5-甲基-3-哌啶基-4-基-1H-吲哚盐酸盐 | 149669-44-3

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 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
• 中文名称: 5-甲基-3-哌啶基-4-基-1H-吲哚盐酸盐
• 中文别名: 5-甲基-3-哌啶基-4-基-1H-吲哚；5-甲基-3-(哌啶-4-基)-1H-吲哚盐酸盐；4-(5-甲基-3-吲哚基)哌啶
• 英文名称: 5-methyl-3-(4-piperidinyl)-1H-indole
• 英文别名: 4-(5-methyl-1H-indol-3-yl)piperidine；5-Methyl-3-piperidin-4-YL-1H-indole
• CAS: 149669-44-3
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: GHSKCHSQKGGSLP-UHFFFAOYSA-N

物化性质

• 沸点：
  399.4±42.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-methanesulfonyl-1-oxiranylmethyl-3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine 、 5-甲基-3-哌啶基-4-基-1H-吲哚盐酸盐 以 乙醇 为溶剂， 生成 1-(4-(5-methyl-1H-indol-3-yl)piperidin-1-yl)-3-(5-(methylsulfonyl)-3-(4-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridin-1-yl)propan-2-ol
  参考文献：
  名称：

  Pyrazole-based cathepsin S inhibitors with improved cellular potency

  摘要：

  High potency pyrazole-based noncovalent inhibitors of human cathepsin S (CatS) were developed by modification of the benzo-fused 5-membered ring heterocycles found in earlier series of Cats inhibitors. Although substitutions on this heterocyclic framework had a moderate impact on enzymatic potency, dramatic effects on cellular activity were observed. Optimization afforded indole- and benzothiophene-derived analogues that were high affinity Cats inhibitors (IC50 = 20-40 nM) with good cellular potency (IC50 = 30-340 nM). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.038
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到5-甲基-3-哌啶基-4-基-1H-吲哚盐酸盐
  参考文献：
  名称：

  Pyrazole-based cathepsin S inhibitors with improved cellular potency

  摘要：

  High potency pyrazole-based noncovalent inhibitors of human cathepsin S (CatS) were developed by modification of the benzo-fused 5-membered ring heterocycles found in earlier series of Cats inhibitors. Although substitutions on this heterocyclic framework had a moderate impact on enzymatic potency, dramatic effects on cellular activity were observed. Optimization afforded indole- and benzothiophene-derived analogues that were high affinity Cats inhibitors (IC50 = 20-40 nM) with good cellular potency (IC50 = 30-340 nM). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.038

文献信息

• Sulfonamide derivatives as 5-HT7 receptor antagonists
  申请人：SmithKline Beecham p.l.c.

  公开号：US06660751B1

  公开（公告）日：2003-12-09

  The invention relates to novel sulfonamide compounds having 5-HT7 receptor antagonist activity, processes for their preparation, to compositions containing them and to their use in the treatment of CNS and other disorders. wherein: Q is phenyl or thienyl; R1 is halogen, hydroxy, C1-6alkyl, CF3, OCF3 or C1-6alkoxy; m is 0, 1, 2 or 3; R2 is C1-4alkyl; X is carbon or CH, is a single bond when X is nitrogen or CH or is a double bond when X is carbon, D is a single bond, C═O, O or CH2 subject to the proviso that when X is nitrogen then D is not oxygen; P is a 5 or 6 membered heteroaryl ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulphur, or a benzofused heteroaryl ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulphur; R3 is C1-6alkyl optionally substituted by NR4R5, aryl, arylC1-6alkyl, C1 6alkoxy, C1-6alkylthio, cyano, hydroxy, nitro, halogen, CF3, C2F5, NR4R5, CONR4R5, NR4COR5, S(O)pNR4R5, CHO, OCF3, SCF3, CH2OR6, CO2R6 or COR6 where p is 0, 1 or 2 and R4, R5 and R6 are independently hydrogen, C1-6alkyl, aryl or arylC1-6alkyl; n is 0, 1, 2 or 3.

