(3-Ethoxycarbonylmethylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-ylamino)-acetic acid isopropyl ester

• 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
• 英文名称: (3-Ethoxycarbonylmethylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-ylamino)-acetic acid isopropyl ester
• 英文别名: propan-2-yl 2-[[3-(2-ethoxy-2-oxoethyl)sulfanyl-5-oxo-4H-1,2,4-triazin-6-yl]amino]acetate
• 化学式: C₁₂H₁₈N₄O₅S
• mdl: MFCD01183877
• 分子量: 330.36
• InChiKey: BTMWJMMBDIDCGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  7

文献信息

• Small molecules for inhibiting male fertility
  申请人：The University of North Carolina at Chapel Hill

  公开号：US10472334B2

  公开（公告）日：2019-11-12

  Compounds suitable for use in providing male contraception, an assay method for identifying such compounds, and methods of providing contraception using the compounds, are provided. In one embodiment, the compounds described herein mimic the binding of anti-EPPIN antibodies to EPPIN, and thus inhibit the forward motility of sperm in humans and other primates. In another embodiment, the compounds described herein inhibit or enhance EPPIN-semenogelin binding, and inhibit forward motility of sperm. The assays described herein identify compounds which inhibit sperm motility, and can be carried out in a high throughput manner, using labeled recombinant EPPIN and semenogelin. The compounds can be used in oral or transdermal compositions to temporarily and reversibly inhibit male fertility. They can also be used in addition to, or in place of, spermicides in spermicidal compositions, such as those used in conjunction with condoms, diaphragms, and spermicidal jellies.

  本研究提供了适用于男性避孕的化合物、鉴定此类化合物的检测方法以及使用这些化合物进行避孕的方法。在一个实施方案中，本文所述化合物模拟抗 EPPIN 抗体与 EPPIN 的结合，从而抑制人类和其他灵长类动物精子的前向运动。在另一个实施方案中，本文所述化合物可抑制或增强 EPPIN 与脑膜鞘氨醇的结合，从而抑制精子的前向运动。本文所述的检测方法可鉴定出抑制精子活力的化合物，并可使用标记的重组 EPPIN 和精蛋白硒以高通量的方式进行检测。这些化合物可用于口服或透皮组合物，以暂时、可逆地抑制男性生育能力。它们还可以在杀精组合物中作为杀精剂的补充或替代物使用，例如与避孕套、避孕膜和杀精果冻一起使用的组合物。
• SMALL MOLECULES FOR INHIBITING MALE FERTILITY
  申请人：The University of North Carolina at Chapel Hill

  公开号：US20170057934A1

  公开（公告）日：2017-03-02

  Compounds suitable for use in providing male contraception, an assay method for identifying such compounds, and methods of providing contraception using the compounds, are provided. In one embodiment, the compounds described herein mimic the binding of anti-EPPIN antibodies to EPPIN, and thus inhibit the forward motility of sperm in humans and other primates. In another embodiment, the compounds described herein inhibit or enhance EPPIN-semenogelin binding, and inhibit forward motility of sperm. The assays described herein identify compounds which inhibit sperm motility, and can be carried out in a high throughput manner, using labeled recombinant EPPIN and semenogelin. The compounds can be used in oral or transdermal compositions to temporarily and reversibly inhibit male fertility. They can also be used in addition to, or in place of, spermicides in spermicidal compositions, such as those used in conjunction with condoms, diaphragms, and spermicidal jellies.