1H-咪唑并(4,5-c)吡啶-4-胺 | 6811-77-4

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 中文名称: 1H-咪唑并(4,5-c)吡啶-4-胺
• 中文别名: 3H-咪唑并[4,5-C]吡啶-4-胺
• 英文名称: 3-deazaadenine
• 英文别名: 1H-imidazo[4,5-c]pyridin-4-amine；4-Amino-imidazo<4,5-c>pyridin
• CAS: 6811-77-4
• 化学式: C₆H₆N₄
• mdl: MFCD15143403
• 分子量: 134.14
• InChiKey: UHUHBFMZVCOEOV-UHFFFAOYSA-N

物化性质

• 沸点：
  529.3±30.0 °C(Predicted)
• 密度：
  1.480±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（稍微加热）

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  | 室温 |

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4-hydrazino-1H-imidazo[4,5-c]pyridine	3243-26-3	C6H7N5	149.155
  ——	4-azidoimidazo[4,5-c]pyridine	98858-05-0	C6H4N6	160.138
  6-氯-3H-咪唑并[4,5-c]吡啶-4-胺	2-chloro-3-deazaadenine	52559-17-8	C6H5ClN4	168.585
  ——	N-benzyl-1H-imidazo[4,5-c]pyridin-4-amine	80443-18-1	C13H12N4	224.265
  1H-咪唑[4,5-C]吡啶	imidazo<4,5-c>pyridine	272-97-9	C6H5N3	119.126
  ——	4-(morpholin-4-yl)-1H-imidazo<4,5-c>pyridine	——	C10H12N4O	204.231

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	8-chloro-3-deazaadenine	——	C6H5ClN4	168.585
  6-氯-3H-咪唑并[4,5-c]吡啶-4-胺	2-chloro-3-deazaadenine	52559-17-8	C6H5ClN4	168.585
  7-氯-1H-咪唑并[4,5-c]吡啶-4-胺	3-chloro-3-deazaadenine	668268-69-7	C6H5ClN4	168.585
  ——	4-(isobutyrylamino)-1H-imidazo[4,5-c]pyridine	881844-12-8	C10H12N4O	204.231
  ——	4-amino-1-(4-hydroxybut-2-ynyl)imidazo[4,5-c]pyridine	114979-16-7	C10H10N4O	202.216
  ——	4-amino-1-((Z)-4-hydroxybut-2-enyl)imidazo[4,5-c]pyridine	114978-82-4	C10H12N4O	204.231
  ——	4-amino-1-((E)-4-hydroxybut-2-enyl)imidazo[4,5-c]pyridine	114978-83-5	C10H12N4O	204.231
  7-硝基-3H-咪唑并[4,5-c]吡啶-4-胺	4-amino-7-nitro-1H-imidazo[4,5-c]pyridine	881844-08-2	C6H5N5O2	179.138
  ——	(R)-4-amino-1-((Z)-3,4-dihydroxypent-2-enyl)imidazo[4,5-c]pyridine	114979-13-4	C11H14N4O2	234.258
  ——	9-(2-Phosphonylmethoxyethyl)-3-deazaadenine	121150-00-3	C9H13N4O4P	272.2

反应信息

• 作为反应物：
  描述：

  1H-咪唑并(4,5-c)吡啶-4-胺 在 吡啶 、 咪唑 、 氢氧化钾 、 tris[2-(2-methoxyethyl)ethyl]amine 、 硫酸 、 氨 、 硝酸 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 7.33h， 生成 4-amino-1-[2'-deoxy-3',5'-bis-O-(t-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]-7-nitro-1H-imidazo[4,5-c]pyridine
  参考文献：
  名称：

  Synthesis of 3-deaza-3-nitro-2′-deoxyadenosine

  摘要：

  Photoactivable deoxyadenosine mimic, 3-deaza-3-nitro-2'-deoxyadetiosine (2), was prepared using two different synthetic routes. The first route involved base catalyzed glycosylation of 3-deaza-3-nitroadenine, which was prepared by regioselective nitration of 3-deazaadenine. In the second route, the convertible nucleoside 6-O-(2,4,6-trimethylphenyl)-3-deaza-2'-deoxyadenosine (28) was used to introduce 6-NH2 group in the last step. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.040
• 作为产物：
  描述：

  2,6-二氯吡啶N-氧化物 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 硫酸 、 氨 、 水 、 氢气 、 硝酸 、 乙酸酐 、 铁粉 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 20.0~160.0 ℃ 、234.42 kPa 条件下， 反应 130.5h， 生成 1H-咪唑并(4,5-c)吡啶-4-胺
  参考文献：
  名称：

  Design and Synthesis of a Series of Chlorinated 3-Deazaadenine Analogues

  摘要：

  A series of chlorinated adenine analogues were designed with sights set on the development of potential antitumor agents. During the synthetic efforts, two unexpected compounds were identified. Their synthesis, along with synthesis of the chlorinated targets is presented herein.

