310455-61-9

Basic information

• Product Name: 3-(4-chlorobenzyl)-8-hydroxy-1,2,3,4-tetrahydrochromeno[3,4-c]pyridin-5-one
• Synonyms: 3-(4-chlorobenzyl)-8-hydroxy-1,2,3,4-tetrahydrochromeno[3,4-c]pyridin-5-one
• CAS NO: 310455-61-9
• Molecular Weight: 341.794
• Mol File: 310455-61-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(4-chlorobenzyl)-8-hydroxy-1,2,3,4-tetrahydrochromeno[3,4-c]pyridin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorobenzyl)-8-hydroxy-1,2,3,4-tetrahydrochromeno[3,4-c]pyridin-5-one(310455-61-9)
• EPA Substance Registry System: 3-(4-chlorobenzyl)-8-hydroxy-1,2,3,4-tetrahydrochromeno[3,4-c]pyridin-5-one(310455-61-9)

Safety Data

• Hazardous Substances Data: 310455-61-9(Hazardous Substances Data)

Upstream product

• 108-46-3 recorcinol 
• 71486-53-8 methyl 4-oxo-3-piperidinecarboxylate hydrochloride 
• 104-88-1 4-chlorobenzaldehyde 
• 193217-48-0 1,2,3,4-tetrahydro-8-hydroxychromeno[3,4-c]pyridin-5-one 

Relevant articles and documents

Synthesis of Two Dopamine D4 Receptor Ligands: 11C Labelled Chromeno[3,4-c]pyridin-5-ones

The synthesis of two 11C labelled chromeno[3,4-c]pyridin-5-ones for the visualisation of the dopamine D4 receptor subtype has been developed. The production entailed an (9-methylation of the O-desmethyl precursor with [11C]iodomethane in the presence of tetrabutylammonium hydroxide. Subsequent purification by RP-HPLC and formulation by tracer enrichment on a CIS Sep Pak provided a solution which was suitable for human iv injection. Specific activity of the tracer averaged 37 GBq/μmol at EOS and the radiochemical yields were 65 percent (decay-corrected, based on [11C]CH3I). Total activity obtained was 5.6 - 7.4 GBq. The preparations have been demonstrated to be chemically and radiochemically pure by HPLC.

Chromeno[3,4-c]pyridin-5-ones: Selective human dopamine D4 receptor antagonists as potential antipsychotic agents

The discovery of a series of chromeno[3,4-c]pyridin-5-ones with selective affinity for the dopamine D4 receptor is described. Target compounds were tested for binding to cloned human dopamine D2, D3 and D4 receptor subtypes expressed in Chinese hamster ovary (CHO) K-1 cells. Several compounds demonstrated single digit nanomolar K(i) values for binding to the D4 receptor with several hundred-fold selectivities toward the D2 and D3 receptors. A limited SAR study of this series is discussed. In a mitogenesis assay measuring [3H]thymidine uptake, the target compounds showed antagonist to weak, partial agonist activity at the D4 receptor, with intrinsic activities ranging from 0 to 35%. Compound 6, 3-benzyl-8-methyl-1,2,3,4- tetrahydrochromeno[3,4-c]pyridin-5-one, increased DOPA (L-3 4- dihydroxyphenylalanine) synthesis 84% in the hippocampus and 10% in the striatum of rat brain when dosed orally at 10 mg/kg.