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Levosimendan

  • Synonyms: (R)-Simendan, (-)-OR 1259
  • ATC: C01CX08
  • Use: Lorem  Lorem  Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:280.29 g/mol
  • CAS-RN:141505-33-1
  • InChI Key:WHXMKTBCFHIYNQ-SECBINFHSA-N
  • InChI:InChI=1S/C14H12N6O/c1-9-6-13(21)19-20-14(9)10-2-4-11(5-3-10)17-18-12(7-15)8-16/h2-5,9,17H,6H2,1H3,(H,19,21)/t9-/m1/s1

Derivatives

    racemate

  • Formula: C14H12N6O
  • MW:280.29 g/mol
  • CAS-RN:131741-08-7

Substance Classes

Synthesis Path



















Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
5473-15-4 C12H13NO4 4-(4-acetamidophenyl)-4-oxobutanoic acid Benzenebutanoic acid, 4-(acetylamino)-γ-oxo-
103-84-4 C8H9NO acetanilide Acetamide, N-phenyl-
C19H26N2O4 β-[4-(acetylamino)benzoyl]-1-piperidinebutanoic acid methyl ester
120757-16-6 C14H15NO4 4-(acetylamino)-β-methylene-γ-oxobenzenebutanoic acid methyl ester
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem

Trade Names

Country Trade Name Vendor Annotation
EU Lorem Lorem
(wfm = withdrawn from market)

Formulations

  • Loremipsumdolorsit

References

  • a racemate resolution of III:

    • EP 999 999 (SmithKline & French; 14.1.1987; GB-prior. 5.7.1985).
    • WO 9 999 999 (Orion; appl. 3.1.1992; GB-prior. 3.1.1991).
    • WO 9 999 999 (Orion; appl. 27.3.1997; GB-prior. 27.3.1996).
  • treatment of III with malononitrile:

    • GB 9 999 999 (Orion; appl. 26.1.1990; GB-prior. 11.2.1989).
    • US 9 999 999 (Orion; 28.3.1991; GB-prior. 11.2.1989).
  • b enantioselective route:

    • Baine, N. H. et al.: J. Org. Chem. (JOCEAH) 56, 1963 (1991).
    • EP 999 999 (Lafon Lab.; 24.1.1985; F-prior. 14.10.1983).
  • preparation of optically active 3-aroylbutyric acid esters:

    • JP 99 999 999 (Mitsubishi Rayon Co.; 11.6.1996; J-prior. 28.11.1994).
  • (R)-(-)-2-chloropropionyl chloride:

    • Brown, H. C.: J. Am. Chem. Soc. (JACSAT) 60, 1325 (1938).
  • preparation of III:

    • Burpitt, B. E. et al.: J. Heterocycl. Chem. (JHTCAD) 25, 6, 1689 (1988).
    • US 9 999 999 (Ross; Curran; 17.7.1973; USA-prior. 8.6.1971).
  • alternative preparation of III:

    • Zhao, D. et al.: Dier Junyi Daxue Xuebao (DJXUE5) 23, 2, 215 (2002).
  • formulations for parenteral administration:

    • WO 9999 999999 (Abbott Lab.; 10.7.2008; appl. 12.12.2007; USA-prior. 28.12.2006).
  • use in the treatment of motor neuron diseases (e.g. ALS):

    • WO 2016 059287 (Orion Corp.; 21.4.2016; appl. 14.10.2015; FI-prior. 15.10.2014).