MS-275 (SNDX-275; MS-27-275; Entinostat) preferentially inhibits HDAC 1 compared with HDAC 3 and has little or no effect against HDACs 6 and 8. The amine group of the benzanilide moiety might act as a hydrogen bond donor or could be involved in other electrostatic interactions, which are necessary for inhibitory activity.
IUPAC Name: pyridin-3-ylmethyl 4-(2-aminophenylcarbamoyl)benzylcarbamate
Molecular Weight: 376.42 g/mol
Molecular Formula: C21H20N4O3
Canonical SMILES: C1=CC=C(C(=C1)N)NC(=O)C2=CC=C(C=C2)CNC(=O)OCC3=CN=CC=C3
InChIKey Identifier: INVTYAOGFAGBOE-UHFFFAOYSA-N
CAS Number: 209783-80-2
Melting point: 159–160 °C
Solubility: 2 mg/ml in ethanol; 30 mg/ml in DMSO and DMF
2D Molfile: Get the molfile
Synonyms: SNDX-275; MS-27-275; Entinostat
Currently, Entinostat (in combination with azacitidine) is in a clinical phase I/II trials for myelodysplastic syndromes, chronic myelomonocytic leukemia, and acute myeloid leukemia with multilineage dysplasia. This compound (in combination with azacitidine) is also in clinical phase I/II trials for patients with recurrent advanced nonsmall-cell lung cancer.
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