tert-butyl [1-(5-bromopyridin-2-yl)piperidin-4-yl]methylcarbamate | 1374144-17-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-butyl [1-(5-bromopyridin-2-yl)piperidin-4-yl]methylcarbamate
• 英文别名: tert-butyl N-[1-(5-bromo-2-pyridyl)-4-piperidyl]-N-methylcarbamate；Tert-butyl (1-(5-bromopyridin-2-yl)piperidin-4-yl)(methyl)carbamate；tert-butyl N-[1-(5-bromopyridin-2-yl)piperidin-4-yl]-N-methylcarbamate
• CAS: 1374144-17-8
• 化学式: C₁₆H₂₄BrN₃O₂
• 分子量: 370.289
• InChiKey: FXMRMQWSKUDUQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  45.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl [1-(5-bromopyridin-2-yl)piperidin-4-yl]methylcarbamate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 37.0h， 生成 3-[6-[4-(methylamino)-1-piperidyl]-3-pyridyl]piperidine-2,6-dione trifluoroacetate
  参考文献：
  名称：

  [EN] COMPOUNDS FOR TARGETING DEGRADATION OF IRAK4 PROTEINS
  [FR] COMPOSÉS POUR LE CIBLAGE DE LA DÉGRADATION DE PROTÉINES IRAK4

  摘要：

  This disclosure relates to compounds of Formula (A): IRAK—L—DSM (A), or a pharmaceutically acceptable salt thereof, wherein DSM is a degradation signaling moiety that is covalently attached to the linker L, L is a linker that covalently attaches IRAK to DSM; and IRAK is an IRAK4 binding moiety represented by Formula (I) that is covalently attached to linker L; in which all of the variables are as defined in the application. Compounds or pharmaceutically acceptable salts thereof as described herein are capable of activating the selective ubiqitination of IRAK4 proteins via the ubiquitin-proteasome pathways (UPP) and cause degradation of IRAK4 proteins. The present disclosure also provides methods of treating disorders responsive to modulation of IRAK4 activity and/or degradation of IRAK4 with at least one compound described herein.

  公开号：

  WO2023283610A1
• 作为产物：
  描述：

  2-氟-5-溴吡啶 、 4-N-叔丁氧羰基-4-N-甲基氨基哌啶 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl [1-(5-bromopyridin-2-yl)piperidin-4-yl]methylcarbamate
  参考文献：
  名称：

  [EN] COMPOUNDS FOR TARGETING DEGRADATION OF IRAK4 PROTEINS
  [FR] COMPOSÉS POUR LE CIBLAGE DE LA DÉGRADATION DE PROTÉINES IRAK4

  摘要：

  This disclosure relates to compounds of Formula (A): IRAK—L—DSM (A), or a pharmaceutically acceptable salt thereof, wherein DSM is a degradation signaling moiety that is covalently attached to the linker L, L is a linker that covalently attaches IRAK to DSM; and IRAK is an IRAK4 binding moiety represented by Formula (I) that is covalently attached to linker L; in which all of the variables are as defined in the application. Compounds or pharmaceutically acceptable salts thereof as described herein are capable of activating the selective ubiqitination of IRAK4 proteins via the ubiquitin-proteasome pathways (UPP) and cause degradation of IRAK4 proteins. The present disclosure also provides methods of treating disorders responsive to modulation of IRAK4 activity and/or degradation of IRAK4 with at least one compound described herein.

  公开号：

  WO2023283610A1

文献信息

• E3泛素连接酶配体化合物、基于该配体化合物开发的蛋白降解剂及它们的应用
  申请人：标新生物医药科技（上海）有限公司

  公开号：CN116239566A

  公开（公告）日：2023-06-09

  本公开涉及式(I)和式(II)的化合物或其盐、对映异构体、立体异构体、溶剂化物、同位素富集类似物、前药或多晶型物及其应用。本公开还涉及包含作为活性成分的式(I)和式(II)的化合物或其盐、对映异构体、立体异构体、溶剂化物、同位素富集类似物、前药或多晶型物的药物组合物及其应用。