N-phenyl-N-benzylthiourea | 53446-51-8

• 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: N-phenyl-N-benzylthiourea
• 英文别名: N-benzyl-N-phenyl-thiourea；N-Benzyl-N-phenyl-thioharnstoff；1-Benzyl-1-phenylthiourea
• CAS: 53446-51-8
• 化学式: C₁₄H₁₄N₂S
• 分子量: 242.345
• InChiKey: FHSYYKITNAQLPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-phenyl-N-benzylthiourea 在 溴 、 溶剂黄146 、 sodium nitrite 作用下， 以 氯仿 为溶剂， 生成 3-benzyl-N-nitroso-2(3H)-benzothiazole imine
  参考文献：
  名称：

  Experimental and Theoretical Studies on the Thermal Decomposition of Heterocyclic Nitrosimines¹

  摘要：

  A series of substituted 2-nitrosiminobenzothiazolines (2) were synthesized by the nitrosation of the corresponding 2-iminobenzothiazolines (6). Thermal decomposition of 2a-f and of the seleno analogue 7 in methanol and of 3-methyl-2-nitrosobenzothiazoline (2a) in acetonitrile, 1,4-dioxane, and cyclohexane followed first-order kinetics. The activation parameters for thermal deazetization of 2a were measured in cyclohexane (DeltaH(double dagger) = 25.3 +/- 0.5 kcal/mol, DeltaS(double dagger) = 1.3 +/- 1.5 eu) and in methanol (DeltaH(double dagger) = 22.5 +/- 0.7 kcal/mol, DeltaS(double dagger) = -12.9 +/- 2.1 eu). These results indicate a unimolecular decomposition and are consistent with a proposed stepwise mechanism involving cyclization of the nitrosimine, followed by loss of N-2. The ground-state conformations of the parent nitrosiminothiazoline (9a) and transition states for rotation around the exocyclic C=N bond, electrocyclic ring closure, and loss of N-2 were calculated using A initio molecular orbital theory at the MP2/6-31G* level. The calculated gas-phase barrier height for the loss of N-2 from 9a (25.2 kcal/mol, MP4(SDQ, FC)/6-31G*//MP2/6-31G* + ZPE) compares favorably with the experimental barrier for 2a of 25.3 kcal/mol in cyclohexane. The potential energy surface is unusual; the rotational transition state 9a-rot-ts connects directly to the orthogonal transition state for ring-closure 9aTS. The decoupling of rotational and pseudopericyclic bond-forming transition states is contrasted with the single pericyclic transition state (15TS) for the electrocyclic ring-opening of oxetene (15) to acrolein (16). For comparison, the calculated homolytic strength of the N-NO bond is 40.0 kcal/mol (MP4(SDQ, FC)/6-31G*//MP2/6-31G* + ZPE).

  DOI：

  10.1021/ja010659k
• 作为产物：
  描述：

  N-benzyl-N-phenylcyanamide 在 乙醇 、 硫化氢 、 氨 作用下， 生成 N-phenyl-N-benzylthiourea
  参考文献：
  名称：

  v.Braun; Schwarz, Chemische Berichte, 1902, vol. 35, p. 1284

  摘要：

  DOI：

文献信息

• Sultam Thioureas: Synthesis and Antiviral Activity Against West Nile Virus
  作者：Warren Wood、Rachel Feeny、Diane Le、Joseph Parks、Mark Epstein、Joseph Pagano、Albert Abbene、Elaina Graham、Joanna Farrell、Jason McGuire、Robert Zoellner、Edward Valente、Eric Barklis

  DOI：10.1055/s-0031-1290124

  日期：2012.1

  The syntheses of eleven sultam thioureas, including nine new compounds, are described. These compounds were synthesized from thioureas and include the first sultam thioureas in which the two thiourea nitrogen groups are not identical. In addition, the first X-ray crystal structures of sultam thioureas and the antiviral activity of these compounds against West Nile virus (WNV) are reported.

  本文介绍了十一种舒坦硫脲的合成方法，其中包括九种新化合物。这些化合物是由硫脲类化合物合成的，其中包括首个两个硫脲氮基团不完全相同的舒坦硫脲类化合物。此外，还首次报道了苏丹硫脲类化合物的 X 射线晶体结构以及这些化合物对西尼罗河病毒（WNV）的抗病毒活性。
• PUBOVAGINAL SLING: 4-YEAR OUTCOME ANALYSIS AND QUALITY OF LIFE ASSESSMENT
  作者：TED O. MORGAN、O. LENAINE WESTNEY、EDWARD J. McGUIRE

  DOI：10.1016/s0022-5347(05)67557-x

  日期：2000.6

  Purpose: Stress urinary incontinence is a common disease with a devastating impact on patient quality of life. Needle suspension procedures, which produce disappointing long-term results for type II stress incontinence, are being replaced by pubovaginal slings which previously were reserved solely for the treatment of type III stress incontinence. We report the long-term outcomes of pubovaginal slings for the treatment of types II and III stress urinary incontinence, and assess its quality of life impact.Materials and Methods: From January 1993 until December 1996, 247 females 10 to 84 years old (mean age 54.5) with type II (54%) or III (46%) stress urinary incontinence diagnosed by fluoroscopic urodynamics received a pubovaginal sling. Concomitant urge incontinence was present in 109 patients (44%). Quality of life was assessed with the Urogenital Distress Inventory short form.Results: At a mean followup of 51 months (range 22 to 68) the continence rates were 88% overall, 91% for type II and 84% for type III. Preoperative urge incontinence resolved in 81 of 109 patients (74%), while de novo urge incontinence developed in 10 (7%). Intermittent urethral catheterization duration averaged 8.4 days, with 5 women undergoing urethrolysis for a hyper-suspended urethra. Secondary procedures were required in 9 patients with type II and 5 with type III incontinence, and included transurethral collagen injections in 6 and repeat pubovaginal slings in 8. There was a 4% complication rate due to pelvic hematoma in 2 cases, incisional hernia in 2, deep venous thrombosis in 1 and pulmonary embolus in 1. Of the 247 patients 235 (95%) completed the quality of life questionnaire with 92% reporting a high degree of satisfaction with low (less than 20 of 100 points) symptom distress scores.Conclusions: Pubovaginal slings are effective and durable, and significantly improve quality of life in patients with types II and III stress urinary incontinence.
• Joshua; Varghese, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 10, p. 937 - 940
  作者：Joshua、Varghese

  DOI：——

  日期：——
• POLYMERIC COMPOSITIONS COMPRISING POLYISOPRENE
  申请人：Ansell Limited

  公开号：EP3068833A1

  公开（公告）日：2016-09-21
• [EN] POLYMERIC COMPOSITIONS COMPRISING POLYISOPRENE<br/>[FR] COMPOSITIONS POLYMÈRES COMPRENANT DU POLYISOPRÈNE
  申请人：ANSELL LTD

  公开号：WO2015070276A1

  公开（公告）日：2015-05-21

  Polymeric, elastomeric, or latex compositions including a water-based emulsion of a polyisoprene polymer; a first accelerator comprising at least one of a thiourea, a thiazo!e, or a dialkyl dithiocarbamate, or combinations thereof; a second accelerator comprising a thiuram or a xanthogen, or a combination thereof; at least one antioxidant; at feast one vulcanizing agent; and an activator; wherein a total amount of the first accelerator and the second accelerator ranges from 0.2 to 2.5 PHR of the polymeric, elastomeric, or latex composition and the polymeric, elastomeric, or latex composition is free of diphenyl guanidine or casein, are disclosed.