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2,6-Di fluoro Dolutegravir

2,6-Di fluoro Dolutegravir is a dipyrimidinylpyrimidine-based API impurity featuring 2,6-difluoro substitution on the aryl ring of the parent Dolutegravir scaffold. The structure incorporates a 1,3,5-triazine core linked to a carboxamide side chain and a 4-amino-1,2,4-triazole-1-acetic acid moiety. The fluoro substitutions at the para and ortho positions of the phenyl ring introduce steric and electronic perturbations, altering metabolic stability. This compound arises as a synthetic byproduct during fluorination steps in Dolutegravir production. It serves as an HPLC reference standard for impurity profiling in API quality control.

On Request
Molecular Formula C20H19F2N3O5
Molecular Weight 419.4000
CAS Number 2244161-72-4 โœ“ Verified
Purity 95%
Product Type API Impurity
Parent Drug Dolutegravir
Lead Time 14 Days
IUPAC Name (4R,12aS)-N-(2,6-Difluorobenzyl)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1?,2?:4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide
Official Reference Standards
Std Catalog # Quantity Price
USP 1A12930 โ†— 25 mg USD 875.00

๐Ÿ“ Synonyms

2244161-72-4 4-Desfluoro-6-fluoro dolutegravir UNII-QC6U8H2E29 2,6-Difluoro dolutegravir QC6U8H2E29 (3S,7R)-N-[(2,6-difluorophenyl)methyl]-11-hydroxy-7-methyl-9,12-dioxo-4-oxa-1,8-diazatricyclo[8.4.0.03,8]tetradeca-10,13-diene-13-carboxamide 2H-Pyrido(1',2':4,5)pyrazino(2,1-b)(1,3)oxazine-9-carboxamide, N-((2,6-difluorophenyl)methyl)-3,4,6,8,12,12a-hexahydro-7-hydroxy-4-methyl-6,8-dioxo-, (4R,12aS)- Dolutegravir Impurity 6 Dolutegravir Impurity 59 (4R,12aS)-N-(2,6-difluorobenzyl)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide

๐Ÿ”ฌ Chemical Identifiers

FC1=C(CNC(=O)C=2C(C(=C3N(C[C@@H]4OCC[C@H](N4C3=O)C)C2)O)=O)C(=CC=C1)F
InChI=1S/C20H19F2N3O5/c1-10-5-6-30-15-9-24-8-12(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-13(21)3-2-4-14(11)22/h2-4,8,10,15,27H,5-7,9H2,1H3,(H,23,28)/t10-,15+/m1/s1
HINIWTFBDFXRFH-BMIGLBTASA-N

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