88349-61-5

Basic information

• Product Name: 4-ethoxy-3-(4-pyridyl)-3-buten-2-one
• Synonyms: 4-ethoxy-3-(4-pyridyl)-3-buten-2-one;Einecs 289-405-3;(E)-4-ethoxy-3-pyridin-4-ylbut-3-en-2-one;Milrinone Impurity 11;Milrinone Impurity H
• CAS NO: 88349-61-5
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.22642
• EINECS: 289-405-3
• Mol File: 88349-61-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 358.4°C at 760 mmHg
• Flash Point: 170.6°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 2.54E-05mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 4-ethoxy-3-(4-pyridyl)-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ethoxy-3-(4-pyridyl)-3-buten-2-one(88349-61-5)
• EPA Substance Registry System: 4-ethoxy-3-(4-pyridyl)-3-buten-2-one(88349-61-5)

Safety Data

• Hazardous Substances Data: 88349-61-5(Hazardous Substances Data)

Usage

Uses

4-Ethoxy-3-(4-pyridinyl)-3-buten-2-one (Milrinone Impurity 11) is an impurity of Milrinone (M344680), a selective phosphodiesterase inhibitor with vasodilating and positive inotropic activity. Cardiotonic.

InChI:InChI=1/C11H13NO2/c1-3-14-8-11(9(2)13)10-4-6-12-7-5-10/h4-8H,3H2,1-2H3/b11-8+

Upstream product

• 6304-16-1 pyridin-4-yl-propan-2-one 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 78415-72-2 1,6-dihydro-2-methyl-6-oxo-(3,4'-bipyridine)-5-carbonitrile 
• 116228-69-4 3-Cyan-6-methyl-5-(pyrid-4-yl)-1,2-dihydro-pyrid-2-thion 

Relevant articles and documents

Potential cardiotonic agents. 4. Synthesis, cardiovascular activity, molecular and crystal structure of 5-phenyl- and 4-(4-pyridinyl)-substituted 2(1H)-pyridinethiones

Cyclisation of the vinylogous amidinium salt 1 or the 4-ethoxy- and 4-morpholino-3-butene-2-ones, respectively, 4 and 6 with cyano-thioacetamide yielded the 5-(4-pyridinyl)-, 6-methyl-5-(4-pyridinyl)- and 6-methyl-5-phenyl-, respectively, substituted 3-cyano-2(1H)-pyridinethiones 3, 5 and 7. The 2(1H)-pyridinethiones 3, 5 and 7a as well as the in 3-position unsubstituted or carbamoyl substituted derivatives 8 and 9 were obtained from the corresponding 2-chloro-pyridines and potassium sulfide, too. Especially compound 5 showed remarkable positive inotropic potency and, additionally, vasodilator activity. The molecular and crystal structure of 5 have been determines by X-ray structure analysis. Based on the molecular structure charge distribution and electrostatic potential were evaluated. The results are discussed in comparison with those of milrinone.