CAS 496791-37-8|AR-C155858
Introduction：Basic information about CAS 496791-37-8|AR-C155858, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | AR-C155858 | ||
|---|---|---|---|
| CAS Number | 496791-37-8 | Molecular Weight | 461.535 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 763.1±70.0 °C at 760 mmHg |
| Molecular Formula | C21H27N5O5S | Melting Point | / |
| MSDS | / | Flash Point | 415.3±35.7 °C |
Names
| Name | 6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-[(4S)-4-hydroxy-1,2-oxazolidine-2-carbonyl]-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4-dione |
|---|---|
| Synonym | More Synonyms |
AR-C155858 BiologicalActivity
| Description | AR-C155858 is a selective monocarboxylate transporter MCT1 and MCT2 inhibitor with Kis of 2.3 nM and 10 nM, respectively. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>Monocarboxylate TransporterResearch Areas >>Others |
| Target | Ki: 2.3 nM (MCT1), 10 nM (MCT2) |
| In Vitro | AR-C155858 (10 nM-100 nM) inhibits MCT1/MCT2 C-terminal chimaeras[1]. AR-C155858 inhibits MCT2, and the 70% inhibition seen at 10 nM is followed by a gradually increasing inhibition which can only be explained by a Ki value of significantly less than 10 nM. AR-C155858 inhibits MCT1 expressed in Xenopus oocytes in a time- and concentration-dependent manner[2]. |
| Kinase Assay | MCT kinetic assays are performed by monitoring intracellular pH with H+-sensitive dye BCECF or by determining the uptake of l-[14C]lactate (7.4 MBq/mL). The uptake buffer containes 75 mM NaCl, 2 mM KCl, 0.82 mM MgCl2, 1 mM CaCl2 and 20 mM Tris/Hepes (pH 7.4). AR-C155858 inhibitor titrations are performed at pH 6 with oocytes preincubated for 45 min in a different uptake buffer (75 mM NaCl, 2 mM KCl, 0.82 mM MgCl2, 1 mM CaCl2 and 20 mM Mes, pH 6) containing the required concentration of AR-C155858 prior to measuring the uptake of l-[14C]lactate (0.5 mM). Unless stated otherwise, uptake is determined over 2.5 min for all MCT constructs except for MCT2trn with or without embigin and MCT2/1 with or without embigin, where 5 and 10 min are used respectively. |
| Cell Assay | The erythrocytes (5% haematocrit) are pre-incubated for 1 h at room temperature (22°C) with or without AR-C155858 at the required concentration before assaying transport of l-lactate (10 mM) at 6°C. Initial rates of transport are calculated by first-order regression analysis of the time course of pH change and converted into nmol of H+/min by determining the pH change induced by small additions of standardized NaOH. |
| References | [1]. Ovens MJ, et al. The inhibition of monocarboxylate transporter 2 (MCT2) by AR-C155858 is modulated by the associated ancillary protein. Biochem J. 2010 Oct 15;431(2):217-25. [2]. Ovens MJ, et al. AR-C155858 is a potent inhibitor of monocarboxylate transporters MCT1 and MCT2 that binds to an intracellular site involving transmembrane helices 7-10. Biochem J. 2010 Jan 15;425(3):523-30. [3]. Vijay N, et al. A Novel Monocarboxylate Transporter Inhibitor as a Potential Treatment Strategy for γ-Hydroxybutyric Acid Overdose. Pharm Res. 2015 Jun;32(6):1894-906. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 763.1±70.0 °C at 760 mmHg |
| Molecular Formula | C21H27N5O5S |
| Molecular Weight | 461.535 |
| Flash Point | 415.3±35.7 °C |
| Exact Mass | 461.173279 |
| PSA | 150.69000 |
| LogP | 0.93 |
| Vapour Pressure | 0.0±2.7 mmHg at 25°C |
| Index of Refraction | 1.634 |
| InChIKey | ISIVOJWVBJIOFM-ZDUSSCGKSA-N |
| SMILES | Cc1n[nH]c(C)c1Cc1sc2c(c1C(=O)N1CC(O)CO1)c(=O)n(C)c(=O)n2CC(C)C |
| Storage condition | 2-8℃ |
Synonyms
| 6-[(3,5-Dimethyl-1H-pyrazol-4-yl)methyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione |
| 6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-{[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]carbonyl}-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione |
| Thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione, 6-[(3,5-dimethyl-1H-pyrazol-4-yl)methyl]-5-[[(4S)-4-hydroxy-2-isoxazolidinyl]carbonyl]-3-methyl-1-(2-methylpropyl)- |
| Thienopyrimidine-2,4-dione,13 |
| CS-0540 |
| AR-C155858 |
