43142-81-0

Basic information

• Product Name: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester
• Synonyms: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester;6-Chloro-1-methyl-1H-indole-2-carboxylic acid ethyl ester;ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate
• CAS NO: 43142-81-0
• Molecular Formula: C12H12ClNO2
• Molecular Weight: 237.68
• Mol File: 43142-81-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester(43142-81-0)
• EPA Substance Registry System: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester(43142-81-0)

Safety Data

• Hazardous Substances Data: 43142-81-0(Hazardous Substances Data)

Usage

Ester compound

1-methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester The compound is an ester derived from the carboxylic acid 1-methyl-6-chloro-1H-indole-2-carboxylic acid, indicating the presence of an ester functional group (-COO-) in its structure.

Usage in research

chemical and pharmaceutical The compound is commonly used in both chemical and pharmaceutical research, suggesting its versatility and importance in these fields.

Potential applications

pharmaceutical drug development 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester has potential applications in the development of pharmaceutical drugs, highlighting its significance in creating new medications.

Focus area

neuroscience and psychiatric medication The compound is particularly relevant in the fields of neuroscience and psychiatric medication, indicating its potential use in treating neurological and psychiatric disorders.

Molecular structure

chloroindole ring The presence of a chloroindole ring in the compound's molecular structure makes it a common building block in the synthesis of various pharmaceutical compounds, emphasizing its importance in medicinal chemistry and drug development.

Upstream product

• 27034-51-1 ethyl 6-chloro-1H-indole-2-carboxylate 
• 74-88-4 methyl iodide 
• 616-38-6 carbonic acid dimethyl ester 
• 540523-98-6 3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester 
• 71300-08-8 (4-chloro-2-nitro-phenyl)-pyruvic acid 
• 89-59-8 4-chloro-2-nitrotoluene 
• 16732-75-5 6-chloro-1H-indole-2-carboxylic acid 
• 80-48-8 methyl p-toluene sulfonate 
• 128672-31-1 Ethyl Pyruvate 2-(2-Chlorophenyl)methylhydrazone 

Downstream Products

• 220448-02-2 2-(7-chloro-3-phenyl-5-methyl-4-oxo-4,5-dihydro-3H-pyridazino[4,5-b]indol-1-yl)-N,N-dimethylacetamide 
• 220448-62-4 Ethyl 7-chloro-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino [4,5-b]indole-1-carboxylate 
• 287099-20-1 7-Chloro-N,N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide 
• 287099-16-5 7-Chloro-3-(3-chlorophenyl)-N,N,5-trimethyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide 
• 287099-30-3 ethyl 7-chloro-3-(3-chlorophenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate 

Relevant articles and documents

PYRIDAZINOINDOLE COMPOUNDS AND METHODS FOR PET IMAGING

Embodiments of the invention include a novel synthesis of the translocator protein (TSPO) ligands, and methods of imaging a molecular events. Also disclosed are compounds for treatment of diseases, including cancer.

Facile synthesis of SSR180575 and discovery of 7-chloro-N,N,5-trimethyl-4-oxo-3(6-[18F]fluoropyridin-2-yl)-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide, a potent pyridazinoindole ligand for PET imaging of TSPO in cancer

A novel synthesis of the translocator protein (TSPO) ligand 7-chloro-N,N,5-trimethyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide (SSR180575, 3) was achieved in four steps from commercially available starting materials. Focused structure-activity relationship development about the pyridazinoindole ring at the N3 position led to the discovery of 7-chloro-N,N,5-trimethyl-4-oxo-3(6-fluoropyridin-2-yl)-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide (14), a novel ligand of comparable affinity. Radiolabeling with fluorine-18 (18F) yielded 7-chloro-N,N,5-trimethyl-4-oxo-3(6-[18F]fluoropyridin-2-yl)-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetamide ([18F]-14) in high radiochemical yield and specific activity. In vivo studies of [18F]-14 revealed this agent as a promising probe for molecular imaging of glioma.

4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide derivatives, preparation and therapeutic use

4-Oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide derivatives having affinity for the peripheral benzodiazepine receptors are useful for the prevention or treatment of peripheral neuropathies and for the treatment of central neurogenerative disea