N-cyclohexyl-4,5-dihydro-1,3-thiazol-2-amine | 56242-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: N-cyclohexyl-4,5-dihydro-1,3-thiazol-2-amine
• 英文别名: 2-cyclohexylimino-2-thiazolidine；2-Cyclohexylamino-2-thiazoline；cyclohexyl-(4,5-dihydro-thiazol-2-yl)-amine；Cyclohexyl-(4,5-dihydro-thiazol-2-yl)-amin
• CAS: 56242-66-1
• 化学式: C₉H₁₆N₂S
• mdl: MFCD00726597
• 分子量: 184.305
• InChiKey: SGMNKDCGMQDDCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-cyclohexyl-4,5-dihydro-1,3-thiazol-2-amine 在 亚硝酸丁酯 、 sodium methylate 作用下， 以 乙醚 为溶剂， 以73%的产率得到2-(cyclohexylimino)-3-nitrosothiazolidine
  参考文献：
  名称：

  Rao, K. V.; Nizar, P. N. H.; Chauhan, S. M. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 974 - 976

  摘要：

  DOI：
• 作为产物：
  描述：

  环己基异硫氰酸脂 在 盐酸 作用下， 生成 N-cyclohexyl-4,5-dihydro-1,3-thiazol-2-amine
  参考文献：
  名称：

  Hirashima, Akinori; Yoshii, Yutuka; Eto, Morifusa, Agricultural and Biological Chemistry, 1991, vol. 55, # 10, p. 2537 - 2546

  摘要：

  DOI：

文献信息

• Beitrag zur Synthese und Umlagerung 1-substituierter Thiocarbamyläthylenimine in N-substituierte Derivate des 2-Amino-2-thiazolins. 5. Mitteilung: Zur Chemie der substituierten Thiosemicarbazide und Thioharnstoffe
  作者：M. Tišler

  DOI：10.1002/ardp.19582910906

  日期：——
• Stereoelectronic control in the aqueous decomposition of novel nitrosothioureas
  作者：J. William Lown、Shive M. S. Chauhan

  DOI：10.1021/jo00170a006

  日期：1983.11
• New 2-Aminothiazoline derivatives lower blood pressure of spontaneously hypertensive rats (SHR) via I1-imidazoline and alpha-2 adrenergic receptors activation
  作者：Renan B. Ferreira、Mariana G. de Oliveira、Edson Antunes、Wanda P. Almeida、Badr M. Ibrahim、Abdel A. Abdel-Rahman

  DOI：10.1016/j.ejphar.2016.10.009

  日期：2016.11

  2-Aminothiazolines share an isosteric relationship with imidazolines and oxazolines with antihypertensive activity mainly mediated by the imidazoline I-1-receptor. In the present work, we have prepared five aminothiazolines, following a previously described synthetic pathway. Aminothiazolines derived from dicyclo-propylmethylamine (ATZ1) and cyclohexylamine (3) are unprecedented in the literature. Competitive radioligand assay was carried out with all synthetic compounds, and the I-1 receptor affinity in comparison to rilmenidine in PC12 cells was determined. Surprisingly, the rilmenidine isoster (ATZ1) showed no I-1-receptor interaction. Diethyl (ATZ4) and 2-ethyl-hexylamine (ATZ5) derivatives bind to the receptor with 11.98 and 10.94 nmol/l, respectively. These compounds were selected for in vivo experiments. Both compounds reduced the blood pressure of spontaneously hypertensive rats (SHR). The hypotensive effect of these compounds was abrogated in the presence of a(2) adrenergic (yohimbine) and I-1 (efaroxan) receptor antagonists suggesting that both aminothiazolines bind to the adrenergic and imidazoline receptors. Lipinski's descriptors of the synthesized aminothiazolines were calculated and are similar to the known imidazoline I-1 receptor ligands. 3D-Similarity between ATZ5 and agmatine, the natural imidazoline receptor ligand, was also observed.
• LOWN, J. W.;CHAUHAN, S. M. S., J. ORG. CHEM., 1983, 48, N 22, 3901-3908
  作者：LOWN, J. W.、CHAUHAN, S. M. S.

  DOI：——

  日期：——
• RAO K. V.; NIZAR P. N. H.; CHAUHAN S. M. S., INDIAN J. CHEM., 24,(1985) N 9, 974-976
  作者：RAO K. V.、 NIZAR P. N. H.、 CHAUHAN S. M. S.

  DOI：——

  日期：——

表征谱图