N-(2-Imidazolidinyliden)-thioharnstoff | 87766-23-2

• 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-(2-Imidazolidinyliden)-thioharnstoff
• 英文别名: Imidazolidin-2-ylidene-thiourea；4,5-dihydro-1H-imidazol-2-ylthiourea
• CAS: 87766-23-2
• 化学式: C₄H₈N₄S
• mdl: MFCD19205612
• 分子量: 144.2
• InChiKey: IJDZIXDSWOKFHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.5
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-二氯丙酮 、 N-(2-Imidazolidinyliden)-thioharnstoff 以 丙酮 为溶剂， 反应 48.0h， 生成 4-Chlormethyl-2-(2-imidazolidinylidenamino)-thiazol
  参考文献：
  名称：

  Trumm; Sattler; Postius, Arzneimittel-Forschung/Drug Research, 1985, vol. 35, # 3, p. 573 - 577

  摘要：

  DOI：
• 作为产物：
  描述：

  2-cyanoimino-imidazolidine 在 硫化氢 、 potassium hydrosulfide 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以65%的产率得到N-(2-Imidazolidinyliden)-thioharnstoff
  参考文献：
  名称：

  Trumm; Sattler; Postius, Arzneimittel-Forschung/Drug Research, 1985, vol. 35, # 3, p. 573 - 577

  摘要：

  DOI：

文献信息

• Thiazole derivatives
  申请人：Hoffman-La Roche Inc.

  公开号：US06100282A1

  公开（公告）日：2000-08-08

  Compounds of the formula: as well as pharmaceutically usable salts and esters thereof, wherein R.sup.1, R.sup.2 and R.sup.3 have the significance ascribed herein, inhibit binding of adhesive proteins to the surface of different types of cell and accordingly influence cell--cell and cell-matrix interactions. These compounds can be used in the form of pharmaceutical preparations for the control or prevention of neoplasms, tumor metastasing, tumor growth, osteoporosis, Paget's disease, diabetic retinopathy, macular degeneration, restenosis following vascular intervention, psoriasis, arthritis, fibrosis, kidney failure, as well as infection caused by viruses, bacteria or fungi.

  该公式化合物及其药用盐和酯，其中R.sup.1、R.sup.2和R.sup.3具有本文所述的意义，抑制粘附蛋白质与不同类型细胞表面的结合，从而影响细胞间和细胞-基质相互作用。这些化合物可用作药物制剂，用于控制或预防肿瘤、肿瘤转移、肿瘤生长、骨质疏松症、帕金森病、糖尿病视网膜病变、黄斑变性、血管介入后再狭窄、牛皮癣、关节炎、纤维化、肾功能衰竭，以及由病毒、细菌或真菌引起的感染。
• Antiulcer agents. 4-Substituted 2-guanidinothiazoles: reversible, competitive, and selective inhibitors of gastric H+,K+-ATPase
  作者：John L. LaMattina、Peter A. McCarthy、Lawrence A. Reiter、William F. Holt、Li An Yeh

  DOI：10.1021/jm00164a012

  日期：1990.2

  A series of 4-substituted 2-guanidinothiazoles has been found to inhibit the gastric proton-pump enzyme H+,K(+)-ATPase. In general, these compounds were reversible inhibitors of canine gastric H+,K(+)-ATPase, competitive at the K+ site, and selective relative to canine renal Na+,K(+)-ATPase. Structure-activity relationship (SAR) studies on this series revealed no general replacement for the guanidinothiazole. On the other hand, use of pyrrolyl, phenyl, and indolyl groups as the C-4 substituent yielded active compounds. Extensive studies of substitution patterns on these 4-aryl groups led to more active compounds, but no consistent SAR became apparent. Monosubstitution of the guanidine and substitution of the thiazole at C-5 both often led to increased activity, but combining these changes generated compounds less active than the parents. Despite 100-fold improvement in in vitro inhibitory potency, only a 3-fold increase in gastric antisecretory activity in rats was observed for these agents.
• TRUMM, K. -A.;SATTLER, H. -J.;POSTIUS, S.;SZELENYI, I.;SCHUNACK, W., ARZNEIM.-FORSCH., 1985, 35, N 3, 573-577
  作者：TRUMM, K. -A.、SATTLER, H. -J.、POSTIUS, S.、SZELENYI, I.、SCHUNACK, W.

  DOI：——

  日期：——
• Trumm; Sattler; Postius, Arzneimittel-Forschung/Drug Research, 1985, vol. 35, # 3, p. 573 - 577
  作者：Trumm、Sattler、Postius、Szelenyi、Schunack

  DOI：——

  日期：——