Name | Entinostat |
Synonyms | MS275 MS 275 CS-189 MS-275 MS 2275 SNDX275 SNDX 275 Nsc706995 SNDX-275 Entinostat entinostat ENTINOSTAT pyridin-3-ylmethyl {4-[(2-aminophenyl)carbamoyl]benzyl}carbamate N-[4-[N-(2-Aminophenyl)carbamoyl]benzyl]carbamic acid 3-pyridylmethyl ester N-[[4-[[(2-Aminophenyl)amino]carbonyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester Carbamic acid, N-[[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]-, 3-pyridinylmethyl ester 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate, N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide |
CAS | 209783-80-2 |
InChI | InChI=1/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26) |
InChIKey | INVTYAOGFAGBOE-UHFFFAOYSA-N |
Molecular Formula | C21H20N4O3 |
Molar Mass | 376.4085 |
Density | 1.315 |
Melting Point | 159-160 ºC |
Boling Point | 566.7°C at 760 mmHg |
Flash Point | 296.6°C |
Solubility | Soluble in methanol, DMSO (~30 mg/ml), DMF (~30 mg/ml), ethanol (~2 mg/ml), 1:1 solutio |
Vapor Presure | 7.31E-13mmHg at 25°C |
Appearance | solid |
Color | Pale yellow |
Storage Condition | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week. |
Refractive Index | 1.672 |
MDL | MFCD03453552 |
Use | An HDAC inhibitor shown to inhibit angiogenesis and metastasis. |
In vitro study | MS-275 inhibits HDACs by acting on the 2 '-amino group. MS-275 acted on K562 cells to induce p21MS-275 inhibition of HDACs, and the IC50 was 0.51 μm and 1.7 μm when acting on HDAC1 and HDAC3, respectively. There was no inhibitory effect on other HDACs, such as HDAC4, 6, 8 and 10. MS-275 effectively inhibits human leukemia and lymphoid cancer cells, including U937, HL-60, K562, and Jurkat. MS-275 can induce the expression of p21CIP1/WAF1 regulated growth and variant Marker (CD11b) in U937 cells. MS-275 decreased the expression of cyclin D1 and anti-apoptotic proteins Mcl-1 and XIAP. |
In vivo study | MS-275 showed potent anticancer activity at a dose of 49 mg/kg in all but HCT-15 human xenografts. MS-275 promotes the therapeutic potential of malignant solid tumors and hematologic malignancies, and the regulation of physiological and aberrant gene expression. The combination of MS-275 and IL-2 showed strong anticancer activity in renal cell carcinoma by reducing regulatory T cells and enhancing the expression of splenocytes. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R62 - Possible risk of impaired fertility R48/25 - R25 - Toxic if swallowed R61 - May cause harm to the unborn child |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 2811 6.1 / PGIII |
WGK Germany | 3 |
HS Code | 29333990 |