Sitagliptin

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Names

[ CAS No. ]:
486460-32-6

[ Name ]:
Sitagliptin

[Synonym ]:
(3R)-3-Amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
Janumet
(2R)-4-oxo-4-[3-(trifluorométhyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophényl)butan-2-amine
(2R)-4-Oxo-4-[3-(trifluormethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorphenyl)butan-2-amin
Sitagliptin
(3R)-3-Amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-1-butanone
1,2,4-triazolo[4,3-a]pyrazine-7(8H)-propanamine, 5,6-dihydro-γ-oxo-3-(trifluoromethyl)-α-[(2,4,5-trifluorophenyl)methyl]-, (αR)-
Unii-qfp0p1dv7z
1-Butanone, 3-amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-, (3R)-
trans-2-pentenenitrile ((E)-2-Pentenenitrile)

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
529.9±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C16H15F6N5O

[ Molecular Weight ]:
407.314

[ Flash Point ]:
274.3±32.9 °C

[ Exact Mass ]:
407.118073

[ PSA ]:
77.04000

[ LogP ]:
1.30

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.590

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Precursor & DownStream

Precursor

  • (R)-tert-Butyl (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-yl)carbamate
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-one
  • (S)-benzyl (1,4-dioxo-4-(3-(trifluoromethyl)-5,6,7,8-tetra hydro-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
  • ent-Sitagliptin Phosphate
  • (R,R)-N-benzyl-N-(α-methylbenzyl)-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

DownStream

  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-one
  • Sitagliptin phosphate monohydrate

Related Compounds

  • rac-Sitagliptin
  • (S)-Sitagliptin
  • N-Boc-Sitagliptin
  • (Rac)-Sitagliptin-d4
  • Sitagliptin Phosphate
  • Sitagliptin N-Sulfate