158577-01-6

Basic information

• Product Name: 1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid
• Synonyms: 1-Isopropyl-2-oxo-1,2-dihydroquinoline-3-carboxylicacid
• CAS NO: 158577-01-6
• Molecular Formula: C₁₃H₁₃NO₃
• Molecular Weight: 231.24722
• Mol File: 158577-01-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 178-180 °C
• Boiling Point: 354.8±41.0 °C(Predicted)
• Appearance: /
• Density: 1.288±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.35±0.20(Predicted)
• CAS DataBase Reference: 1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid(158577-01-6)
• EPA Substance Registry System: 1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid(158577-01-6)

Safety Data

• Hazardous Substances Data: 158577-01-6(Hazardous Substances Data)

Usage

General Description

1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid is a complex chemical compound with molecular formula C15H15NO3. 1-Isopropyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid is organic and falls under the classification of quinolines - a large class of compounds that possess a fused pyridine and benzene ring. The structure of this compound involves an isopropyl group attached to a quinoline ring which has been modified with both a carboxylic acid and a ketone functional group. It has unusual chemical properties due to this unique structure. As of now, no specific applications or uses for this compound have been extensively documented, indicating that it might be primarily used in research.

Upstream product

• 103718-15-6 2-(isopropylamino)benzaldehyde 
• 531-81-7 2-oxo-2H-chromene-3-carboxylic acid 
• 75-31-0 isopropylamine 
• 64-19-7 acetic acid 
• 107-15-3 ethylenediamine 
• 110-89-4 piperidine 
• 552-89-6 2-nitro-benzaldehyde 
• 85870-47-9 1,2-dihydro-2-oxo-3-quinolinecarboxylic acid,ethyl ester 
• 17422-56-9 diethyl 2-(2-nitrobenzylidene)malonate 
• 5226-51-7 2,2-dimethyl-1,4-dihydro-2H-3,1-benzoxazine 
• 5344-90-1 2-Aminobenzyl alcohol 
• 158577-00-5 ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate 
• 2033-24-1 cycl-isopropylidene malonate 
• 106898-71-9 2-isopropylaminobenzyl alcohol 

Downstream Products

• 866933-46-2 Velusetrag 
• 174486-39-6 endo-N-(8-(3-hydroxypropyl)-8-azabicyclo[3.2.1]oct-3-yl)-1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxamide 
• 174486-39-6 N-(endo-8-(3-hydroxy)propyl-8-azabicyclo[3.2.1]oct-3-yl)-1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxamide 

Relevant articles and documents

Synthesis and evaluation of novel 2-oxo-1,2-dihydro-3-quinolinecarboxamide derivatives as serotonin 5-HT4 receptor agonists

A series of N-azabicycloalkyl-1-alkyl-2-oxo-1,2-dihydro-3-quinolinecarboxamides were synthesized and tested for serotonin 5-HT4 receptor-stimulating effects in the regulation of electrically-evoked contraction in guinea pig muscle. Among them, N-azabicycloalkyl-1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxamide (8c, 9c, 10c, 11c, 12c) exhibited potent serotonin 5-HT4 receptor-stimulating activity. The most potent compound, N-(endo-8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-1-isopropyl-2-oxo-1,2-dihydro-3 -quinolinecarboxamide (8c, ED50= 36.3 nM), was seven times as active as cisapride, while 8c had no affinity for 5-HT,1A, 5-HT1D, D2, muscarinic M2 or muscarinic M3 receptors even at 10 μM. Compound 8c stimulated digestive tract motility in conscious fed dogs (1.0 mg/kg p.o.).

Prokinetic agent for bowel preparation

The invention provides methods of bowel preparation before a diagnostic, surgical or therapeutic procedure, in particular, bowel preparation before a colonoscopy procedure, using a 5-HT4 receptor agonist as a prokinetic agent.

5-HT4 receptor agonist compounds

The invention provides novel quinolinone-carboxamide 5-HT4 receptor agonist compounds. The invention also provides pharmaceutical compositions comprising such compounds, methods of using such compounds to treat diseases associated with 5-HT4 receptor activity, and processes and intermediates useful for preparing such compounds.