CAS 873054-44-5|Ivacaftor (VX-770)

Introduction：Basic information about CAS 873054-44-5|Ivacaftor (VX-770), including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Ivacaftor (VX-770) BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Ivacaftor (VX-770)
CAS Number	873054-44-5	Molecular Weight	392.491
Density	1.2±0.1 g/cm3	Boiling Point	550.5±50.0 °C at 760 mmHg
Molecular Formula	C₂₄H₂₈N₂O₃	Melting Point	/
MSDS	/	Flash Point	286.7±30.1 °C

Names

Name	ivacaftor
Synonym	More Synonyms

Ivacaftor (VX-770) BiologicalActivity

Description	Ivacaftor is a potent and orally bioavailable CFTR potentiator, targeting G551D-CFTR and F508del-CFTR with EC50s of 100 nM and 25 nM, respectively.
Related Catalog	Signaling Pathways >>Membrane Transporter/Ion Channel >>CFTRResearch Areas >>Endocrinology
Target	EC50: 100 nM (G551D-CFTR), 25 nM (F508del-CFTR)[1]
In Vitro	Ivacaftor (10 µM) increases the PC secretion activity by 3-fold for ABCB4-G535D, 13.7-fold for ABCB4-G536R, 6.7-fold for ABCB4-S1076C, 9.4-fold for ABCB4-S1176L, and 5.7-fold for ABCB4-G1178S. Ivacaftor corrects the functional defect of ABCB4 mutants[1]. Ivacaftor (10 μM) significantly increases CFTR activity in W1282X-expressing cells compared to R1162X CFTR cells[2]. Ivacaftor shows no significant activity against 160 targets tested including the GABAA benzodiazepine receptor. Ivacaftor increases the chloride secretion with an EC50 of 0.236 ± 0.200 μM, a 10-fold shift in potency compared to the F508del HBEs[3]. In recombinant cells, VX-770 increases CFTR channel open probability (Po) in both the F508del processing mutation and the G551D gating mutation. VX-770 increases forskolin-stimulated IT in temperature-corrected F508del-FRT cells by appr 6-fold with an EC50 of 25 nM[4].
In Vivo	Ivacaftor (1-200 mg/kg, p.o.) exhibits good oral bioavailability in rat[3].
References	[1]. Delaunay JL, et al. Functional defect of variants in the adenosine triphosphate-binding sites of ABCB4 and their rescue by the cystic fibrosis transmembrane conductance regulator potentiator, ivacaftor (VX-770). Hepatology. 2017 Feb;65(2):560-570 [2]. Mutyam V, et al. Therapeutic benefit observed with the CFTR potentiator, ivacaftor, in a CF patient homozygous for the W1282X CFTR nonsense mutation. J Cyst Fibros. 2017 Jan;16(1):24-29 [3]. Hadida S, et al. Discovery of N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (VX-770, ivacaftor), a potent and orally bioavailable CFTR potentiator. J Med Chem. 2014 Dec 11;57(23):9776-9 [4]. Van Goor F, et al. Rescue of CF airway epithelial cell function in vitro by a CFTR potentiator, VX-770. Proc Natl Acad Sci U S A. 2009 Nov 3;106(44):18825-30.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	550.5±50.0 °C at 760 mmHg
Molecular Formula	C₂₄H₂₈N₂O₃
Molecular Weight	392.491
Flash Point	286.7±30.1 °C
Exact Mass	392.209991
PSA	85.68000
LogP	6.34
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.606
InChIKey	PURKAOJPTOLRMP-UHFFFAOYSA-N
SMILES	CC(C)(C)c1cc(C(C)(C)C)c(NC(=O)c2c[nH]c3ccccc3c2=O)cc1O
Storage condition	2~8℃

Safety Information

HS Code	29333990

Synonyms

3-Quinolinecarboxamide, N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxo-

Ivacaftor

[14C]-Ivacaftor

Kalydeco

N-(2,4-ditert-butyl-5-hydroxyphenyl)-4-oxo-1H-quinoline-3-carboxamide

MFCD17171361

VX770

UNII-1Y740ILL1Z

N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxaraide

N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide

N-[5-Hydroxy-2,4-bis(2-methyl-2-propanyl)phenyl]-4-oxo-1,4-dihydro-3-quinolinecarboxamide

N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

N-[2,4-Bis(tert-butyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxo-3-quinolinecarboxamide

VX-770

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