Skip to Content
Merck
CN
All Photos(1)

Documents

EPS002

Sigma-Aldrich

MS-275

A HDAC1 and HDAC3 inhibitor

Synonym(s):

MS-275 (Entinostat, SNDX-275), 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate, N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C21H20N4O3
CAS Number:
209783-80-2
Molecular Weight:
376.41
MDL number:
MFCD03453552
UNSPSC Code:
12352200
PubChem Substance ID:
329799578
NACRES:
NA.41

Assay

≥99%

solubility

DMSO: 38 mg/mL

storage temp.

−20°C

SMILES string

Nc1ccccc1NC(=O)c2ccc(CNC(=O)OCc3cccnc3)cc2

InChI

1S/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)

InChI key

INVTYAOGFAGBOE-UHFFFAOYSA-N

Gene Information

human ... HDAC1(3065) , HDAC10(83933) , HDAC11(79885) , HDAC2(3066) , HDAC3(8841) , HDAC4(9759) , HDAC5(10014) , HDAC6(10013) , HDAC7(51564) , HDAC8(55869) , HDAC9(9734)

Looking for similar products? Visit Product Comparison Guide

General description

Preferentially inhibits HDAC1 (IC50=300 nM) over HDAC3 (IC50=8 μM). Has no inhibitory activity towards HDAC8 (IC50>100 μM).

Application

MS-275 has been used as a histone deacetylase-1 inhibitor.

Biochem/physiol Actions

HDAC inhibitor; antiproliferative.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H360

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

HoxC5 and miR-615-3p target newly evolved genomic regions to repress hTERT and inhibit tumorigenesis
TingDong Y et al.
Nature Communications, 100 (2018)
Marta Bombardo et al.
Scientific reports, 8(1), 9391-9391 (2018-06-22)
Adult pancreatic acinar cells have the ability to re-enter the cell cycle and proliferate upon injury or tissue loss. Despite this mitotic ability, the extent of acinar proliferation is often limited and unable to completely regenerate the injured tissue or
Heather MacTavish et al.
PloS one, 5(12), e14462-e14462 (2011-02-02)
Histone deacetylase inhibitors (HDI) dampen cellular innate immune response by decreasing interferon production and have been shown to increase the growth of vesicular stomatitis virus and HSV. As attenuated tumour-selective oncolytic vaccinia viruses (VV) are already undergoing clinical evaluation, the
Xuelian Xu et al.
PloS one, 6(2), e17138-e17138 (2011-03-02)
Pediatric acute myeloid leukemia (AML) remains a challenging disease to treat even with intensified cytarabine-based chemotherapy. Histone deacetylases (HDACs) have been reported to be promising therapeutic targets for treating AML. However, HDAC family members that are involved in chemotherapy sensitivities
Ilaria Lepore et al.
PloS one, 8(12), e83018-e83018 (2013-12-19)
Over the past years BARD1 (BRCA1-associated RING domain 1) has been considered as both a BRCA1 (BReast Cancer susceptibility gene 1, early onset) interactor and tumor suppressor gene mutated in breast and ovarian cancers. Despite its role as a stable
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service