4-bromo-1-ethyl-5-methyl-1H-pyrazole | 1171667-09-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 4-bromo-1-ethyl-5-methyl-1H-pyrazole
• 英文别名: 4-bromo-1-ethyl-5-methylpyrazole
• CAS: 1171667-09-6
• 化学式: C₆H₉BrN₂
• mdl: MFCD11500994
• 分子量: 189.055
• InChiKey: WTWRJJVWOLSSTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  4-bromo-1-ethyl-5-methyl-1H-pyrazole 在 4-二甲氨基吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N-碘代丁二酰亚胺 、 potassium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 7.0h， 生成 (7-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-8-fluoro-4-iodo-isoquinolin-1-yl)carbamate tert-butyl ester
  参考文献：
  名称：

  [EN] AMINE-SUBSTITUTED PYRIDINE FUSED RING COMPOUNDS, PREPARATION METHOD THEREFOR AND USE THEREOF
  [FR] COMPOSÉS CYCLIQUES CONDENSÉS DE PYRIDINE À SUBSTITUTION AMINE, LEUR PROCÉDÉ DE PRÉPARATION ET LEUR UTILISATION
  [ZH] 氨基取代的吡啶并环类化合物及其制法和用途

  摘要：

  公开了式(A)至式(D)所示化合物或其药学上可接受的盐、立体异构体、溶剂合物或前药，式中各基团定义详见说明书。还公开了包含上述化合物的药物组合物和它们在制备预防和/或治疗与HPK1活性相关的疾病或病症的药物中用途。

  公开号：

  WO2022214044A1

文献信息

• [EN] OXEPINOPYRAZOLE DERIVATIVES AS INHIBITORS OF PI3-KINASE ACTIVITY<br/>[FR] DÉRIVÉS D'OXÉPINOPYRAZOLE EN TANT QU'INHIBITEURS DE L'ACTIVITÉ DE KINASE PI3
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2018192864A1

  公开（公告）日：2018-10-25

  The invention is directed to compounds of formula (I), and salts thereof. The compounds are inhibitors of kinase activity, in particular PI3-kinase activity.

  该发明涉及式(I)的化合物及其盐。这些化合物是激酶活性抑制剂，特别是PI3-激酶活性抑制剂。
• Imine Compound
  申请人：Saito Shiuji

  公开号：US20080312435A1

  公开（公告）日：2008-12-18

  An imine compound represented by the formula: wherein A represents a heterocyclic group; R 1 , R 2 , an R 3 each represent a hydrogen atom, a halogen atom, a C 1-10 alkyl group optionally substituted with an aryl group(s) substituted with a halogen atom(s), a C 3-10 cycloalkyl group, a C 1-6 haloalkyl group, a C 1-10 alkoxy group, etc.; R 4 represents an optionally substituted C 1-10 alkyl, C 2-6 alkenyl, or aryl group; R 5 represents a hydrogen atom, a C 1-10 alkoxy group, a C 1-6 haloalkyl group, an optionally substituted C 1-10 alkyl or C 2-6 alkenyl group, an optionally substituted aryl or heterocyclic group, etc.; W represents —CO—, —CO—CO—, —CO—NH—, —CS—NH—, or —SO 2 —, or a cannabinoid-receptor agonist comprising said imine compound as an active ingredient. The imine compound of the present invention has a cannabinoid-receptor agonist effect, and is useful as a therapeutic or prophylactic drug for pains and autoimmune diseases.

  一种以以下式表示的亚胺化合物：其中A代表杂环基团；R1、R2和R3分别表示氢原子、卤素原子、C1-10烷基，该烷基可选地取代有芳基，所述芳基取代有卤素原子，C3-10环烷基，C1-6卤代烷基，C1-10烷氧基等；R4表示可选地取代的C1-10烷基，C2-6烯基或芳基；R5表示氢原子，C1-10烷氧基，C1-6卤代烷基，可选地取代的C1-10烷基或C2-6烯基，可选地取代的芳基或杂环基团等；W表示—CO—，—CO—CO—，—CO—NH—，—CS—NH—或—SO2—，或以该亚胺化合物为活性成分的大麻素受体激动剂。本发明的亚胺化合物具有大麻素受体激动剂作用，可用作治疗或预防疼痛和自身免疫性疾病的药物。
• Discovery of Novel Pyrazole-Based Selective Aldosterone Synthase (CYP11B2) Inhibitors: A New Template to Coordinate the Heme-Iron Motif of CYP11B2
  作者：Ryo Sakakibara、Wataru Sasaki、Yuichi Onda、Minami Yamaguchi、Hideki Ushirogochi、Yuki Hiraga、Kanako Sato、Masashi Nishio、Yasuhiro Egi、Kei Takedomi、Hidetoshi Shimizu、Tomoko Ohbora、Fumihiko Akahoshi

  DOI：10.1021/acs.jmedchem.8b00328

  日期：2018.7.12

  It is necessary for aldosterone synthase (CYP11B2) inhibitors to have both high potency and high selectivity over 11 beta-hydroxylase (CYP11B1), a critical enzyme for cortisol synthesis. Previous studies have reported a number of CYP11B2 inhibitors, most of which have an imidazole or pyridine ring to coordinate the heme-iron motif of CYP11B2; however, highly selective inhibitors of human CYP11B2 are still needed. To expand the selectivity in humans, we explored alternative templates and found that pyrazoles were suitable templates for CYP11B2 inhibitors. Investigation of pyrazoles, especially N-alkyl pyrazoles, as a new template to coordinate the hemeiron motif led to a potent and highly selective CYP11B2 inhibitor 28 with an aldosterone-lowering effect at 1 mg/kg dosing in cynomolgus monkeys.
• OXEPINOPYRAZOLE DERIVATIVES AS INHIBITORS OF PI3-KINASE ACTIVITY
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：EP3612536A1

  公开（公告）日：2020-02-26
• CARM1 INHIBITORS AND USES THEREOF
  申请人：Epizyme, Inc.

  公开号：US20170305922A1

  公开（公告）日：2017-10-26

  Provided herein are compounds of Formula (I): and pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, wherein R1, R2a, R2b, R3 and Ring B are as defined herein, and Ring A is a group of Formula (A-i), (A-ii), or (A-iii): wherein R, R, R, R, and R are as defined herein. Compounds of the present invention are useful for inhibiting CARM1 activity. Methods of using the compounds for treating CARM1-mediated disorders are also described.