N-benzyl-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-benzyl-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine
• 化学式: C₁₉H₁₉BrN₂
• 分子量: 355.277
• InChiKey: CCOWPQPKDFHXHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-benzyl-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以197 mg的产率得到6-溴-2,3,4,9-四氢-1H-咔唑-1-胺
  参考文献：
  名称：

  一类四氢咔唑类小分子有机化合物及其在制 备抗菌药物中的用途及其制备方法

  摘要：

  本发明公开了一种如结构式(I)所示的四氢咔唑类小分子有机化合物或药学上可接受的盐及药物组合物，以及其在制备抗菌药物中的用途，本发明所述小分子化合物能有效抑制革兰氏阳性菌，同时对临床上较难治疗的多药耐药的金黄色葡萄球菌和革兰氏阴性菌如具有很好的抑制效果，可用于制备高效的抗细菌感染药物。本发明还公开了含有所述化合物的制备方法。

  公开号：

  CN107739371B
• 作为产物：
  描述：

  1,2-环己二酮 在 盐酸 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 20.0h， 生成 N-benzyl-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine
  参考文献：
  名称：

  一类四氢咔唑类小分子有机化合物及其在制 备抗菌药物中的用途及其制备方法

  摘要：

  本发明公开了一种如结构式(I)所示的四氢咔唑类小分子有机化合物或药学上可接受的盐及药物组合物，以及其在制备抗菌药物中的用途，本发明所述小分子化合物能有效抑制革兰氏阳性菌，同时对临床上较难治疗的多药耐药的金黄色葡萄球菌和革兰氏阴性菌如具有很好的抑制效果，可用于制备高效的抗细菌感染药物。本发明还公开了含有所述化合物的制备方法。

  公开号：

  CN107739371B

文献信息

• [EN] COMPOUNDS FOR THE REDUCTION OF THE DELETERIOUS ACTIVITY OF EXTENDED NUCLEOTIDE REPEAT CONTAINING GENES<br/>[FR] COMPOSÉS POUR LA RÉDUCTION DE L'ACTIVITÉ DÉLÉTÈRE DE GÈNES CONTENANT UNE RÉPÉTITION DE NUCLÉOTIDES ÉTENDUE
  申请人：NUREDIS INC

  公开号：WO2020131573A1

  公开（公告）日：2020-06-25

  Aspects of the present disclosure include methods of reducing the deleterious impact of a target gene in a cell, such as the deleterious activity of a mutant extended nucleotide repeat (NR) containing target gene in a cell by contacting the cell with an effective amount of a tetrahydrocarbazole compound. The deleterious activity (e.g., toxicity and/or dis-functionality of products encoded thereby) of a mutant extended NR containing target gene may be reduced, e.g., by reducing (and in some instances differentially, including selectively, reducing) the production or activity of toxic expression products (e.g., RNA or protein) encoded by the target gene. Kits and compositions for practicing the subject methods are also provided.

  本公开内容的方面包括减少目标基因在细胞中的有害影响的方法，例如通过将细胞与有效量的四氢咔唑化合物接触，减少含有突变延伸核苷酸重复序列（NR）的目标基因在细胞中的有害活性。突变延伸NR包含的目标基因的有害活性（例如，由此编码的产物的毒性和/或功能障碍）可以减少，例如，通过减少（在某些情况下包括选择性地减少）由目标基因编码的有毒表达产物（例如，RNA或蛋白质）的生产或活性。还提供了用于实施所述方法的试剂盒和组合物。
• [EN] NOVEL MEANS AND METHODS FOR TREATING DISEASES OF THE CENTRAL NERVOUS SYSTEM, METABOLIC AND CARDIAC DISEASES AND AGING<br/>[FR] NOUVEAUX MOYENS ET MÉTHODES POUR LE TRAITEMENT DE MALADIES DU SYSTÈME NERVEUX CENTRAL, DE MALADIES CARDIAQUES ET MÉTABOLIQUES ET DU VIEILLISSEMENT
  申请人：UNIV MUENCHEN L MAXIMILIANS

