106730-54-5

Basic information

• Product Name: Olprinone
• Synonyms: 5-(Imidazo[1,2-a]pyridine-6-yl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile;Olprinone [inn];1,2-dihydro-5-imidazo(1,2-alpha)pyridin-6-yl-6-methyl-2-oxonicotinonitrile;5-(1,7-diazabicyclo[4.3.0]nona-2,4,6,8-tetraen-3-yl)-6-methyl-2-oxo-1h-pyridine-3-carbonitrile;OLPRINONE;LOPRINONE;Olprinone(Loprinone);1，2-Dihydro-5-imidazo[1，2-α]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile
• CAS NO: 106730-54-5
• Molecular Formula: C₁₄H₁₀N₄O
• Molecular Weight: 250.26
• Mol File: 106730-54-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: >300°
• Appearance: /
• Density: 1.346 g/cm³
• Refractive Index: 1.702
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: 6.59±0.10(Predicted)
• CAS DataBase Reference: Olprinone(CAS DataBase Reference)
• NIST Chemistry Reference: Olprinone(106730-54-5)
• EPA Substance Registry System: Olprinone(106730-54-5)

Safety Data

• Hazardous Substances Data: 106730-54-5(Hazardous Substances Data)

Usage

General Description

Olprinone is a phosphodiesterase III inhibitor that is used as a potential treatment for heart failure. It works by increasing the levels of cyclic adenosine monophosphate (cAMP) in the heart and blood vessels, leading to vasodilation and positive inotropic effects. This can help to improve cardiac function and increase cardiac output in patients with heart failure. Olprinone has also been shown to have anti-inflammatory and anti-platelet effects, making it a potentially useful medication for patients with various cardiovascular conditions. However, its use is associated with potential side effects such as hypotension, arrhythmias, and thrombocytopenia, so it should be carefully monitored and used with caution in appropriate patients.

InChI:InChI=1/C14H10N4O/c1-9-12(6-11(7-15)14(19)17-9)10-2-3-13-16-4-5-18(13)8-10/h2-6,8H,1H3,(H,17,19)

Upstream product

• 106730-70-5 4-dimethylamino-3-(6-imidazo<1,2-a>pyridinyl)-3-buten-2-one 
• 107-91-5 cyanoacetic acid amide 
• 4241-27-4 1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile 
• 913835-63-9 (imidazo[1,2-a]pyridin-6-yl)boronic acid 
• 84725-13-3 5-bromo-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile 
• 6188-23-4 6-bromoimidazo[1,2-a]pyridine 
• 116355-21-6 6-(2-nitro-1-propenyl)imidazo<1,2-a>pyridine 
• 136117-69-6 methyl 6-imidazo<1,2-a>pyridinecarboxylate 
• 116355-08-9 1-imidazo<1,2-a>pyridin-6-yl-2-propanone 
• 116355-20-5 6-(2-methyl-2-propenyl)imidazo<1,2-a>pyridine 
• 116355-16-9 6-imidazo<1,2-a>pyridinecarboxaldehyde 
• 36052-24-1 methyl 6-aminonicotinoate 
• 1072-97-5 5-bromo-2-pyridylamine 

Downstream Products

• 119615-63-3 1,2-dihydro-6-methyl-2-oxo-5-(imidazo[1,2-a]pyridin-6-yl)-3-pyridine carbonitrile hydrochloride 
• 141480-73-1 2-benzyloxy-5-(2,3-dihydro-2-oxoimidazo<1,2-a>pyridin-6-yl)-6-methyl-3-pyridinecarbonitrile hydrobromide 
• 141354-41-8 2-{6'-Benzyloxy-5'-cyano-2'-methyl-6-[(E)-toluene-4-sulfonylimino]-6H-[3,3']bipyridinyl-1-yl}-acetamide 
• 141354-42-9 2-benzyloxy-<2-(trifluoroacetylamino)imidazo<1,2-a>pyridin-6-yl>-6-methyl-3-pyridinecarbonitrile 
• 141354-40-7 2-benzyloxy-6-methyl-5-<2-(4-methylbenzenesulfonylamino)pyridin-5-yl>-3-pyridinecarbonitrile 
• 141354-51-0 6-(6-Benzyloxy-5-cyano-2-methyl-pyridin-3-yl)-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester 
• 141354-39-4 2-benzyloxy-5-(2-bromoacetylaminopyridin-5-yl)-6-methyl-3-pyridinecarbonitrile 
• 141354-43-0 5-(2-aminoimidazo<1,2-a>pyridin-6-yl)-2-benzyloxy-6-methyl-3-pyridinecarbonitrile 
• 141354-58-7 5-(2-acetylaminopyridin-5-yl)-2-benzyloxy-6-methyl-3-pyridinecarbonitrile 
• 141354-46-3 2-benzyloxy-5-imidazo<1,2-a>pyridin-6-yl-6-methyl-3-pyridinecarbonitrile 
• 141354-49-6 2-benzyloxy-5-(2-formylaminopyridin-5-yl)-6-methyl-3-pyridinecarbonitrile 
• 141354-57-6 5-(2-aminopyridin-5-yl)-2-benzyloxy-6-methyl-3-pyridinecarbonitrile 
• 141354-29-2 5-(2-aminopyridin-5-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile 
• 143951-69-3 2-<3-<<2-(3,4-dimethoxyphenyl)ethyl>methylamino>propyl>-5-imidazo<1,2-a>pyridin-6-yl-6-methyl-3-pyridinecarbonitrile 

Related news

Effect of Olprinone (cas 106730-54-5) on ischemia-reperfusion induced myocardial injury in rats08/01/2019

AimsThis study investigated the effect of olprinone on ischemia-reperfusion (I/R) induced cardiac injury, and the underlying mechanism.detailed

Relevant articles and documents

Olprinone hydrochloride compound preparation method

The invention discloses an olprinone hydrochloride compound preparation method. 6-bromoimidazo[1,2-a]pyridine is used as a starting material to prepare an olprinone hydrochloride compound through Grignard reaction, ozone oxidation, additive reaction, closed-loop reaction, salification and refining. The preparation process is mild in reaction condition, technically stable, high in repeatability andproduct yield, less in impurity and suitable for industrial production.

Imidazo[1,2-a]pyridines. Synthesis and inotropic activity of new 5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinone derivatives

A series of 1,2-dihydro-5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinones was synthesized and evaluated for positive inotropic activity. 1,2-Dihydro-5-imidazo[1,2-a]pyridin-6-yl-6-methyl-2-oxo-3- pyridinecarbonitrile (11a) hydrochloride monohydrate (E-1020) was found to be a potent and selective inhibitor of phosphodiesterase III and a long-acting, potent, orally active positive inotropic agent. Additional imidazo[1,2-a]pyridin-2-yl (3a), -3-yl (16), -7-yl (20) and -8-yl (24a) compounds were also prepared. Altering the pyridine substitution from the 2-position to the 6-position produced a 2-fold increase in the i.v. cardiotonic potency (ED50) from 52 to 23 μg/kg, while substitution at the 3-, 7- or 8-position reduced potency. In the 2-positional isomers, introduction of halogen groups enhanced the activity and 3-chloro-1,2-dihydro-5-(6-fluoroimidazo[1,2-a]pyridin-2-yl)-6-methyl-2(1H)- pyridinone (3a) was the most potent (i.v. ED50 11 μg/kg) in this seris. E-1020 is presently under development for the treatment of congestive heart failure.