(3-Amino-1H-pyrazolo[3,4-b]pyridin-6-ylmethyl)-carbamic acid tert-butyl ester | 368426-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: (3-Amino-1H-pyrazolo[3,4-b]pyridin-6-ylmethyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(3-amino-2H-pyrazolo[3,4-b]pyridin-6-yl)methyl]carbamate
• CAS: 368426-84-0
• 化学式: C₁₂H₁₇N₅O₂
• 分子量: 263.299
• InChiKey: PIYQYVCFQNWAQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3-Amino-1H-pyrazolo[3,4-b]pyridin-6-ylmethyl)-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以100%的产率得到6-Aminomethyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine; hydrochloride
  参考文献：
  名称：

  Non-covalent thrombin inhibitors featuring P3-Heterocycles with P1-Bicyclic arginine surrogates

  摘要：

  Novel, potent, and highly selective classes of thrombin inhibitors were identified, which resulted from judicious combination of P-4-aromatics and P-2-P-3-heterocyclic dipeptide surrogates with weakly basic (calcd pK(a) similar tonon-basic-8.6) bicyclic P-1-arginine mimics. The design, synthesis, and biological activity of achiral, non-covalent, orally bioavailable inhibitors NC1-NC44 featuring P-1-indazoles, benzimidazoles, indoles, benzotriazoles, and aminobenzisoxazoles is disclosed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00585-1
• 作为产物：
  描述：

  2-氯-6-甲基-3-吡啶甲腈 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 水 、 三苯基膦 、 肼 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 51.0h， 生成 (3-Amino-1H-pyrazolo[3,4-b]pyridin-6-ylmethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Non-covalent thrombin inhibitors featuring P3-Heterocycles with P1-Bicyclic arginine surrogates

  摘要：

  Novel, potent, and highly selective classes of thrombin inhibitors were identified, which resulted from judicious combination of P-4-aromatics and P-2-P-3-heterocyclic dipeptide surrogates with weakly basic (calcd pK(a) similar tonon-basic-8.6) bicyclic P-1-arginine mimics. The design, synthesis, and biological activity of achiral, non-covalent, orally bioavailable inhibitors NC1-NC44 featuring P-1-indazoles, benzimidazoles, indoles, benzotriazoles, and aminobenzisoxazoles is disclosed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00585-1

文献信息

• Non-covalent thrombin inhibitors featuring P3-Heterocycles with P1-Bicyclic arginine surrogates
  作者：Jingrong Jean Cui、Gian-Luca Araldi、John E Reiner、Komandla Malla Reddy、Scott J Kemp、Jonathan Z Ho、Daniel V Siev、Lala Mamedova、Tony S Gibson、John A Gaudette、Nathaniel K Minami、Susanne M Anderson、Annette E Bradbury、Thomas G Nolan、J.Edward Semple

  DOI：10.1016/s0960-894x(02)00585-1

  日期：2002.10

  Novel, potent, and highly selective classes of thrombin inhibitors were identified, which resulted from judicious combination of P-4-aromatics and P-2-P-3-heterocyclic dipeptide surrogates with weakly basic (calcd pK(a) similar tonon-basic-8.6) bicyclic P-1-arginine mimics. The design, synthesis, and biological activity of achiral, non-covalent, orally bioavailable inhibitors NC1-NC44 featuring P-1-indazoles, benzimidazoles, indoles, benzotriazoles, and aminobenzisoxazoles is disclosed. (C) 2002 Elsevier Science Ltd. All rights reserved.