4875-41-6

Basic information

• Product Name: 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine
• Synonyms: 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine;4-(4-Chlorophenyl)-3H,4H,5H,6H,7H-imidazo[4,5-c]pyridine
• CAS NO: 4875-41-6
• Molecular Formula: C₁₂H₁₂ClN₃
• Molecular Weight: 233.69678
• Mol File: 4875-41-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 460.9°Cat760mmHg
• Flash Point: 232.5°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 1.12E-08mmHg at 25°C
• Refractive Index: 1.625
• CAS DataBase Reference: 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine(4875-41-6)
• EPA Substance Registry System: 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine(4875-41-6)

Safety Data

• Hazardous Substances Data: 4875-41-6(Hazardous Substances Data)

Usage

General Description

4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine is a chemical compound that belongs to the class of tetrahydroimidazopyridines. It is a heterocyclic compound with a tetrahydropyridine ring fused to an imidazole ring, and a 4-chlorophenyl group attached to one of the carbon atoms. 4-(4-chlorophenyl)tetrahydroimidazo[4,5-c]pyridine has been studied for its potential pharmaceutical properties, including its ability to act as a GABA receptor agonist, which may have implications for its use in the treatment of conditions such as anxiety, depression, and epilepsy. Additionally, it has been investigated for its potential as a ligand for different receptors and enzymes, which makes it an interesting target for medicinal chemistry and drug development. Its unique structure and potential pharmacological properties make it a compound of interest in the field of medicinal chemistry and drug development.

InChI:InChI=1/C12H12ClN3/c13-9-3-1-8(2-4-9)11-12-10(5-6-14-11)15-7-16-12/h1-4,7,11,14H,5-6H2,(H,15,16)

Upstream product

• 55-36-7 histamine dihydrochloride 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 126036-44-0 5-methyl-4-(4-chlorophenyl)-4,5,6,7-tetrahydro-1H-imidazo<4.5-c>pyridine 
• 126036-50-8 5-benzoyl-4-(4-chlorophenyl)-4,5,6,7-tetrahydro-1H-imidazo<4.5-c>pyridine 

Relevant articles and documents

α-Carbonic anhydrases are strongly activated by spinaceamine derivatives

A series of 4-substituted-spinaceamine (4,5,6,7-tetrahydro-imidazolo[4,5-c]pyridine) were prepared from histamine and aromatic aldehydes Schiff bases, and investigated as activators of four human (h) carbonic anhydrase (CA, EC 4.2.1.1) isoforms, the cytosolic hCA I, II and VII, and the membrane-associated hCA IV. All isoforms were effectively activated by the new derivatives, and the nature of the moiety in position 4 of the bicyclic system was the factor influencing activation properties against all isoforms. For hCA I, these compounds showed KAs in the range of 2.52–21.5 μM, the most effective activator being 4-(2-hydroxyphenyl)-spinaceamine. For hCA II the activation constants ranged between 0.60 and 17.2 μM, with 4-(2,3,5,6-tetrafluorophenyl)- spinaceamine the best activator. Affinity for hCA IV was in the range of 0.52–63.8 μM, and the same compound as for hCA II was the most effective activator. The most sensitive isoform for activation was the brain-associated hCA VII, for which KAs in the range of 82 nM–4.26 μM were observed. Effective hCA VII activators were the (2-bromophenyl)-, 2,3,5,6-tetrafluorophenyl- and furyl-substituted spineaceamines (KAs of 82–95 nM). As CA activators may have pharmacologic applications in various fields, this work provides interesting derivatives for further studies.