2-((3-methyl-4-nitrophenoxy)methyl)benzothiazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-((3-methyl-4-nitrophenoxy)methyl)benzothiazole
• 英文别名: 2-(3-methyl-4-nitrophenoxymethyl)benzothiazole；O-(Benzothiazol-2-ylmethyl)-3-methyl-4-nitrophenol；2-[(3-methyl-4-nitrophenoxy)methyl]-1,3-benzothiazole
• 化学式: C₁₅H₁₂N₂O₃S
• 分子量: 300.338
• InChiKey: IILRKKRYLIKPHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  96.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((3-methyl-4-nitrophenoxy)methyl)benzothiazole 在 氢气 作用下， 以 甲醇 为溶剂， 以93%的产率得到[N-4-(2-benzothiazolylmethoxy)-2-methylphenyl]amine
  参考文献：
  名称：

  双黄素类似物作为双重sEH / FLAP抑制剂的合成，生物学评估和构效关系

  摘要：

  设计，合成并通过1 H NMR，13 C NMR和元素分析表征了一系列有效的双可溶性环氧水解酶（sEH）/ 5-脂氧合酶激活蛋白（FLAP）抑制剂双黄素衍生物。从生物学角度评估了这些新型化合物对sEH和FLAP的抑制活性。分子建模工具被应用于分析两个目标上的构效关系（SAR）。结果表明，即使对先导化合物双黄精蛋白进行很小的修饰也会显着影响其抑制潜力，尤其是对FLAP而言，表明SAR非常窄。

  DOI：

  10.1021/acsmedchemlett.8b00415
• 作为产物：
  描述：

  2-氯甲基-1,3-苯并噻唑 、 4-硝基间甲苯酚 在 sodium carbonate 、 caesium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 以61%的产率得到2-((3-methyl-4-nitrophenoxy)methyl)benzothiazole
  参考文献：
  名称：

  双黄素类似物作为双重sEH / FLAP抑制剂的合成，生物学评估和构效关系

  摘要：

  设计，合成并通过1 H NMR，13 C NMR和元素分析表征了一系列有效的双可溶性环氧水解酶（sEH）/ 5-脂氧合酶激活蛋白（FLAP）抑制剂双黄素衍生物。从生物学角度评估了这些新型化合物对sEH和FLAP的抑制活性。分子建模工具被应用于分析两个目标上的构效关系（SAR）。结果表明，即使对先导化合物双黄精蛋白进行很小的修饰也会显着影响其抑制潜力，尤其是对FLAP而言，表明SAR非常窄。

  DOI：

  10.1021/acsmedchemlett.8b00415

文献信息

• N,N' -DIARYLUREA, N,N' -DIARYLTHIOUREA AND N,N' -DIARYLGUANIDINO COMPOUNDS FOR USE IN TREATMENT AND PREVENTION OF INFLAMMATORY DISEASE
  申请人：Universität Innsbruck

  公开号：EP3315495A1

  公开（公告）日：2018-05-02

  A compound according to formula I wherein L is CH2-O, CH2-S, CH2-CH2, or CH=CH; R1 and R2 are independently selected out of H, halogen, C1 to C3 alkyl, halogenated C1 to C3 alkyl, C1 to C3 alkyloxy, or halogenated C1 to C3 alkyloxy; Ar is an aryl moiety, preferably phenyl or naphthyl, or a moncyclic- or bicyclic heteroaryl moiety, wherein optionally the aryl or heteroaryl moiety is further substituted; X is O, S, or NR3, wherein R3 is H, C1 to C3 alkyl, halogenated C1 to C3 alkyl, or tert-butyloxycarbonyl; Y is O, S, NR4 or N(R4)R5, wherein R4 and R5 are independently selected out of H or C1 to C3 alkyl; and wherein if Y is O, S, or NR4, then both A are NH, and the punctuated bonds represent a double bond to Y and single bonds to each A; or wherein if Y is N(R4)R5, then one A is N, the other A is NH, and the punctuated bonds represent a double bond to the A being N, a single bond to the A being NH and a single bond to Y; and use of such a compound in treatment or prevention of an inflammatory disease or an inflammation-related disorder.

