Ivacaftor
Ivacaftor is a bicyclic, nitrogen-containing heterocyclic compound featuring a fused tetrahydrofuran and pyridine ring system substituted with a cyclohexylmethyl group and an N-(2,3-dihydroxypropyl)amide moiety. The molecule exhibits a rigid conformation stabilized by intramolecular hydrogen bonding between the amide carbonyl and a proximal hydroxyl group. Its core scaffold incorporates a chiral tertiary amine center and a ketone functionality within the pyridine ring. The compound serves as a critical intermediate in the synthesis of cystic fibrosis modulator therapeutics, enabling precise control of stereochemistry during API production.
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Molecular Formula
C24H28N2O3
Molecular Weight
392.5000
CAS Number
873054-44-5
PubChem CID
16220172 ↗
IUPAC Name
N-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide
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Official Reference Standards
| Std | Catalog # | Quantity | Price |
|---|---|---|---|
| USP | 1354280 ↗ | — | — |
📝 Synonyms
Ivacaftor
873054-44-5
VX-770
Kalydeco
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
ivacaftorum
1Y740ILL1Z
CHEBI:66901
DTXSID00236281
ORKAMBI COMPONENT IVACAFTOR
🔬 Chemical Identifiers
CC(C)(C)C1=CC(=C(C=C1NC(=O)C2=CNC3=CC=CC=C3C2=O)O)C(C)(C)C
InChI=1S/C24H28N2O3/c1-23(2,3)16-11-17(24(4,5)6)20(27)12-19(16)26-22(29)15-13-25-18-10-8-7-9-14(18)21(15)28/h7-13,27H,1-6H3,(H,25,28)(H,26,29)
PURKAOJPTOLRMP-UHFFFAOYSA-N
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