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CIS-ENTACAPONE

Product Name
CIS-ENTACAPONE
CAS No.
145195-63-7
Chemical Name
CIS-ENTACAPONE
Synonyms
CIS-ENTACAPONE;(Z)-Entacapone;Entacapen impurity A;Entacapone-d10 (cis);Entacapone impurity A;Entacapone impurity A -I;Entacapone EP IMpurity A;Entacapone impurity A CRS;Entacapone Related CoMpound A;Z Entacapone/ EP impurity A/RC A
CBNumber
CB7334326
Molecular Formula
C14H15N3O5
Formula Weight
305.29
MOL File
145195-63-7.mol
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CIS-ENTACAPONE Property

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
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Safety

HS Code 
2926900005
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001250
Product name
Entacapone impurity A
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
10 mg
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR3444
Product name
Entacapone Related Compound A
Purity
certified reference material, pharmaceutical secondary standard
Packaging
50 mg
Price
$570
Updated
2025/07/31
Sigma-Aldrich
Product number
1235944
Product name
Entacapone impurity A
Packaging
25mg
Price
$1200
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0001250
Product name
Entacapone impurity A
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001250
Price
$89.2
Updated
2024/03/01
Cayman Chemical
Product number
28046
Product name
cis-Entacapone
Packaging
1mg
Price
$121
Updated
2024/03/01
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CIS-ENTACAPONE Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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145195-63-7, CIS-ENTACAPONERelated Search:


  • (2Z)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide
  • (Z)-Entacapone
  • CIS-ENTACAPONE
  • Entacapone impurity A -I
  • (Z)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
  • Entacapone Impurity 17(Entacapone EP Impurity A)
  • Entacapone Related Compound A (25 mg) ((Z)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide)
  • Entacapone EP IMpurity A
  • Entacapone Related CoMpound A
  • Entacapone impurity A
  • Entacapone Impurity 1(Entacapone EP Impurity A)
  • Entacapone EP Impurity A (cis-Entacapone)
  • Entacapone impurity A CRS
  • (2Z)-2-Cyano-3-(3,4-dihydroxy-5-nit
  • 2-Propenamide, 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-, (2Z)-
  • Entacapen impurity A
  • Z Entacapone/ EP impurity A/RC A
  • (Z)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide
  • Entacapone-d10 (cis)
  • Entacapone Related Compound A ((Z)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylacrylamide) (1235944)
  • (2Z)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
  • Entacapone USP Related Compound A
  • Entacapone Z-isomer / Entacapone Related Compound-A / Entacapone EP Impurity-A
  • Entacapone EP Impurity A (Entacapone USP Related Compound A, cis-Entacapone)
  • 145195-63-7
  • C14H15N3O5
  • Intermediates & Fine Chemicals
  • Pharmaceuticals