3-烯丙基-2,4(1H,3H)-嘧啶二酮 | 16317-78-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 3-烯丙基-2,4(1H,3H)-嘧啶二酮
• 英文名称: 3-Allyluracil
• 英文别名: 3-Allylpyrimidine-2,4(1H,3H)-dione；3-prop-2-enyl-1H-pyrimidine-2,4-dione
• CAS: 16317-78-5
• 化学式: C₇H₈N₂O₂
• mdl: MFCD11505834
• 分子量: 152.153
• InChiKey: MPDZVLBGFMKPBD-UHFFFAOYSA-N

物化性质

• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为产物：
  描述：

  3-溴丙烯 、 tert-butyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-carboxylate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以54%的产率得到Tert-butyl 2,4-dioxo-3-prop-2-enylpyrimidine-1-carboxylate
  参考文献：
  名称：

  N-3-ALKYLATION OF URACIL AND DERIVATIVES VIA N-1-BOC PROTECTION

  摘要：

  An easy and efficient synthesis of 3-alkyluracils is described. Thus, BOC-protection at N-1 of uracil permits selective alkylation at N-3. This protecting group can be removed under very mild conditions.

  DOI：

  10.1081/scc-100108223

文献信息

• Gonadotropin-releasing hormone receptor antagonists and methods relating thereto
  申请人：Neurocrine Biosciences, Inc.

  公开号：US20020132820A1

  公开（公告）日：2002-09-19

  GnRH receptor antagonists are disclosed which have utility in the treatment of a variety of sex-hormone related conditions in both men and women. The compounds of this invention have the structure: 1 wherein A, Q, R 1 , R 2 , R 3a , R 3b , R 4 , R 5 , R 6 and n are as defined herein, including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for antagonizing gonadotropin-releasing hormone in a subject in need thereof.

  GnRH受体拮抗剂被披露，可用于治疗男性和女性的各种与性激素相关的疾病。本发明的化合物具有以下结构：其中A、Q、R1、R2、R3a、R3b、R4、R5、R6和n的定义如本文所述，包括立体异构体、前药和其药用可接受盐。还披露了含有本发明化合物与药用可接受载体结合的组合物，以及与使用这些组合物拮抗需要的受试者中的促性腺激素释放激素相关的方法。
• Potentiating effects of N1,N3-diallyluracil, N1,N3-diallylthymine and N1,N3-diallyl-6-methyluracil on pentobarbital-induced sleep and diazepam-induced motor incoordination.
  作者：YUJI TATEOKA、TOSHIYUKI KIMURA、KAZUHITO WATANABE、IKUO YAMAMOTO、ING KANG HO

  DOI：10.1248/cpb.35.4928

  日期：——

  N-Allyl derivatives of uracil (U), thymine (T) and 6-methyluracil (6-MU) were prepared, and their pharmacological activities (hypnotic activity and anticonvulsant activity against pentylenetetrazol (PTZ) -induced seizures) and interactions with three sedative-hypnotics [pentobarbital (PB), barbital (B) and diazepam (DZ)] were investigated in mice. N1, N3-Diallyluracil (DAU) alone exhibited hypnotic and anticonvulsant activities. None of the other allyl derivatives showed both pharmacological activities. As regards interactions, most of the compounds tested prolonged PB-induced sleep at either 80 or 160 mg/kg, i.p. Further, U, T, and 6-MU (160 mg/kg, i.p.) also prolonged the PB-induced sleeping time. DAU showed a prolonging effect on PB-induced sleep when given by intracerebroventricular (i.c.v.) injection. DAU, N1, N3-diallylthymine (DAT) and N1-monoallyluracil (N1-MAU) significantly prolonged the B-induced sleeping time at a dose of 160 mg/kg, i.p. Further, DAU and DAT (40 mg/kg, i.p.) enhanced DZ-induced motor incoordination. These results indicate that U and related compounds possess central nervous system (CNS) - depressant effects and DAU is the most potent among the N-allyl derivatives tested.

  制备了尿嘧啶（U）、胸腺嘧啶（T）和6-甲基尿嘧啶（6-MU）的N-烯丙基衍生物，及其药理活性（对戊四氮（PTZ）引起的癫痫发作的催眠活性和抗惊厥活性）以及与三种镇静剂的相互作用- 在小鼠身上研究了安眠药[戊巴比妥（PB）、巴比妥（B）和地西泮（DZ）]。 N1、N3-二烯丙基尿嘧啶（DAU）单独表现出催眠和抗惊厥活性。其他烯丙基衍生物均未表现出这两种药理活性。至于相互作用，大多数化合物在 80 或 160 mg/kg（腹膜内注射）下测试了 PB 诱导的睡眠延长。此外，U、T 和 6-MU（160 mg/kg，腹腔注射）也延长了 PB 诱导的睡眠时间。当通过脑室内 (i.c.v.) 注射时，DAU 对 PB 诱导的睡眠有延长作用。 DAU、N1、N3-二烯丙基胸腺嘧啶 (DAT) 和 N1-单烯丙基尿嘧啶 (N1-MAU) 在腹腔注射 160 mg/kg 的剂量下显着延长 B 诱导的睡眠时间。此外，DAU 和 DAT（40 mg/kg，腹腔注射）增强了 DZ 引起的运动不协调。这些结果表明 U 和相关化合物具有中枢神经系统 (CNS) 抑制作用，并且 DAU 是测试的 N-烯丙基衍生物中最有效的。
• Nucleosides and oligonucleotides containing boron clusters
  申请人：EMORY UNIVERSITY

  公开号：EP1113020A2

  公开（公告）日：2001-07-04

  Carboranyl-containing nucleosides and oligonucleotides are provided for use in boron neutron capture therapy (BNCT) and for other therapeutic and diagnostic purposes.

  含碳硼酰核苷和寡核苷酸可用于硼中子俘获疗法（BNCT）以及其他治疗和诊断用途。
• Cell-culturing substrate, cell-culturing substrate unit bioreactor and extracorporeal circulation type therapeutic apparatus
  申请人：TERUMO KABUSHIKI KAISHA

  公开号：EP0402272B1

  公开（公告）日：1995-10-04
• NUCLEOSIDES AND OLIGONUCLEOTIDES CONTAINING BORON CLUSTERS
  申请人：EMORY UNIVERSITY

  公开号：EP0731808A1

  公开（公告）日：1996-09-18