1226903-72-5

Basic information

• Product Name: 6-broMo-5-ethoxy-1H-indazole
• Synonyms: 6-broMo-5-ethoxy-1H-indazole
• CAS NO: 1226903-72-5
• Molecular Formula: C9H9BrN2O
• Molecular Weight: 241.08456
• Mol File: 1226903-72-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 370.7±22.0 °C(Predicted)
• Appearance: /
• Density: 1.588±0.06 g/cm3(Predicted)
• PKA: 12.46±0.40(Predicted)
• CAS DataBase Reference: 6-broMo-5-ethoxy-1H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-broMo-5-ethoxy-1H-indazole(1226903-72-5)
• EPA Substance Registry System: 6-broMo-5-ethoxy-1H-indazole(1226903-72-5)

Safety Data

• Hazardous Substances Data: 1226903-72-5(Hazardous Substances Data)

Usage

General Description

6-Bromo-5-ethoxy-1H-indazole is a chemical compound with the molecular formula C10H10BrN2O, which belongs to the class of indazole derivatives. It is a substituted indazole compound with a bromo and ethoxy functional group attached to the 5th and 6th positions of the indazole ring, respectively. 6-broMo-5-ethoxy-1H-indazole is often used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceutical and research compounds. Its unique structure and functional groups make it a valuable intermediate in the development of new drugs and chemical compounds with potential therapeutic applications. Additionally, 6-Bromo-5-ethoxy-1H-indazole may also have research applications in the study of indazole derivatives and their biological activities.

Upstream product

• 1226903-71-4 5-bromo-4-ethoxy-2-methylaniline 
• 1226903-38-3 1-bromo-2-ethoxy-4-methyl-5-nitrobenzene 
• 224185-19-7 3-bromo-4-fluoro-6-methylnitrobenzene 

Downstream Products

• 1226903-78-1 tert-butyl 6-bromo-5-ethoxy-3-(3-sulfamoylphenyl)-1H-indazole-1-carboxylate 
• 1226902-33-5 C₂₁H₁₉N₃O₃S 
• 1226902-37-9 C₁₈H₁₇N₅O₃S 
• 1226902-34-6 C₁₉H₁₉N₅O₃S 
• 1351811-45-4 C₂₀H₂₁N₅O₃S 

Relevant articles and documents

Indazole-based potent and cell-active Mps1 kinase inhibitors: Rational design from pan-kinase inhibitor anthrapyrazolone (SP600125)

Monopolar spindle 1 (Mps1) is essential for centrosome duplication, the spindle assembly check point, and the maintenance of chromosomal instability. Mps1 is highly expressed in cancer cells, and its expression levels correlate with the histological grades of cancers. Thus, selective Mps1 inhibitors offer an attractive opportunity for the development of novel cancer therapies. To design novel Mps1 inhibitors, we utilized the pan-kinase inhibitor anthrapyrazolone (4, SP600125) and its crystal structure bound to JNK1. Our design efforts led to the identification of indazole-based lead 6 with an Mps1 IC50 value of 498 nM. Optimization of the 3- and 6-positions on the indazole core of 6 resulted in 23c with improved Mps1 activity (IC50 = 3.06 nM). Finally, application of structure-based design using the X-ray structure of 23d bound to Mps1 culminated in the discovery of 32a and 32b with improved potency for cellular Mps1 and A549 lung cancer cells. Moreover, 32a and 32b exhibited reasonable selectivities over 120 and 166 kinases, respectively.