WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 565076
CAS#: 1415925-18-6
Description: GSK2795039 is the first small molecule NADPH oxidase 2 (NOX2) inhibitor.
MedKoo Cat#: 565076
Name: GSK2795039
CAS#: 1415925-18-6
Chemical Formula: C23H26N6O2S
Exact Mass: 450.1838
Molecular Weight: 450.561
Elemental Analysis: C, 61.31; H, 5.82; N, 18.65; O, 7.10; S, 7.12
Synonym: GSK-2795039; GSK 2795039; GSK2795039
IUPAC/Chemical Name: N-(1-Isopropyl-3-(1-methylindolin-6-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl)-1-methyl-1H-pyrazole-3-sulfonamide
InChi Key: FMWVTCZKCXPKFW-UHFFFAOYSA-N
InChi Code: InChI=1S/C23H26N6O2S/c1-15(2)29-14-18(17-6-5-16-8-11-27(3)20(16)13-17)22-19(7-10-24-23(22)29)26-32(30,31)21-9-12-28(4)25-21/h5-7,9-10,12-15H,8,11H2,1-4H3,(H,24,26)
SMILES Code: O=S(C1=NN(C)C=C1)(NC2=C3C(N(C(C)C)C=C3C4=CC5=C(C=C4)CCN5C)=NC=C2)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
| Biological target: | GSK2795039 is a NADPH oxidase 2 (NOX2) inhibitor with a mean pIC50 of 6 in different cell-free assays. GSK2795039 inhibits reactive oxygen species (ROS) production and NADPH consumption. |
| In vitro activity: | GSK2795039 inhibited both the formation of ROS and the utilization of the enzyme substrates, NADPH and oxygen, in a variety of semirecombinant cell-free and cell-based NOX2 assays. It inhibited NOX2 in an NADPH competitive manner and was selective over other NOX isoforms, xanthine oxidase, and endothelial nitric oxide synthase enzymes. Reference: Antioxid Redox Signal. 2015 Aug 10;23(5):358-74. https://pubmed.ncbi.nlm.nih.gov/26135714/ |
| In vivo activity: | Treatment with GSK2795039 significantly improved the neurological function score 72 hours after collagenase injection (P < 0.05 or P < 0.01; Figure 8E–G) and alleviated brain edema, both 24 and 72 hours after collagenase injection (P < 0.01 or P < 0.001; Figure 8H), compared with the mouse control groups. These results suggested that the inhibition of NOX2 attenuated P2X7R-mediated oxidative stress following ICH. Reference: Neural Regen Res. 2021 Aug;16(8):1582-1591. https://pubmed.ncbi.nlm.nih.gov/33433488/ |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMF | 30.0 | 66.58 | |
| DMSO | 66.27 | 147.07 | |
| DMSO:PBS (pH 7.2) (1:4) | 0.2 | 0.44 | |
| Ethanol | 20.0 | 44.39 |
The following data is based on the product molecular weight 450.561 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Hirano K, Chen WS, Chueng AL, Dunne AA, Seredenina T, Filippova A, Ramachandran S, Bridges A, Chaudry L, Pettman G, Allan C, Duncan S, Lee KC, Lim J, Ma MT, Ong AB, Ye NY, Nasir S, Mulyanidewi S, Aw CC, Oon PP, Liao S, Li D, Johns DG, Miller ND, Davies CH, Browne ER, Matsuoka Y, Chen DW, Jaquet V, Rutter AR. Discovery of GSK2795039, a Novel Small Molecule NADPH Oxidase 2 Inhibitor. Antioxid Redox Signal. 