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CAS No 130929-57-6 , (E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide

  • Name: (E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
  • Synonyms: (E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide; Entacapona; Entacapona [INN-Spanish]; Entacaponum; OR-611;Comtan; Entacaponum [INN-Latin]; Entacapone [USAN:INN]; Comtess;
  • CAS Registry Number:
  • Melting Point: 162-163ºC
  • Flash Point: 272.3 ºC
  • Boiling Point: 526.6 ºC
  • Density: 1.392 g/cm3
  • Flash Point: 272.3 ºC
  • Molecular Weight: 305.286
  • InchiKey: JRURYQJSLYLRLN-BJMVGYQFSA-N
  • InChI: InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12
    (18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+
  • Molecular Formula: C14H15N3O5
  • Molecular Structure:CAS No:130929-57-6 (E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide

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References of (E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
Title: Entacapone
CAS Registry Number: 130929-57-6
CAS Name: (2E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide
Synonyms: (E)-a-cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide; (E)-2-cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide
Manufacturers' Codes: OR-611
Trademarks: Comtan (Orion); Comtess (Orion)
Molecular Formula: C14H15N3O5
Molecular Weight: 305.29
Percent Composition: C 55.08%, H 4.95%, N 13.76%, O 26.20%
Literature References: Peripherally acting inhibitor of catechol-O-methyl transferase (COMT), an enzyme involved in the metabolism of catecholamine neurotransmitters and related drugs. Prepn (stereochemistry unspecified): R. J. B?ckstr?m et al., DE 3740383; eidem, US 5446194 (1988, 1995 both to Orion). Prepn of (E)-isomer: A. K. Pippuri et al., EP 426468; eidem, US 5135950 (1991, 1992 both to Orion). Pharmacology: E. Nissinen et al., Arch. Pharmacol. 346, 262 (1992). LC determn in plasma and urine: M. Karlsson, T. Wikberg, J. Pharm. Biomed. Anal. 10, 593 (1992). Identification of metabolites: T. Wikberg et al., Eur. J. Drug Metab. Pharmacokinet. 18, 359 (1993). Clinical pharmacokinetics: T. Ker?nen et al., Eur. J. Clin. Pharmacol. 46, 151 (1994). Clinical effect on levodopa bioavailability in Parkinson's disease: H. M. Routtinen, U. K. Rinne, J. Neurol. Neurosurg. Psychiatry 60, 36 (1996).
Properties: Crystals from acetic acid + HCl, mp 162-163°. pKa ~4.5.
Melting point: mp 162-163°
pKa: pKa ~4.5
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; COMT Inhibitor.