148489-98-9

Basic information

• Product Name: 2-(4-methoxy-phenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline
• Synonyms: 2-(4-methoxy-phenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline
• CAS NO: 148489-98-9
• Molecular Weight: 466.626
• Mol File: 148489-98-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxy-phenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxy-phenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline(148489-98-9)
• EPA Substance Registry System: 2-(4-methoxy-phenyl)-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline(148489-98-9)

Safety Data

• Hazardous Substances Data: 148489-98-9(Hazardous Substances Data)

Upstream product

• 34803-67-3 N-(4-methylpyridin-2-yl)-piperazine 

Relevant articles and documents

Synthesis, Structure-Activity Relationships, and Pharmacological Evalaution of Pyrroloquinoline Derivatives: Potent Histamine and Platelet Activating Factor Antagonism and 5-Lipoxygenase Inhitory Properties. Potential Therapeutic Application in Asthma

A series of pyrroloquinoline derivatives was synthesized and evaluated for their in vitro and in vivo activities against histamine, platelet activating factor (PAF), and leukotrienes which are recognized to be of importance in asthma.The structure-activity relationship studies have shown that the optimum moiety on the 1-position of the pyrroloquinoline nucleus is a 2-ethyl chain in conjuction with a methyl group on the 2-position for potent antagonism of both histamine and PAF.The introduction of substituents on the 8- and 4-positions was also investigated in order to increase the potency of 5-lipoxygenase inhibition while retaining or improving the activities against histamine and PAF.This series is exemplified by 4-n-butyl-5,6-dihydro-8-hydroxy-2-methyl-1-ethyl>-4H-pyrroloquinoline (24, KC 11404) which was found to be active against all three of the selected mediators.Compound 24 was found to be orally active in guinea pig models against the histaminic phase of antigen-induced bronchospasm and PAF-induced bronchoconstriction (ED50=1.9 and 2.1 μmol/kg, respectively).When tested against the leukotriene-dependent phase of the antigen-induced bronchoconstriction, compound 24 showed the same potency as zileuton.