850363-63-2

Basic information

• Product Name: 1H-Indazole, 1-acetyl-4-methoxy- (9CI)
• Synonyms: 1H-Indazole, 1-acetyl-4-methoxy- (9CI);1-(4-Methoxy-1H-indazol-1-yl)ethanone
• CAS NO: 850363-63-2
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.2
• Mol File: 850363-63-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indazole, 1-acetyl-4-methoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indazole, 1-acetyl-4-methoxy- (9CI)(850363-63-2)
• EPA Substance Registry System: 1H-Indazole, 1-acetyl-4-methoxy- (9CI)(850363-63-2)

Safety Data

• Hazardous Substances Data: 850363-63-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
1H-Indazole, 1-acetyl-4-methoxy(9CI) is used as a building block for the synthesis of various bioactive compounds and pharmaceutical drugs. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Chemistry Research:
1H-Indazole, 1-acetyl-4-methoxy(9CI) is used as a research compound in the field of chemistry. Its structural features make it a valuable tool for studying the properties and reactions of heterocyclic compounds.
Used in Drug Discovery and Development:
Due to its potential pharmacological properties, 1H-Indazole, 1-acetyl-4-methoxy(9CI) is used as a candidate for further investigation in drug discovery and development. Its unique structure may contribute to the development of new drugs with novel therapeutic effects.

Upstream product

• 108-24-7 acetic anhydride 
• 351210-06-5 4-methoxy-1H-indazole 

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.

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.

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.

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.