  DOI：

  10.1081/ncn-120026635

文献信息

• SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS
  申请人：GLAXOSMITHKLINE LLC

  公开号：US20150152108A1

  公开（公告）日：2015-06-04

  The present invention relates to novel substituted bridged urea compounds, corresponding related analogs, pharmaceutical compositions and methods of use thereof. Sirtuin-modulating compounds of the present invention may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. The present invention also related to compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

  本发明涉及新型取代桥式脲化合物，相应的相关类似物，药物组合物以及其使用方法。本发明的抑制素调节化合物可用于延长细胞寿命，并治疗和/或预防各种疾病和疾病，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块疾病、炎症、癌症和/或潮红有关的疾病或疾病，以及那些会受益于增加线粒体活性的疾病或疾病。本发明还涉及包含抑制素调节化合物与另一治疗剂组合的组合物。
• [EN] SUBSTITUTED BRIDGED UREA ANALOGS AS SIRTUIN MODULATORS<br/>[FR] ANALOGUES D'URÉE PONTÉS SUBSTITUÉS EN TANT QUE MODULATEURS DE SIRTUINE
  申请人：GLAXOSMITHKLINE IP NO 2 LTD

  公开号：WO2016079709A1

  公开（公告）日：2016-05-26

  The present invention relates to novel substituted bridged urea analog compounds of Formula (I) or pharmaceutically acceptable salts thereof, corresponding pharmaceutical compositions, processes for making and use of such compounds, alone or in combination with other therapeutic agents, as Sirtuin Modulators useful for increasing lifespan of a cell, and for use in treating and/or preventing a wide variety of diseases and disorders, which include, but are not limited to, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity.

  本发明涉及一种新型的取代桥式脲类似物化合物，其化学式为（I）或其药学上可接受的盐，相应的药物组合物，制备这种化合物的方法以及单独使用或与其他治疗剂联合使用的这些化合物作为Sirtuin调节剂，可用于增加细胞寿命，并用于治疗和/或预防各种疾病和紊乱，包括但不限于与衰老或压力、糖尿病、肥胖、神经退行性疾病、心血管疾病、血液凝块紊乱、炎症、癌症和/或潮红有关的疾病或紊乱，以及那些会受益于增加线粒体活性的疾病或紊乱。
• [EN] ANTI-CANCER AND ANTI-HIV COMPOUNDS<br/>[FR] COMPOSÉS ANTICANCÉREUX ET ANTI-VIH
  申请人：SIRENAS MARINE DISCOVERY

  公开号：WO2014123900A1

  公开（公告）日：2014-08-14

  Disclosed herein are compounds useful as anti-cancer and anti-HIV agents. Also disclosed are pharmaceutical compositions and methods of treatment. The compounds disclosed herein can be used to treat a variety of conditions, diseases and ailments such as bladder cancer, breast cancer, colon cancer, rectal cancer, endometrial cancer, kidney cancer, lung cancer, melanoma, non-Hodgkin lymphoma, glioblastoma, pancreatic cancer, prostate cancer, and thyroid cancer, and HIV related disorders.

  本文披露了作为抗癌和抗HIV药物有用的化合物。还披露了药物组合物和治疗方法。本文披露的化合物可用于治疗多种疾病和疾病，如膀胱癌、乳腺癌、结肠癌、直肠癌、子宫内膜癌、肾癌、肺癌、黑色素瘤、非霍奇金淋巴瘤、胶质母细胞瘤、胰腺癌、前列腺癌和甲状腺癌，以及HIV相关疾病。
• Thioether substituted imidazoquinolines
  申请人：——

  公开号：US20030100764A1

  公开（公告）日：2003-05-29

  Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain thioether functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.

  咪唑喹啉和四氢咪唑喹啉化合物，在1位含有硫醚功能团，可用作免疫反应调节剂。本发明的化合物和组合物能够诱导各种细胞因子的生物合成，并且在治疗包括病毒性疾病和肿瘤性疾病在内的多种病症中有效。
• [EN] NOVEL SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS GAMMA SECRETASE MODULATORS<br/>[FR] NOUVEAUX COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES SUBSTITUÉS EN TANT QUE MODULATEURS DE LA GAMMA-SÉCRÉTASE
  申请人：ORTHO MCNEIL JANSSEN PHARM

  公开号：WO2010089292A1

  公开（公告）日：2010-08-12

  The present invention is concerned with substituted bicyclic heterocyclic compounds of Formula (I) wherein Het1, Het2, A1, A2, A3 and A4 have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及式（I）的取代双环杂环化合物，其中Het1、Het2、A1、A2、A3和A4的含义如权利要求中所定义。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新化合物的方法，包含所述化合物作为活性成分的药物组合物，以及将所述化合物用作药物的用途。