4-methyl-5-chloro-2-phenyl-isothiazol-3(2H)-one | 54415-07-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 4-methyl-5-chloro-2-phenyl-isothiazol-3(2H)-one
• 英文别名: 5-chloro-4-methyl-2-phenyl-4-isothiazolin-3-one；5-chloro-4-methyl-2-phenylisothiazol-3(2H)-one；5-chloro-4-methyl-2-phenyl-1,2-thiazol-3-one
• CAS: 54415-07-5
• 化学式: C₁₀H₈ClNOS
• 分子量: 225.699
• InChiKey: JNCDGOSPGVCRPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  318.3±52.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methyl-5-chloro-2-phenyl-isothiazol-3(2H)-one 在 氯 作用下， 以 乙酸乙酯 为溶剂， 生成 4-Methyl-2-phenyl-4.5.5-trichlor-isothiazolidin-3-on
  参考文献：
  名称：

  Isothiazolidin-3-ones

  摘要：

  式为##STR1##的异噻唑啉-3-酮，其中R.sup.1是氢原子，或者是烷基、环烷基、芳基、芳基烷基、氨基甲酰基或硫氨基甲酰基基团，R.sup.2和R.sup.3是卤素原子或烷基基团，X是卤素原子，含有它们的组合物在控制微生物（如细菌、真菌、藻类等）方面是有用的。

  公开号：

  US04169949A1
• 作为产物：
  描述：

  乙酸乙酯 、 N,N'-bis-phenyl-3,3'-dithiodiisobutyramide 、 氯 在 乙醚 、 silica 、 乙醇 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以gave 112.7 g of a yellow mush的产率得到4-methyl-5-chloro-2-phenyl-isothiazol-3(2H)-one
  参考文献：
  名称：

  S-substituted beta-thioacrylamide biocides and fungicides

  摘要：

  发现S-取代的β-硫代丙烯酰胺化合物可用作生物杀菌剂和杀真菌剂。还公开了包含该化合物和异噻唑烷-3-酮和/或载体的组合物，制备该化合物的方法以及使用该化合物和组合物的方法。

  公开号：

  US05151447A1

文献信息

• 3-Isothiazolones as biocides
  申请人：Rohm and Haas Company

  公开号：US04310590A1

  公开（公告）日：1982-01-12

  Disclosed novel substituted 3-isothiazolones, salts thereof, metal complexes thereof, their preparation, agricultural compositions containing them, and their utilization in the control of living organisms. In particular, novel 5-(substituted thiocarbamoyl)thio-2-substituted-4-isothiazolin-3-ones and related compounds including 5-piperidino and 5-cyano derivatives are disclosed.

  披露了一种新型的取代3-异噻唑酮，其盐，金属配合物，它们的制备，含有它们的农业组合物以及它们在控制生物体中的利用。具体来说，披露了新型的5-(取代硫代氨基甲酰)硫代-2-取代-4-异噻唑酮-3-酮及相关化合物，包括5-哌啶基和5-氰基衍生物。
• Substituted 3-isothiazolones, salts and metal salt complexes thereof, compositions containing them and their use for combating bacteria, algae and fungi
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0031705A1

  公开（公告）日：1981-07-08

  The novel compounds, which exhibit activity as bactericides and fungicides, are compounds of Formula I below, or salts or metal salt complexes thereof, wherein R' is (C1-C8) alkyl, (C3-C6) cycloalkyl, phenyl-(C1-C4) alkyl or phenyl optionally substituted with up to 3 of the same or different halogen atoms; R2 is hydrogen, halogen or (C1-C4) alkyl; and R3 is cyano, a group of the formula or a group of the formula in which Z is (-CH2-)n n being an integer of 4 to 6 and R4 and R5, which may be the same or different, is each selected from (C1-C8) alkyl and phenyl (C1-C4) alkyl or R4 and R5 are joined to form, together with the nitrogen atom to which thev are attached, a group of the formula in which Z is as defined above.

  具有杀菌剂和杀真菌剂活性的新型化合物是下式 I 的化合物或其盐或金属盐复合物、 其中 R'是(C1-C8)烷基、(C3-C6)环烷基、苯基-(C1-C4)烷基或任选被最多 3 个相同或不同的卤素原子取代的苯基；R2 是氢、卤素或(C1-C4)烷基；R3 是氰基、式中的基团 或式 其中 Z 为 (-CH2-)n n 为 4-6 的整数，R4 和 R5（可以相同或不同）各自选自 (C1-C8) 烷基和苯基 (C1-C4) 烷基，或 R4 和 R5 连接，与所连接的氮原子一起形成一个式基团。 其中 Z 如上定义。
• S-substituted beta-thioacrylamides and their use as microbicides
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0410726A1

  公开（公告）日：1991-01-30

  S-substituted beta-thioacrylamide compounds have been discovered to be useful as microbicides, particularly fungicides. Compositions comprising said compounds and isothiazolin-3-ones and/or carriers, methods of preparation of the compounds and methods of using the compounds and compositions are also disclosed.

  已发现 S-取代β-硫代丙烯酰胺化合物可用作杀微生物剂，特别是杀真菌剂。此外，还公开了包含上述化合物和异噻唑啉-3-酮和/或载体的组合物、化合物的制备方法以及化合物和组合物的使用方法。
• Synthesis of isothiazol-3-one derivatives as inhibitors of histone acetyltransferases (HATs)
  作者：Stephen Gorsuch、Vassilios Bavetsias、Martin G. Rowlands、G. Wynne Aherne、Paul Workman、Michael Jarman、Edward McDonald

  DOI：10.1016/j.bmc.2008.11.079

  日期：2009.1

  High-throughput screening led to the identification of isothiazolones 1 and 2 as inhibitors of histone acetyltransferase (HAT) with IC50s of 3 mu M and 5 mu M, respectively. Analogues of these hit compounds with variations of the N-phenyl group, and with variety of substituents at C-4, C-5 of the thiazolone ring, were prepared and assayed for inhibition of the HAT enzyme PCAF. Potency is modestly favoured when the N-aryl group is electron deficient (4-pyridyl derivative 10 has IC50 = 1.5 mu M); alkyl substitution at C-4 has little effect, whilst similar substitution at C-5 causes a significant drop in potency. The ring-fused compound 38 has activity (IC50 = 6.1 mu M) to encourage further exploration of this bicyclic structure. The foregoing SAR is consistent with an inhibitory mechanism involving cleavage of the S-N bond of the isothiazolone ring by a catalytically important thiol residue. (C) 2008 Elsevier Ltd. All rights reserved.
• US4169949A
  申请人：——

  公开号：US4169949A

  公开（公告）日：1979-10-02