220448-02-2

Basic information

• Product Name: 2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE
• Synonyms: 7-chloro-4,5-dihydro-N,N,5-trimethyl-4-oxo-3-phenyl-3H-Pyridazino[4,5-b]indole-1-acetamide;2-(7-Chloro-5-methyl-4-oxo-3-phenyl-4,5-dihydro-3H-pyridazino[4,5-b]indol-1-yl)-N,N-dimethylac;2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE;2-(7-Chloro-5-methyl-4-oxo-3-phenyl-4,5-dihydro-3H-pyridazino[4,5-b]indol-1-yl)-N,N-dimethylaceta
• CAS NO: 220448-02-2
• Molecular Formula: C21H19ClN4O2
• Molecular Weight: 394.85416
• Mol File: 220448-02-2.mol

Chemical Properties

• Boiling Point: 612.238°C at 760 mmHg
• Flash Point: 324.07°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE(220448-02-2)
• EPA Substance Registry System: 2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE(220448-02-2)

Safety Data

• Hazardous Substances Data: 220448-02-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE is used as a potential pharmaceutical candidate for drug development due to its unique molecular structure and properties. Its synthesis and study could provide insights into its potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE is used as a compound of interest for the design and synthesis of new drugs. Its unique structure may offer novel binding interactions with biological targets, leading to the development of innovative therapeutic agents.
Used in Biological Research:
2-(7-CHLORO-5-METHYL-4-OXO-3-PHENYL-4,5-DIHYDRO-3H-PYRIDAZINO[4,5-B]INDOL-1-YL)-N,N-DIMETHYLACETAMIDE is utilized in biological research as a tool to study the interactions between small molecules and biological systems. Its unique structure may provide insights into the mechanisms of action, selectivity, and potential applications in various biological processes and diseases.

InChI:InChI=1/C21H19ClN4O2/c1-24(2)18(27)12-16-19-15-10-9-13(22)11-17(15)25(3)20(19)21(28)26(23-16)14-7-5-4-6-8-14/h4-11H,12H2,1-3H3

Upstream product

• 220448-66-8 methyl 7-chloro-5-methyl-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetate 
• 506-59-2 N,N-dimethylammonium chloride 
• 100-63-0 phenylhydrazine 
• 43142-81-0 ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate 
• 27034-51-1 ethyl 6-chloro-1H-indole-2-carboxylate 

Relevant articles and documents

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.

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.

Use of pyridazino[4,5-b]indole-1-acetamide derivatives for preparing medicines for treating diseases related to the dysfunction of peripheral benzodiazepin receptors

Pyridazino[4,5-b]indole-1-acetamide derivatives for the prevention or treatment of diseases linked to the dysfunctioning of peripheral-type benzodiazepine receptors.