-methoxyphenyl)isothiazole
  参考文献：
  名称：

  Design, synthesis, and antifungal activity of inhibitors of brassilexin detoxification in the plant pathogenic fungus Leptosphaeria maculans

  摘要：

  Potential inhibitors of Leptosphaeria maculans mediated detoxification of the phytoalexin brassilexin were designed and synthesized based on the planar heteroaromatic structure of isothiazolo[5,4-b]indole. Screening of these compounds for inhibition of brassilexin detoxification in cultures of L. maculans indicated that 4-(2-chlorophenyl)isothiazole had the largest effect on the rate of brassilexin detoxification. However, the most antifungal compound among the potential inhibitors, isothiazolo[5,4-b]quinoline, did not appear to affect the metabolism of brassilexin noticeably, suggesting that growth inhibition is not sufficient to slow down the rate of brassilexin detoxification. Furthermore, it was determined that 4-arylisothiazoles as well as isothiazolo[5,4-b]thianaphthene displayed antifungal activity against L. maculans. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.053
• 作为产物：
  描述：

  2-(isothiazol-4-yl)aniline 在 硫酸 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 2-isothiazol-4-yl-phenol
  参考文献：
  名称：

  Design, synthesis, and antifungal activity of inhibitors of brassilexin detoxification in the plant pathogenic fungus Leptosphaeria maculans

  摘要：

  Potential inhibitors of Leptosphaeria maculans mediated detoxification of the phytoalexin brassilexin were designed and synthesized based on the planar heteroaromatic structure of isothiazolo[5,4-b]indole. Screening of these compounds for inhibition of brassilexin detoxification in cultures of L. maculans indicated that 4-(2-chlorophenyl)isothiazole had the largest effect on the rate of brassilexin detoxification. However, the most antifungal compound among the potential inhibitors, isothiazolo[5,4-b]quinoline, did not appear to affect the metabolism of brassilexin noticeably, suggesting that growth inhibition is not sufficient to slow down the rate of brassilexin detoxification. Furthermore, it was determined that 4-arylisothiazoles as well as isothiazolo[5,4-b]thianaphthene displayed antifungal activity against L. maculans. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.053

文献信息

• Herbicidal sulfamates
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0096593A2

  公开（公告）日：1983-12-21

  Compounds of the formula where Q is selected from various 5-membered heterocycles, which may optionally be substituted; R is H, halogen, CH3, CF3, or OCH3; X is Cl, CH3, OCH3, OCF2H or SCF2H; Y is selected from various organic groups; and Z is CH or H, and their agriculturally suitable salts, exhibit potent herbicidal and plant growth regulant effects. The compounds may be formulated into herbicidal compositions in conventional manner. The novel compounds may be prepared by reacting an appropriate aryloxysulfonyl isocyanate with the appropriate 2-amino-pyrimidine or 2-amino-1,3,5-triazine.

  式中的化合物 其中 Q 选自各种五元杂环，可任选被取代； R 是 H、卤素、CH3、CF3 或 OCH3； X 是 Cl、CH3、OCH3、OCF2H 或 SCF2H； Y 选自各种有机基团；以及 Z 是 CH 或 H、 以及它们在农业上适用的盐类，具有强效的除草和植物生长调节作用。这些化合物可按常规方法配制成除草组合物。 新型化合物可通过适当的芳氧基磺酰基异氰酸酯与适当的 2-氨基嘧啶或 2-氨基-1,3,5-三嗪反应制备。
• Finley,J.H.; Volpp,G.P., Journal of Heterocyclic Chemistry, 1969, vol. 6, p. 841 - 845
  作者：Finley,J.H.、Volpp,G.P.

  DOI：——

  日期：——
• US4475944A
  申请人：——

  公开号：US4475944A

  公开（公告）日：1984-10-09
• US4514214A
  申请人：——

  公开号：US4514214A

  公开（公告）日：1985-04-30
• Design, synthesis, and antifungal activity of inhibitors of brassilexin detoxification in the plant pathogenic fungus Leptosphaeria maculans
  作者：M. Soledade. C. Pedras、Mojmir Suchy

  DOI：10.1016/j.bmc.2005.08.053

  日期：2006.2

  Potential inhibitors of Leptosphaeria maculans mediated detoxification of the phytoalexin brassilexin were designed and synthesized based on the planar heteroaromatic structure of isothiazolo[5,4-b]indole. Screening of these compounds for inhibition of brassilexin detoxification in cultures of L. maculans indicated that 4-(2-chlorophenyl)isothiazole had the largest effect on the rate of brassilexin detoxification. However, the most antifungal compound among the potential inhibitors, isothiazolo[5,4-b]quinoline, did not appear to affect the metabolism of brassilexin noticeably, suggesting that growth inhibition is not sufficient to slow down the rate of brassilexin detoxification. Furthermore, it was determined that 4-arylisothiazoles as well as isothiazolo[5,4-b]thianaphthene displayed antifungal activity against L. maculans. (c) 2005 Elsevier Ltd. All rights reserved.