ABC01289YX

SITAGLIPTIN STYRYLACETYL IMPURITY

SITAGLIPTIN STYRYLACETYL IMPURITY is a fluorinated heterocyclic compound featuring a substituted styrylacetamide moiety linked to a piperazine ring, with three trifluoromethyl groups and a guanidine-like nitrogen center. Its structure diverges from Sitagliptin through the replacement of the thiophene core with a styrylacetyl chain, introducing conjugated aromaticity and enhanced hydrophobicity. This impurity arises via side-chain acylation during synthetic pathways, forming a stable amide bond between the piperazine nitrogen and a cinnamoyl group. It serves as a critical HPLC reference standard for quantifying process-related impurities in Sitagliptin API batches.

On Request
Molecular Formula C16H12F6N4O
Molecular Weight 390.2800
CAS Number 1253056-18-6 ✓ Verified
PubChem CID 49783992 ↗
Purity N/A
Product Type API Impurity
Parent Drug Sitagliptin
Lead Time On Request
IUPAC Name (E)-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one
Official Reference Standards
Std Catalog # Quantity Price
USP 1A02600 ↗ 25 mg USD 1248.00

📝 Synonyms

1253056-18-6 BA5DQ297BM (2E)-1-[5,6-Dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-2-buten-1-one (2E)-1-(5,6-Dihydro-3-(trifluoromethyl)-1,2,4-triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)-2-buten-1-one (E)-1-(3-(Trifluoromethyl)-5,6-dihydro-(1,2,4) triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one 2-Buten-1-one, 1-(5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)-, (2E)- RefChem:196431 Sitagliptin impurity D Sitagliptin Deamino Impurity 1 3-Desamino-2,3-dehydro Sitagliptin

🔬 Chemical Identifiers

C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)/C=C/CC3=CC(=C(C=C3F)F)F
InChI=1S/C16H12F6N4O/c17-10-7-12(19)11(18)6-9(10)2-1-3-14(27)25-4-5-26-13(8-25)23-24-15(26)16(20,21)22/h1,3,6-7H,2,4-5,8H2/b3-1+
QSSHJJFVCWMIKH-HNQUOIGGSA-N

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