5-氨基-4-氯-3-甲基异噻唑 | 96841-04-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 5-氨基-4-氯-3-甲基异噻唑
• 英文名称: 5-amino-4-chloro-3-methyl-isothiazole
• 英文别名: 4-chloro-3-methyl-1,2-thiazol-5-amine
• CAS: 96841-04-2
• 化学式: C₄H₅ClN₂S
• mdl: MFCD09909657
• 分子量: 148.616
• InChiKey: XDMQUGBVBORFEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-(1-(2-chlorophenyl)pyrazol-4-yl)acetic acid 、 5-氨基-4-氯-3-甲基异噻唑 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以77%的产率得到N-(4-chloro-3-methylisothiazol-5-yl)-2-(1-(2-chlorophenyl)pyrazol-4-yl)acetamide
  参考文献：
  名称：

  一种含异噻唑环的芳乙酰胺类化合物及其用 途

  摘要：

  本发明属于杀菌剂领域。涉及一种含异噻唑环的芳乙酰胺类化合物及其杀菌用途。含异噻唑环的芳乙酰胺类化合物如通式I所示：通式I中各取代基定义见说明书。本发明通式I化合物具有优异的杀菌活性，可用于防治真菌病害。

  公开号：

  CN109867666B
• 作为产物：
  描述：

  3-甲基异噻唑-5-胺 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 为溶剂， 以79%的产率得到5-氨基-4-氯-3-甲基异噻唑
  参考文献：
  名称：

  N-Alkyl-N-(5-isothiazolyl)- and N-(Alkylisothiazolin-5-ylidene)- phenylacetamides. Synthesis and Biological Activity

  摘要：

  Treatment of 5-amino-4-chloro-3-methylisothiazole (3) with the acid chloride of [p-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]phenyl]acetic acid (6) afforded the amide N-(4-chloro-3-methyl-5-isothiazolyl)-2-[p-[(alpha,alpha, alpha-trifluoro-p-tolyl)oxy]phenyl]acetamide (1), which was substituted with various alkyl groups in an effort to alleviate toxicity toward non-target organisms through a proinsecticide approach. Alkylations of 1 under a variety of reaction conditions afforded two major products which were derived from amide-nitrogen substitution, N-alkyl-N-(4-chloro-3- methyl-5-isothiazolyl)-2-[p-[(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]phenyl]acetamides (a), and ring-nitrogen substitution, N-(2-alkyl-4-chloro-3-methyl-3-isothiazolin-5-ylidene)-2-[p- [(alpha,alpha,alpha-trifluoro-p-tolyl)oxy]phenyl] acetamides(8). Derivatives 7 and 8 were found to exhibit lessened toxicity to trout as well as insects, but, in general, efficacy toward insects was retained to a greater degree. In particular methoxymethyl, ethoxymethyl, ethyl, and ethyl-d(5) substituents demonstrated the best combination of insect efficacy and safening toward trout. Significantly different in vivo efficacies of the N-methyl and N-CD3 analogs suggest that 7 and 8 are proinsecticides requiring activation by dealkylation.

  DOI：

  10.1021/jf960679j

文献信息

• [EN] AMIDO-SUBSTITUTED CYCLOHEXANE DERIVATIVES<br/>[FR] DÉRIVÉS DE CYCLOHEXANE À SUBSTITUTION AMIDO
  申请人：BAYER PHARMA AG

  公开号：WO2016177658A1

  公开（公告）日：2016-11-10

  The present invention relates to amido-substituted cyclohexane compounds of general formula (I), in which A, R4, R6, R7, R8, R9, R10 and R11 are as defined herein, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neoplasms, as a sole agent or in combination with other active ingredient.

  本发明涉及一般式(I)的酰胺取代环己烷化合物，其中A、R4、R6、R7、R8、R9、R10和R11如本文所定义，涉及制备所述化合物的方法，涉及用于制备所述化合物的中间化合物，涉及包含所述化合物的药物组合物和药物组合物，以及用于制造用于治疗或预防疾病的药物组合物的所述化合物的用途，特别是肿瘤，作为唯一药剂或与其他活性成分结合使用。
• Isothiazole derivatives and their use as pesticides
  申请人：——

  公开号：US20030207926A1

  公开（公告）日：2003-11-06

  A compound of formula (I), where A is optionally substituted alkylene, alkenylene, alkynylene, cycloalkylene, alkylenoxy, oxy(C 1-6 )alkylene, alkylenethio, thio(C 1-6 )alkylene, C 1-6 alkylenamino, amino(C 1-6 )alkylene, [C 1-6 alkyleneoxy(C 1-6 )alkylene], [C 1-6 alkylenethio(c 1-6 )alkylene], [ 1-6 alkylenesulfinyl(c 1-6 )alkylene], [c 1-6 alkylenesulfonyl(C 1-6 )alkylenc] or [C 1-6 alkyleneamino(C 1-6 )alkylene]; provided that A is not CH 2 or CH 2 O; B is N, N-oxide or CR 8 ; Y is O, S or NR 9 ; Z is O, S or NR 10 ; and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 are specified radicals; compositions containing them; processes for making them; and their use as insecticides or fungicides.

