1H,3H-naphtho[1,8cd][1,2,6]thiadiazine-2,2-dioxide | 31378-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1H,3H-naphtho[1,8cd][1,2,6]thiadiazine-2,2-dioxide
• 英文别名: WNN1909-C010；1H,3H-naphtho[1,8-cd][1,2,6]thiadiazine 2,2-dioxide；1H,3H-naphtho[1,8-cd]-1,2,6-thiadiazine 2,2-dioxide；2,2-dioxo-1H,3H-2-thia-1,3-diaza-phenalene；1H,3H-naphtho[1,8-cd][1,2,6]thiadiazine 2,2-dioxide；3λ6-thia-2,4-diazatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene 3,3-dioxide
• CAS: 31378-11-7
• 化学式: C₁₀H₈N₂O₂S
• 分子量: 220.252
• InChiKey: OKJFOLZKZHSIND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1H,3H-naphtho[1,8cd][1,2,6]thiadiazine-2,2-dioxide 在 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (4S,5R,6S)-6-((R)-1-Allyloxycarbonyloxy-ethyl)-4-methyl-3-(3-methyl-2,2-dioxo-2,3-dihydro-2λ6-thia-1,3-diaza-phenalen-1-ylmethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Synthesis and activity of 2-(sulfonamido)methyl-carbapenems: Discovery of a novel, anti-MRSA 1,8-naphthosultam pharmacophore

  摘要：

  A series of 1 beta-methyl carbapenems substituted at the IL-position with lipophilic, acyclic and cyclic (sulfonamido)methyl groups was prepared and evaluated for activity against resistant gram-positive bacteria. From these studies, the 1,8-naphthosultamyl group emerged as a novel, PBP2a-binding, anti-MRSA pharmacophore worthy of further exploration. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00070-0
• 作为产物：
  描述：

  1,8-二氨基萘 在 磺酰胺 作用下， 以 二乙二醇二甲醚 为溶剂， 生成 1H,3H-naphtho[1,8cd][1,2,6]thiadiazine-2,2-dioxide
  参考文献：
  名称：

  二芳基磺酰胺的氧化，热解和光解

  摘要：

  与此相反NN '-dialkylsulphamides由次氯酸盐diarylsulphamides的氧化不是芳族偶氮化合物的一般途径; 取而代之的是，主要产品通常是醌芳烃，以新的芳香族重排形式形成。所述arylsulphamides的光解和它们的热分解NN ' -二氯衍生物做给偶氮化合物，但是。光化学反应似乎是分子内反应，第一步可能涉及二氧化硫的挤出。

  DOI：

  10.1039/j39710000993

文献信息

• Serotonin antagonists, their preparation and medications containing them
  申请人：Rhone-Poulenc Sante

  公开号：US05130313A1

  公开（公告）日：1992-07-14

  This invention relates to compounds of formula: ##STR1## in which R.sub.1 denotes a 1,2,3,6-tetrahydro-1-pyridyl radical substituted in the 4-position by an optionally substituted phenyl, optionally substituted 3-indolyl or 3-(5-hydroxyindolyl) radical, a 1-piperazinyl radical substituted in the 4-position by an optionally substituted phenyl, 1,2-benzisothiazol-3-yl, 1,2-benzisoxazol-3-yl or 2-pyridyl radical, a piperidino radical substituted in the 4-position by an optionally substituted phenyl, bis(4-fluorophenyl)methylene, 4-fluorobenzoyl, optionally substituted 2-oxo-1-benzimidazolinyl, optionally substituted 3-indolyl or 3-(5-hydroxyindolyl) radical, by two phenyl radicals or a hydroxyl radical and an optionally substituted phenyl radical R.sub.2 denotes a radical SO.sub.2 R.sub.4 in which R.sub.4 denotes an alkyl or phenyl radical, R.sub.3 denotes a phenyl or naphthyl radical, or else R.sub.2 and R.sub.3 together with the nitrogen atom to which they are attached form a ring, n is equal to 2, 3 or 4, processes for their preparation and medications containing them. The invention relates to treating a disease ameliorated by serotonin.

  本发明涉及以下式的化合物：##STR1## 其中R.sub.1表示在4位上被一个可选择取代的苯基，可选择取代的3-吲哚基或3-(5-羟基吲哚基)基取代的1,2,3,6-四氢-1-吡啶基基团，一个在4位上被一个可选择取代的苯基，1,2-苯并异噻唑-3-基，1,2-苯并异噁唑-3-基或2-吡啶基基团取代的1-哌嗪基基团，一个在4位上被一个可选择取代的苯基，双(4-氟苯基)亚甲基，4-氟苯甲酰基，可选择取代的2-氧代-1-苯并咪唑啉基团，可选择取代的3-吲哚基或3-(5-羟基吲哚基)基，两个苯基基团或一个羟基基团和一个可选择取代的苯基基团，R.sub.2表示一个基团SO.sub.2R.sub.4，其中R.sub.4表示一个烷基或苯基基团，R.sub.3表示一个苯基或萘基团，或者R.sub.2和R.sub.3与它们附着的氮原子一起形成一个环，n等于2、3或4，以及包含它们的制备方法和药物。本发明涉及治疗一种由血清素改善的疾病。
• Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment
  申请人：Merck & Co., Inc.

  公开号：US06265395B1

  公开（公告）日：2001-07-24

  Compounds of formula I: as well as pharmaceutically acceptable salts thereof useful as carbapenem antibacterial agents are disclosed.

  本发明揭示了化学式I的化合物以及其药学上可接受的盐，作为碳青霉烯类抗菌剂有用。
• Highly Selective Synthesis of Heterosubstituted Aromatic Sulfamides
  作者：Fraser Hof、Peter M. Iovine、Darren W. Johnson、Julius Rebek

  DOI：10.1021/ol0169731

  日期：2001.12.1

  [GRAPHICS]The sulfamide functional group is increasingly relevant in both medicinal and supramolecular chemistry, yet few selective synthetic steps are available for its elaboration. We report here a mild, general, and efficient method for the selective differentiation of N-atom substituents of aromatic sulfamides.
• CARBAPENEM ANTIBACTERIAL COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT
  申请人：MERCK & CO., INC.

  公开号：EP1089729A1

  公开（公告）日：2001-04-11
• EP1089729A4
  申请人：——

  公开号：EP1089729A4

  公开（公告）日：2002-11-06