Ivacaftor (VX-770)
Ivacaftor (VX-770) structure
|
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 | N/A | |
| MSDS | N/A | Flash Point | 286.7±30.1 °C | |
Use of Ivacaftor (VX-770)Ivacaftor is a potent and orally bioavailable CFTR potentiator, targeting G551D-CFTR and F508del-CFTR with EC50s of 100 nM and 25 nM, respectively. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | ivacaftor |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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 | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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℃ |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| HS Code | 29333990 |
|---|
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 9 | |
|---|---|
| DownStream 2 | |
CAS#:873055-58-4
CAS#:1182822-31-6
CAS#:13721-01-2![Carbonic acid 5-[[(1,4-dihydro-4-oxo-3-quinolinyl)carbonyl]amino]-2,4-bis(1,1-dimethylethyl)phenyl methyl ester Structure](https://image.chemsrc.com/caspic/441/1246213-45-5.png)
CAS#:1246213-45-5
CAS#:96-76-4
CAS#:873055-54-0
CAS#:873055-55-1
CAS#:52980-28-6![Propanedioic acid,2-[(phenylamino)methylene]-, 1,3-diethyl ester Structure](https://image.chemsrc.com/caspic/275/54535-22-7.png)
CAS#:54535-22-7
CAS#:1246213-23-9
CAS#:1246213-24-0This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the LogP of ivacaftor? |
| A: LogP of ivacaftor is 6.34. |
| Q: What is the InChIKey of ivacaftor? |
| A: InChIKey of ivacaftor is PURKAOJPTOLRMP-UHFFFAOYSA-N. |
| Q: What is the molecular weight of ivacaftor? |
| A: Molecular weight of ivacaftor is 392.491. |
| Q: What is the molecular formula of ivacaftor? |
| A: Molecular formula of ivacaftor is C24H28N2O3. |
| Q: What are the upstream materials of ivacaftor? |
| A: Related upstream materials(CAS) of ivacaftor: 873055-58-4;1182822-31-6;13721-01-2;1246213-45-5;96-76-4;873055-54-0;873055-55-1;52980-28-6;54535-22-7. |
| Q: What is the polar surface area (PSA) of ivacaftor? |
| A: Polar surface area (PSA) of ivacaftor is 85.68000. |
| Q: What are the storage conditions for ivacaftor? |
| A: Storage conditions for ivacaftor: 2~8℃. |
| Q: What are the downstream products of ivacaftor? |
| A: Related downstream products(CAS) of ivacaftor: 1246213-23-9;1246213-24-0. |
| Q: What are the uses of ivacaftor? |
| A: Main uses of ivacaftor: Ivacaftor is a potent and orally bioavailable CFTR potentiator, targeting G551D-CFTR and F508del-CFTR with EC50s of 100 nM and 25 nM, respectively. |
| Q: What is the SMILES notation of ivacaftor? |
| A: SMILES notation of ivacaftor is CC(C)(C)c1cc(C(C)(C)C)c(NC(=O)c2c[nH]c3ccccc3c2=O)cc1O. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Henan Tianfu Chemical Co., Ltd. |