5-溴-N,N-二乙基砒啶-3-磺酰胺 | 62009-37-4

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 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
• 中文名称: 5-溴-N,N-二乙基砒啶-3-磺酰胺
• 中文别名: 5-溴-N,N-二乙基吡啶-3-磺酰胺
• 英文名称: 5-bromo-pyridine-3-sulfonic acid diethylamide
• 英文别名: N,N-diethyl 5-bromo-3-pyridinesulfonamide；5-bromo-N,N-diethyl-3-pyridinesulfonamide；5-Bromo-N,N-diethylpyridine-3-sulfonamide
• CAS: 62009-37-4
• 化学式: C₉H₁₃BrN₂O₂S
• 分子量: 293.184
• InChiKey: DMCLRSISAMTJLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  5-溴-N,N-二乙基砒啶-3-磺酰胺 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Discovery of 5-(2-amino-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-N-(tert-butyl)pyridine-3-sulfonamide (CZC24758), as a potent, orally bioavailable and selective inhibitor of PI3K for the treatment of inflammatory disease

  摘要：

  Herein, we disclose the discovery of a series of 7-substituted triazolopyridines which culminated in the identification of 14 (CZC24758), a potent, orally bioavailable small-molecule inhibitor of PI3K gamma, an attractive drug target for inflammatory and autoimmune disorders. Compound 14 has excellent selectivity across the kinome, demonstrates good potency in cell based assays and furthermore exhibits in vivo efficacy in a collagen induced arthritis model in mouse after oral dosing. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.090
• 作为产物：
  描述：

  3,5-二溴吡啶 在 异丙基氯化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.5h， 生成 5-溴-N,N-二乙基砒啶-3-磺酰胺
  参考文献：
  名称：

  Efficient and Scalable Synthesis of Pyridine Sulfonamides

  摘要：

  短步长且可扩展的2,6-二溴吡啶转化为6-溴吡啶-2-磺酰胺的转化方法，通过卤素-金属交换和随后的磺酒氯反应再经酰胺化实现。该方法在合成各种吡啶磺酰胺中的应用也进行了描述。

  DOI：

  10.1055/s-0030-1259953

文献信息

• [EN] 4-CARBOXAMIDE INDAZOLE DERIVATIVES USEFUL AS INHIBITORS OF P13-KINASES<br/>[FR] DÉRIVÉS DE 4-CARBOXAMIDE INDAZOLE UTILES EN TANT QU'INHIBITEURS DE P13 KINASES
  申请人：GLAXO GROUP LTD

  公开号：WO2009147187A1

  公开（公告）日：2009-12-10

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of P13-kinase activity.

  这项发明涉及某些新颖的化合物。具体来说，该发明涉及具有式(I)的化合物及其盐。该发明的化合物是P13-激酶活性的抑制剂。
• HETEROARYLS AND USES THEREOF
  申请人：MILLENNIUM PHARMACEUTICALS, INC.

  公开号：US20150225422A1

  公开（公告）日：2015-08-13

  The present invention provides a compound of formula I: and pharmaceutically acceptable salts thereof, wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , L 1 , L 2 , m, and n, are as described in the specification. Such compounds are inhibitors of VPS34 and thus useful for treating proliferative, inflammatory, or cardiovascular disorders.

  本发明提供了一种具有以下化学式I的化合物： 及其药用可接受的盐，其中X、R1、R2、R3、R4、R5、L1、L2、m和n如规范中所述。这些化合物是VPS34的抑制剂，因此对于治疗增殖性、炎症性或心血管疾病是有用的。
• [EN] HETEROARYLS AND USES THEREOF<br/>[FR] HÉTÉROARYLES ET UTILISATIONS DE CEUX-CI
  申请人：MILLENNIUM PHARM INC

  公开号：WO2015108861A1

  公开（公告）日：2015-07-23

  The present invention provides a compound of formula I: and pharmaceutically acceptable salts thereof, wherein X, R1, R2, R3, R4, R5, L1, L2, m, and n, are as described in the specification. Such compounds are inhibitors of VPS34 and thus useful for treating proliferative, inflammatory, or cardiovascular disorders.