  根据公式I，其中L为CH2-O，CH2-S，CH2-CH2或CH=CH；R1和R2分别选择自H，卤素，C1到C3烷基，卤代C1到C3烷基，C1到C3烷氧基，或卤代C1到C3烷氧基；Ar为芳基，最好为苯基或萘基，或者是单环或双环杂环芳基，其中芳基或杂环芳基可以进一步取代；X为O，S或NR3，其中R3为H，C1到C3烷基，卤代C1到C3烷基，或叔丁氧羰基；Y为O，S，NR4或N（R4）R5，其中R4和R5分别选择自H或C1到C3烷基；如果Y为O，S或NR4，则两个A均为NH，点线表示与Y形成双键，与每个A形成单键；如果Y为N（R4）R5，则一个A为N，另一个A为NH，点线表示与A为N形成双键，与A为NH形成单键，与Y形成单键；该化合物在治疗或预防炎症性疾病或与炎症相关的疾病中的用途。
• Aniline derivatives having herbicidal activity, their preparation and
  申请人：Sankyo Company, Limited

  公开号：US05736487A1

  公开（公告）日：1998-04-07

  Compounds of formula (I): ##STR1## (wherein: R.sup.1 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy, or optionally substituted alkylthio; R.sup.2 is hydrogen, optionally substituted alkyl, cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl or a group of formula --YR.sup.7 ; R.sup.3 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro or a group of formula --COR.sup.8, wherein R.sup.8 is hydrogen, alkyl, cycloalkyl or alkoxy; R.sup.4 and R.sup.5 are each hydrogen atom or alkyl; R.sup.6 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro, or a group of formula --COR.sup.8, as defined above; A, Q and X are each oxygen or sulfur; Y is a group of formula --CO--, --COO--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 CH.sub.2 O--, --CH.sub.2 CH.sub.2 S--, --CH.sub.2 CO--, --CH.sub.2 COO--, --CH(Me)COO--, --CH.sub.2 CH.sub.2 CO--, --CH.sub.2 OCO--, CH.sub.2 OCOO-- and --CH.sub.2 CH.sub.2 OCO--; R.sup.7 is optionally substituted alkyl group, cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted aralkyl, or an optionally substituted heterocycle; and m and n are each an integer from 0 to 4; and herbicidally acceptable addition salts thereof) are useful as herbicides.

  式(I)的化合物：##STR1##（其中：R.sup.1是可选取代的烷基，环烷基，可选取代的烷氧基或可选取代的烷硫基; R.sup.2是氢，可选取代的烷基，环烷基，可选取代的烯基，可选取代的炔基或式--YR.sup.7的基团; R.sup.3是可选取代的烷基，环烷基，可选取代的烷氧基，可选取代的烯基，可选取代的炔基，卤素，硝基或式--COR.sup.8的基团，其中R.sup.8是氢，烷基，环烷基或烷氧基; R.sup.4和R.sup.5分别是氢原子或烷基; R.sup.6是可选取代的烷基，环烷基，可选取代的烷氧基，可选取代的烯基，可选取代的炔基，卤素，硝基或式如上所定义的--COR.sup.8的基团; A，Q和X分别是氧或硫; Y是式--CO--，--COO--，--CH.sub.2 O--，--CH.sub.2 S--，--CH.sub.2 CH.sub.2 O--，--CH.sub.2 CH.sub.2 S--，--CH.sub.2 CO--，--CH.sub.2 COO--，--CH(Me)COO--，--CH.sub.2 CH.sub.2 CO--，--CH.sub.2 OCO--，CH.sub.2 OCOO--和--CH.sub.2 CH.sub.2 OCO--的基团; R.sup.7是可选取代的烷基，环烷基，可选取代的烯基，可选取代的炔基，可选取代的芳基，可选取代的芳基烷基或可选取代的杂环基; m和n分别是从0到4的整数;以及其除草剂可接受的盐)可用作除草剂。
• Aniline derivatives having herbicidal activity their preparation and their use
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0795550A1

