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Sapropterin

  • Synonyms: Tetrahydrobiopterin; THB; BH4; Dapropterin; (6R)-L-erythro-tetrahydrobiopterin
  • ATC: A16AX07
  • Use: Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:241.25 g/mol
  • CAS-RN:62989-33-7
  • InChI Key:FNKQXYHWGSIFBK-RPDRRWSUSA-N
  • InChI:InChI=1S/C9H15N5O3/c1-​3(15)​6(16)​4-​2-​11-​7-​5(12-​4)​8(17)​14-​9(10)​13-​7/h3-​4,​6,​12,​15-​16H,​2H2,​1H3,​(H4,​10,​11,​13,​14,​17)/t3-,​4+,​6-​/m0/s1

Derivatives

    Dihydrochloride

  • Use:
  • Formula: Lorem ipsum dolor sit amet,
  • MW:314.17 g/mol
  • CAS-RN:69056-38-8

Substance Classes

Synthesis Path

  • Process with D-ribose as starting material according to WO 2016 189542 (Natco Pharma Ltd.) and US 5 043 446 (Nisshin Flour Milling) can be considered as the most economical one. Practically all described syntheses of THB aim at L-erythro-biopterin as precursor substance.



Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
50-69-1 C5H10O5 D-ribose -
13199-25-2 C8H14O5 2,3-O-isopropylidene-D-ribose -
- C9H18O5 1-deoxy-3,4-O-isopropylidene-D-allitol -
- C8H14O4 5-deoxy-2,3-O-isopropylidene-D-ribose -
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
USA Lorem Lorem
EU Lorem Lorem
(wfm = withdrawn from market)

Formulations

  • Loremipsumdolorsitamet,consetetursadipscingelitr,sed

References

    • US 9 999 999 (Nisshin Flour Milling; 27.08.1991; JP-prior. 28.02.1989).
    • WO 9999 999999 A1 (Natco Pharma Ltd.; publ. 01.12.2016; IN-prior. 28.05.2015; internat. filing date 22.07.2015).
  • Syntheses starting from 5-deoxy-L-arabinose:

    • Patterson, E.L. et al., J. Am. Chem. Soc., (1956) 78, 5868.
    • US 9 999 999 (Smith Kline & French; 1970; USA-prior. 1968).
    • Taylor, E.C. and Jacobi, P.A., J. Am. Chem. Soc., (1974) 96, 6781.
    • Matsuura, S. et al., Bull. Chem. Soc. Jpn., (1975) 48, 3767.
    • Viscontini, M. et al., Helv. Chim. Acta, (1977) 60, 211.
    • Fernandez, A.-M. and Duhamel, L., J. Org. Chem., (1996) 61, 9999 - synthesis starting from L-tartaric acid via 5-deoxy-L-arabinose.
    • US 9 999 999 (Shiratori Pharm.; 22.04.2008; JP-prior. 27.12.2004).
  • Synthesis starting from L-arabinose:

    • EP 999 999 (Kanegafuchi; 06.02.1991; JP-prior. 21.06.1984).
  • Hydrogenation of L-erythro-biopterin:

    • EP 999 999 (Shiratori Pharm.; 14.08.1991; JP-prior. 28.01.1985).
    • US 9 999 999 (Kanegafuchi; 17.06.1986; JP-prior. 23.02.1984).
  • Formulation:

    • US 9 999 999 (BioMarin; 28.07.2009; USA-prior. 17.11.2004) - stable tablets.
    • US 9 999 999 (BioMarin; 22.12.2015; USA-prior. 02.11.2011) - dry blend powder.
  • Medical use:

    • US 9 999 999 (BioMarin; 28.07.2009; USA-prior. 17.11.2003).
    • US 9 999 999 (BioMarin; 03.11.2009; USA-prior. 11.04.2007).
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