2-Acetyl-3-bromomethyl-chinoxalin-1,4-dioxid | 60949-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-Acetyl-3-bromomethyl-chinoxalin-1,4-dioxid
• 英文别名: 2-Acetyl-3-Bromomethyl-Quinoxaline-1,4-Dioxide；1-(3-bromomethyl-1,4-dioxy-quinoxalin-2-yl)-ethanone；Ethanone, 1-[3-(bromomethyl)-1,4-dioxido-2-quinoxalinyl]-；1-[3-(bromomethyl)-4-oxido-1-oxoquinoxalin-1-ium-2-yl]ethanone
• CAS: 60949-39-5
• 化学式: C₁₁H₉BrN₂O₃
• 分子量: 297.108
• InChiKey: JBGDLRVJRCXTDG-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C(Solv: methanol (67-56-1))
• 沸点：
  526.6±60.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Acetyl-3-bromomethyl-chinoxalin-1,4-dioxid 在 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到1-(3-acetoxymethyl-1,4-dioxy-quinoxalin-2-yl)-ethanone
  参考文献：
  名称：

  Antibacterial 1,3-dihydrofuro[3,4-b]quinoxaline 4,9-dioxides

  摘要：

  新型1-取代的1,3-二氢呋喃[3,4-b]喹喔啉-4,9-二氧化物可用作抗微生物药剂，以及用作促进动物生长和饲料效率的药剂。

  公开号：

  US03991053A1
• 作为产物：
  描述：

  苯并呋咱 在 N-溴代丁二酰亚胺(NBS) 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 氯仿 为溶剂， 反应 48.0h， 生成 2-Acetyl-3-bromomethyl-chinoxalin-1,4-dioxid
  参考文献：
  名称：

  Synthesis of new 2-acetyl and 2-benzoyl quinoxaline 1,4-di-N-oxide derivatives as anti-Mycobacterium tuberculosis agents

  摘要：

  A series of 2-acetyl and 2-benzoyl-6(7)-substituted quinoxaline 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity. The results show that 2-acetyl-3-methylquinoxaline 1,4-di-N-oxide derivatives with chlorine, methyl or methoxy group in position 7 of the benzene moiety (compounds 2, 4 and 6, respectively) and unsubstituted (3) have good antitubercular activity, exhibiting EC90/MIC values between 0.80 and 4.29. In conclusion, the potency, selectivity and low cytotoxicity of these compounds make them valid leads for synthesizing new compounds that possess better activity. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00137-5

文献信息

• 3-(Heterocyclicthiomethyl) quinoxaline-1,4-dioxides
  申请人：Pfizer Inc.

  公开号：US04038392A1

  公开（公告）日：1977-07-26

  2-Substituted-3-thiomethylheterocyclic-quinoxaline-1,4-dioxides are prepared from 2-substituted-3-bromomethyl-quinoxaline-1,4-dioxides and heterocyclic thiols. Oxidations yield the corresponding sulfoxides and sulfones. These compounds are effective in treating bacterial diseases in poultry, swine and cattle.

  2-取代-3-硫甲基杂环喹喔啉-1,4-二氧化物是由2-取代-3-溴甲基喹喔啉-1,4-二氧化物和杂环硫醇制备而成。氧化反应会产生相应的亚砜和砜化合物。这些化合物对家禽、猪和牛的细菌性疾病具有良好的治疗效果。
• Esters of quinoxaline-1,4-dioxides
  申请人：Pfizer Inc.

  公开号：US03966951A1

  公开（公告）日：1976-06-29

  Disclosed herein are novel esters of quinoxaline-1,4-dioxide of the structure ##SPC1## In which X is selected from the group consisting of a single bond, lower n-alkylene and --(CH.sub.2).sub.p --CH=CH--(CH.sub.2).sub.q -- where p and q may have integral values from zero to four with the proviso that p+q is less than or equal to four; A is selected from the group consisting of hydrogen, hydroxyl, lower alkyl, lower alkoxy, fluorine, chlorine, bromine, iodine, cyano and trifluoromethyl; And R is selected from the group consisting of hydrogen, lower alkanoyl and .alpha.-hydroxy lower alkyl. When administered to animals, these compounds function as antibacterial agents, promote growth and improve feed efficiency. They are particularly useful in the prophylaxis and treatment of pasturellosis and salmonellosis and are notable for their extremely low toxicity in the test animal.

  本文揭示了一种新型喹喔啉-1,4-二氧化物酯的结构，其中X从以下组中选择：单键，较低的n-烷基和--(CH.sub.2).sub.p --CH=CH--(CH.sub.2).sub.q --，其中p和q可以是从零到四的整数值，条件是p+q小于或等于四；A从以下组中选择：氢，羟基，较低的烷基，较低的烷氧基，氟，氯，溴，碘，氰基和三氟甲基；R从以下组中选择：氢，较低的烷酰基和α-羟基较低的烷基。当这些化合物被用于动物时，它们作为抗菌剂发挥作用，促进生长并提高饲料效率。它们在预防和治疗牛瘟和沙门氏菌病方面特别有用，并以试验动物中极低的毒性而闻名。
• Oxidative elimination of nitrous acid from nitrate esters. Preparation of Mecadox
  作者：Makhluf J. Haddadin、Asma M. A. Kattan、Costas H. Issidorides

  DOI：10.1021/jo00201a028

  日期：1985.1
• DIRLAM J. P.; CZUBA L. J.; DOMING B. W.; JAMES R. B.; PEZZULLO R. M.; PRE+, J. MED. CHEM., 1979, 22, NO 9, 1118-1121
  作者：DIRLAM J. P.、 CZUBA L. J.、 DOMING B. W.、 JAMES R. B.、 PEZZULLO R. M.、 PRE+

  DOI：——

  日期：——
• HADDADIN, M. J.;KATTAN, A. M. A.;ISSIDORIDES, C. H., J. ORG. CHEM., 1985, 50, N 1, 129-130
  作者：HADDADIN, M. J.、KATTAN, A. M. A.、ISSIDORIDES, C. H.

  DOI：——

  日期：——