  公开号：WO2013139929A1

  公开（公告）日：2013-09-26

  This invention relates to a compound of formula (la) or (Ila) wherein either (A) R1 is I and R2 is selected from substituted or unsubstituted piperidinyl, preferably N-substituted or unsubstituted piperidin-4-yl; substituted or unsubstituted cyclohexyl, cyclopentyl, or cyclohexyl alkyl; substituted or unsubstituted aryl-alkyl; alkyl; aryl; - CHO; and hydrogen; or (B) R1 is selected from halogen; substituted or unsubstituted alkoxy; substituted or unsubstituted alkyl; cyano; and hydrogen; and R2 is substituted or unsubstituted piperidinyl, preferably N-substituted or unsubstituted piperidin-4-yl; and R3, R4 and R5 independently are either H or defined as R1; R6 is H; alkyl or aryl-alkyl, or R2 and R6 together with the N attached thereto form a 5- or 6-membered ring, preferably pyrrol; each of the m occurrences of R7 is independently selected from C1 to C4 alkyl, C1 to C4 alkoxy and halogen, preferably F; and m being 0, 1, 2, 3 or 4; X is selected from NH; N-alkyl, preferably NCH3; N- aryl-alkyl; S; and O; wherein in formula (la) R2 and X together may alternatively form or comprise a 6-membered ring, said 6-membered ring preferably being piperazine; n is 0, 1 or 2; the substituents being independently selected from alkyl, aryl-alkyl; alkoxy, aryl, hydroxy; halogen; oxo; and thio; alkyl being branched, unbranched and/or cyclic C1 to C10 alkyl, preferably branched or unbranched C1 to C4 alkyl, more preferably methyl, ethyl, n-propyl, i- propyl, i-butyl or t-butyl; alkoxy being C1 to C4 alkoxy, preferably methoxy; aryl being phenyl, naphthyl or tetrahydronaphthyl, preferably phenyl; or a compound of any one of Tables 3 to 46; or a salt or hydrate thereof.

  本发明涉及一种化合物，其化学式为（Ia）或（IIa），其中（A）R1为I，R2选自取代或未取代的哌啶基，优选N-取代或未取代的哌啶-4-基；取代或未取代的环己基、环戊基或环己基烷基；取代或未取代的芳基-烷基；烷基；芳基；-CHO；和氢；或者（B）R1选自卤素；取代或未取代的烷氧基；取代或未取代的烷基；氰基；和氢；R2为取代或未取代的哌啶基，优选N-取代或未取代的哌啶-4-基；R3、R4和R5独立地为H或被定义为R1；R6为H；烷基或芳基-烷基，或者R2和R6与其连接的N共同形成5-或6-成员环，优选吡咯；每个R7的m次出现独立地选自C1到C4烷基、C1到C4烷氧基和卤素，优选F；m为0、1、2、3或4；X选自NH；N-烷基，优选NCH3；N-芳基-烷基；S；和O；其中在化学式（Ia）中，R2和X共同可以形成或包含一个6-成员环，该6-成员环优选为哌嗪；n为0、1或2；取代基独立地选自烷基、芳基-烷基；烷氧基、芳基、羟基；卤素；氧化物；和硫代基；烷基为支链、直链和/或环状C1到C10烷基，优选支链或直链C1到C4烷基，更优选甲基、乙基、正丙基、异丙基、异丁基或叔丁基；烷氧基为C1到C4烷氧基，优选甲氧基；芳基为苯基、萘基或四氢萘基，优选苯基；或者为表3至表46中的任一化合物；或其盐或水合物。
• tert-Butyl hypochlorite mediated diastereoselective oxidative coupling: access to 1-functionalized tetrahydrocarbazoles
  作者：Long Jiang、Xiaoni Xie、Liansuo Zu

  DOI：10.1039/c4ra14092c

  日期：——

  and operationally simple protocol for the direct C–H functionalization of the 1-position of tetrahydrocarbazoles is reported. The diastereoselective oxidative coupling process is mediated by tert-butyl hypochlorite, and allows the successful generation of 1-functionalized tetrahydrocarbazoles with good to excellent yields and good functional group tolerance.

  报道了一种温和且操作简单的方案，可直接将四氢咔唑的1-位CH-H官能化。非对映选择性氧化偶联过程是由次氯酸叔丁酯介导的，并允许成功生成1-官能化的四氢咔唑，并具有良好或优异的收率和良好的官能团耐受性。
• HCV INHIBITORS
  申请人：Gudmundsson Kristjan

  公开号：US20090170923A1

  公开（公告）日：2009-07-02

  The present invention relates to compounds that are useful in the treatment of viruses belonging to Flaviviridae, including flaviviruses, pestiviruses, and hepaciviruses. The invention includes compounds useful for the treatment or prophylaxis of dengue fever, yellow fever, West Nile virus, and HCV.

  本发明涉及用于治疗属于黄病毒科(Flaviviridae)的病毒的化合物，包括黄病毒、猪瘟病毒和丙型肝炎病毒。该发明包括用于治疗或预防登革热、黄热病、西尼罗河病毒和丙型肝炎的化合物。
• Substituted tetrahydrocarbazoles with potent activity against human papillomaviruses
  作者：Kristjan S. Gudmundsson、Paul R. Sebahar、Leah D’Aurora Richardson、John G. Catalano、Sharon D. Boggs、Andrew Spaltenstein、Phiroze B. Sethna、Kevin W. Brown、Robert Harvey、Karen R. Romines

  DOI：10.1016/j.bmcl.2009.05.003

  日期：2009.7

  The synthesis and SAR of a series of substituted 1-aminotetrahydrocarbazoles with potent activity against human papillomaviruses are described. Synthetic approaches allowing for variation of the substitution pattern of the tetrahydrocarbazole are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity (W12 antiviral assay) in the low nanomolar range were identified and (1R)-6-bromo-N-[(1R)-1-phenylethyl]-2,3,4,9-tetrahydro-1H-carbazole-1-amine was selected for further evaluation. (C) 2009 Elsevier Ltd. All rights reserved.