850363-67-6

Basic information

• Product Name: 5-BROMO-4-METHOXY-1H-INDAZOLE
• Synonyms: 1H-Indazole, 5-broMo-4-Methoxy-;5-BROMO-4-METHOXY-1H-INDAZOLE
• CAS NO: 850363-67-6
• Molecular Formula: C8H7BrN2O
• Molecular Weight: 227.05798
• Product Categories: Indazole
• Mol File: 850363-67-6.mol

Chemical Properties

• Boiling Point: 363.4 °C at 760 mmHg
• Flash Point: 173.6 °C
• Appearance: /
• Density: 1.678 g/cm³
• Vapor Pressure: 3.78E-05mmHg at 25°C
• Refractive Index: 1.677
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-BROMO-4-METHOXY-1H-INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-4-METHOXY-1H-INDAZOLE(850363-67-6)
• EPA Substance Registry System: 5-BROMO-4-METHOXY-1H-INDAZOLE(850363-67-6)

Safety Data

• Hazardous Substances Data: 850363-67-6(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
5-Bromo-4-methoxy-1H-indazole is used as a chemical intermediate in the field of scientific research for its unique structural properties, which make it valuable in organic synthesis.
Used in Cancer Research:
In the field of cancer research, 5-Bromo-4-methoxy-1H-indazole is used as a component of chemotherapeutic agents due to its specific structure, which contributes to the development of potential cancer treatments.
Used in Organic Synthesis:
5-Bromo-4-methoxy-1H-indazole is used as a building block in organic synthesis for the creation of various pharmaceuticals and other organic compounds, leveraging its unique chemical properties to form new molecules with desired therapeutic effects.

InChI:InChI=1/C8H7BrN2O/c1-12-8-5-4-10-11-7(5)3-2-6(8)9/h2-4H,1H3,(H,10,11)

Upstream product

• 351210-06-5 4-methoxy-1H-indazole 
• 473416-74-9 3-bromo-6-fluoro-2-methoxybenzaldehyde 
• 593-56-6 N-methoxylamine hydrochloride 
• 450-88-4 1-bromo-4-fluoro-2-methoxybenzene 

Downstream Products

• 1056262-38-4 5-bromo-1-(3-fluoro-4-hydroxyphenyl)-1H-indazol-4-ol 

Relevant articles and documents

Synthesis method of 5-bromo-4-methoxy-1H-indazole

The invention belongs to the field of organic synthesis, and particularly relates to a synthetic method of 5-bromo-4-methoxy-1H-indazole. The synthesis method provided by the invention comprises the following steps: (1) dissolving 4-methoxy-1H-indazole in toluene, heating the component to 70-110 DEG C, adding acetic anhydride, and performing a reaction for 0.5 h to obtain 1-(4-methoxy-1H-indazole-1-yl) ethyl ketone; (2) dissolving 1-(4-methoxy-1H-indazole-1-yl) ethyl ketone into tetrahydrofuran, adding N-bromosuccinimide, stirring the components in an ice bath for 1 hour, and removing the icebath to react for 12 hours, so as to obtain 1-(5-bromo-4-methoxy-1H-indazole-1-yl) ethyl ketone; and (3) dissolving 1-(5-bromo-4-methoxy-1H-indazole-1-yl) ethyl ketone in methanol, then adding ammoniawater, and carrying out a stirring reaction for 1 h so as to obtain 5-bromo-4-methoxy-1H-indazole. The compound provided by the invention can be used as an important drug intermediate, and the synthesis method has the advantages of simple synthesis path, high product yield and the like.

Substituted Quinazoline and Pyridopyrimidine Derivatives Useful as Anticancer Agents

Compounds of the general formula: processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

BICYCLIC HETEROCYCLES AS BET PROTEIN INHIBITORS

The present invention relates to bicyclic heterocycles which are inhibitors of BET proteins such as BRD2, BRD3, BRD4, and BRD-t and are useful in the treatment of diseases such as cancer.

ESTROGEN RECEPTOR MODULATORS AND USES THEREOF

Described herein are compounds that are estrogen receptor modulators. Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such estrogen receptor modulators, alone and in combination with other compounds, for treating diseases or conditions that are mediated or dependent upon estrogen receptors.

Protective Agent for Retinal Neuronal Cell Comprising Indazole Derivative as Active Ingredient

As a result of intensive studies for the purpose of finding a new medicinal use of an indazole derivative, it was found that an indazole derivative inhibits glutamate-induced retinal neuronal cell death in rat fetal retinal neuronal cells, in other words, the indazole derivative acts directly on the retinal neuronal cells and exhibits an effect of protecting retinal neuronal cells. Accordingly, the indazole derivative is useful for the prevention or treatment of an eye disease associated with retinal neuronal cell damage or retinal damage.

INDAZOLES USED TO TREAT ESTROGEN RECEPTOR BETA MEDIATED DISORDERS

The present invention relates to novel indazole derivatives (I) having pharmacological activity, processes for their preparation, compositions containing them and uses of these compounds in the treatment of estrogen receptor beta mediated diseases.

NOVEL INDAZOLE DERIVATIVE

An object of the present invention is to create a novel indazole derivative useful as a drug and to find a novel pharmacological action of the derivative. The compound of the present invention is represented by the formula [I] and has an excellent Rho kinase inhibiting action. In the formula, a ring X is a benzene ring or a pyridine ring; R1 and R2 are H or alkyl; R3 and R4 are halogen, H, OH, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, cycloalkenyloxy, aryloxy, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, carboxy, hydrocarbonyl, alkylcarbonyl, etc.; and R5 is halogen atom, H, OH, alkoxy, aryloxy, alkyl or aryl. Each group can be substituted.