1-(2-Fluoro-benzyl)-3-(2-hydroxy-ethyl)-thiourea | 61290-44-6

• 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: 1-(2-Fluoro-benzyl)-3-(2-hydroxy-ethyl)-thiourea
• 英文别名: N-[(2-Fluorophenyl)methyl]-N'-(2-hydroxyethyl)thiourea；1-[(2-fluorophenyl)methyl]-3-(2-hydroxyethyl)thiourea
• CAS: 61290-44-6
• 化学式: C₁₀H₁₃FN₂OS
• 分子量: 228.29
• InChiKey: QFJJVKARRKXGDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-Fluoro-benzyl)-3-(2-hydroxy-ethyl)-thiourea 在 mercury(II) oxide 作用下， 生成 (4,5-Dihydro-oxazol-2-yl)-(2-fluoro-benzyl)-amine
  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
• 作为产物：
  描述：

  C.I.酸性橙108 、 (2-Fluoro-benzyl)-dithiocarbamic acid methyl ester 以 异丙醇 为溶剂， 反应 3.0h， 以73.6%的产率得到1-(2-Fluoro-benzyl)-3-(2-hydroxy-ethyl)-thiourea
  参考文献：
  名称：

  Reiter; Toldy; Schafer, European Journal of Medicinal Chemistry, 1980, vol. 15, # 1, p. 41 - 53

  摘要：

  DOI：

文献信息

• METHODS AND COMPOSITIONS FOR MODULATING ALPHA ADRENERGIC RECEPTOR ACTIVITY
  申请人：Chow Ken

  公开号：US20080132576A1

  公开（公告）日：2008-06-05

  Methods and compositions for the treatment of pain and intraocular pressure. Particularly disclosed are new compositions for the treatment of chronic pain, glaucoma and methods for their use.

  治疗疼痛和眼内压的方法和组合物。特别是揭示了用于治疗慢性疼痛、青光眼的新组合物以及其使用方法。
• FR2303532
  申请人：——

  公开号：——

  公开（公告）日：——
• REITER J.; TOLDY L.; SCHAEFER I.; SZONDY E.; BORSY J.; LUKOVITS I., EUR. J. MED. CHEM.- CHIM. THER., 1980, 15, NO 1, 41-53
  作者：REITER J.、 TOLDY L.、 SCHAEFER I.、 SZONDY E.、 BORSY J.、 LUKOVITS I.

  DOI：——

  日期：——
• US7335803B2
  申请人：——

  公开号：US7335803B2

  公开（公告）日：2008-02-26
• US7754768B2
  申请人：——

  公开号：US7754768B2

  公开（公告）日：2010-07-13