  化合物的化学式（I），其中A是可选择地取代的烷基，烯烃基，炔基，环烷基，烷氧基，氧（C1-6）烷基，烷硫基，硫（C1-6）烷基，C1-6烷基氨基，氨基（C1-6）烷基，[C1-6烷氧基（C1-6）烷基]，[C1-6烷硫基（C1-6）烷基]，[1-6烷基磺酰基（C1-6）烷基]，[C1-6烷基磺酰基（C1-6）烷基]或[C1-6烷基氨基（C1-6）烷基]；但A不是CH2或CH2O；B是N，N-氧化物或CR8；Y是O，S或NR9；Z是O，S或NR10；R1，R2，R3，R4，R5，R6，R7，R8，R9，R10是指定的基团；含有它们的组合物；制备它们的方法；以及它们作为杀虫剂或杀菌剂的用途。
• Identification of the Highly Active, Species Cross-Reactive Complex I Inhibitor BAY-179
  作者：Jeffrey Mowat、Alexander H. M. Ehrmann、Sven Christian、Carolyn Sperl、Stephan Menz、Judith Günther、Roman C. Hillig、Marcus Bauser、Wolfgang Schwede

  DOI：10.1021/acsmedchemlett.1c00666

  日期：2022.3.10

  reliance of cancer cells on OXPHOS for their energetic requirements, rendering cells sensitive to complex I inhibition and highlighting the potential value of complex I as a therapeutic target. Herein, we describe the discovery of a potent, selective, and species cross-reactive complex I inhibitor. A high-throughput screen of the Bayer compound library followed by hit triaging and initial hit-to-lead

  线粒体是能量供应和细胞死亡的关键调节剂。线粒体中 ATP 的产生通过氧化磷酸化 (OXPHOS) 发生，该过程利用电子传递链和 ATP 合酶的四种复合物（复合物 I-IV）。某些致癌突变（例如, LKB1 或 mIDH) 可以进一步增强癌细胞对其能量需求的 OXPHOS 依赖，使细胞对复合物 I 抑制敏感，并突出复合物 I 作为治疗靶点的潜在价值。在此，我们描述了一种有效的、选择性的和物种交叉反应的复合物 I 抑制剂的发现。拜耳化合物库的高通量筛选，然后是命中分类和初始命中到先导活动，导致先导结构在综合先导优化活动中进一步优化。该项目专注于平衡效力和代谢稳定性，最终鉴定出 BAY-179，这是一种出色的体内适用工具，可用于探索复合物 I 抑制在癌症适应症中的生物学相关性。
• Pesticidal indazole or benzotriazole derivatives
  申请人：Syngenta Limited

  公开号：US07112553B1

  公开（公告）日：2006-09-26

  A compound of formula (I) wherein G is either (i) or (ii), where M1 or M2 is bonded to A; n is 0 or 1; when G is (i), D is S, NR7, CR8═CR9, CR8═N, CR8═N(O), N═CR9 or N(O)═CR9; when G is (ii), D is S or NR7; E is N, N-oxide or CR10; M1 is OC(═Y), N(R11)C(═Y), N═C(OR12), N═C(SR13) or N═C(NR14R15) where O or N is the atom of attachment to the ring containing D and E; M2 is N—C(═Y) where N is the atom of attachment to the ring containing D and E; Y is O, S or NR16; J is N or CR17; and A, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14 and R15 are each certain organic or inorganic groups. These compounds are useful in fungicidal, insecticidal, acaricidal, molluscicidal and hematicidal compositions.

  化合物的化学式为(I)，其中G是(i)或(ii)，其中M1或M2与A键合；n为0或1；当G为(i)时，D为S、NR7、CR8═CR9、CR8═N、CR8═N(O)、N═CR9或N(O)═CR9；当G为(ii)时，D为S或NR7；E为N、N-氧化物或CR10；M1为OC(═Y)、N(R11)C(═Y)、N═C(OR12)、N═C(SR13)或N═C(NR14R15)，其中O或N是包含D和E的环上的连接原子；M2为N—C(═Y)，其中N是包含D和E的环上的连接原子；Y为O、S或NR16；J为N或CR17；而A、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13、R14和R15均为某些有机或无机基团。这些化合物在杀真菌、杀虫、杀螨、杀蜗牛和杀血虫的组合物中有用。
• Benzazoles: benzoxazole, benzthiazole and benzimidazole derivatives
  申请人：Syngenta Limited

  公开号：US06544989B2

  公开（公告）日：2003-04-08

  The invention provides compounds of formula (I): where the substituents are as defined in the specification. The invention also provides processes for preparing the compounds, compositions comprising the compounds, methods of using the compounds and compositions to combat fungal diseases, and methods of using the compounds and compositions to combat or control insect, acarine, mollusc and nematode pests.

  本发明提供式(I)的化合物：其中取代基如规范中定义。本发明还提供制备该化合物的方法、包含该化合物的组合物、使用该化合物和组合物来对抗真菌病的方法，以及使用该化合物和组合物对抗或控制昆虫、螨、软体动物和线虫害的方法。