2-(4-chloro-2-methylphenylimino) oxazolidine | 65536-45-0

• 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-(4-chloro-2-methylphenylimino) oxazolidine
• 英文别名: N-(4-chloro-2-methylphenyl)-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 65536-45-0
• 化学式: C₁₀H₁₁ClN₂O
• 分子量: 210.663
• InChiKey: ZXWNMFHIJSJMKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-chloro-2-methylphenylimino) oxazolidine 以 四氢呋喃 为溶剂， 生成 N-(2-chloroethyl) N-(4-chloro2-methylphenyl)aminocarbonyl O-ethyl S-(2-methylpropyl) phosphoramidothioate
  参考文献：
  名称：

  N-(Substituted)aminocarbonyl O,S-dialkyl phosphoramido(di)thioates and

  摘要：

  这项发明涉及以下结构的新型磷酰胺(二)硫酸酯：其中A为A.卤素原子，B.氰基，C.(C.sub.1 -C.sub.6)烷氧基，D.(C.sub.1 -C.sub.6)烷基硫基，E.(C.sub.1 -C.sub.6)烷基羰氧基，F.苯氧基，或G.苯硫基；R.sup.1为A.(C.sub.1 -C.sub.12)烷基，B.(C.sub.3 -C.sub.8)环烷基，C.最多含有11个碳原子的可选择取代的芳基烷基，或D.可选择取代的(C.sub.6 -C.sub.10)芳基；R.sup.2为卤素原子时为氢原子或(C.sub.1 -C.sub.4)烷基；当A不是卤素原子时为氢原子；R.sup.3为(C.sub.1 -C.sub.6)烷基；R.sup.4为(C.sub.1 -C.sub.6)烷基；R.sup.5和R.sup.6独立地为氢原子或(C.sub.1 -C.sub.4)烷基；Y为氧原子或硫原子；以及包含它们的组合物、制备它们的方法以及将它们用作杀虫剂的方法。

  公开号：

  US04059697A1
• 作为产物：
  描述：

  1-(2-methyl-4-chlorophenyl)-3-(2-hydroxyethyl)thiourea 在 mercury(II) oxide 作用下， 生成 2-(4-chloro-2-methylphenylimino) oxazolidine
  参考文献：
  名称：

  Three-dimensional quantitative structure–activity studies of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera

  摘要：

  The quantitative structure-activity relationship (QSAR) of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera, was analyzed using physicochemical parameters, molecular shape analysis (MSA), molecular field analysis (MFA), and receptor surface model (RSM), respectively. The dose-response studies were performed in vitro analyzing the effect of these compounds on intracellular cAMP production in the presence of pheromone biosynthesis activating neuropeptide (PBAN) at 1 pmol/intersegment. Six active derivatives were identified in the order of decreasing pheromonostatic activity: 2-(2,6-dimethylanilino)imidazolide (6) > 2-(2-methyl-4-chloroanilino)oxazolidine (1) > clonidine (5) > 2-(2,6-diethylanilino)thiazolidine (8) > 2-(3,5-dichlorobenzylamino)-2-oxazoline (4) > tolazoline (10) which were all active in the nanomolar range in inhibition of cAMP production by 1 pmol PBAN/intersegment. Four other compounds were less active having K-i in the micromolar range. An MSA was tried to obtain QSAR equation that incorporates spatial molecular similarity data of those compounds. MFA on the training set of those compounds evaluated effectively the energy between a probe and a molecular model at a series of points defined by a rectangular or spherical grid. An RSM was generated using some subset of the most active structures. Three-dimensional energetics descriptors were calculated from RSM/ligand interaction and these three-dimensional descriptors were used in QSAR analysis. These results indicate that these derivatives could provide useful information in the characterization and differentiation of octopaminergic receptor types and subtypes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00189-3

文献信息

• US4059697A
  申请人：——

  公开号：US4059697A

  公开（公告）日：1977-11-22
• N-(Substituted)aminocarbonyl O,S-dialkyl phosphoramido(di)thioates and
  申请人：Rohm and Haas Company

