1,2,4-噻唑-3-丙氨酸 | 10109-05-4

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1,2,4-噻唑-3-丙氨酸
• 中文别名: B-(124-三唑-3-基)-DL-丙氨酸
• 英文名称: 3-(1,2,4-triazol-3-yl)-D,L-alanine
• 英文别名: β-(1,2,4-triazol-3-yl)-DL-alanine；2-amino-3-(1H-[1,2,4]triazol-3-yl)-propionic acid；2-Amino-3-(1H-[1,2,4]triazol-3-yl)-propionsaeure；3-(1H-1,2,4-triazol-3-yl)alanine；2-azaniumyl-3-(1H-1,2,4-triazol-5-yl)propanoate
• CAS: 10109-05-4
• 化学式: C₅H₈N₄O₂
• mdl: MFCD22495210
• 分子量: 156.144
• InChiKey: CAPORZWUTKSILW-UHFFFAOYSA-N

物化性质

• 沸点：
  454.1±55.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,2,4-噻唑-3-丙氨酸 在 劳森试剂 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 14.0h， 生成 3-(2,5-diethyl-thiazol-4-ylmethyl)-1H-[1,2,4]triazole
  参考文献：
  名称：

  α₂ Adrenoceptor Agonists as Potential Analgesic Agents. 1. (Imidazolylmethyl)oxazoles and -thiazoles

  摘要：

  A series of (imidazolylmethyl)oxazoles and -thiazoles were prepared and evaluated as alpha(2) adrenoceptor agonists. These compounds were also tested in in vivo paradigms that are predictive of analgesic activity. Variations in both the imidazole and thiazole portions of the molecule were investigated. Some of the more potent compounds such as 22, 26, 45, and 53 displayed at receptor binding in the 10-20 nM range and also had significant, antinociceptive activity in the mouse abdominal irritant test (MAIT).

  DOI：

  10.1021/jm990005a
• 作为产物：
  描述：

  在 盐酸 作用下， 反应 12.0h， 生成 1,2,4-噻唑-3-丙氨酸
  参考文献：
  名称：

  Ogrel', An. A.; Zvonkova, E. N.; Gafurov, R. G., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 9, p. 527 - 533

  摘要：

  DOI：

文献信息

• Synthesis and biological activity of some gossypol derivatives
  作者：A. Kh. Khaitbaev、Z. Tulyabaev、G. Sh. Achilova、Kh. Kh. Khaitbaev、S. A. Auelbekov

  DOI：10.1007/bf01167567

  日期：1995.1

  modified structures of known natural compounds and their physiological activity is basic for the creation of drugs with high efficiency and selective biological action. Thus, the synthesis and study of the biological activity of gossypol and its derivatives has revealed a number of characteristic features of the influence of chemical structure on biological action [1]. Gossypol derivatives obtained

  在已知天然化合物的修饰结构与其生理活性之间建立联系是创造具有高效和选择性生物作用的药物的基础。因此，棉酚及其衍生物生物活性的合成和研究揭示了化学结构对生物作用影响的许多特征[1]。通过取代羰基获得的棉酚衍生物被证明对动物和细胞培养物的毒性都较小，这些化合物的生物活性更显着，而棉酚分子羟基的衍生物活性较低 [2] ]。为了获得基于棉酚的新型多功能物质，我们合成了多种棉酚衍生物，如图所示。
• 1,2,4-Triazole-3-alanine
  作者：R. G. Jones、C. Ainsworth

  DOI：10.1021/ja01611a040

  日期：1955.3
• beta-(1, 2, 4-triazolyl-3)-alanine and its salts and the preparation thereof
  申请人：LILLY CO ELI

  公开号：US02719849A1

  公开（公告）日：1955-10-04
• α₂ Adrenoceptor Agonists as Potential Analgesic Agents. 1. (Imidazolylmethyl)oxazoles and -thiazoles
  作者：Robert E. Boyd、Jeffery B. Press、C. Royce Rasmussen、Robert B. Raffa、Ellen E. Codd、Charlene D. Connelly、Debra J. Bennett、Alex L. Kirifides、Joseph F. Gardocki、Brian Reynolds、John T. Hortenstein、Allen B. Reitz

  DOI：10.1021/jm990005a

  日期：1999.12.1

  A series of (imidazolylmethyl)oxazoles and -thiazoles were prepared and evaluated as alpha(2) adrenoceptor agonists. These compounds were also tested in in vivo paradigms that are predictive of analgesic activity. Variations in both the imidazole and thiazole portions of the molecule were investigated. Some of the more potent compounds such as 22, 26, 45, and 53 displayed at receptor binding in the 10-20 nM range and also had significant, antinociceptive activity in the mouse abdominal irritant test (MAIT).
• Ogrel', An. A.; Zvonkova, E. N.; Gafurov, R. G., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 9, p. 527 - 533
  作者：Ogrel', An. A.、Zvonkova, E. N.、Gafurov, R. G.

  DOI：——

  日期：——