5-amino-1-benzyl-2(1H)-pyridone | 337962-79-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-amino-1-benzyl-2(1H)-pyridone
• 英文别名: 5-Amino-1-benzyl-2(1H)-pyridinone；5-Amino-1-benzyl-1,2-dihydropyridin-2-one；5-amino-1-benzylpyridin-2-one
• CAS: 337962-79-5
• 化学式: C₁₂H₁₂N₂O
• mdl: MFCD09809994
• 分子量: 200.24
• InChiKey: UFDYREYQWRJCHY-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C
• 沸点：
  384.8±41.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-amino-1-benzyl-2(1H)-pyridone 在 N-甲基吗啉 、 sodium hydride 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 生成 2-{1-[(1-Benzyl-6-oxo-1,6-dihydro-pyridin-3-yl)-methyl-carbamoyl]-cyclopentylmethyl}-pentanoic acid benzyl ester
  参考文献：
  名称：

  Novel Selective Inhibitors of Neutral Endopeptidase for the Treatment of Female Sexual Arousal Disorder. Synthesis and Activity of Functionalized Glutaramides

  摘要：

  Female sexual arousal disorder (FSAD) is a highly prevalent sexual disorder affecting up to 40% of women. We describe herein our efforts to identify a selective neutral endopeptidase (NEP) inhibitor as a potential treatment for FSAD. The rationale for this approach, together with a description of the medicinal chemistry strategy, lead compounds, and SAR investigations are detailed. In particular, the strategy of starting with the clinically precedented selective NEP inhibitor, Candoxatrilat, and targeting low molecular weight and relatively polar mono-carboxylic acids is described. This led ultimately to the prototype development candidate R-13, for which detailed pharmacology and pharmacokinetic parameters are presented.(1)

  DOI：

  10.1021/jm060133g
• 作为产物：
  描述：

  1-benzyl-5-chloropyridin-2(1H)-one 在 水 、 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 21.0h， 生成 5-amino-1-benzyl-2(1H)-pyridone
  参考文献：
  名称：

  Novel Heterocyclic Compounds as Bromodomain Inhibitors

  摘要：

  本公开涉及一些化合物，这些化合物通过结合溴结构域对BET蛋白功能进行抑制，并且它们在治疗中的应用。

  公开号：

  US20140179648A1

文献信息

• Phosphodiesterase inhibitors for the treatment of female sexual dysfunction
  申请人：Pfizer Limited

  公开号：EP1097706A1

  公开（公告）日：2001-05-09

  A method of treating a female suffering from femal sexual dysfunction (FSD), in particular femal sexual arousal dysfunction (FSAD), is described. The method comprises delivering to the female an agent that is capable of potentiating cAMP in the sexual genitalia; wherein the agent is in an amount to cause potentiation of cAMP in the sexual genitalia of the female. The agent may be admixed with a pharmaceutically acceptable carrier, diluent or excipient. Said agent is a phosphodiesterase (PDE) inhibitor wherein said PDE is a cAMP hydrolysing PDE (and optionally cGMP hydroysing).

  描述了一种治疗女性性功能障碍（FSD），特别是女性性唤醒功能障碍（FSAD）的方法。该方法包括向女性提供一种能够增强性生殖器内环磷酸腺苷（cAMP）的药物；其中，该药物的量足以引起女性性生殖器内cAMP的增强。该药物可以与药用可接受的载体、稀释剂或赋形剂混合。所述药物是一种磷酸二酯酶（PDE）抑制剂，其中所述PDE是一种cAMP水解PDE（可选地为cGMP水解）。
• Treatment of male sexual dysfunction
  申请人：——

  公开号：US20020028799A1

  公开（公告）日：2002-03-07

  The present invention relates to the use of neutral endopeptidase inhibitors (NEPi) and a combination of NEPi and phosphodiesterase type 5 (PDE5) inhibitor for the treatment of male sexual dysfunction, in particular MED.

  本发明涉及使用中性内肽酶抑制剂（NEPi）和NEPi与磷酸二酯酶5型（PDE5）抑制剂的组合物治疗男性性功能障碍，特别是MED。
• Compounds for the treatment of female sexual dysfunction
  申请人：Pfizer Inc

  公开号：US20040254153A1

  公开（公告）日：2004-12-16

  A method of treating a female suffering from FSD, in particular FSAD, is described. The method comprises delivering to the female an agent that is capable of potentiating cAMP in the sexual genitalia; wherein the agent is in an amount to cause potentiation of cAMP in the sexual genitalia of the female. The agent may be admixed with a pharmaceutically acceptable carrier, diluent or excipient.

  本发明描述了一种治疗患有女性性功能障碍（FSD），特别是女性性唤起障碍（FSAD）的方法。该方法包括向女性输送一种能够在性生殖器中增强cAMP的药剂；其中该药剂的量足以在女性的性生殖器中引起cAMP的增强。该药剂可以与药学上可接受的载体、稀释剂或赋形剂混合。
• Cyclopentyl-substituted glutaramide derivatives as inhibitors of neutral endopeptidase
  申请人：——

  公开号：US20020052370A1

  公开（公告）日：2002-05-02

  The invention provides compounds of formula I wherein R 1 is optionally substituted C 1-6 alkyl, optionally substituted C 3-7 cycloalkyl, optionally substituted aryl or optionally substituted heterocyclyl; n is 0, 1 or 2; and Y is —NR 18 S(O) u R 19 or a group shown below. 1

  本发明提供了式I的化合物，其中R1是可选取代的C1-6烷基，可选取代的C3-7环烷基，可选取代的芳基或可选取代的杂环基；n为0、1或2；Y为—NR18S(O)uR19或下图所示的基团1。
• NEP inhibitors for the treatment of female sexual dysfunction
  申请人：Pfizer Limited

  公开号：EP1097719A1

  公开（公告）日：2001-05-09

  A method of treating a female suffering from female sexual dysfunction (FSD), in particular female sexual arousal dysfunction (FSAD), is described. The method comprises delivering to the female an agent that is capable of potentiating cAMP in the sexual genitalia; wherein the agent is in an amount to cause potentiation of cAMP in the sexual genitalia of the female. The agent may be admixed with a pharmaceutically acceptable carrier, diluent or excipient. Said agent is an inhibitor of NEP.

  描述了一种治疗女性性功能障碍（FSD），特别是女性性唤起功能障碍（FSAD）的方法。该方法包括向该女性提供一种能使性器官中的 cAMP 增效的药剂；其中药剂的用量能使该女性性器官中的 cAMP 增效。药剂可与药学上可接受的载体、稀释剂或赋形剂混合。所述药剂是 NEP 的抑制剂。