5-bromo-N-(tert-butyl)-3-methylpicolinamide | 156072-91-2

• 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
• 英文名称: 5-bromo-N-(tert-butyl)-3-methylpicolinamide
• 英文别名: 5-bromo-N-tert-butyl-3-methylpyridine-2-carboxamide
• CAS: 156072-91-2
• 化学式: C₁₁H₁₅BrN₂O
• 分子量: 271.157
• InChiKey: INGQVFWRUJSCHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-N-(tert-butyl)-3-methylpicolinamide 在 三氟甲磺酸 、 三乙胺 、 N,N-二甲基甲酰胺 、 lithium diisopropyl amide 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 29.0h， 生成 4-(3,10-dibromo-8-methyl-5,6-dihydro-11H-benzo-[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidine ethylcarbamate
  参考文献：
  名称：

  Analogues of 1-(3,10-Dibromo-8-chloro-6,11-dihydro-5 H -benzo[5,6]-cyclohepta[1,2- b ]pyridin-11-yl)piperidine as inhibitors of farnesyl protein transferase

  摘要：

  The synthesis of several 4-pyridylacetyl N-oxide derivatives of 4-(3-bromo-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]-pyridin-11-yl)pi perazine/piperidine 3 is described. This study was aimed at identifying fomesyl protein transferase (FPT) inhibitors in these two series of tricycles containing different phenyl ring substituents. The in vitro activity profile of the initial group of compounds 7a-7g led to the synthesis of the 8-methyl-10-methoxy and 8-methyl-10-bromo analogues 7i, 13i, and 13j. The 11R(-) enantiomers of these compounds were found to exhibit potent in vitro FPT inhibition activity.

  DOI：

  10.1016/s0968-0896(99)00103-0
• 作为产物：
  描述：

  3-甲基-5-硝基-2-吡啶甲腈 在 硫酸 、 氢溴酸 、 铁粉 、 calcium chloride 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 20.5h， 生成 5-bromo-N-(tert-butyl)-3-methylpicolinamide
  参考文献：
  名称：

  Analogues of 1-(3,10-Dibromo-8-chloro-6,11-dihydro-5 H -benzo[5,6]-cyclohepta[1,2- b ]pyridin-11-yl)piperidine as inhibitors of farnesyl protein transferase

  摘要：

  The synthesis of several 4-pyridylacetyl N-oxide derivatives of 4-(3-bromo-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]-pyridin-11-yl)pi perazine/piperidine 3 is described. This study was aimed at identifying fomesyl protein transferase (FPT) inhibitors in these two series of tricycles containing different phenyl ring substituents. The in vitro activity profile of the initial group of compounds 7a-7g led to the synthesis of the 8-methyl-10-methoxy and 8-methyl-10-bromo analogues 7i, 13i, and 13j. The 11R(-) enantiomers of these compounds were found to exhibit potent in vitro FPT inhibition activity.

  DOI：

  10.1016/s0968-0896(99)00103-0

文献信息

• 杂环取代的含氮六元杂环衍生物及其制法与医药上的用途
  申请人：上海海雁医药科技有限公司

  公开号：CN113248492B

  公开（公告）日：2022-11-08

  本发明涉及一种杂环取代的含氮六元杂环衍生物及其制法和作为PD‑1/PD‑L1抑制剂的应用。具体地，本发明公开了式(I)化合物或其药学上可接受的盐、或其氘代化合物、或其立体异构体、或其溶剂化物、或其前药，以及其制备方法和应用，式中各基团的定义详见说明书和权利要求书。
• Tricyclic compounds useful as FPT inhibitors
  申请人：Schering Corporation

  公开号：US06071907A1

  公开（公告）日：2000-06-06

  Novel tricyclic compounds and pharmaceutical compositions are disclosed which are inhibitors of the enzyme, farnesyl protein transferase. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering the novel tricyclic compound to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammals such as a human.

  本发明揭示了新型三环化合物和药物组合物，它们是法尼西基蛋白转移酶的抑制剂。本发明还揭示了一种抑制Ras功能，从而抑制细胞异常生长的方法。该方法包括向生物系统中给予新型三环化合物。特别地，该方法可抑制哺乳动物如人类中细胞的异常生长。
• [EN] 4-PHENYL-INDOLE DERIVATIVES AND RELATED USES<br/>[FR] DÉRIVÉS DE 4-PHÉNYL-INDOLE ET UTILISATIONS ASSOCIÉES
  申请人：CHULALONGKORN UNIV

  公开号：WO2022147302A1

  公开（公告）日：2022-07-07

  The present disclosure relates to compounds of Formula (I): and to their prodrugs, pharmaceutically acceptable salts, pharmaceutical compositions, methods of use, and methods for their preparation. The compounds disclosed herein are useful for modulating PD-1 activity, PD-L1 activity, and/or the PD-1/PD-L1 interaction and may be used in the treatment of disorders in which PD-1 activity, PD-L1 activity, and/or PD-1/PD-L1 interaction is implicated, such as cancer.

  本公开涉及公式（I）的化合物及其前药、药学上可接受的盐、制药组合物、使用方法和制备方法。本文所披露的化合物可用于调节PD-1活性、PD-L1活性和/或PD-1/PD-L1相互作用，并可用于治疗PD-1活性、PD-L1活性和/或PD-1/PD-L1相互作用涉及的疾病，如癌症。
• Heterocyclic compounds as immunomodulators
  申请人：Incyte Corporation

  公开号：US10669271B2

  公开（公告）日：2020-06-02

  Disclosed are compounds of Formula (I′), methods of using the compounds as immunomodulators, and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders such as cancer or infections.

  本发明公开了式(I′)化合物、使用这些化合物作为免疫调节剂的方法以及包含这些化合物的药物组合物。这些化合物可用于治疗、预防或改善癌症或感染等疾病或紊乱。
• WO2019191707A5
  申请人：——

  公开号：WO2019191707A5

  公开（公告）日：2022-04-05