  该发明涉及具有5-HT7受体拮抗活性的新型磺胺类化合物，其制备方法，含有它们的组合物以及它们在治疗中枢神经系统和其他疾病中的用途。 其中： Q为苯基或噻吩基； R1为卤素、羟基、C1-6烷基、三氟甲基、OCF3或C1-6烷氧基； m为0、1、2或3； R2为C1-4烷基； X为碳或CH， 当X为氮或CH时，为单键， 当X为碳时，为双键， D为单键、C═O、O或CH2，但当X为氮时，D不是氧； P为含有1至3个氧、氮和硫杂原子的5或6元杂芳基环，或者含有1至3个氧、氮和硫杂原子的苯并杂芳基环； R3为C1-6烷基，可选择地被NR4R5、芳基、芳基C1-6烷基、C1-6烷氧基、C1-6烷基硫基、氰基、羟基、硝基、卤素、三氟甲基、C2F5、NR4R5、CONR4R5、NR4COR5、S(O)pNR4R5、CHO、OCF3、SCF3、CH2OR6、CO2R6或COR6取代，其中p为0、1或2，R4、R5和R6独立地为氢、C1-6烷基、芳基或芳基C1-6烷基； n为0、1、2或3。
• [EN] HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILISÉS EN TANT QU'INHIBITEURS DE KINASES
  申请人：NUVATION BIO INC

  公开号：WO2021030620A1

  公开（公告）日：2021-02-18

  Heterocyclic compounds as CDK4 or CDK6 or other CDK inhibitors are provided. The compounds may find use as therapeutic agents for the treatment of diseases and may find particular use in oncology.

  提供了作为CDK4或CDK6或其他CDK抑制剂的杂环化合物。这些化合物可以作为治疗剂用于治疗疾病，特别是在肿瘤学领域中有特殊的应用。
• TRICYCLIC TRIAZOLE DERIVATIVE, PRODUCTION THEREOF, AND USE THEREOF
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0536419A1

  公开（公告）日：1993-04-14

  A novel tricyclic triazole derivative represented by general formula (I) and a pharmacologically acceptable salt thereof, useful as an antiinflammatory, antiallergic and anti-PAF drug, and a process for the production thereof. In formula (I), R¹ represents hydrogen, lower alkyl or C₃ to C₅ cycloalkyl; R² and R³ represent each hydrogen, lower alkyl, lower alkoxy or halogen; W represents C = O or CR⁴R⁵ wherein R⁴ and R⁵ represent each hydrogen or lower alkyl; A represents C₁ to C₅ saturated or unsaturated alkylene which may contain a heteroatom; 1 represents 0 to 2; n represents 1 to 3; symbol --¯ represents a single or double bond; Y represents N or C; and Z represents C(B)Ar¹Ar² (wherein B represents hydrogen, hydroxy or methoxy, and Ar¹ and Ar² represent each hydrogen or (un)substituted aryl), CAr¹Ar² (wherein Ar¹ and Ar² are each as defined above), O-CHAr¹Ar² (wherein Ar¹ and Ar² are each as defined above) or a condensed aromatic ring.

  一种由通式(I)代表的新型三环三唑衍生物及其药理学上可接受的盐，可用作抗炎、抗过敏和抗PAF药物，及其生产工艺。在式 (I) 中，R¹ 代表氢、低级烷基或 C₃ 至 C₅ 环烷基；R² 和 R³ 分别代表氢、低级烷基、低级烷氧基或卤素；W 代表 C = O 或 CR⁴R⁵，其中 R⁴ 和 R⁵ 各自代表氢或低级烷基；A 代表 C₁ 至 C₅ 饱和或不饱和亚烷基，其中可包含一个杂原子；1 代表 0 至 2；n 代表 1 至 3；符号--¯代表单键或双键；Y代表N或C；Z代表C(B)Ar¹Ar²（其中B代表氢、羟基或甲氧基，Ar¹和Ar²分别代表氢或（未）取代的芳基）、CAr¹Ar²（其中Ar¹和Ar²分别如上定义）、O-CHAr¹Ar²（其中Ar¹和Ar²分别如上定义）或缩合芳环。
• WO2006/56600
  申请人：——

  公开号：——

  公开（公告）日：——
• TRICYCLIC TRIAZOLE DERIVATIVES, PRODUCTION AND USE THEREOF
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0536419B1

  公开（公告）日：1999-10-13