2015 Aug 10;23(5):358-74. doi: 10.1089/ars.2014.6202. PMID: 26135714; PMCID: PMC4545375. 2. Deng H, Zhang Y, Li GG, Yu HH, Bai S, Guo GY, Guo WL, Ma Y, Wang JH, Liu N, Pan C, Tang ZP. P2X7 receptor activation aggravates NADPH oxidase 2-induced oxidative stress after intracerebral hemorrhage. Neural Regen Res. 2021 Aug;16(8):1582-1591. doi: 10.4103/1673-5374.303036. PMID: 33433488; PMCID: PMC8323669. 3. Hu XF, Xiang G, Wang TJ, Ma YB, Zhang Y, Yan YB, Zhao X, Wu ZX, Feng YF, Lei W. Impairment of type H vessels by NOX2-mediated endothelial oxidative stress: critical mechanisms and therapeutic targets for bone fragility in streptozotocin-induced type 1 diabetic mice. Theranostics. 2021 Jan 30;11(8):3796-3812. doi: 10.7150/thno.50907. PMID: 33664862; PMCID: PMC7914348. |
| In vitro protocol: | 1. Hirano K, Chen WS, Chueng AL, Dunne AA, Seredenina T, Filippova A, Ramachandran S, Bridges A, Chaudry L, Pettman G, Allan C, Duncan S, Lee KC, Lim J, Ma MT, Ong AB, Ye NY, Nasir S, Mulyanidewi S, Aw CC, Oon PP, Liao S, Li D, Johns DG, Miller ND, Davies CH, Browne ER, Matsuoka Y, Chen DW, Jaquet V, Rutter AR. Discovery of GSK2795039, a Novel Small Molecule NADPH Oxidase 2 Inhibitor. Antioxid Redox Signal. 2015 Aug 10;23(5):358-74. doi: 10.1089/ars.2014.6202. PMID: 26135714; PMCID: PMC4545375. |
| In vivo protocol: | 1. Deng H, Zhang Y, Li GG, Yu HH, Bai S, Guo GY, Guo WL, Ma Y, Wang JH, Liu N, Pan C, Tang ZP. P2X7 receptor activation aggravates NADPH oxidase 2-induced oxidative stress after intracerebral hemorrhage. Neural Regen Res. 2021 Aug;16(8):1582-1591. doi: 10.4103/1673-5374.303036. PMID: 33433488; PMCID: PMC8323669. 2. Hu XF, Xiang G, Wang TJ, Ma YB, Zhang Y, Yan YB, Zhao X, Wu ZX, Feng YF, Lei W. Impairment of type H vessels by NOX2-mediated endothelial oxidative stress: critical mechanisms and therapeutic targets for bone fragility in streptozotocin-induced type 1 diabetic mice. Theranostics. 2021 Jan 30;11(8):3796-3812. doi: 10.7150/thno.50907. PMID: 33664862; PMCID: PMC7914348. |
1: Pick E. Absolute and Relative Activity Values in Assessing the Effect of NADPH Oxidase Inhibitors. Antioxid Redox Signal. 2015 Nov 20;23(15):1250-1. doi: 10.1089/ars.2015.6470. PubMed PMID: 26566924.
2: Jaquet V, Rutter AR. Response to Pick. Antioxid Redox Signal. 2015 Nov 20;23(15):1251-3. doi: 10.1089/ars.2015.6565. PubMed PMID: 26566578.
3: Hirano K, Chen WS, Chueng AL, Dunne AA, Seredenina T, Filippova A, Ramachandran S, Bridges A, Chaudry L, Pettman G, Allan C, Duncan S, Lee KC, Lim J, Ma MT, Ong AB, Ye NY, Nasir S, Mulyanidewi S, Aw CC, Oon PP, Liao S, Li D, Johns DG, Miller ND, Davies CH, Browne ER, Matsuoka Y, Chen DW, Jaquet V, Rutter AR. Discovery of GSK2795039, a Novel Small Molecule NADPH Oxidase 2 Inhibitor. Antioxid Redox Signal. 2015 Aug 10;23(5):358-74. doi: 10.1089/ars.2014.6202. PubMed PMID: 26135714; PubMed Central PMCID: PMC4545375.