  本发明提供了一种具有化学式I的化合物及其药用可接受的盐，其中X、R1、R2、R3、R4、R5、L1、L2、m和n如说明书中所述。这些化合物是VPS34的抑制剂，因此可用于治疗增殖性、炎症性或心血管疾病。
• [EN] 5-PYRIDIN-3-YL-1,3-DIHYDRO-INDOL-2-ON DERIVATIVES AND THEIR USE AS MODULATORS OF ALDOSTERONE SYNTHASE AND/OR CYP11B1<br/>[FR] DÉRIVÉS DE 5-PYRIDIN-3-YL-1,3-DIHYDRO-INDOL-2-ON ET LEUR UTILISATION EN TANT QUE MODULATEURS DE L'ALDOSTÉRONE SYNTHASE ET/OU DE LA CYP11B1
  申请人：NOVARTIS AG

  公开号：WO2010130794A1

  公开（公告）日：2010-11-18

  The present invention provides a compound a formula (I); or a pharmaceutically acceptable salt thereof, wherein: X is CH2, O, S or-NR1; each R1 are independently C1-7alkyl or C3-8cycloalkyl; each of R2 and R6 are independently hydrogen, halogen, cyano, C1-7alkyl, hydroxy-C1-7alkyl, -OR7, C3-8cycloalkyl, halo-C1-7alkyl or -CH2-NR8-SO2-R10; R3 and R4 are independently hydrogen, halogen or cyano; R5 is hydrogen, C1-2alkyl, halogen, cyano, hydroxy, hydroxy-C1-7alkyl, hydroxy-C3-8 cycloalkylalkyl, C1-7alkoxy-C3-3alkyl, -OR7, C6-10aryl, heteroaryl, heterocyclyl, C3-8 cycloalkyl, halo- C1-7alkyl, -NR8R9, -CH2NR8-C(O)NR8R9, -CH2-NR6-SO2-R10, -C(O)- R10, -SO2R10, -C(O)-NR5R9 -SO2-NR8R9, -NR3C(O)-R10 -CH2CN, or -NR8-SO2-R10. Compounds of the invention may be useful in the treatment of a disorder or disease mediated by aldosterone synthase and/or 11-beta hydroxylase (CYP1 181).

  本发明提供了一种化合物的结构式(I);或其药用可接受的盐，其中：X为CH2、O、S或-NR1；每个R1独立地为C1-7烷基或C3-8环烷基；每个R2和R6独立地为氢、卤素、氰基、C1-7烷基、羟基-C1-7烷基、-OR7、C3-8环烷基、卤基-C1-7烷基或- -NR8-SO2-R10；R3和R4独立地为氢、卤素或氰基；R5为氢、C1-2烷基、卤素、氰基、羟基、羟基-C1-7环烷基、羟基-C3-8环烷基、C1-7烷氧基-C3-3烷基、-OR7、C6-10芳基、杂环芳基、杂环基、C3-8环烷基、卤基-C1-7烷基、-NR8R9、- NR8-C(O)NR8R9、- -NR6-SO2-R10、-C(O)-R10、-SO2R10、-C(O)-NR5R9-SO2-NR8R9、-NR3C(O)-R10- CN或-NR8-SO2-R10。本发明的化合物可能在治疗由醛固酮合酶和/或11-β羟化酶（CYP1 181）介导的疾病或紊乱中有用。
• Pyridine sulfonamides and their use as anticoccidial agents
  申请人：Sankyo Company Limited

