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Sitagliptin phosphate

  • Synonyms: MK-431, 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate
  • ATC: A10BH01
  • Use: Lorem  Lorem  Lorem  Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:505.31 g/mol
  • CAS-RN:654671-78-0
  • InChI Key:SHWZYHNHAUKDOV-KLQYNRQASA-N
  • InChI:InChI=1S/C16H15F6N5O.HO4P.H2/c17-​10-​6-​12(19)​11(18)​4-​8(10)​3-​9(23)​5-​14(28)​26-​1-​2-​27-​13(7-​26)​24-​25-​15(27)​16(20,​21)​22;1-​4-​5(2)​3;/h4,​6,​9H,​1-​3,​5,​7,​23H2;1H;1H/t9-​;;/m1../s1

Derivatives

    Monohydrate

  • Use:
  • Formula: Lorem ipsum dolor sit amet,
  • MW:523.33 g/mol
  • CAS-RN:654671-77-9
  • InChI Key:GQPYTJVDPQTBQC-KLQYNRQASA-N
  • InChI:InChI=1S/C16H15F6N5O.H3O4P.H2O/c17-​10-​6-​12(19)​11(18)​4-​8(10)​3-​9(23)​5-​14(28)​26-​1-​2-​27-​13(7-​26)​24-​25-​15(27)​16(20,​21)​22;1-​5(2,​3)​4;/h4,​6,​9H,​1-​3,​5,​7,​23H2;(H3,​1,​2,​3,​4);1H2/t9-​;;/m1../s1

    Sitagliptin (free base)

  • Use:
  • Formula: Lorem ipsum dolor sit amet,
  • MW:407.32 g/mol
  • CAS-RN:486460-32-6
  • InChI Key:MFFMDFFZMYYVKS-SECBINFHSA-N
  • InChI:InChI=1S/C16H15F6N5O/c17-​10-​6-​12(19)​11(18)​4-​8(10)​3-​9(23)​5-​14(28)​26-​1-​2-​27-​13(7-​26)​24-​25-​15(27)​16(20,​21)​22/h4,​6,​9H,​1-​3,​5,​7,​23H2/t9-​/m1/s1

Substance Classes

Enzymes

Synthesis Path


















Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
6485-52-5 C8H10N2O S)-α-aminobenzeneacetamide -
767340-03-4 C16H13F6N5O 7-[(2Z)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)-2-butenyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine -
24424-99-5 C10H18O5 bis(1,1-dimethylethyl) dicarbonate Dicarbonic acid, bis(1,1-dimethylethyl) ester
24424-99-5 C10H18O5 Boc-O-Boc Dicarbonic acid, bis(1,1-dimethylethyl) 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
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
USA Lorem Lorem
Lorem Lorem comb. with metformin
EU Lorem Lorem D
Lorem Lorem comb. with metformin
(wfm = withdrawn from market)

Formulations

  • Loremipsumdolorsitamet,consetetursadipscingelitr,seddiamnonumyeirmodtemporinviduntut

References

    • a) Kim, D. et al., J. Med. Chem., (2005) 48, 141-151.
    • WO 9999 999 999 A1 (Merck & Co., 16.01.2003; USA-prior. 06.07.2001).
    • US 9 999 999 B2 (Merck & Co., 02.03.2004; USA-prior. 06.07.2001, 05.07.2002).
    • US 9 999 999 B2 (Merck & Co., 24.10.2006; USA-prior. 06.07.2001, 05.07.2002).
    • US 9 999 999 B2 (Merck & Co., 01.05.2012; USA-prior. 06.07.2001, 05.07.2002, 07.08.2006, 27.01.2010).
    • US 9 999 999 B2 (Merck & Co., 14.05.2013; USA-prior. 06.07.2001, 05.07.2002, 07.08.2006, 27.01.2010, 14.04.2011).
    • EP 9 999 999 A1 (Merck & Co., 16.06.2010; USA-prior. 06.07.2001).
    • b) Hansen, K. B. et al., Org. Process Res. Dev., (2005) 9, 634-639.
    • c) Hansen, K. B. et al., J. Am. Chem. Soc., (2009) 131, 8798-8804.
    • US 9 999 999 B2 (Merck & Co., 05.02.2008; USA-prior. 24.06.2003, 23.06.2004).
    • US 9 999 999 B2 (Merck & Co., 23.12.2008; USA-prior. 19.03.2003, 15.03.2004).
    • d) Savile, C. K. et al., Science, (2010) 329, 305-309.
    • US 9 999 999 B2 (Codexis, 23.10.2012; USA-prior. 26.02.2009, 26.02.2010).
    • US 9 999 999 B2 (Codexis, 18.11.2014; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012).
    • US 9 999 999 B2 (Codexis, 30.12.2014; USA-prior. 26.02.2009. 26.02.2010).
    • US 9 999 999 B2 (Codexis, 15.09.2015; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014).
    • US 9 999 999 B2 (Codexis, 31.05.2016; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014, 05.08.2015).
    • US 9 999 999 B2 (Codexis, 24.01.2017; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014, 05.08.2015, 28.04.2016).
    • US 9 999 999 B2 (Codexis, 16.04.2018; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014, 05.08.2015, 28.04.2016, 13.12.2016).
    • US 99 999 999 B2 (Codexis, 24.12.2018; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014, 05.08.2015, 28.04.2016, 13.12.2016, 08.03.2018).
    • US 99 999 999 B2 (Codexis, 14.04.2020; USA-prior. 26.02.2009, 26.02.2010, 05.09.2012, 20.10.2014, 05.08.2015, 28.04.2016, 13.12.2016, 08.03.2018, 19.11.2018).
    • e) and f) WO 9999 999 999 (Merck & Co., 07.10.2004; USA-prior.24.03.2003, 15.10.2003).
  • Phosphate:

    • US 9 999 999 B2 (Merck & Co., 05.02.2008; USA-prior. 24.06.2003, 23.06.2004).
  • Immobilized transaminase:

    • US 9 999 999 (Merck & Co., 20.12.2016; USA-prior. 28.02.2013, 24.02.2014).
    • US appln. 2014/0 999 413, publ. 17.04.2014; USA-prior. 24.06.2011, 18.06.2012).
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