3-(2-naphthyl)acryloyl azide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(2-naphthyl)acryloyl azide
• 英文别名: (E)-3-naphthalen-2-ylprop-2-enoyl azide
• 化学式: C₁₃H₉N₃O
• 分子量: 223.234
• InChiKey: QRYKLQLWCQADRO-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-naphthyl)acryloyl azide 以 甲苯 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of ureido and vinylureidopenicillins as inhibitors of intraruminal lactic acid production

  摘要：

  A series of 14 vinylureidopenicillins and a series of 9 ureidopenicillins were prepared by reaction of 6-aminopenicillanic acid with vinyl isocyanates and isocyanates. These compounds were evaluated for their potential to protect ruminants against lactic acidosis. The compounds were tested for inhibition of in vitro ruminal lactic and propionic acid production, and six compounds inhibited lactic acid production to less than 10% of control at doses of 0.31 microgram/mL or lower, whereas they did not inhibit propionic acid production at doses greater than 10 micrograms/mL. The most active compounds also were screened for general antibacterial activity and were found to be weakly active against Gram-positive bacteria. The structure--activity relationships are discussed for both series. Triethylammonium 6-[3[2-(4-tert-butylphenyl)vinyl]ureido]penicillanate (4) was chosen for evaluation as an inhibitor of intraruminal lactic acidosis in vivo.

  DOI：

  10.1021/jm00142a024
• 作为产物：
  描述：

  3-(2-naphthyl)acrylic acid chloride 在 sodium azide 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-(2-naphthyl)acryloyl azide
  参考文献：
  名称：

  Synthesis and evaluation of ureido and vinylureidopenicillins as inhibitors of intraruminal lactic acid production

  摘要：

  A series of 14 vinylureidopenicillins and a series of 9 ureidopenicillins were prepared by reaction of 6-aminopenicillanic acid with vinyl isocyanates and isocyanates. These compounds were evaluated for their potential to protect ruminants against lactic acidosis. The compounds were tested for inhibition of in vitro ruminal lactic and propionic acid production, and six compounds inhibited lactic acid production to less than 10% of control at doses of 0.31 microgram/mL or lower, whereas they did not inhibit propionic acid production at doses greater than 10 micrograms/mL. The most active compounds also were screened for general antibacterial activity and were found to be weakly active against Gram-positive bacteria. The structure--activity relationships are discussed for both series. Triethylammonium 6-[3[2-(4-tert-butylphenyl)vinyl]ureido]penicillanate (4) was chosen for evaluation as an inhibitor of intraruminal lactic acidosis in vivo.

  DOI：

  10.1021/jm00142a024

文献信息

• Imidazolyl benzisoquinolines useful as 5-HT.sub.3 receptor antagonists
  申请人：Ono-Pharmaceutical Co., Ltd.

  公开号：US05059607A1

  公开（公告）日：1991-10-22

  A benzisoquinoline derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen, C1-4 alkyl, C1-4 alkoxy, hydroxy or halogen; R.sup.3 is hydrogen or C1-4 alkyl; R.sup.4 is hydrogen or C1-6 alkyl; 1 is 1-6; m is 1 or 2; n is 1-3; and non-toxic acid addition salts or hydrates thereof possessing an antagonistic activity against 5-HT.sub.3 receptor, and therefore being useful for the prevention and/or treatment of diseases induced when 5-HT acts on 5-HT.sub.3 receptor (especially vomiting induced by the administration of an anti-cancer agent).

  一种苯并异喹啉衍生物，其化学式为：##STR1##其中R.sup.1为氢，C1-4烷基，C1-4烷氧基，羟基或卤素；R.sup.3为氢或C1-4烷基；R.sup.4为氢或C1-6烷基；1为1-6；m为1或2；n为1-3；以及对5-HT.sub.3受体具有拮抗作用的非毒性酸盐或水合物，因此可用于预防和/或治疗5-HT作用于5-HT.sub.3受体时引起的疾病（尤其是由抗癌药物引起的呕吐）。
• Novel benzisoquinoline derivatives
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0405784A1

  公开（公告）日：1991-01-02

  Benzisoquinoline derivatives of the formula: wherein R¹ is hydrogen, C1-4 alkyl, C1-4 alkoxy, hydroxy or halogen; R³ is hydrogen or C1-4 alkyl; R⁴ is hydrogen or C1-6 alkyl; l is 1-6; m is 1 or 2: n is 1-3 and non-toxic acid addition salts or hydrates thereof possess antagonistic activity against 5-HT₃ receptor, and therefore are useful for the prevention and/or treatment of diseases which are induced when 5-HT acts on 5-HT₃ receptors (especially vomiting induced by the administration of anti-­cancer agents).

  式中的苯并异喹啉衍生物： 其中 R¹ 是氢、C1-4 烷基、C1-4 烷氧基、羟基或卤素； R³ 是氢或 C1-4 烷基 R⁴ 是氢或 C1-6 烷基； l 是 1-6； m 是 1 或 2： n 是 1-3 及其无毒酸加成盐或水合物具有拮抗 5-HT₃ 受体的活性，因此可用于预防和/或治疗 5-HT 作用于 5-HT₃ 受体时诱发的疾病（尤其是服用抗癌药物诱发的呕吐）。
• US5059607A
  申请人：——

  公开号：US5059607A

  公开（公告）日：1991-10-22
• Synthesis and evaluation of ureido and vinylureidopenicillins as inhibitors of intraruminal lactic acid production
  作者：Robin D. Clark、Joan M. Caroon、Ian T. Harrison、Arthur F. Kluge、Stefan H. Unger、Howard R. Spires、Thomas R. Mathews

  DOI：10.1021/jm00142a024

  日期：1981.10

  A series of 14 vinylureidopenicillins and a series of 9 ureidopenicillins were prepared by reaction of 6-aminopenicillanic acid with vinyl isocyanates and isocyanates. These compounds were evaluated for their potential to protect ruminants against lactic acidosis. The compounds were tested for inhibition of in vitro ruminal lactic and propionic acid production, and six compounds inhibited lactic acid production to less than 10% of control at doses of 0.31 microgram/mL or lower, whereas they did not inhibit propionic acid production at doses greater than 10 micrograms/mL. The most active compounds also were screened for general antibacterial activity and were found to be weakly active against Gram-positive bacteria. The structure--activity relationships are discussed for both series. Triethylammonium 6-[3[2-(4-tert-butylphenyl)vinyl]ureido]penicillanate (4) was chosen for evaluation as an inhibitor of intraruminal lactic acidosis in vivo.