  公开号：US04094982A1

  公开（公告）日：1978-06-13

  Pyridine derivatives having the formula ##STR1## wherein R.sub.1 represents hydrogen atom, amino group or a group ##STR2## in which R.sub.5 and R.sub.6 may be the same or different and each represents an alkyl group of 1 to 4 carbon atoms or R.sub.5 is hydrogen atom and R.sub.6 represents an alkyl group of 1 to 4 carbon atoms, an alkenyl group of 3 or 4 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; R.sub.2 represents nitro group, amino group or an alkylamino group of 1 to 3 carbon atoms; R.sub.3 and R.sub.4 individually represent hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxyalkyl group which has 1 to 4 carbon atoms in the alkoxy moiety and 2 to 4 carbon atoms in the alkyl moiety, an alkenyl group of 3 or 4 carbon atoms, an alkanoyl group of 1 to 18 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; provided that when R.sub.1 is hydrogen atom and R.sub.2 is nitro group, R.sub.3 and R.sub.4 may be the same or different and each represents said alkyl group or said alkoxyalkyl group or R.sub.3 is hydrogen atom and R.sub.4 is hydrogen atom, said alkyl group, said alkoxyalkyl group, said alkenyl group, said alkanoyl group or said benzyl group, when R.sub.1 is hydrogen atom and R.sub.2 is amino group or said alkylamino group, R.sub.3 and R.sub.4 individually is hydrogen atom or they may be the same or different and each represents said alkyl group, when R.sub.1 is amino group and R.sub.2 is nitro group, R.sub.3 and R.sub.4 may be the same or different and each represents said alkyl group or R.sub. 3 is hydrogen atom and R.sub.4 is said alkyl group or said alkenyl group, and when R.sub.1 is said group ##STR3## and R.sub.2 is nitro group, R.sub.3 and R.sub.4 are the same as defined above with respect to the R.sub.5 and R.sub.6. They are highly effective in the treatment of coccidiosis, especially that caused by the protozoa belonging to the species Eimeria tenella or E. necatrix.

  吡啶衍生物具有以下结构式 ##STR1## 其中 R.sub.1 代表氢原子，氨基或一个基团##STR2## 其中 R.sub.5 和 R.sub.6 可以相同或不同，每个代表1至4个碳原子的烷基基团，或者 R.sub.5 为氢原子，R.sub.6 代表1至4个碳原子的烷基基团，3或4个碳原子的烯基基团或者苄基，可选择地取代卤素，氰基，1至4个碳原子的烷基或1至4个碳原子的烷氧基；R.sub.2 代表硝基，氨基或1至3个碳原子的烷基氨基基团；R.sub.3 和 R.sub.4 分别代表氢原子，1至4个碳原子的烷基基团，具有1至4个碳原子的烷氧基的烷氧基基团和2至4个碳原子的烷基基团，3或4个碳原子的烯基基团，1至18个碳原子的烷酰基团或苄基，可选择地取代卤素，氰基，1至4个碳原子的烷基或1至4个碳原子的烷氧基；但是当 R.sub.1 为氢原子且 R.sub.2 为硝基时，R.sub.3 和 R.sub.4 可以相同或不同，每个代表所述的烷基或所述的烷氧基基团，或者 R.sub.3 为氢原子且 R.sub.4 为氢原子，所述的烷基基团，所述的烷氧基基团，所述的烯基基团，所述的烷酰基团或所述的苄基，当 R.sub.1 为氢原子且 R.sub.2 为氨基或所述的烷基氨基基团时，R.sub.3 和 R.sub.4 分别为氢原子或它们可以相同或不同，每个代表所述的烷基基团，当 R.sub.1 为氨基且 R.sub.2 为硝基时，R.sub.3 和 R.sub.4 可以相同或不同，每个代表所述的烷基基团或 R.sub. 3 为氢原子且 R.sub.4 为所述的烷基基团或所述的烯基基团，当 R.sub.1 为所述的基团 ##STR3## 且 R.sub.2 为硝基时，R.sub.3 和 R.sub.4 与 R.sub.5 和 R.sub.6 相同。它们在球虫病的治疗中非常有效，特别是由属于 Eimeria tenella 或 E. necatrix 物种的原生动物引起的球虫病。