ABC01223EX

Ritonavir Impurity F

Ritonavir Impurity F is a structurally related synthetic byproduct arising from the amidation step in Ritonavir production. It retains the core naphthalene sulfonamide scaffold and pyrazine-fused tetrahydrofuran ring system but features an additional methylene group (-CH2-) in the side chain adjacent to the sulfonamide linkage, resulting from a failed cyclization event. This impurity exhibits a truncated ester functionality compared to the parent drug, replacing the critical ฮณ-lactam moiety with a saturated carbonyl-terminated aliphatic chain. The compound demonstrates moderate hydrophobicity due to its extended aliphatic substituents and serves as a critical HPLC reference standard for monitoring process consistency in antiretroviral drug manufacturing.

On Request
Molecular Formula C29H34N4O5S
Molecular Weight 550.7000
CAS Number 1010809-61-6 โœ“ Verified
PubChem CID 72941971 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Ritonavir
Lead Time On Request
IUPAC Name 1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-5-[(4S)-2,5-dioxo-4-propan-2-ylimidazolidin-1-yl]-3-hydroxy-1,6-diphenylhexan-2-yl]carbamate

๐Ÿ“ Synonyms

1010809-61-6 Ritonavir EP Impurity F Des(isopropylthiazolyl) Hydantoin Ritonavir Thiazol-5-ylmethyl ((1S,2S,4S)-1-benzyl-4-(((2S)-1-benzyl-2-hydroxy-4-((4S)-4-(1-methylethyl)-2,5-dioxoimidazolidin-1-yl)-5-phenylpentyl)carbamate Des(isopropylthiazolyl) Hydantoin Ritonavir (>90%) 585AFZ62FT 1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-5-[(4S)-2,5-dioxo-4-propan-2-ylimidazolidin-1-yl]-3-hydroxy-1,6-diphenylhexan-2-yl]carbamate 1,3-Thiazol-5-ylmethyl N-((1S,2S,4S)-1-benzyl-2-hydroxy-4-((4S)-4-isopropyl-2,5-dioxoimidazolidin-1-yl)-5-phenylpentyl)carbamate Carbamic acid, N-((1S,2S,4S)-2-hydroxy-4-((4S)-4-(1-methylethyl)-2,5-dioxo-1-imidazolidinyl)-5-phenyl-1-(phenylmethyl)pentyl)-, 5-thiazolylmethyl ester Thiazol-5-ylmethyl ((2S,3S,5S)-3-hydroxy-5-((S)-4-isopropyl-2,5-dioxoimidazolidin-1-yl)-1,6-diphenylhexan-2-yl)carbamate

๐Ÿ”ฌ Chemical Identifiers

CC(C)[C@H]1C(=O)N(C(=O)N1)[C@@H](CC2=CC=CC=C2)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
InChI=1S/C29H34N4O5S/c1-19(2)26-27(35)33(28(36)32-26)22(13-20-9-5-3-6-10-20)15-25(34)24(14-21-11-7-4-8-12-21)31-29(37)38-17-23-16-30-18-39-23/h3-12,16,18-19,22,24-26,34H,13-15,17H2,1-2H3,(H,31,37)(H,32,36)/t22-,24-,25-,26-/m0/s1
CDGZDJUYEAMJKJ-GKXKVECMSA-N

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