CIS-ENTACAPONE Chemical Properties

Melting point:

142-144°C

Boiling point:

526.6±50.0 °C(Predicted)

Density 

1.392±0.06 g/cm3(Predicted)

storage temp. 

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

solubility 

Dichloromethane (Slightly), Methanol (Slightly)

pka

5.15±0.50(Predicted)

color 

Yellow to Orange

Safety Information

HS Code 

2926900005

CIS-ENTACAPONE Usage And Synthesis

Description

cis-Entacapone is a metabolite of the catechol-O-methyltransferase (COMT) inhibitor entacapone . It is also a potential impurity found in commercial preparations of entacapone and a degradant of entacapone formed by UV light exposure.

Chemical Properties

Orange Solid

Uses

cis-Entacapone (Entacapone EP Impurity A) is the (Z)-Isomer of Entacapone polymorphic form B. Antiparkinsonian.

Definition

ChEBI: 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide is a hydroxycinnamic acid.

References

[1] T WIKBERG. Identification of major metabolites of the catechol-O-methyltransferase inhibitor entacapone in rats and humans.[J]. Drug Metabolism and Disposition, 1993, 21 1: 81-92.
[2] S. SARAVANAN R S. METHOD DEVELOPMENT AND VALIDATION FOR DETERMINATION OF IMPURITIES IN DEFERASIROX BY RP-HPLC TECHNIQUE[J]. Journal of Drug Delivery and Therapeutics, 2012, 34 1. DOI: 10.22270/jddt.v2i3.128
[3] NADEJDA SOUKHOVA. Development of characterization methods for entacapone in a pharmaceutical bulk[J]. Journal of pharmaceutical and biomedical analysis, 2011, 54 4: Pages 860-865. DOI: 10.1016/j.jpba.2010.10.019

CIS-ENTACAPONE(145195-63-7)Related Product Information

• Entacapone EP IMpurity B
• (alphaE)-alpha-[(3,4-Dihydroxy-5-nitrophenyl)methylene]-beta-oxo-1-piperidinepropanenitrile
• (2E)-2-Cyano-3-(3-ethoxy-4-hydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide
• Entacapone
• 3,5-DINITROCATECHOL
• Entacapone EP Impurity G
• (E/Z)-3-O-Methyl Entacapone
• (E)-3-O-Methyl Entacapone
• TYRPHOSTIN AG 1290
• 3,4-Dihydroxy-5-Nitrobenzoic Acid
• Entacapone EP IMpurity I
• 3-Nitro-4,5-dihydroxybenzaldehyde
• 2-Propenamide, 2-cyano-3-(3,4-dihydroxyphenyl)-N,N-diethyl-, (2E)-
• Entacapone Impurity 13
• Entacapone 3-b-D-Glucuronide
• 6-Methoxy-2,4-dinitrophenol
• Entacapone Impurity 4
• Entacapone Impurity 10