  公开号：US04059697A1

  公开（公告）日：1977-11-22

  This invention relates to novel phosphoramido(di)thioates of the formula: ##STR1## wherein A is A. a halogen atom, B. a cyano group, C. a (C.sub.1 -C.sub.6) alkoxy group, D. a (C.sub.1 -C.sub.6) alkylthio group, E. a (C.sub.1 -C.sub.6) alkylcarbonyloxy group, F. a phenoxy group, or G. a phenylthio group; R.sup.1 is A. a (C.sub.1 -C.sub.12) alkyl group, B. a (C.sub.3 -C.sub.8) cycloalkyl group, C. an optionally substituted aralkyl group of up to 11 carbon atoms, or D. an optionally substituted (C.sub.6 -C.sub.10) aryl group; R.sup.2 is a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl group when A is a halogen atom, and a hydrogen atom when A is other than a halogen atom; R.sup.3 is a (C.sub.1 -C.sub.6) alkyl group; R.sup.4 is a (C.sub.1 -C.sub.6) alkyl group; R.sup.5 and R.sup.6 are independently hydrogen atoms or (C.sub.1 -C.sub.4) alkyl groups; and Y is an oxygen or sulfur atom; To compositions containing them, to processes for preparing them, and to methods of utilizing them as arthropodicides.

  这项发明涉及以下结构的新型磷酰胺(二)硫酸酯：其中A为A.卤素原子，B.氰基，C.(C.sub.1 -C.sub.6)烷氧基，D.(C.sub.1 -C.sub.6)烷基硫基，E.(C.sub.1 -C.sub.6)烷基羰氧基，F.苯氧基，或G.苯硫基；R.sup.1为A.(C.sub.1 -C.sub.12)烷基，B.(C.sub.3 -C.sub.8)环烷基，C.最多含有11个碳原子的可选择取代的芳基烷基，或D.可选择取代的(C.sub.6 -C.sub.10)芳基；R.sup.2为卤素原子时为氢原子或(C.sub.1 -C.sub.4)烷基；当A不是卤素原子时为氢原子；R.sup.3为(C.sub.1 -C.sub.6)烷基；R.sup.4为(C.sub.1 -C.sub.6)烷基；R.sup.5和R.sup.6独立地为氢原子或(C.sub.1 -C.sub.4)烷基；Y为氧原子或硫原子；以及包含它们的组合物、制备它们的方法以及将它们用作杀虫剂的方法。
• Three-dimensional quantitative structure–activity studies of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera
  作者：Akinori Hirashima、Ada Rafaeli、Carina Gileadi、Eiichi Kuwano

  DOI：10.1016/s0968-0896(99)00189-3

  日期：1999.11

  The quantitative structure-activity relationship (QSAR) of octopaminergic agonists responsible for the inhibition of sex-pheromone production in Hercoverpa armigera, was analyzed using physicochemical parameters, molecular shape analysis (MSA), molecular field analysis (MFA), and receptor surface model (RSM), respectively. The dose-response studies were performed in vitro analyzing the effect of these compounds on intracellular cAMP production in the presence of pheromone biosynthesis activating neuropeptide (PBAN) at 1 pmol/intersegment. Six active derivatives were identified in the order of decreasing pheromonostatic activity: 2-(2,6-dimethylanilino)imidazolide (6) > 2-(2-methyl-4-chloroanilino)oxazolidine (1) > clonidine (5) > 2-(2,6-diethylanilino)thiazolidine (8) > 2-(3,5-dichlorobenzylamino)-2-oxazoline (4) > tolazoline (10) which were all active in the nanomolar range in inhibition of cAMP production by 1 pmol PBAN/intersegment. Four other compounds were less active having K-i in the micromolar range. An MSA was tried to obtain QSAR equation that incorporates spatial molecular similarity data of those compounds. MFA on the training set of those compounds evaluated effectively the energy between a probe and a molecular model at a series of points defined by a rectangular or spherical grid. An RSM was generated using some subset of the most active structures. Three-dimensional energetics descriptors were calculated from RSM/ligand interaction and these three-dimensional descriptors were used in QSAR analysis. These results indicate that these derivatives could provide useful information in the characterization and differentiation of octopaminergic receptor types and subtypes. (C) 1999 Elsevier Science Ltd. All rights reserved.