3-amino-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole hydrochloride | 1319137-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡唑类
• 英文名称: 3-amino-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole hydrochloride
• 英文别名: 2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-amine hydrochloride；1,4,5,6-Tetrahydropyrrolo[3,4-c]pyrazol-3-amine hydrochloride；1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-amine;hydrochloride
• CAS: 1319137-64-8
• 化学式: C₅H₈N₄*ClH
• 分子量: 160.606
• InChiKey: LNBSUHJXPPYIOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.7
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole hydrochloride 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 、 sodium hydroxide 作用下， 以 乙腈 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and in vitro antibacterial activities of 7-(3-aminopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)quinolone derivatives

  摘要：

  A series of novel 7-(3-aminopyrrolo[3,4-c]pyrazol-5(2H,4H,6H)-yl)quinolone derivatives were designed, synthesized and evaluated for in vitro antibacterial activities. Compounds 6g, 7g and 7h with the potencies similar to those of gemifloxacin, moxifloxacin, gatifloxacin and levofloxacin against Gram-positive organisms, worth further investigation. (C) 2010 Yu Cheng Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.06.011
• 作为产物：
  描述：

  3-氨基-5-叔丁氧羰基-吡咯并[3,4-C]吡唑 在 盐酸 作用下， 反应 1.0h， 以1 g的产率得到3-amino-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole hydrochloride
  参考文献：
  名称：

  7- (3-aminopyrrolo [3,4-c] pyrazol-5 (2H, 4H, 6H) -yl) -6-fluoro-4-oxo-1,4-dihydroquinoline-3 - 的合成和体外抗菌活性羧酸衍生物

  摘要：

  一系列新型7-(3-氨基吡咯并[3,4-c]吡唑-5(2H,4H,6H)-基)-6-氟-4-氧代-1,4-二氢喹啉-3-羧酸衍生物通过 1H-NMR、MS 和 HRMS 设计、合成和表征。评估了这些氟喹诺酮类药物对代表性革兰氏阳性和革兰氏阴性菌株的体外抗菌活性。一般而言，所有目标化合物对受试革兰氏阴性菌株均表现出较弱的效力，但大多数对包括耐甲氧西林金黄色葡萄球菌（MRSA）和包括耐甲氧西林的表皮葡萄球菌在内的金黄色葡萄球菌的生长表现出良好的抑制作用表皮葡萄球菌 (MRSE) (MIC: 0.125-8 µg/mL)。特别是，化合物 9g 比吉米沙星 (GM)、莫西沙星 (MX)、加替沙星 (GT) 和左氧氟沙星 (LV) 对金黄色葡萄球菌的效力高 2 至 32 倍。

  DOI：

  10.1002/ardp.201000160

文献信息

• 2,4-Diamino-8-quinazoline carboxamides as novel, potent inhibitors of the NAD hydrolyzing enzyme CD38: Exploration of the 2-position structure-activity relationships
  作者：David N. Deaton、Curt D. Haffner、Brad R. Henke、Michael R. Jeune、Barry G. Shearer、Eugene L. Stewart、J. Darren Stuart、John C. Ulrich

  DOI：10.1016/j.bmc.2018.03.021

  日期：2018.5

  Starting from 4-amino-8-quinoline carboxamide lead 1a and scaffold hopping to the chemically more tractable quinazoline, a systematic exploration of the 2-substituents of the quinazoline ring, utilizing structure activity relationships and conformational constraint, resulted in the identification of 39 novel CD38 inhibitors. Eight of these analogs were 10-100-fold more potent human CD38 inhibitors, including the single digit nanomolar inhibitor 1am. Several of these molecules also exhibited improved therapeutic indices relative to hERG activity. A representative analog 1r exhibited suitable pharmacokinetic parameters for in vivo animal studies, including moderate clearance and good oral bioavailability. These inhibitor compounds will aid in the exploration of the enzymatic functions of CD38, as well as furthering the study of the therapeutic implications of NAD enhancement in metabolic disease models. (C) 2018 Elsevier Ltd. All rights reserved.