  公开（公告）日：1997-09-17

  Compounds of formula (I): [wherein: R1 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy, or optionally substituted alkylthio; R2 is hydrogen, optionally substituted alkyl, cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl or a group of formula -YR7; R3 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro or a group of formula -COR8, wherein R8 is hydrogen, alkyl, cycloalkyl or alkoxy; R4 and R5 are each hydrogen atom or alkyl; R6 is optionally substituted alkyl, cycloalkyl, optionally substituted alkoxy group, optionally substituted alkenyl, optionally substituted alkynyl, halogen, nitro,or a group of formula -COR8, as defined above; A, Q and X are each oxygen or sulfur; Y is a group of formula -CO-, -COO-, -CH2O-, -CH2S-, -CH2CH2O-, -CH2CH2S-, -CH2CO-, -CH2COO-, -CH(Me)COO-, -CH2CH2CO-, -CH2OCO-, CH2OCOO- and -CH2CH2OCO-; R7 is optionally substituted alkyl group, cycloalkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted aryl, optionally substituted aralkyl, or an optionally substituted heterocycle; and m and n are each an integer from 0 to 4; and herbicidally acceptable addition salts thereof] are useful as herbicides.

  式(I)化合物： 其中R1 是任选取代的烷基、环烷基、任选取代的烷氧基或任选取代的硫代烷基； R2 是氢、任选取代的烷基、环烷基、任选取代的烯基、任选取代的炔基或式 -YR7 的基团；R3 是任选取代的烷基、环烷基、任选取代的烷氧基、任选取代的烯基、任选取代的炔基、卤素、硝基或式-COR8 的基团，其中 R8 是氢、烷基、环烷基或烷氧基；R4 和 R5 分别是氢原子或烷基；R6 是任选取代的烷基、环烷基、任选取代的烷氧基、任选取代的烯基、任选取代的炔基、卤素、硝基或式-COR8 的基团，如上所定义； A、Q 和 X 分别是氧或硫；Y 是式-CO-、-COO-、-CH2O-、-CH2S-、-CH2CH2O-、-CH2CH2S-、-CH2CO-、-CH2COO-、-CH(Me)COO-、-CH2CH2CO-、-CH2OCO-、CH2OCOO- 和 -CH2CH2OCO-的基团；R7 是任选取代的烷基、环烷基、任选取代的烯基、任选取代的炔基、任选取代的芳基、任选取代的芳烷基或任选取代的杂环；且 m 和 n 各为 0 至 4 的整数；以及除草剂可接受的其加成盐]可用作除草剂。
• US5736487A
  申请人：——

  公开号：US5736487A

  公开（公告）日：1998-04-07
• [EN] N,N'-DIARYLUREA, N,N'-DIARYLTHIOUREA AND N,N'-DIARYLGUANIDINO COMPOUNDS FOR USE IN TREATMENT AND PREVENTION OF INFLAMMATORY DISEASE<br/>[FR] COMPOSÉS DE N,N'-DIARYLURÉA, N,N'-DIARYLTHIOURÉA ET N,N'-DIARYLGUANIDINO POUR UTILISATION DANS LE TRAITEMENT ET LA PRÉVENTION D'UNE MALADIE INFLAMMATOIRE
  申请人：UNIV INNSBRUCK

  公开号：WO2018077898A1

  公开（公告）日：2018-05-03

  A compound according to formula (I) wherein L is CH2−O, CH2−S, CH2−CH2, or CH=CH; R1 and R2 are independently selected out of H, halogen, C1 to C3 alkyl, halogenated C1 to C3 alkyl, C1 to C3 alkyloxy, or halogenated C1 to C3 alkyloxy; Ar is an aryl moiety, preferably phenyl or naphthyl, or a moncyclic- or bicyclic heteroaryl moiety, wherein optionally the aryl or heteroaryl moiety is further substituted; X is O, S, or NR3, wherein R3 is H, C1 to C3 alkyl, halogenated C1 to C3 alkyl, or tert-butyloxycarbonyl; Y is O, S, NR4 or N(R4)R5, wherein R4 and R5 are independently selected out of H or C1 to C3 alkyl; and wherein if Y is O, S, or NR4, then both A are NH, and the punctuated bonds represent a double bond to Y and single bonds to each A; or wherein if Y is N(R4)R5, then one A is N, the other A is NH, and the punctuated bonds represent a double bond to the A being N, a single bond to the A being NH and a single bond to Y; and use of such a compound in treatment or prevention of an inflammatory disease or an inflammation-related disorder.