3-benzyl-2-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 3-benzyl-2-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
• 英文别名: 3-benzyl-2-phenyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one；3-benzyl-2-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
• 化学式: C₂₃H₂₀N₂OS
• 分子量: 372.491
• InChiKey: WZFMSNIKPXEQRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-benzyl-2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 、 n-苄基苯甲酰胺 生成 3-benzyl-2-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  Novel compounds and their use in therapy

  摘要：

  硫代嘧啶酮化合物及其在治疗中的应用，特别是用于治疗和/或预防类固醇激素依赖性疾病或紊乱，如需要抑制17β-羟基类固醇脱氢酶酶的类固醇激素依赖性疾病或紊乱。

  公开号：

  US20050176742A1

文献信息

• Synthesis of Novel Analogs of Thieno[2,3-d] Pyrimidin-4(3H)-ones as Selective Inhibitors of Cancer Cell Growth
  作者：Sheng Zhang、Feize Liu、Xueling Hou、Jianguo Cao、Xiling Dai、Junjie Yu、Guozheng Huang

  DOI：10.3390/biom9100631

  日期：——

  New 2,3-disubstituted thieno[2,3-d]pyrimidin-4(3H)-ones were synthesized via a one-pot reaction from 2H-thieno[2,3-d] [1,3]oxazine-2,4(1H)-diones, aromatic aldehydes, and benzylamine or 4-hydroxylbezylamine. The obtained compounds were tested in vitro for cancer cell growth inhibition. Compound 19 can inhibit all four types of tested cancer cells, i.e., MCF-7, A549, PC-9, and PC-3 cells. Most of the

  通过一锅反应从 2H-噻吩并[2,3-d] [1,3]恶嗪-2 合成新的 2,3-二取代噻吩并[2,3-d]嘧啶-4(3H)-酮， 4(1H)-二酮、芳香醛和苄胺或4-羟基苄胺。所获得的化合物在体外测试了癌细胞生长抑制作用。化合物19可以抑制所有四种类型的测试癌细胞，即MCF-7、A549、PC-9和PC-3细胞。大多数化合物抑制A549和MCF-7细胞的增殖。化合物15对A549细胞系表现出最强的抗增殖作用，IC50值为0.94 μM，并且对正常人肝细胞无毒性。通过细胞克隆形成实验、Hoechst 33258染色以及凋亡相关蛋白的作用评估进一步证明了其效力。
• BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONES AND THEIR USE IN THERAPY
  申请人：Solvay Pharmaceuticals B.V.

  公开号：EP1635839A2

  公开（公告）日：2006-03-22
• US7465739B2
  申请人：——

  公开号：US7465739B2

  公开（公告）日：2008-12-16
• US7524853B2
  申请人：——

  公开号：US7524853B2

  公开（公告）日：2009-04-28
• [EN] NOVEL COMPOUNDS AND THEIR USE IN THERAPY<br/>[FR] NOUVEAUX COMPOSÉS ET LEUR UTILISATION EN THÉRAPIE
  申请人：SOLVAY PHARM BV

  公开号：WO2005032527A2

  公开（公告）日：2005-04-14

  This invention relates to benzo (4, 5) thieno (2, 3-d) pyrimidin-4-one compounds, their 5,6-dihydro and 5, 6, 7, 8-tetrahydro derivatives and their use for the treatment of a steroid hormone dependent disease or disorder, preferably for a steroid hormone dependent disease or disorder requiring the inhibition of a 17-hydroxysteroid dehydrogenase enzyme, most preferably of the 17beta HSD type 1, type 2 or type 3 enzyme. The steroid hormone dependent disease of disorder is selected from the group consisting of breast cancer, prostate carcinoma, ovarioan cancer, uterine cancer, endometrial cancer and endometrial hyperplasia, endometriosis, uterine fibroids, uterine leiomyoma, adenomyosis, dysmenorrhea, menorrhagia, metrorrhagia, prostadynia, benign prostatic hyperplasia, prostatitis, acne, seborrhea, hirsutism, androgenic alopecia, precocious puberty, adrenal hyperplasia, polycystic ovarian syndrome, urinary dysfunction, osteoporosis, multiple sclerosis, rheumatoid arthritis, Alzheimer’s disease, colon cancer, tissue wounds, skin wrinkles and cataracts.